CAAAEUeIA OA?AEOA?ENOEEA ?IAIOE
Aeooaeuei?noue oaie. A inoaii( ?iee aaaaoi oaaae i?eae(eyeinue o(i((
ea?eanieo niieoe. Iaei((th c i?e/ei oeueiai yaey?oueny aeniea ?
?(ciiiai(oia a(ieia(/ia aeoeai(noue acioiai?nieo iio(aeieo ea?eanieo
niieoe, cie?aia, nieae ai(i(a-aiaioaae(io, ?aiaioaae(io, aeaeoeoi?(io.
?icii/aoa ?ai(oa aea/aiiy a(ieia(/ii( aeoeaiino( noeueoiiai(ae(a ?yaeo
ii?ai?iaio iieacaei ia?niaeoeai(noue aeine(aeaeaiiy no?oeoo?, ye(
i(noyoue oa?iieioi?iee a(oeeee(/iee ea?ean ( noeueoiiai(aeiee o?aaiaio.
Iio( iio(aei( ai(i(a, cie?aia, na/iaeie, o(ina/iaeie ( o.(.,
aeine(aeaeai( iaaeinoaoiuei, aea yaeythoueny aacia?a/ii oe(eaaeie aeey
?icaeoeo o(i(( ea?eanieo no?oeoo?.
Ca’ycie ?iaioe c iaoeiaeie i?ia?aiaie, ieaiaie, oaiaie. Aeine(aeaeaiiy
aeeiiaii o ?aieao aea?aeathaeaeaoii( oaie “Aiieneaei( niieoee.
Oai?aoe/ia aeine(aeaeaiiy oa ?ic?iaea iaoiae(a neioaco i?aeoe/ii
ei?enieo niieoe ia (o iniia(”, caoaa?aeaeaii( Aieiaiei oi?aae(iiyi iaoee
I(i(noa?noaa ina(oe Oe?a(ie 20.06.1995 ?. (? aea?ae?a(no?aoe(( 0195 V
019434). ?iaioa aeeiiaia i?e i(aeo?eioe( I(aeia?iaeii( Ni?in?anueei(
i?ia?aie i(aeo?eiee ina(oe a aaeoc( oi/ieo iaoe (ISSA?), a?aio ? PSU
063053 (1996 ?.) oa ? PSU 073074 (1997 ?.).
Iaoa oa caaea/? aeine?aeaeaiiy. ?ic?iaea iaoiae?a neioaco a?ieia?/ii
aeoeaieo iio?aeieo ai?i?a, ye? i?noyoue ea?eani? o?aaiaioe ii?ai?aio,
ii?ai?iaio, aaeaiaioaio, aea/aiiy o?i?/ii? iiaaae?iee, no?oeoo?e,
eiioi?iaoe?eieo aeanoeainoae ? a?ieia?/ii? aeoeaiino? neioaciaaieo
niieoe (ai?i?a, noeueoiiai?ae?a, na/iaei, o?ina/iaei oa ?i.)
Iaoeiaa iiaecia iaea?aeaieo ?acoeueoao?a. Neioaciaaiee oe?ieee ?yae
?ai(oa ia iienaieo iio(aeieo ea?eanieo ai(i(a (noeueoiiai?ae?a, na/iaei,
o?ina/iaei). Aia?oa i?iaaaeaia ioe?iea eiioi?iaoe?eieo iniaeeainoae oa
?iciiae?eo aeaeo?iiii? aonoeie o iieaeoeao ai?i?a c a?- oa
iie?oeeee?/ieie o?aaiaioaie.
Aia?oa iieacaii, ui i?io?eaiiy ?aaeoe(( a?eena/iaei ?yaeo ii?ai?iaio c
ia?ieneeeneioaie caeaaeeoue a(ae i?((ioaoe(( cai(nieea: aeci-(ciia?e
o?ainoi?iothoueny a aiieneaee, a aiaei-(ciia?e ooai?ththoue iio(aei(
aeci-2-iene-4-acao?eoeeeei(4.2.1.0.3.7( iiiai?a.
Aia?oa anoaiiaeaii, ui ?aaeoe(y ieeneaiiy o(ina/iaei ?yaeo ii?ai?iaio
i?ioiaeeoue ca o/anoth iaeiiai c aeaio iayaieo o iieaeoe( ioeeaio(eueieo
?aaeoe(eieo oeaio?(a oa ia caeaaeeoue a(ae i?inoi?iai? i???ioaoe??
cai?nieea; a ?acoeueoao? ieeneaiiy aeci- (( aiaei-) (ciia?(a iaea?aeai?
a(aeiia(aei? noeueoieneaee.
Iaea?aeai( iia( aeai( i?i caeaaei(noue oa?iaeieia(/ii( aeoeaiino( a(ae
no?oeoo?e noeueoai(ae(a ?yaeo ii?ai?iaio.
Aia?oa aeyaeaia caeaaei(noue ianoeoeeaeii( aeoeaiino( o ?yae( na/iaei c
ii?ai?iaiiaei ea?eanii a(ae o(i(/ii( no?oeoo?e iieaeoe.
Anueiai o aeena?oaoe(ei(e ?iaio( aia?oa iienaii a(ey 150 niieoe.
I?aeoe/ia cia/aiiy iaea?aeaieo ?acoeueoao?a. A ?iaio( i?iiiiothoueny
oeyoe ooee(caoe(( oeeeeiiaioaae((io, aaaaoioiiiaaeiiai a(aeoiaeo
eienio(i(/ii( oa iaooiia?a?iaii( i?iieneiaino(, c iaoith neioaco oe?iei?
a?oie iiaeo o(i(/ieo niieoe, /anoeia yeeo aeyaeea a(ieia(/io
aeoeai(noue. Neioaciaai? niieoee, ye? iathoue ooia?oeeaeio,
??no?aaoethth/o oa aaeoa?eoeeaeio aeoeai?noue. Aeey noeueoiiai?ae?a ia
iniia? ea?eanieo ai?i?a aecia/aiee oe?ieee niaeo? oa?iaeieia?/ii? ae??.
Noeueoiiii(ae ia iniia( i?ioea(?oniiai caniao aeaeoeoi?(io cayaeaii ye
o?aiea(e(caoi?, yeee aeyaey( neeueio i?ioenoaeiiio, a oaeiae
aiaeueaaoe/io, i?ioecaiaeueio oa aioea(iiene/io ae(th.
Iniaenoee aianie iiooeoaa/a. Iieyaa? a iaea?aeaii? oa iaaiai?thaaii?
iaoeiaeo ?acoeueoao?a, ye? i?iiiiothoueny o aeena?oaoe??, a oaeiae o
i?iaaaeaii? aenia?eiaioaeueieo aeine?aeaeaiue. Eaaioiai-o?i?/i? oa
iieaeoey?ii-iaoai?/i? ?ic?aooiee aeeiiai? aeioeaioii eaoaae?e i?aai?/ii?
o?i?? AeAeO, e.o.i. N.?. Ieiaeoei. O ieaioaaii?, i?iaaaeai?
aeine?aeaeaiue oa iaaiai?thaaii? ?acoeueoao?a a?aa o/anoue iaoeiaee
ni?a?ia?oiee OAeOOO, e.o.i. A.I.Ean’yi. Oa?iaeieia?/i? aeine?aeaeaiiy
aeeiiai? a?oiith iaoeiaeo i?aoe?aiee?a ia eaoaae?? oa?iaeieia??
Aei?i?iiao?ianueei? iaaee/ii? aeaaeai?? i?ae ea??aieoeoaii i?ioani?a
Ceaiei I.O.
Ai?iaaoe?y ?acoeueoao?a aeena?oaoe??. ?acoeueoaoe ?iaioe aoee
i?aaenoaaeai? ia i?aeia?iaeieo eiioa?aioe?yo: “A?eue o Aa?ii?” (?oae?y
1995 ?., ?niai?y 1997 ?.), 19-io i?aeia?iaeiiio eieiea?oi? c?
niaeo?ineii?? (I?ia//eia, 1995 ?.), 15-io ac?aonueeiio eiia?an? c
oa?iaeieia?? (Oa?eaiae, 1994 ?.), eiioa?aioe?? c o?i?? aaoa?ioeeee?/ieo
niieoe (?oae?y, 1996 ?.), 20-io iae?iineoioa?iaeieia?/iiio eiia?an?
(Aano?ae?y, 1996 ?.), 14-io i?aeia?iaeiiio neiiic?oi? c iaaee/ii? o?i??
(I?aea?eaiaee, 1996 ?.), 11-io neiiic?oi? “Oaiaeaioe?? o aea/aii?
e?ea?nueeeo ?a/iaei (I?aea?eaiaee, 1997 ?.), 9-io i?aeia?iaeiiio
eiia?an? c ianoeoeeae?a (Aaeeeia?eoai?y, 1998 ?.), iaoeiai-i?aeoe/i?e
eiioa?aioe?? “No?eeee ?icaeoie: caa?oaeiaiiy iaaeieeoiueiai na?aaeiaeua
oa aeieia?/ia aaciaea” (Oe?a?ia, 1995 ?.), eiioa?aioe?? “Eiiaa?n?y oa
aeieia?y” (Oe?a?ia, 1997 ?.), eiioa?aioe?? “I?aeoaciee eaoae?c: iaoai?ci
oa canoinoaaiiy a i?aai?/iiio neioac?” (?in?y, 1997 ?.), 4-?e
eiioa?aioe?? “O?aioe?y oa Oe?a?ia, iaoeiai-i?aeoe/iee aeina?ae o
eiioaeno? ae?aeiao iaoe?iiaeueieo eoeueoo?” (Oe?a?ia, 1997 ?.), a oaeiae
ia eiioa?aioe?yo e?a?i NIAe “Ia?niaeoeae ?icaeoeo o?i?? oa canoinoaaiiy
ea?eanieo niieoe” (?in?y, 1995 ?.), Oe?a?inueei? eiioa?aioe?? c
i?aai?/ii? o?i?? (Oe?a?ia, 1995 ?.). *anoeia iaoa??ae?a o aeena?oaoe??
i?aaenoaaeaia aaoi?ii o aeaeyae? noaiaeiai? aeiiia?ae? ia I?aeia?iaeiiio
eiia?an? o Ai?iiaae? o 1996 ?ioe?.
Ioae?eaoe??. Ca ?acoeueoaoaie aeine?aeaeaiue iioae?eiaaii n?i noaoae o
aeo?iae? i?aai?/ii? o?i?? oa oace a?n?iiaaeoeyoe aeiiia?aeae ia
i?aeia?iaeieo oa iaoe?iiaeueieo eiioa?aioe?yo. O iaoaioia a?aeiinoai
Oe?a?ie aoea iai?aaeaia cayaea ia iaoaio.
No?oeoo?a aeena?oaoe?eii? ?iaioe. Aeena?oaoe?y ia? anooi, iaeyae
e?oa?aoo?e, /ioe?e ?icae?ee iaaiai?thaaiiy ?acoeueoao?a iaoeiaiai
aenia?eiaioo, iniiai? aeniiaee, nienie aeei?enoaii? e?oa?aoo?e oa
aeiaeaoee. ?iaioa aeeeaaeaia ia 172 noi??ieao oaenoo eiii’thoa?iiai
iaai?o, i?noeoue 12 iaethie?a, 34 oaaeeoe?, 3 aeiaeaoee, nienie
e?oa?aoo?e i?noeoue 175 aeaea?ae.
INIIAIEE CI?NO ?IAIOE
1. Iaoiaee neioaco oa a?ieia?/ia aeoeai?noue ai?i?a c ea?eanieie
o?aaiaioaie oa ?o iio?aeieo
O e?oa?aoo?iiio iaeyae? iaaiai?ai? ??ci? iaoiaee iaea?aeaiiy ea?eanieo
ai?i?a, a oaeiae aeai? i?i caeaaei?noue a?ieia?/ii? aeoeaiino? ea?eanieo
ai?i?a a?ae ?o no?oeoo?e.
2. Neioac, eiioi?iaoe?ei? aeanoeaino? oa ?iciiae?e aeaeo?iiii? aonoeie o
iieaeoeao a?- oa iie?oeeee?/ieo ai?i?a
Ai?ie, ye? i?noyoue ii?ai?iaiiaee oa ii?ai?iaiiaee o?aaiaio, iaea?aeai?
ia iniia? oeeeeiiaioaae??io (OeIAe)-aaaaoioiiiaaeiiai a?aeoiaeo
eienio?i?/ii? oa iaooiia?a?iaii? i?iieneiaino? (noaia 2.1)
Noaia 2.1
Eeth/iaei iiiaioii neioaco ? aeae?eaiiy ?iaeea?aeoaeueieo oi?i ?ciia?ieo
i?iaeoeo?a ae??iiaiai neioaco – i?o?ee?a (2.1 a oa 2.1 a). O iao?e
?iaio? aiie aeae?eai? iaoiaeii oiiei? o?aeoe?eii? ?icaiiee ia noaiaeao
III “O?ioaoiieia?y” (i.N?a??iaeiiaoeuee). Aeey anoaiiaeaiiy i?inoi?iai?
aoaeiae oao?aoeeee?/ieo i?o?ee?a (2.7, 2.8) i?iaaaeaii oai?aoe/ia
aeine?aeaeaiiy iaoiaeii IIO.
?acoeueoaoe ?ic?aooieo na?ae/aoue i?i aia?aaoe/io ia?aaaao
aiaei-aecinoa?ai?ciia??a (2.7, 2.8). Oei?enoiaiaeiaaa n?eue ai?io (2.11)
i?ae iacaith “aeaeoeoi??i” iaaeaia iai ni?a?ia?oieeaie ?IO IAI Oe?a?ie
(i.Ee?a). Aeaeoeoi??i yaey?oueny aeoeaiei a??oniei ?ia?a?oi?ii,
aeei?enoaiiy eiai aeey iaea?aeaiiy a?ieia?/ii aeoeaieo niieoe ia?
aaaeeeao ia?aaaao – aeinooii?noue ai?io, i?iieneiaa ae?iaieoeoai yeiai
iiaiiaaia ia aeae?eueeio oa?iaoeaaoe/ieo i?aei?e?inoaao e?a?i NIAe, o
oiio /ene? ia caaiae? a i.Oiai? *a?eanueei? iaeano? Oe?a?ie. Ai?ie ?yaeo
aaeaiaioaio (2.14, 2.16) iaaeai? aeey i?iaaaeaiiy aeine?aeaeaiue
ni?a?ia?oieeaie Aieaia?aaenueeiai iie?oaoi?/iiai ?inoeoooo.
Iiia?aaeiy ioe?iea iniiaiino? aeine?aeaeoaaieo ai?i?a cae?eniaia ca
aeiiiiiaith iai?aaii??e/iiai iaoiaea AI1. Ca?aeii c? ci?iith cia/aiue
nii??aeiaiino? aei i?ioiia iniiai?noue a?oeeee?/ieo ai?i?a ciaioo?oueny
o ianooiiiio ?yae?:
2.11a( 2.11a( 2.2a( 2.5( 2.9a( 2.10a( 2.9a( 2.10a( 2.2a( 2.6( 2.3
Ca?aeii c ?ic?aooieii, iniiai?noue aaeaiaioaiai?i?a ciaioo?oueny o
?yae?:
2.13( 2.12( 2.15( 2.16( 2.14
C aeei?enoaiiyi iieaeoey?ii-iaoai?/ieo ?ic?aooie?a (iaoiae IIO) aoea
ioe?iaia aaiiao??y oa i?iaaaeaiee eiioi?iaoe?eiee aiae?c eeth/iaeo
ai?i?a.
3. IIO?AeI? IAIANE*AIEO A?- OA IIE?OeEEE?*IEO AI?I?A
3.1. Neioac oa aea/aiiy niaeo?aeueieo ia?aiao??a na/iaei ? o?ina/iaei ia
iniia? iaiane/aieo ea?eanieo ai?i?a
?nioth/? e?oo?aoo?i? aeai? i?i a?ieia?/io aeoeai?noue na/iaei oa
o?ina/iaei ?yaeo ii?ai?iaio aecia/eee ?ioa?an aei neioaco niieoe oe???
a?oie ca ?aooiie ?icoe?aiiy ?yaeo aeo?aeieo ai?i?a. Iaie aea/aii
aca?iiae?th ai?i?a c ?cioe?aiaoaie oa ?cio?ioe?aiaoaie.
Niieoee (3.10a,a-3.13) iaea?aeai? ia iniia? 8-ai?iiiaoeeoao?aoeeeei-
[4.4.012,517,10]aeiaeaoe-3-ai?a (2.5a,a) – a?n-aaeoeo?a
oeeeeiiaioaae??io oa aiaei (aeci)-ii?ai?iaiea?aii?o?eeo (2.9 a,a):
No?oeoo?a iaea?aeaieo niieoe i?aeoaa?aeaeaia c aeei?enoaiiyi ?*- ?
ssI?-niaeo?ineii??. A?aeianaiiy iaea?aeaieo niieoe aei aiaei- aai
aeci-?yaeo cae?eniaii ca aeiiiiiaith ssI? 1I niaeo?ineii?? c
aeei?enoaiiyi e?eoa???a, cai?iiiiiaaieo ?ai?oa aeey noeueoiiai?ae?a
?yaeo ii?ai?iaio. Cie?aia, aeey noa?ai?ciia?ieo na/iaei ?yaeo ii?ai?iaio
nooo?ai a?ae??ciy?oueny ?aciiain i?ioii?a ii?ai?iaiiaiai ea?eano:
i?ioiie ieao?iiaiai o?aaiaioo aeci-?ciia??a iaeaea aea?aaeaioi?, o
aeiaaeeo aiaei-na/iaei a?aei?ii?noue ca o?i?/iei cnoaii neeaaea?
~0.2-0.3 i.ae.
ia?aaei?noeia? i?ioiie aeci-?ciia??a ?aciiothoue ia ??cieo ae?eyieao
iiey (~2.75 oa ~2.55 i.ae.), aeey aiaei-?ciia??a ?aciiain
niinoa??aa?oueny a iaeano? ~2.75 i.ae.;
aeoaea ia?niaeoeai? a aiae?c? neaiaee aiaei-i?ioii?a a?ey N6 (1.00-1.14
oa 0.40-0.55 i.ae. aeey aeci- oa aiaei-?ciia??a a?aeiinii). A
aiaei-?ciia?ao neaiae i?ioiia I6n ci?uaiee o noi?iio neeueiiai iiey;
iaaea?aaeaioi?noue eiai c neaiaeii i?ioiia I6o iaeneiaeueia ((1.27
i.ae.). A aeci-?ciia?? aeacae?aiiaaiee neaiae I6o i?ioiia,
iaaea?aaeaioi?noue i?ioii?a i?e N6 ciaioo?oueny aei i?i?ioio (~0.03
i.ae).
Iaaaaeai? aeua a?aei?iiino? aeeeeeai? ae??th iaai?oiai?cio?iiiiai
iicaoeeee?/iiai ca’yceo N5-N8. O aeiaaeeo aeci-?ciia??a niinoa??aa?oueny
ae?aioaaiiy i?ioii?a I4 oa I6o, o aeiaaeeo aiaei-noa?ai?ciia??a
i?aeaea?oueny ae?aioaaiith i?ioii I6n.
3.2. Noa?ai?ciia?i? noeueoiiai?aee ia iniia? iaiane/aieo a?oeeee?/ieo
ai?i?a
O ca’yceo c iiooeii a?ieia?/ii aeoeaieo niieoe i?iaaaeaia ?iaioa c
neioaco, aea/aiiy niaeo?aeueieo ia?aiao??a oa o?i?/ieo ia?aoai?aiue
iiaeo noeueoiiai?ae?a ia iniia? ai?i?a (2.1a, a, 2.3, 2.5a,a).
R= C6H4NO2-i (3.14),N6I3NI3-i,NO2-i (3.15), N6I3NI3-i,F-i (3.16),
C6H3NO2-i,NI3-i (3.17), N6I3INI3-i,NO2-i (3.18), N6I3Cl2-i,i
(3.19).
Ia iniia? ai?i?a (2.5a.a) iaea?aeai? noeueoiiai?aee (3.24a,a-3.26a).
3.3. Aee?eoaaiiy oa aoeeethaaiiy iio?aeieo iaiane/aieo a?oeeee?/ieo
ai?i?a a oiiaao i?aeoaciiai eaoae?co
A?aeiii, ui a?ieia?/ia aeoeai?noue niieoe /anoi iia’ycaia c? caeaoi?noth
niieoe ci?ithaaoe oa?aeoa? eeneioieo (NH, OH) oeaio??a o ??cieo
na?aaeiaeuao. O ca’yceo c oeei ie i?iaaee aee?eoaaiiy noa?ai?ciia?ieo
na/iaei (3.1a,a) ae??th oei?enoiai aaiceeo a oiiaao i?aeoaciiai eaoae?co
(IOE) o nenoai? ??aeeia-oaa?aea oaca.
Oaiinaeaeoeai?noue i?ioeano i?aeoaa?aeaeaia ?ic?aooieiaei iaoiaeii AI1,
a oaeiae ca aeiiiiiaith niaeo??a ssI? 1I. Ae?enii, o niaeo?ao ?ciia??a
(3.27a,a) i?ioiie a?oi NH ?aciiothoue a iaeano? 4.35 oa 4.28 i.ae. i?e
a?aenooiino? neaiae?a o iaeano? 6-7 i.ae., aea cae/aeii ciaoiaeyoueny
neaiaee yaea? a?oie NH- Ar. Ca?aeii c ?ic?aooieii, aia?aaoe/ii a?eueo
aea?aeia ooai?aiiy a oiiaao i?aeoaciiai eaoae?co ai?ii?a c ca?yaeii,
yeee ciaoiaeeoueny a?ey aoiia acioo, iaaeeaeaiiai aei aaicieueiiai
yae?a.
Aee?eoaaiiy noeueoiiai?ae?a (3.19a,a) i?iaaaeaii a ?ioeo oiiaao – c
aeei?enoaiiyi i?aeoaciiai eaoae?co o nenoai? ??aeeia-??aeeia.
I?iaaaeaii aoeeethaaiiy noeueoiiai?ae?a (3.19a,a) c aeei?enoaiiyi IOE o
nenoai? oaa?aea oaca-??aeeia, ae??th oei?aia?ae?eae?a i-iaoee- oa
i-i?o?iaaicieii? eeneioe.
No?oeoo?a niieoe (3.28a,a, 3.29a,a, 3.30a) i?aeoaa?aeaeaia
niaeo?aeueieie iaoiaeaie (?E, ssI?-niaeo?ineii?y).
3.4. Aiieneaeoaaiiy noa?ai?ciia?ieo na/iaei oa o?ina/iaei ?yaeo
ii?ai?iaio
Iaeei c iaeoe?eaa?oeo iiiaio?a o o?i?? aiieneaeoaaiiy cai?uaieo
ii?ai?iai?a iieyaa? o aecia/aii? caeaaeiino? oiaeo ?aaeoe?? a?ae
oa?aeoa?o oa i???ioaoe?? cai?nieea o a?oeeee?/iiio o?aaiaio?. ?aaeoe?y
aeci-noa?ai?ciia??a c ia?ieneeeneioaie cae/aeii i?ioiaeeoue ii?iaeueii ?
caaa?oo?oueny ooai?aiiyi aiieneae?a. Iiaaae?iea aiaei-noa?ai?ciia??a
caeaaeeoue a?ae oa?aeoa?o cai?nieea.
Ia i?eeeaae? niieoee (3.1a) aea/aia ae?y ia?ieneooaeaai? eeneioe (IOE) o
aeaio iiaeeo?eaoe?yo – e?enoae?/ii? oa a iiiaio ?? ooai?aiiy ?c
ooaeaaiai aia?ae?eaeo, oa 30% aiaeiiai ?ic/eio ia?ieneaeo aiaeith, a
oaeiae ia?ieneioeoiai? eeneioe o aiaeiiio ?ic/ei?, a oaeiae a iiiaio
ooai?aiiy c ioeoiai? eeneioe oa 30% ?ic/eio ia?ieneaeo aiaeith.
Ar= C6H5 (3.1,3.32), C6H2(CH3)3-i,i(,i (3.31,3.33)
No?oeoo?a aiienena/iaei (3.32, 3.33) i?aeoaa?aeaeaia eiiieaenii
niaeo?aeueieo iaoiae?a. Aeci-i???ioaoe?y aiieneaeiiai oeeeeo
i?iyaey?oueny ye o iaaea?aaeaioiino? neaiae?a i?noeiaeo i?ioii?a i?e N7,
oae ? o neeueiiiieueiiio cnoa? iaeiiai c ieo (I7a), yeee ?icoaoiaaiee
aaciina?aaeiuei iaae ieiueiith iene?aio, a iaeanoue 0.75-0.80 i.ae.
Noa?ainiaoeeo?/ia aeci-aoaea ii iiaea?eiiio ca’yceo (ca i?aaeeii
Aeueaea?a) oa?aeoa?eco? a?eueo?noue ?aaeoe?e cai?uaieo ii?ai?iai?a.
Aeey ieeneaiiy na/iaeie (3.1a) ie aeei?enoiaoaaee oae? ae iaoiaeeee, ye
? o aeiaaeeo aeci-?ciia?a (3.1a). A on?o aeiaaeeao c aenieeie aeoiaeaie
iaea?aeai? cai?uai? acaa?aiaeaie (3.35).
Ar=C6H5 (3.1a,3.35); C6H4Cl- i (3.34a,3.36)
Iaea?eueo oa?aeoa?ieie o niaeo?ao II? ? neiaeaoi? neaiaee aiaei-i?ioii?a
I2 (3.28-3.25) i.ae. oa aeoaeaoe aeci-i?ioiia I3 (3.66-3.71 i.ae.).
?icuaieaiiy inoaii?o aecia/a?oueny ni?i-ni?iiaith aca?iiae??th c
ia?aaei?noeiaei i?ioiiii I1. No?oeoo?a niieoe i?aeoaa?aeaeaia
ii??aiyiiyi c iienaieie niaeo?aie aiaeia?a, ye? iaea?aeai? i?e
aiieneaeoaaii? aiaei-noeueoiiai?ae?a ?yaeo ii?ai?iaio. Iaaaaeai? aeai?
aeicaieythoue eiinoaooaaoe ae??oaeueio ?ieue noa?aio?i?/iiai oaeoi?a o
oiae? ?aaeoe?? na/iaei ?yaeo ii?ai?iaio c ia?ieneeeneioaie.
Iieaeoee o?ina/iaei ?yaeo ii?ai?iaio i?noyoue aeaa ioeeaio?eueieo
oeaio?e – iai?oaeaiee iiaea?eiee ca’ycie ? aoii n??ee. C iaoith
iiia?aaeiuei? ioe?iee ?aa?io?i?? aiieneaeoaaiiy noa?aio?i?/ii
?iae?a?aeoaeueieo o?ina/iaei (3.5a,a) eaaioiai-o?i?/iei iai?aaii???/iei
iaoiaeii AI1 aeey niieoe (3.5a,a) ?ic?aoiaai? aia?a?? aeueo CII.
A?aeiia?aeii aei ?ic?aooieo a iaio niieoeao ye ACII, oae ? CII II ? CII
III aecia/athoueny eeoa aianeii iaiiae?eaieo aeaeo?iiieo ia? aoiia
n??ee; aia?a?y CII IV aecia/a?oueny aianeii (-aeaeo?ii?a iiaea?eiiai
ca’yceo ii?ai?iaiiaiai ea?eano. C aeaieo ?ic?aooieo iiaeeeai c?iaeoe
iiia?aaei?e aeniiaie, ui ieeneaiiy o?ina/iaei (3.5a,a) iae?iia??i?oa,
iiaeiii a?aeaoaaoenue ii aoiio n??ee.
Aenia?eiaioaeueii ieeneaiiy i?iaaaeaii ae??th aeaie?aoiiai iaaeeeoeo
ia?ieneooaeaai? eeneioe a iiiaio ooai?aiiy ?c ooaeaaiai aia?ae?eaeo oa
30% aiaeiiai ?ic/eio ia?ieneaeo aiaeith. ?*-niaeo?e ooai?aieo i?iaeoeo?a
(3.37a oa 3.37a) na?ae/aoue i?i ooai?aiiy noeueoieneae?a; ieao?iiaee
o?aaiaio ?aeaioeo?eiaaiee ca iiaeeiaiiyi a iaeano? 707, 714, ni-1
((=N-I). Oa?aeoa?enoe/i? nioae 1119, 1116 ni-1 a?aeianaii aei aaeaioieo
eieeaaiue ca’yceo S=0.
4. IIO?AeI? IANE*AIEO A?- OA IIE?OeEEE?*IEO AI?I?A
4.1. Na/iaeie oa o?ina/iaeie c ii?ai?iaiiaei o?aaiaioii
sse aeo?aei? niieoee aeey neioaco iane/aieo na/iaei oa o?ina/iaei ie
aeei?enoiaoaaee: ai?ie (2.6a, 2.6a), a oaeiae oei?enoiaiaeiaao n?eue
2-(1(-ai?iiaoee)a?oeeeei[2.2.1]aaioaio (2.7), yeo nii/aoeo ia?aoai?eee o
a?eueiee ai?i aeiaeaaaiiyi ?ic/eio a?ae?ieneaeo iao??th.
R=C6H5 (4.1a,a), C6H2(CH3)3-i,i’,i (4.2a,a)
R1=C6H5 (4.3a,a)
R1=C6H5(4.4); C6H2(CH3)3-o,o(,i(4.5); CH2(CH2)5Cl(4.6);
R2=C6H5(4.7); C6H4CH3-o(4.8); CH2C6H5(4.9)
No?oeoo?a iaea?aeaieo niieoe aeiaaaeaia ca aeiiiiiaith ?*- oa
II?-niaeo??a. O aeiaaeeo noa?ai?ciia?ieo iane/aieo na/iaei a?aeianaiiy
niieoe aei aeci- aai aiaei-?yaeo ca aeaieie niaeo??a II? iia’ycaia c
ioe?ieith iieiaeaiiy oa iaaea?aaeaioiino? neaiae?a i?ioii?a i?e aoii?
aoaeaoeth N3 , non?aeiueiio c cai?nieeii oa, a ia?oo /a?ao, c
iieiaeaiiyi iaea?eueo neeueiiiieueiiai neaiaeo, yeee a?aeiineoueny aei
i?ioiia I3n. O aeiaaeeo iane/aieo aeci- oa aiaei-na/iaei oe? neaiaee
?icoaoiaai? o iaeano? 1.01 oa 0.62 i.ae. Oaea ??cieoey ia ?
aeiaaeeiaith, aiia aeeeeeaia, ye ? o aeiaaeeo iaiane/aieo na/iaei
iaai?oiiai?cio?iiiith ae??th iicaoeeee?/iiai o?aaiaioo N2-NI2, yea
caiaeeoueny aei nooo?aiai ae?aioaaiiy i?ioii?a c? ca’yceaie N-I,
ia?aeaeueieie ca’yceai N-N caaaeaiiai o?aaiaioa. Neeueiiiieueiee cnoa
neaiaeo I3o o aeiaaeeo iane/aieo aeci-na/iaei ciaioo? cia/aiiy ((
((I3o-(I3n) aei 0.1-0.2 i.ae. Aeey aiaei-na/iaei ae?aio?oueny
I3n-i?ioii, ? (( c?inoa? aei 1 i.ae.
4.2. Aca?iiae?y iane/aieo ea?eanieo ai?i?a c a?iiaoe/ieie
noeueoioei?eaeaie
Iaie neioaciaaia iiaa a?oia a?eueo aeinooiieo, i?ae iaiane/ai?,
iane/aieo noeueoiiai?ae?a ii?ai?iaiiaiai ?yaeo (4.10a,a-4.19a,a; 4.20a,
4.21a), ye? ia iio?aaothoue aeey naiai iaea?aeaiiy aeei?enoaiiy
aethiia?ae?eaeo e?o?th.
Ar = CH2C6H5(4.10), C6H4CH3-i (4.11), C6H4NO2-i (4.12), C6H4NO2-i
(4.13), C6H4NO2-i (4.14), C6H3CH3-i,NO2-i (4.15), C6H4Cl-i (4.16),
C6H4Br-i (4.17), C10H7-( (4.18), C6H3CH3-i,F-i (4.19), N6H4OCH3-i
(4.20), C6H4NHCOOCH3-i (4.21).
Ine?eueee ai?i (2.11) iaaeaiee o aeaeyae? oei?enoiaiaeiaai? nie?, aeey
ia?aoai?aiiy eiai o noeueoiiai?aee aeei?enoaee aeaioacio nenoaio oa
a?aeiioaiiy nie? ai?io, noeueoiiai?aeo oa a?ae?ieneaeo iao??th 1:1:2.
R= CH2C6H5 (4.22), C6H2(i-C3H7)3-i,i’,i (4.23); C6H4NO2-i (4.24),
N6I4NO2-i (4.25), C6H4NI2-i (4.26), N6I3(NO2)2-i,i (4.27),
C6H3OCH3-i,NO2-i (4.28), N6H3CH3-i,NO2-i (4.29), C6H3CH3-i, F-i (4.30),
C6H4Cl-i (4.31), C6H3CL2-i,i (4.32), N6H4Br-i (4.33), C6H3Br-i,i (4.34),
N10I7-( (4.35).
4.3. Iio?aei? ai?i?a c aaeaiaioaiiaei o?aaiaioii
Ia iniia? ai?i?a (2.12-2.16) iaea?aeaiee ?yae iiaeo na/iaei oa
o?ina/iaei. Iaea?aeai? i?iaeoeoe aca?iiae?? ai?io (2.13) c
??ciiiai?oieie aeaeo?io?eueieie ?aaaaioaie – a?iiaoe/ieie
noeueoioei?eaeaie, ieenii i-i?o?inoe?ieo, aiae?eiaei aia?ae?eaeii.
5. A?IEIA?*IA AEOEAI?NOUe NEIOACIAAIEO NIIEOE
Iniiaieie i?iaeoeoaie o?i?/ieo ia?aoai?aiue o aeai?e ?iaio? ? ai?ie,
na/iaeie oa noeueoiiai?aee, naia oe? a?oie niieoe aea/aeeny, uia aeyaeoe
oa ioe?ieoe a?ieia?/io aeoeai?noue. sse iioaioe?aeuei? ianoeoeeaee
aea/ai? ai?i (2.14), eiai nie? c (-oei?aoeeioinoiiiaith eeneioith
(ao?aeii) (5.1) oa a?oeeeei[2.2.1]aaio-2-ai-aiaei-5-ea?aiiiaith
eeneioith (5.2), a oaeiae na/iaeie (4.2a,a, 4.5)-iio?aei? iane/aieo
ai?i?a ?yaeo ii?ai?iaio.
Ciaeaeai? oae? niieoee, ye? iathoue i?aeoe/iee ?ioa?an:
ooia?oeeaee aeey ai?ioueae c oai?iaaie ?ineei c e?eoaaeueieie oa
caoenieie aeanoeainoyie – i?aia?aoe 4.2a, 4.5, 5.1;
aaeoa?eoeeaee aeey ai?ioueae c aaeoa??icaie ?ineei – i?aia?aoe 4.2a oa
4.5;
?aoa?aeaioe aeey ai?ioueae c ia?a?inoaiiyi oa aeeyaaiiyi ?ineei –
i?aia?ao 5.1;
noeioeyoi?e ?inoo ?ineei – i?aia?aoe 2.14, 4.2a, 4.5, 5.1;
noeioeyoi?e noiaeino? ian?iiy – c?acee 4.5, 5.1;
i?aia?aoe eiia?iiaaii? ae??;
( ooia?oeeae, ?aoa?aeaio – niieoea 5.1
( ooia?oeeae, ?aaoeyoi? ?inoo ?ineei – i?aia?ao 4.2a;
( ooia?oeeae, aaeoa?eoeeae, noeioeyoi? noiaeino? ian?iiy – i?aia?ao
4.5.
Na?aae niieoe, neioac yeeo iienaiee o aeaiiio aeine?aeaeaii?, caneoaiao?
aeniei? ioe?iee
N-(i-i?o?ioai?enoeueoii?e)-2-(1(-ai?iiaoee)a?oeeeei[2.2.1]-aaioai
(aaeai?i, 4.24). Niieoea i?iyaey? aenieo o?aiea?e?coth/o (663%) oa
i?ioenoaeiiio (463%) aeoeai?noue, a oaeiae ia? iii??io aiaeueaaoe/io
(77.6), aioea?iiene/io (32.4) ae?th oa iii??io oiene/i?noue (EAe50= 875
ia/ea). O Aea?aeiaoaio? Oe?a?ie i?ioiaeeoue ?icaeyae cayaa i?i
aeei?enoaiiy oe??? niieoee a yeino? iiaiai iae?io?iiiiai i?aia?aoo.
Iaie neioaciaai? oa aeine?aeaeai? noeueoiiai?aee (3.14a, 3.15,a, 3.17a,
5.7, 4.12a,a, 4.24). Aeey onoaiiaeaiiy ca’yceo no?oeoo?e niieoe c
a?ieia?/iith aeoeai?noth i?eaaaeai? oaeiae ?acoeueoaoe ?aii?o
aeine?aeaeaiue A.I.Ean’yia (niieoee 5.3, 5.4, 5.5, 5.8), a oaeiae
i?aeaioiaeai? c?acee oa i?iaaaeai? aei?iaoaaiiy noeueoiiai?ae?a,
iienaieo ?ai?oa (5.6, 5.7).
Aeine?aeaeaiiy a?oie i?o?ioai?enoeueoii?eai?ae?a c ea?eanieie
o?aaiaioaie ii?ai?iaio, ii?ai?iaio oa aaeaiaioaio i?ecaaei aei
onoaiiaeaiiy ca’yceo oa?iaeieia?/ii? aeoeaiino? c? no?oeoo?ieie
iniaeeainoyie aeine?aeaeoaaieo iieaeoe.
Aeyaeaiith aiaeueaaoe/ii? aeoeaiino? o ?yaeo, ui aea/aany, ni?ey?
i?enooi?noue ii?ai?iaiiaiai o?aaiaioo, aiaei-i???ioaoe?y cai?nieea o
iueiio, ca?eueoaiiy e?eueeino? i?o?ia?oi ? a?aenooi?noue iaoeeueieo a?oi
o aaicieueiiio e?eueoe?, a oaeiae i?enooi?noue iaoeeueieo a?oi i?e
aoiiao N5 oa N8.
C?inoaiith i?ioenoaeiiii? ae?? ni?ey? ia?a-iieiaeaiiy i?o?ia?oi o
aaicieueiiio e?eueoe?, aeci-i???ioaoe?y cai?nieea o ii?ai?iaiiaiio
o?aaiaio?. Eieae?caoe?y iaoeeueii? a?oie o aaicieueiiio e?eueoe? ni?ey?
ciaioaiith aeoeaiino? oa iiya? i?inoaeiiieo noai?a.
C?inoaiith aioea?iiene/ii? aeoeaiino? ni?eythoue oae? oaeoi?e –
ia?ai?uaiiy i?o?i-a?oi o i?oi-iieiaeaiiy, aeei?enoaiiy
aeci-noa?ai?ciia??a, ia?ao?ae aei cai?uaieo ii?ai?iai?a, aea ia
aaeaiaioai?a, ye? iicaaaeai? aioea?iiene/ii? aeoeaiino?.
C?inoaiith o?aiea?e?coth/i? aeoeaiino? ni?ey? iayai?noue iane/aiiai
ii?ai?iaiiaiai o?aaiaioo, aeci-i???ioaoe?y noeueoiiai?aeiiai cai?nieea,
a?aenooi?noue aee?eueieo a?oi o aaicieueiiio e?eueoe? oa i?enooi?noue ?o
a ?ioeo o?aaiaioao iieaeoe.
AENIIAEE
Neioaciaai? ?ai?oa ia iienai? noa?aio?i?/ii ?iae?a?aeoaeuei? aeci- (oa
aiaei-) 8-ai?iiiaoeeoao?aoeeeei[4.4.0.12,517,10]aeiaeaoe-3-aie,
no?oeoo?a yeeo cai?i-iiiiaaia ca aeiiiiiaith iieaeoey?ii-iaoai?/ieo
?ic?aooie?a. Aeey noa?ai?ciia?ieo ai?i?a ?yaeo ii?ai?iaio oa ii?ai?iaio,
a oaeiae aeey noa?aio?i?/ii ?iaeea?aeoaeueieo oao?aoeeee?/ieo i?o?ee?a
aea/aia no?oeoo?a, ia iniia? ?ic?aooieo oaieio ooai?aiiy cai?iiaiiaai?
iaea?eueo aea?aei? eiioi?iaoe?? niieoe, ye? aea/aeenue. C aeei?enoaiiyi
eaaioiai-o?i?/ieo iai?aaii??e/ieo aeine?aeaeaiue (AI1) aea/aii ?iciiae?e
aeaeo?iiii? aonoeie o iieaeoeao ai?i?a, ui aea/aeenue.
Cae?eniaiee neioac /eneaiiiai ?yaeo noa?ai?ciia?ieo na/iaei oa
o?ina/iaei, ye? i?noyoue ea?ean ii?ai?iaio. Anoaiiaeaii, ui e?eoa???
noa?aio?i?/ii? ?aeaioeo?eaoe?? niieoe ca niaeo?aie ssI? 1I, ye? aoee
?ic?iaeai? ?ai?oa aeey noa?ai?ciia?ieo noeueoiiai?ae?a ?yaeo ii?ai?iaio,
caa??aathoue naith neeo oa iiaeooue aeei?enoiaoaaoenue aeey a?aeianaiiy
na/iaei oa o?ina/iaei aei aeci- aai aiaei-?yaeo.
Anoaiiaeaia caeaaei?noue ia?aa?ao ?aaeoe?? aiieneaeoaaiiy noa?aio?i?/ii
?iaeea?aeoaeueieo na/iaei ia iniia? aeci- (oa
aiaei-)a?oeeeei[2.2.1]aaio-2-ai-5-iaoeeai?i?a a?ae i???ioaoe?? cai?nieea
o a?oeeee?/iiio o?aaiaio?. O aeiaaeeo aeci-?ciia??a ?aaeoe?y
cae?i/o?oueny ooai?aiiyi aiieneae?a, o aeiaaeeo aiaei-i???ioaoe??
cai?nieea ieeneaiiy i?eaiaeeoue aei ooai?aiiy iio?aeieo
aeci-2-iene-4-acao?eoeeeei[4.2.1.0.3,7]iiiai?a (acaa?aiaeai?a).
Ieeneaiiy noa?ai?ciia?ieo o?ina/iaei ia iniia? ai?i?a ii?ai?iaiiaiai
?yaeo ia caeaaeeoue a?ae i???ioaoe?? cai?nieea ? a iaio aeiaaeeao
i?ecaiaeeoue aei ooai?aiiy a?aeiia?aeieo noeueoieneae?a.
Anoaiiaeaii niaeo?aeueieie (ssI? 1I) oa ?ic?aooieiaeie iaoiaeaie, ui o
aeiaaeeo aee?eoaaiiy N-oai?eea?aaii?e-aeci-(oa
aiaei)-5-ai?iiiaoeea?oeeeei[2.2.1]aaio-2-ai?a ?aaeoe?y i?ioiaeeoue
oaiinaeaeoeaii, oa aee?ethaaiith i?aeeyaa? a?oia NH, yea i?eeyaa? aei
aaicieueiiai e?eueoey. A oiiaao IOE ? aeei?enoaiiy nenoaie
??aeeia-oaa?aea oaca i?iaaaeaii aoeeethaaiiy noa?ai?ciia?ieo aeci- (oa
aiaei
N-(3,4-aeeoei?oai?enoeueoii?e)-5-ai?iiiaoeea?oeeeei[2.2.1]aaio-2-ai?a.
Iienaia ioeeaio?eueia ?aaeoe?eia caeaoi?noue iane/aieo ai?i?a c
o?aaiaioaie ii?ai?iaio a ?aaeoe?yo c ?cioe?aiaoaie, ?cio?ioe?aiaoaie,
noeueoioei?eaeaie. Aeey a?aeianaiiy iaea?aeaieo na/iaei, o?ina/iaei oa
noeueoiiai?ae?a aei aeci- aai aiaei-?yaeo ?ic?iaeai? e?eoa???
noa?aio?i?/ii? ?aeaioeoeeaoe?? ca niaeo?aie ssI? 1I.
I?iaaaeaia iiaeeo?eaoe?y ai?iia?oie ai?i?a ?yaeo aaeaiaioaio, a
?acoeueoao? iaea?aeaii ?yae na/iaei oa o?ina/iaei. Iienai? ?aaeoe??
1-iaoeeai?iiaaeaiaioaio c ??cieie aeaeo?io?eueieie ?aaaaioaie
(noeueoioei?eaeaie, aiaeeeiaei aia?ae?eaeii, i-i?o?ioai?eiene?aiii).
Anoaiiaeaia caeaaei?noue oa?aeoa?o oa neee ianoeoeeaeii? aeoeaiino? a?ae
i???ioaoe?? cai?nieea a ?yaeo na/iaei ii?ai?iaiiaiai ?yaeo. Ciaeaeai?
iia? niieoee, ye? iathoue i?aeoe/iee ?ioa?an (ooia?oeeaee,
aaeoa?eoeeaee, noeioeyoi?e ?inoo ?ineei).
Anoaiiaeai? ci?ie oa?iaeieia?/ii? aeoeaiino? a ?yaeo i?o?iiio?aeieo
noeueoaiii?ae?a, ye? i?noyoue a?oeeee?/iee o?aaiaio, caeaaeii a?ae
iieiaeaiiy i?o?ia?oie a aaicieueiiio e?eueoe?, i???ioaoe?? cai?nieea a
a?oeeee?/iiio o?aaiaio?, oa?aeoa?o naiiai a?oeeee?/iiai o?aaiaioo.
Ciaeaeaii aoaeoeaiee i?aia?ao “aaeai?i”, yeee i?iyaey? aenieo
o?aiea?e?coth/o oa i?ioenoaeiiio aeoeai?noue.
NIENIE IIOAE?EIAAIEO IAOEIAEO I?AOeUe CA OAIITH AeENA?OAOe??
1. Ii/aaeiu e oeiii/aaeiu ia iniiaa aieiia ?yaea ii?ai?iaio / A.I.
Eanueyi, I.TH. E?aniianeay, N.E. Ieiaeoue, E.E. Eanueyi // AEo?i. i?aai.
oeiee – 1995.-O.31, aui.3.-N.347-356.
2. Eanueyi E.E., E?aniianeay I.TH., Eanueyi A.I. Noa?aioeie/aneea
aniaeou yiieneaee?iaaiey ii/aaei ii?ai?iaiiaiai ?yaea // AEo?i. i?aai.
oeiee-1996.-O.32, aui.7.-N.1106-1107.
3. Aieiu e noeueoiiaieaeu ?yaea ii?ai?iaio. Neioac, no?oeoo?a e
aeieiae/aneay aeoeaiinoue / Eanueyi A.I., E?aniianeay I.TH., Ceaiei
A.O., Ieiaeoue N.E., Eanueyi E.E. // AEo?i. i?aai. oeiee-1996.-O.32,
aui.8.-N.1156-1164.
4. Aieiu e noeueoiiaieaeu n aaeaiaioaiiaui o?aaiaioii. Oai?aoe/aneia
e yenia?eiaioaeueiia enneaaeiaaiea / A.I. Eanueyi, N.E. Ieiaeoue, I.TH.
E?aniianeay, E.E. Eanueyi // AEo?i. i?aai. oeiee-1997.-O.33, aui.7.-
N.1058-1063.
5. 2-(1(-Aieiiyoee)aeoeeeei[2.2.1]aaioai. Eiioi?iaoeeiiiua naienoaa,
?ani?aaeaeaiea yeaeo?iiiie ieioiinoe, o?ainoi?iaoeey aieiia?oiiu /
Eanueyi E.E., E?aniianeay I.TH. Eanueyi A.I., Ieiaeoue N.E., Aeaieeaiei
A.E., E?eaioaaaa I.A., Aoaeiaa N.A. // AEo?i. i?aai. oeiee-1997.-O.33,
aui.7. N.1037-1043.
6. Iaaeoaciue eaoaeec a ?aaeoeeyo acioniaea?aeaueo caiauaiiuo
ii?-ai?iaiia / E.E.Eanueyi, I.TH.E?aniianeay, E.I.Oa?aaa?a, A.I.Eanueyi
// AEo?i. i?aai. oeiee – 1998. – O.34, aui.6.- N.944-946.
7. Aieaeieeneiou n aeaoiy ea?eaniuie o?aaiaioaie / A.I.Eanueyi.,
I.A.E?euee., I.TH.E?aniianeay, E.E.Eanueyi //
AEo?i.i?aai.oeiee-1998.-O.34, aui. 12.-N.1802-1806.
8. New Anticonvulsive compounds of Sulfonamide Derivatives Line /
Zlenko H., Mamchur V., Kasyan L., Krasnovskaja O., Kasyan A., Butchenko
S., Demchenko H., Opryshko V. // European
Neuropsychopharmacology.-1996.-Vol.6, N3.-P.186.
9. Zlenko H., Kasyn L.I., Mamchur V.I., Demchenko H.M., Krasnovski
O.Yu., Koldunov V.V., Scotchko T.A. New Antihypoxial Compounds of
Sulfonamides Derivatives Line // Abstr. Book of Asian Congress of
Pharmaceutical Sciences. Kuala Lumpur, Malasia.-1996.-P.285.
10. Analgesic activity in the line of derivates of sulfonamides /
Zlenko H., Ka-syan A., Mamchur V., Chomjiak N., Oprishko N., Demchenko
H., Krasnovski O., Gaponova R., Kasjan L. // Abstr. 1st Scientific
Meeting European Federation of IASP Chapters (EFIC) “Pain in Europe” –
Fiera di Verona, Italy.-1995.-P186.
11. Kasyan L.I., Seljutin O.B., Krasnovskaja O.Yu., Kasyan A.O.
Spectral methods of Stereochemical Identification in Biological Active
Derivates of Polycyclic Amines // Abstr. Book of Colloquium
Spectroscopicum Internationale XXIX. Leipzig, Germany. – 1995.-P.421.
12. Kasyan L.I., Krasnovski O.Yu., Gaponova R.G., Krishchik O.V.,
Kasyan A.O., Zlenko H.T. Potential Pharmacological Preparations on the
Base of Waste of Coke-Chemical Production // Oac. aeiee.
Iaaeaeoia?iaeiiai yeieiae/aneiai eiia?anna. Ai?iiaae, ?inney.-
1996.-N.16-17.
13. Kasyan L.I., Zlenko H.T., Kasyan A.O., Krasnovski O.Yu., Gaponova
R.G. TheConnection Between Chemical Structure and Biological Activity in
the Line of Sulfonamide Derivatives // Abstr. of papers of XIV
International Symposium on Medicinal Chemistry. Maastricht, The
Netherlands.-1996.-P-3.08.
14. Zlenko H., Kasyan L., Demchenko H., Kasyan A., Krasnovski O.,
Tarabara I., Budchenko S. New Tranquilizor Stuffs Among Sulfonamides of
Norbornene Row // A. of P. of 11th Noordwijkerhout-Camerino Symposium
“Trends in drug research”. Noordwijkerhout, the Netherland.-1997.-P.54.
15. Eanueyi E.E., Ceaiei A.O., Eanueyi A.I., Ieiaeoue N.E.,
E?aniianeay I.TH., Oa?aaa?a E.I., E?euee I.A. Iiaua oa?iaeii?aia?aou n
ii?ai?iaiiaui o?aaiaioii // Oac. aeiee. Iaaeaeoia?iaeiie eiioa?aioeee “
Eiiaa?ney e yeieiaey” . Aeiai?iiao?iane, Oe?aeia.-1997.-N.174-175.
16. The pesticide activity of the salts of amines with the carcass
fragment / Kasyan A.O., Tarabara I.N., Krasnovski O.Yu., Kasyan L.I. //
Abstr. 9th International Congress of Pesticide. London, U.K. –
1998.-P.1B-020.
AIIOAOe??
E?aniianueea I.TH. Iio?aei? ai?i?a c ea?eanieie o?aaiaioaie. Iaoiaee
neioaco, niaeo?aeuei? ia?aiao?e oa ?aaeoe?eia caeaoi?noue. – ?oeiien.
Aeena?oaoe?y ia caeiaoooy a/aiiai nooiaiy eaiaeeaeaoa o?i?/ieo iaoe ca
niaoe?aeuei?noth 02.00.03 – i?aai?/ia o?i?y.- Oe?a?inueeee aea?aeaaiee
o?i?ei-oaoiieia?/iee oi?aa?neoao, Aei?i?iiao?ianuee, 1999.
Ia iniia? ai?i?a, ye? i?noyoue o?aaiaioe ii?ai?iaio, ii?ai?iaio.
aaeaiaioaio cae?eniaii neioac a?ieia?/ii aeoeaieo na/iaei, o?ina/iaei,
noeueoiiai?ae?a oa ?ioeo iio?aeieo. Cai?iiiiiaai? e?eoa???
noa?aio?i?/ii? ?aeaioeo?eaoe?? na/iaei oa o?ina/iaei, ye? i?noyoue
a?oeeee?/i? o?aaiaioe, ca niaeo?aie ssI? 1I. Anoaiiaeaia caeaaei?noue
oiaeo ?aaeoe?? aiieneaeoaaiiy noa?aio?i?/ii ?iaeea?aeoaeueieo na/iaei ia
iniia? aeci-(oa aiaei-)a?oeeeei[2.2.1]aaio-2-ai-5-iaoeeai?i?a a?ae
i???ioaoe?? cai?nieea o a?oeeee?/iiio o?aaiaio?. I?iaaaeaii
N-aee?eoaaiiy oa N-aoeeethaaiiy na/iaei ? noeueoiiai?ae?a c o?aaiaioaie
ii?ai?iaio oa ii?ai?iaio a oiiaao IOE. Na?aae nieae ai?i?a ? na/iaei
ciaeaeai? iia? niieoee, ye? iathoue i?aeoe/iee ?ioa?an ye ooia?oeeaee,
aaeoa?eoeeaee, noeioeyoi?e ?inoo ?ineei. Aea/ai? ci?ie oa?iaeieia?/ii?
aeoeaiino? o a?oi? i?o?iiio?aeieo noeueoiiai?ae?a, ye? i?noyoue
a?oeeee?/iee o?aaiaio. Cai?iiiiiaaii aoaeoeaiee i?aia?ao “aaeai?i”, yeee
i?iyaey? aenieo o?aea?e?coth/o oa i?ioenoaeiiio aeoeai?noue.
Eeth/ia? neiaa: aeci-(oa aiaei-)a?oeeeei[2.2.1]aaio-2-ai-5-iaoeeai?ie,
a?oeeeei[2.2.1]aaioai-5-iaoeeai?ie,
2-(1(-ai?iiaoee)a?oeeeei[2.2.1]aaioai, aaeaiaioai, na/iaeie,
o?ina/iaeie, noeueoiiai?aee, ieeneaiiy, aee?eoaaiiy, aoeeethaaiiy,
i?aeoaciee eaoae?c, a?ieia?/ia aeoeai?noue.
Krasnovski O.Yu. Amines derivatives with frame fragments. Methods of
synthesis, spectral parameters and reactivity.- Manuscript.
Thesis for a candidate’s degree in Chemical Sciences on specialty
02.00.03 – Organic Chemistry.- Ukrainian State Chemical Technology
University, Dniepropetrovsk, 1999.
Synthesis of biologically active ureas, thioureas, sulfonamides and
other derivatives has been carried out on basis of amines that include
fragments of norbornane, norbornene, adamantane. Criteria of
stoichiometric identification of ureas and thioureas that involve
bicyclic fragments under NMR 1H – spectra have been proposed. The
dependence of the course of a reaction of epoxidation of
stoichiometrically separate ureas based on exo-(and
endo-)bicyclo[2.2.1]hept-2-en-5-methylamines on the orientation of a
substituent of the bicyclic fragment has been established. N-alkylation
and N-acylation of thiourea and sulfonamides with norbornane and
norbornene fragments in conditions of phase-transfer catalysis have been
carried out. New compounds, which show promise as fungicides,
bactericides, plant growth stimulators, have been found among salts of
amines and ureas. Change of pharmacological activity in the group of
nitroderivatives of sulfonamides that include bicyclic fragment has been
investigated. Effective remedy “helenin” that show high tranquilizing
and anticonvulsant activity has been offered.
Key words: exo-(and endo-)bicyclo[2.2.1]hept-2-en-5-methylamines,
bicyclo[2.2.1]heptan-5-methylamines,
2-(1’-aminoethyl)bicyclo[2.2.1]heptan, adamantane, ureas, thioureas,
sulfonamides, alkylation, acylation, phase-transfer catalysis, bylogical
activity.
E?aniianeay I.TH. I?iecaiaeiua aieiia n ea?eaniuie o?aaiaioaie. Iaoiaeu
neioaca, niaeo?aeueiua ia?aiao?u e ?aaeoeeiiiay
niiniaiinoue.-?oeiienue.Aeenna?oaoeey ia nieneaiea o/aiie noaiaie
eaiaeeaeaoa oeie/aneeo iaoe ii niaoeeaeueiinoe 02.00.03 – i?aaie/aneay
oeiey.- Oe?aeineee ainoaea?noaaiiue oeieei-oaoiieiae/aneee oieaa?neoao,
Aeiai?iiao?iane, 1999.Aieiu, aeeth/athuea o?aaiaiou ii?ai?iaia,
ii?ai?iaia, aaeaiaioaia eco/aiu oai?aoe/anee e yenia?eiaioaeueii. N
eniieueciaaieai eaaioiai-oeie/aneeo iieoyiie?e/aneeo enneaaeiaaiee (AI1)
eco/aii ?ani?aaeaeaiea yeaeo?iiiie ieioiinoe a iieaeoeao eco/aaiuo
aieiia. Ia iniiaa ?an/aoiuo ia?aiao?ia (n?iaenoaa e i?ioiio e yia?aee
eieaeeciaaiiuo iieaeoey?iuo i?aeoaeae) i?iaaaeaia i?aaeaa?eoaeueiay
ioeaiea ?aaeoeeiiiie niiniaiinoe aieiia. Ia iniiaaiee ?an/aoia oaieio
ia?aciaaiey (auiieiaiiuo n eniieueciaaieai iieaeoey?ii-iaoaie/aneiai
iaoiaea IIO) i?aaeeiaeaiu iaeaieaa auaiaeiua eiioi?iaoeee eco/aaiuo
niaaeeiaiee. N eniieueciaaieai a ea/anoaa enoiaeiuo niaaeeiaiee yeci-(e
yiaei-)5-aieiiiaoeeaeoeeeei-[2.2.1]aaio-2-aiia, yeci-(e
yiaei-)8-aieiiiaoeeoao?aoeeeei[4.4.0.12,5.17,10]-aeiaeaoe-3-aiia,
yeci-(e yiaei-)2-aieiiiaoeeaeoeeeei[2.2.1]aaioaiia,
2-(1’-aie-iiyoee)aeoeeeei[2.2.1]aaioaia, 1-iaoeeaieiiaaeaiaioaia
inouanoaeai nei-oac aeieiae/anee aeoeaiuo ii/aaei, oeiii/aaei,
noeueoiiaieaeia e ae?oaeo i?iecaiaeiuo . Ia iniiaa aiaeeca niaeo?ia ssI?
1I ii/aaei, oeiii/aaei, noeueoiiaieaeia n o?aaiaioaie ii?ai?iaia e
ii?ai?iaia noi?ioee?iaaiu e?eoa?ee, iicaieythuea i?iaiaeeoue
noa?aioeie/aneea ioianaiey a ?yaeao yeci- e yiaei-eciia?ia. Onoaaiiaeaia
caaeneiinoue oa/aiey ?aaeoeee yiieneaee?iaaiey noa?aioeie/anee
eiaeeaeaeoaeueiuo ii/aaei ia iniiaa aieiia ?yaea ii?ai?iaia io
i?eaioaoeee caianoeoaey a aeoeeeee/aneii o?aaiaioa. A neo/aa
yeci-eciia?ia ?aaeoeey caaa?oaaony ia?aciaaieai yiieneaeia, a neo/aa
yiaei-i?eaioaoeee caianoeoaey ieeneaiea i?eaiaeeo e ia?aciaaieth
i?iecaiaeiuo yeci-2-iene-4-acao?eoeeeei[4.2.1.0.3,7 ]iiiaia (caiau?iiuo
acaa?aiaeaiia). I?iaaaeaii N-aeeeee?iaaiea e N-aoeeee?iaaiea ii/aaei e
noeueoiiaieaeia n o?aaiaioaie ii?ai?iaia e ii?ai?iaia a oneiayo IOE.
Onoaiiaeaia caaeneiinoue oa?aeoa?a e neeu ianoeoeeaeiie aeoeaiinoe io
i?eaioaoeee caianoeoaey a ?yaeo ii/aaei ii?ai?iaiiaiai ?yaea. Iaeaeaiu
iiaua niaaeeiaiey, i?aaenoaaeythuea i?aeoe/aneee eioa?an eae
ooiaeoeeaeu, aaeoa?eoeeaeu, noeioeyoi?u ?inoa ?anoaiee. Eco/aii
eciaiaiea oa?iaeieiae/aneie aeoeaiinoe a a?oiia
ieo?ioaieenoeueoiiaieaeia, aeeth/athueo ?acee/iua ea?eaniua o?aaiaiou,
a caaeneiinoe io iieiaeaiey ieo?ia?oiiu a aaicieueiii eieueoea,
i?eaioaoeee caianoeoaey a aeoeeeee/aneii o?aaiaioa, oa?aeoa?a naiiai
aeoeeeee/aneiai o?aaiaioa. Iaeaeai yooaeoeaiue i?aia?ao “aaeaiei”,
i?iyaeythuee aunieoth o?aieaeeece?othuoth e i?ioeainoaei?iaeioth
aeoeaiinoue.
Eeth/aaua neiaa: yeci-(yiaei-)aeoeeeei[2.2.1]aaio-2-ai-5-iaoeeaieiu,
aeoeeeei[2.2.1]aaioai-2-iaoeeaieiu,
2-(1’-aieiiyoee)aeoeeeei[2.2.1]aaioai, aaeaiai-oai, ii/aaeiu,
oeiii/aaeiu, noeueoiiaieaeu, ieeneaiea, aeeeee?iaaiea, aoeeee?iaaiea,
iaaeoaciue eaoaeec, aeieiae/aneay aeoeaiinoue.
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