LT4457B - Nauji pasižymintys antispazminiu aktyvumu imidazolin-2,4-dionai, turintys orto-pakeistą aril(alkil)-radikalą 1 padėtyje, ir jų gavimo būdas - Google Patents

Nauji pasižymintys antispazminiu aktyvumu imidazolin-2,4-dionai, turintys orto-pakeistą aril(alkil)-radikalą 1 padėtyje, ir jų gavimo būdas Download PDF

Info

Publication number: LT4457B
Authority: LT; Lithuania
Prior art keywords: imidazoline; general formula; compounds; diones; dione
Prior art date: 1995-08-10

Application number

LT98-030A

Other languages

English (en)

Lithuanian (lt)

Other versions

LT98030A (en

Inventor

Hans-Joachim Lankau

Manfred Menzer

Angelika Rostock

Klaus Unverferth

Original Assignee

Arzneimittelwerk Dresden Gmbh

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1995-08-10

Filing date

1998-03-09

Publication date

1999-02-25

1998-03-09 Application filed by Arzneimittelwerk Dresden Gmbh filed Critical Arzneimittelwerk Dresden Gmbh

1998-09-25 Publication of LT98030A publication Critical patent/LT98030A/xx

1999-02-25 Publication of LT4457B publication Critical patent/LT4457B/lt

Links

238000000034 method Methods 0.000 title claims description 6
238000004519 manufacturing process Methods 0.000 title claims 3
230000002082 anti-convulsion Effects 0.000 title abstract 2
WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical class O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 title description 4
150000001875 compounds Chemical class 0.000 claims abstract description 25
229910052736 halogen Inorganic materials 0.000 claims abstract description 10
150000002367 halogens Chemical group 0.000 claims abstract description 10
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
239000001257 hydrogen Substances 0.000 claims abstract description 5
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims abstract description 5
239000003814 drug Substances 0.000 claims description 7
238000002360 preparation method Methods 0.000 claims description 7
125000000217 alkyl group Chemical group 0.000 claims description 4
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 4
239000000546 pharmaceutical excipient Substances 0.000 claims description 4
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 3
230000001037 epileptic effect Effects 0.000 claims description 3
PFCXYVNNVWLTQA-UHFFFAOYSA-N 1-(2-methylphenyl)imidazolidine-2,4-dione Chemical compound CC1=CC=CC=C1N1C(=O)NC(=O)C1 PFCXYVNNVWLTQA-UHFFFAOYSA-N 0.000 claims description 2
HZCFBQLQWBFOSK-UHFFFAOYSA-N 1-(4-chloro-2-methylphenyl)imidazolidine-2,4-dione Chemical compound CC1=CC(Cl)=CC=C1N1C(=O)NC(=O)C1 HZCFBQLQWBFOSK-UHFFFAOYSA-N 0.000 claims description 2
KLVJEEBXXDKXQH-UHFFFAOYSA-N 1-[(2,6-dichlorophenyl)methyl]imidazolidine-2,4-dione Chemical compound ClC1=CC=CC(Cl)=C1CN1C(=O)NC(=O)C1 KLVJEEBXXDKXQH-UHFFFAOYSA-N 0.000 claims description 2
TUVQTCIDQXNTQM-UHFFFAOYSA-N 1-[(2-chlorophenyl)methyl]imidazolidine-2,4-dione Chemical compound ClC1=CC=CC=C1CN1C(=O)NC(=O)C1 TUVQTCIDQXNTQM-UHFFFAOYSA-N 0.000 claims description 2
229940124531 pharmaceutical excipient Drugs 0.000 claims description 2
239000004480 active ingredient Substances 0.000 claims 2
201000010099 disease Diseases 0.000 claims 2
239000000825 pharmaceutical preparation Chemical group 0.000 claims 2
125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 1
150000002431 hydrogen Chemical group 0.000 abstract 1
CWRVKFFCRWGWCS-UHFFFAOYSA-N Pentrazole Chemical compound C1CCCCC2=NN=NN21 CWRVKFFCRWGWCS-UHFFFAOYSA-N 0.000 description 14
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
230000002921 anti-spasmodic effect Effects 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
150000002148 esters Chemical class 0.000 description 3
GKKCIDNWFBPDBW-UHFFFAOYSA-M potassium cyanate Chemical compound [K]OC#N GKKCIDNWFBPDBW-UHFFFAOYSA-M 0.000 description 3
239000002904 solvent Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 2
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
239000001961 anticonvulsive agent Substances 0.000 description 2
FFGPTBGBLSHEPO-UHFFFAOYSA-N carbamazepine Chemical compound C1=CC2=CC=CC=C2N(C(=O)N)C2=CC=CC=C21 FFGPTBGBLSHEPO-UHFFFAOYSA-N 0.000 description 2
229960000623 carbamazepine Drugs 0.000 description 2
238000006243 chemical reaction Methods 0.000 description 2
WRJWRGBVPUUDLA-UHFFFAOYSA-N chlorosulfonyl isocyanate Chemical compound ClS(=O)(=O)N=C=O WRJWRGBVPUUDLA-UHFFFAOYSA-N 0.000 description 2
238000001816 cooling Methods 0.000 description 2
239000008194 pharmaceutical composition Substances 0.000 description 2
238000007363 ring formation reaction Methods 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 1
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
VGBFYWJODAEREC-UHFFFAOYSA-N 1-[(2,6-difluorophenyl)methyl]imidazolidine-2,4-dione Chemical compound FC1=CC=CC(F)=C1CN1C(=O)NC(=O)C1 VGBFYWJODAEREC-UHFFFAOYSA-N 0.000 description 1
SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical group [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 1
241000557626 Corvus corax Species 0.000 description 1
241001465754 Metazoa Species 0.000 description 1
206010029350 Neurotoxicity Diseases 0.000 description 1
206010044221 Toxic encephalopathy Diseases 0.000 description 1
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 description 1
229960000583 acetic acid Drugs 0.000 description 1
230000004913 activation Effects 0.000 description 1
-1 aliphatic ethers Chemical class 0.000 description 1
150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
230000003556 anti-epileptic effect Effects 0.000 description 1
150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
150000005840 aryl radicals Chemical class 0.000 description 1
238000003556 assay Methods 0.000 description 1
229940095670 calcium valproate Drugs 0.000 description 1
PIZHURYFCSGTJX-UHFFFAOYSA-L calcium;2-propylpentanoate Chemical compound [Ca+2].CCCC(C([O-])=O)CCC.CCCC(C([O-])=O)CCC PIZHURYFCSGTJX-UHFFFAOYSA-L 0.000 description 1
239000004202 carbamide Substances 0.000 description 1
208000015114 central nervous system disease Diseases 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
239000013078 crystal Substances 0.000 description 1
238000004821 distillation Methods 0.000 description 1
239000002552 dosage form Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
206010015037 epilepsy Diseases 0.000 description 1
239000012362 glacial acetic acid Substances 0.000 description 1
IXCSERBJSXMMFS-UHFFFAOYSA-N hydrogen chloride Substances Cl.Cl IXCSERBJSXMMFS-UHFFFAOYSA-N 0.000 description 1
229910000041 hydrogen chloride Inorganic materials 0.000 description 1
238000001727 in vivo Methods 0.000 description 1
238000007912 intraperitoneal administration Methods 0.000 description 1
239000000463 material Substances 0.000 description 1
125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
230000007135 neurotoxicity Effects 0.000 description 1
231100000228 neurotoxicity Toxicity 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
238000005192 partition Methods 0.000 description 1
230000003389 potentiating effect Effects 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
ZVCDLGYNFYZZOK-UHFFFAOYSA-M sodium cyanate Chemical compound [Na]OC#N ZVCDLGYNFYZZOK-UHFFFAOYSA-M 0.000 description 1
AEQFSUDEHCCHBT-UHFFFAOYSA-M sodium valproate Chemical compound [Na+].CCCC(C([O-])=O)CCC AEQFSUDEHCCHBT-UHFFFAOYSA-M 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000012265 solid product Substances 0.000 description 1
QAHVHSLSRLSVGS-UHFFFAOYSA-N sulfamoyl chloride Chemical compound NS(Cl)(=O)=O QAHVHSLSRLSVGS-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
229940102566 valproate Drugs 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/72—Two oxygen atoms, e.g. hydantoin
- C07D233/74—Two oxygen atoms, e.g. hydantoin with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to other ring members

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

LT98-030A 1995-08-10 1998-03-09 Nauji pasižymintys antispazminiu aktyvumu imidazolin-2,4-dionai, turintys orto-pakeistą aril(alkil)-radikalą 1 padėtyje, ir jų gavimo būdas LT4457B (lt)

Applications Claiming Priority (3)

Application Number	Priority Date	Filing Date	Title
DE19529425A DE19529425A1 (de)	1995-08-10	1995-08-10	Neue, antikonvulsiv wirkende Imidazolin-2,4-dione, die in 1-Stellung einen orthosubstituierten Ar(alk)yl-Rest enthalten, und Verfahren zu deren Herstellung
US08/700,876 US5817685A (en)	1995-08-10	1996-08-21	Anticonvulsive imidazoline-2,4-diones and process for making
CA002183928A CA2183928A1 (en)	1995-08-10	1996-08-22	Anticonvulsive imidazoline-2,4-diones and process for making

Publications (2)

Publication Number	Publication Date
LT98030A LT98030A (en)	1998-09-25
LT4457B true LT4457B (lt)	1999-02-25

Family

ID=27170189

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
LT98-030A LT4457B (lt)	1995-08-10	1998-03-09	Nauji pasižymintys antispazminiu aktyvumu imidazolin-2,4-dionai, turintys orto-pakeistą aril(alkil)-radikalą 1 padėtyje, ir jų gavimo būdas

Country Status (14)

Country	Link
US (1)	US5817685A (cs)
EP (1)	EP0850226A1 (cs)
CN (1)	CN1192736A (cs)
AU (1)	AU699802B2 (cs)
BG (1)	BG102238A (cs)
CA (1)	CA2183928A1 (cs)
CZ (1)	CZ38298A3 (cs)
DE (1)	DE19529425A1 (cs)
IL (1)	IL123296A0 (cs)
LT (1)	LT4457B (cs)
NO (1)	NO980309L (cs)
NZ (1)	NZ315625A (cs)
PL (1)	PL327452A1 (cs)
WO (1)	WO1997006149A1 (cs)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE19540027A1 (de) *	1995-10-27	1997-04-30	Gruenenthal Gmbh	Substituierte Imidazolidin-2,4-dion-Verbindungen als pharmazeutische Wirkstoffe
CA2443906A1 (en) *	2001-04-16	2002-10-24	University Of Virginia Patent Foundation	Novel oral general anesthetics and metabolitically resistant anticonvulsants
CN101255136B (zh) *	2008-03-11	2011-08-17	武汉大学	5-环丙烷螺环乙内酰脲衍生物及其制备方法和应用
ES2374237T3 (es) *	2009-10-23	2012-02-15	Gruppo Cimbali S.P.A.	Una máquina de café con regulación de presión de dispensación y procedimiento correspondiente.
CN101863839B (zh) *	2010-06-04	2012-02-15	武汉大学	N-3-芳酰胺-5-环丙烷螺环乙内酰脲衍生物及其制备方法和应用

Citations (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH05178802A (ja)	1991-12-27	1993-07-20	Sumitomo Seika Chem Co Ltd	Ｎ−ベンジルグリシンおよびその誘導体の製造方法

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB997037A (en) *	1962-03-19	1965-06-30	Ici Ltd	New hydrantoin derivatives
TW297813B (cs) *	1993-09-24	1997-02-11	Takeda Pharm Industry Co Ltd

1995
- 1995-08-10 DE DE19529425A patent/DE19529425A1/de not_active Withdrawn
1996
- 1996-07-26 CN CN96196190A patent/CN1192736A/zh active Pending
- 1996-07-26 WO PCT/EP1996/003296 patent/WO1997006149A1/de not_active Ceased
- 1996-07-26 IL IL12329696A patent/IL123296A0/xx unknown
- 1996-07-26 EP EP96927608A patent/EP0850226A1/de not_active Withdrawn
- 1996-07-26 CZ CZ98382A patent/CZ38298A3/cs unknown
- 1996-07-26 PL PL96327452A patent/PL327452A1/xx unknown
- 1996-07-26 NZ NZ315625A patent/NZ315625A/xx unknown
- 1996-07-26 AU AU67376/96A patent/AU699802B2/en not_active Ceased
- 1996-08-21 US US08/700,876 patent/US5817685A/en not_active Expired - Fee Related
- 1996-08-22 CA CA002183928A patent/CA2183928A1/en not_active Abandoned
1998
- 1998-01-23 NO NO980309A patent/NO980309L/no unknown
- 1998-02-09 BG BG102238A patent/BG102238A/xx unknown
- 1998-03-09 LT LT98-030A patent/LT4457B/lt not_active IP Right Cessation

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPH05178802A (ja)	1991-12-27	1993-07-20	Sumitomo Seika Chem Co Ltd	Ｎ−ベンジルグリシンおよびその誘導体の製造方法

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
R. LEVY, R. MATTSON, B. MELDRUM, F. DREIFUSS: "Antiepileptic Drugs (third edition)", pages: 133 - 142

Also Published As

Publication number	Publication date
EP0850226A1 (de)	1998-07-01
NZ315625A (en)	1999-01-28
AU6737696A (en)	1997-03-05
CN1192736A (zh)	1998-09-09
AU699802B2 (en)	1998-12-17
BG102238A (en)	1998-09-30
IL123296A0 (en)	1998-10-30
CZ38298A3 (cs)	1998-09-16
LT98030A (en)	1998-09-25
DE19529425A1 (de)	1997-02-13
PL327452A1 (en)	1998-12-07
NO980309D0 (no)	1998-01-23
CA2183928A1 (en)	1998-02-23
NO980309L (no)	1998-01-23
US5817685A (en)	1998-10-06
WO1997006149A1 (de)	1997-02-20

Legal Events

Date	Code	Title	Description
2000-03-27	MM9A	Lapsed patents	Effective date: 19990726

Publication	Publication Date	Title
RU2102387C1 (ru)	1998-01-20	Производные n-ацил-2,3-бензодиазепина, или их стереоизомеры, или кислые соли присоединения, обладающие биологической активностью, связанной с воздействием на центральную нервную систему, и фармакологически активная композиция на их основе
DE69023928T2 (de)	1996-04-18	DIAMINVERBINDUNGEN UND ARZNEIMITTEL GEGEN CEREBRALE STöRUNGEN DIE DIESE ENTHALTEN.
NO151320B (no)	1984-12-10	Analogifremgangsmaate for fremstilling av terapeutisk aktiv pyrrolidylmetyl-2-metoksy-4-amino-5-isopropyl-sulfonylbenzamider
EP0053407B1 (en)	1986-12-30	New imidazolylphenyl amidines, processes for their preparation and their pharmaceutical use, and intermediates of preparation
CA1300619C (en)	1992-05-12	1-(4-hydroxy-3,5-di-tert.-butylbenzoyl)homopiperazine, various derivatives thereof, processes for the preparation of these compounds, medicaments containing them, and their use
EP1529041B1 (de)	2006-10-11	Neue prodrugs von 1-methyl-2-(4-amidinophenylaminomethyl)-benzimidazol-5-yl-carbonsäure-(n -2-pyridil-n-2-hydroxycarbonylethyl)-amid, ihre herstellung und ihre verwendung als arzneimittel
FR2656609A1 (fr)	1991-07-05	Derives de 2-aminopyrimidine-4-carboxamide, leur preparation et leur application en therapeutique.
US3277108A (en)	1966-10-04	Certain aralkyl sydnonimines
LT4457B (lt)	1999-02-25	Nauji pasižymintys antispazminiu aktyvumu imidazolin-2,4-dionai, turintys orto-pakeistą aril(alkil)-radikalą 1 padėtyje, ir jų gavimo būdas
US4681895A (en)	1987-07-21	Novel guanidinomethylcyclohexanecarboxylic acid compounds and anti-ulcer drug containing the same
EP0663395B1 (de)	2001-05-16	3-(Phenylalkylaminoalkyloxy)-5-phenylpyrazol-Derivate, Verfahren und Zwischenprodukte zu ihrer Herstellung und ihre Verwendung als herzfrequenzsenkendes Mittel
US4142051A (en)	1979-02-27	Arylaminoimidazoline derivatives
US3915984A (en)	1975-10-28	N-phenyl-carbamic acid-{8 imidazolyl-(1)-methyl{9 {0 esters
HU206090B (en)	1992-08-28	Process for producing new 1-phenyl-1,4-dihydro-3-amino-4-oxopyridazine derivatives and pharmaceutical compositions comprising such compounds as active ingredient
US4207317A (en)	1980-06-10	1-Aryl-4-carbamoyl-pyrazolin-5-ones
DE69310186T2 (de)	1997-11-27	1,2-dihydro-2-oxo-3-aminochinoxalin derivate, ihre verwendung als heilmittel
US3821415A (en)	1974-06-28	Heterocyclic compounds in pharmaceutical compositions and methods
CS228531B2 (en)	1984-05-14	Method for the production of phenylpiperazine derivates
GB2100261A (en)	1982-12-22	Aminophenylalkylamine derivatives, a process for their preparation and their use as pharmaceuticals
EP0213571A2 (de)	1987-03-11	3-Aminomethylpyrrol-1-yl-alkylamine und diese Verbindungen enthaltende therapeutische Mittel
SK15798A3 (en)	1998-10-07	Novel imidazoline-2,4-diones with an ortho-substituted ar(alk)yl radical in position 1, having an anti-convulsive effect, and process for their production
MXPA98001073A (es)	1998-04-01	Compuestos de imidazolin-2,4-dionas que poseen actividad anticonvulsiva, procedimiento para prepararlos, composiciones farmaceuticas que los contienen como agente activo y utilizacion de dichos compuestos en la preparacion de medicamentos para el
RU2128651C1 (ru)	1999-04-10	Н-бутиламид 2-анилино-6,7-дигидро-5н-пириндин-3-карбоновой кислоты, проявляющий противовоспалительную активность
EP0367036A2 (de)	1990-05-09	Substituierte 3-Aminosydnonimine, Verfahren zu ihrer Herstellung und ihre Verwendung
JPH0354951B2 (cs)	1991-08-21