CH645633A5 - Process for the preparation of hydroxylated derivatives of isopropylaminopyrimidine - Google Patents

Process for the preparation of hydroxylated derivatives of isopropylaminopyrimidine Download PDF

Info

Publication number: CH645633A5
Authority: CH; Switzerland
Prior art keywords: isopropylamino; hydrogen atom; preparation; isopropylaminopyrimidine; hydrogen
Prior art date: 1979-04-30

Application number

CH268980A

Other languages

English (en)

French (fr)

Inventor

Andre Esanu

Original Assignee

Soc D Etudes Prod Chimique

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.)

1979-04-30

Filing date

1980-04-08

Publication date

1984-10-15

1980-04-08 Application filed by Soc D Etudes Prod Chimique filed Critical Soc D Etudes Prod Chimique

1984-10-15 Publication of CH645633A5 publication Critical patent/CH645633A5/fr

Links

238000000034 method Methods 0.000 title claims abstract description 7
238000002360 preparation method Methods 0.000 title claims abstract description 4
FTCYIGBVOHNHCD-UHFFFAOYSA-N isaxonine Chemical class CC(C)NC1=NC=CC=N1 FTCYIGBVOHNHCD-UHFFFAOYSA-N 0.000 title abstract description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 11
239000003054 catalyst Substances 0.000 claims abstract description 6
238000005984 hydrogenation reaction Methods 0.000 claims abstract description 5
239000001257 hydrogen Substances 0.000 claims abstract description 4
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 4
125000001424 substituent group Chemical group 0.000 claims abstract description 4
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical group [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 6
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
229910052763 palladium Inorganic materials 0.000 claims description 3
AVRNZAITOUMSPB-UHFFFAOYSA-N 4-propan-2-ylpyrimidin-2-amine Chemical class CC(C)C1=CC=NC(N)=N1 AVRNZAITOUMSPB-UHFFFAOYSA-N 0.000 claims 1
125000004429 atom Chemical group 0.000 claims 1
150000001875 compounds Chemical class 0.000 abstract description 10
201000006938 muscular dystrophy Diseases 0.000 abstract description 2
230000007823 neuropathy Effects 0.000 abstract description 2
201000001119 neuropathy Diseases 0.000 abstract description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
TUJKJAMUKRIRHC-UHFFFAOYSA-N hydroxyl Chemical compound [OH] TUJKJAMUKRIRHC-UHFFFAOYSA-N 0.000 abstract 1
CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 8
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 6
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
241000700159 Rattus Species 0.000 description 5
241001465754 Metazoa Species 0.000 description 4
239000000203 mixture Substances 0.000 description 4
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
230000008018 melting Effects 0.000 description 3
238000002844 melting Methods 0.000 description 3
210000003497 sciatic nerve Anatomy 0.000 description 3
238000002211 ultraviolet spectrum Methods 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
238000004458 analytical method Methods 0.000 description 2
238000002474 experimental method Methods 0.000 description 2
HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
210000005036 nerve Anatomy 0.000 description 2
229910052697 platinum Inorganic materials 0.000 description 2
UBGRSKXBCVWAOV-UHFFFAOYSA-N 2-(propan-2-ylamino)pyrimidin-5-ol Chemical compound CC(C)NC1=NC=C(O)C=N1 UBGRSKXBCVWAOV-UHFFFAOYSA-N 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
208000027418 Wounds and injury Diseases 0.000 description 1
230000007059 acute toxicity Effects 0.000 description 1
231100000403 acute toxicity Toxicity 0.000 description 1
125000002102 aryl alkyloxo group Chemical group 0.000 description 1
239000002775 capsule Substances 0.000 description 1
230000000052 comparative effect Effects 0.000 description 1
230000006378 damage Effects 0.000 description 1
238000000354 decomposition reaction Methods 0.000 description 1
238000001035 drying Methods 0.000 description 1
238000000921 elemental analysis Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000001914 filtration Methods 0.000 description 1
-1 for example Substances 0.000 description 1
238000002347 injection Methods 0.000 description 1
239000007924 injection Substances 0.000 description 1
208000014674 injury Diseases 0.000 description 1
JMMWKPVZQRWMSS-UHFFFAOYSA-N isopropanol acetate Natural products CC(C)OC(C)=O JMMWKPVZQRWMSS-UHFFFAOYSA-N 0.000 description 1
229940011051 isopropyl acetate Drugs 0.000 description 1
GWYFCOCPABKNJV-UHFFFAOYSA-N isovaleric acid Chemical compound CC(C)CC(O)=O GWYFCOCPABKNJV-UHFFFAOYSA-N 0.000 description 1
239000008101 lactose Substances 0.000 description 1
230000003902 lesion Effects 0.000 description 1
239000007788 liquid Substances 0.000 description 1
235000019359 magnesium stearate Nutrition 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
239000000546 pharmaceutical excipient Substances 0.000 description 1
230000000144 pharmacologic effect Effects 0.000 description 1
SSOLNOMRVKKSON-UHFFFAOYSA-N proguanil Chemical compound CC(C)\N=C(/N)N=C(N)NC1=CC=C(Cl)C=C1 SSOLNOMRVKKSON-UHFFFAOYSA-N 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
239000000243 solution Substances 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
238000002560 therapeutic procedure Methods 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
238000011144 upstream manufacturing Methods 0.000 description 1
239000011691 vitamin B1 Substances 0.000 description 1
235000010374 vitamin B1 Nutrition 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/47—One nitrogen atom and one oxygen or sulfur atom, e.g. cytosine
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
- C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more 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, directly attached to ring carbon atoms
- C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
- C07D239/52—Two oxygen atoms
- C07D239/54—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals
- C07D239/545—Two oxygen atoms as doubly bound oxygen atoms or as unsubstituted hydroxy radicals with other hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Health & Medical Sciences (AREA)
Veterinary Medicine (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Engineering & Computer Science (AREA)
Public Health (AREA)
Chemical Kinetics & Catalysis (AREA)
Neurology (AREA)
Biomedical Technology (AREA)
Neurosurgery (AREA)
Orthopedic Medicine & Surgery (AREA)
Physical Education & Sports Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Plural Heterocyclic Compounds (AREA)
Catalysts (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

CH268980A 1979-04-30 1980-04-08 Process for the preparation of hydroxylated derivatives of isopropylaminopyrimidine CH645633A5 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB7914987		1979-04-30

Publications (1)

Publication Number	Publication Date
CH645633A5 true CH645633A5 (en)	1984-10-15

Family

ID=10504858

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
CH268980A CH645633A5 (en)	1979-04-30	1980-04-08	Process for the preparation of hydroxylated derivatives of isopropylaminopyrimidine
CH269080A CH645361A5 (en)	1979-04-30	1980-04-08	Process for the preparation of hydroxylated derivatives of isopropylaminopyrimidine

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
CH269080A CH645361A5 (en)	1979-04-30	1980-04-08	Process for the preparation of hydroxylated derivatives of isopropylaminopyrimidine

Country Status (26)

Country	Link
JP (2)	JPS55145671A (mo)
AR (2)	AR222869A1 (mo)
AT (2)	AT380012B (mo)
BE (2)	BE882593A (mo)
CH (2)	CH645633A5 (mo)
DK (2)	DK183880A (mo)
EG (2)	EG14284A (mo)
ES (2)	ES8103061A1 (mo)
FI (2)	FI66359C (mo)
FR (2)	FR2455589A1 (mo)
GB (2)	GB2054556B (mo)
HK (2)	HK55583A (mo)
IE (2)	IE49709B1 (mo)
IN (2)	IN154067B (mo)
IT (2)	IT1141296B (mo)
LU (2)	LU82332A1 (mo)
MA (1)	MA18824A1 (mo)
MX (2)	MX5878E (mo)
MY (2)	MY8400203A (mo)
NL (2)	NL8002272A (mo)
NO (2)	NO154055C (mo)
NZ (2)	NZ193421A (mo)
OA (2)	OA06525A (mo)
PT (2)	PT71154A (mo)
SG (2)	SG22583G (mo)
ZA (2)	ZA801958B (mo)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JPS63145595U (mo) *	1987-03-13	1988-09-26
JPS645795U (mo) *	1987-06-26	1989-01-13
JPH01100695U (mo) *	1987-12-21	1989-07-06
US5264435A (en) *	1988-12-29	1993-11-23	Mitsui Petrochemical Industries, Ltd.	Pyrimidines and their pharmaceutical acceptable salts, and their use as medicines
HU206337B (en) *	1988-12-29	1992-10-28	Mitsui Petrochemical Ind	Process for producing pyrimidine derivatives and pharmaceutical compositions
USD500447S1 (en) *	2003-08-07	2005-01-04	Kranson Industries	Oval bottle
USD505864S1 (en) *	2003-08-07	2005-06-07	Kranson Industries	Oval bottle

1980
- 1980-04-02 BE BE0/200083A patent/BE882593A/fr not_active IP Right Cessation
- 1980-04-02 ZA ZA00801958A patent/ZA801958B/xx unknown
- 1980-04-02 ZA ZA00801960A patent/ZA801960B/xx unknown
- 1980-04-02 BE BE0/200084A patent/BE882594A/fr not_active IP Right Cessation
- 1980-04-03 FI FI801084A patent/FI66359C/fi not_active IP Right Cessation
- 1980-04-03 LU LU82332A patent/LU82332A1/fr unknown
- 1980-04-03 LU LU82333A patent/LU82333A1/fr unknown
- 1980-04-03 FI FI801083A patent/FI66358C/fi not_active IP Right Cessation
- 1980-04-07 IN IN254/DEL/80A patent/IN154067B/en unknown
- 1980-04-07 IN IN253/DEL/80A patent/IN154066B/en unknown
- 1980-04-08 CH CH268980A patent/CH645633A5/fr not_active IP Right Cessation
- 1980-04-08 CH CH269080A patent/CH645361A5/fr not_active IP Right Cessation
- 1980-04-11 NZ NZ193421A patent/NZ193421A/xx unknown
- 1980-04-11 NZ NZ193422A patent/NZ193422A/xx unknown
- 1980-04-15 GB GB8012349A patent/GB2054556B/en not_active Expired
- 1980-04-15 GB GB8012351A patent/GB2055801B/en not_active Expired
- 1980-04-18 NL NL8002272A patent/NL8002272A/nl not_active Application Discontinuation
- 1980-04-18 NL NL8002271A patent/NL8002271A/nl unknown
- 1980-04-22 IT IT21543/80A patent/IT1141296B/it active
- 1980-04-22 IT IT21542/80A patent/IT1141487B/it active
- 1980-04-22 MA MA19019A patent/MA18824A1/fr unknown
- 1980-04-24 AT AT0221580A patent/AT380012B/de not_active IP Right Cessation
- 1980-04-24 AT AT0221680A patent/AT380013B/de not_active IP Right Cessation
- 1980-04-25 AR AR280810A patent/AR222869A1/es active
- 1980-04-25 AR AR280811A patent/AR222870A1/es active
- 1980-04-28 MX MX808786U patent/MX5878E/es unknown
- 1980-04-28 MX MX808783U patent/MX6514E/es unknown
- 1980-04-28 JP JP5557580A patent/JPS55145671A/ja active Granted
- 1980-04-28 IE IE865/80A patent/IE49709B1/en unknown
- 1980-04-28 PT PT71154A patent/PT71154A/pt unknown
- 1980-04-28 JP JP5557480A patent/JPS55145670A/ja active Granted
- 1980-04-28 IE IE864/80A patent/IE49591B1/en unknown
- 1980-04-28 NO NO801234A patent/NO154055C/no unknown
- 1980-04-28 NO NO801235A patent/NO154056C/no unknown
- 1980-04-28 PT PT71155A patent/PT71155A/pt unknown
- 1980-04-29 DK DK183880A patent/DK183880A/da unknown
- 1980-04-29 ES ES491000A patent/ES8103061A1/es not_active Expired
- 1980-04-29 EG EG257/80A patent/EG14284A/xx active
- 1980-04-29 EG EG258/80A patent/EG14259A/xx active
- 1980-04-29 ES ES490999A patent/ES8103060A1/es not_active Expired
- 1980-04-29 DK DK183780A patent/DK183780A/da unknown
- 1980-04-30 FR FR8009733A patent/FR2455589A1/fr active Granted
- 1980-04-30 FR FR8009732A patent/FR2455588A1/fr active Granted
- 1980-04-30 OA OA57101A patent/OA06525A/xx unknown
- 1980-04-30 OA OA57103A patent/OA06527A/xx unknown
1983
- 1983-04-28 SG SG225/83A patent/SG22583G/en unknown
- 1983-04-28 SG SG222/83A patent/SG22283G/en unknown
- 1983-11-17 HK HK555/83A patent/HK55583A/xx unknown
- 1983-11-17 HK HK556/83A patent/HK55683A/xx unknown
1984
- 1984-12-30 MY MY203/84A patent/MY8400203A/xx unknown
- 1984-12-30 MY MY204/84A patent/MY8400204A/xx unknown

Also Published As

Publication number	Publication date
IN154066B (mo)	1984-09-15
IT1141487B (it)	1986-10-01
JPS6116272B2 (mo)	1986-04-28
MY8400203A (en)	1984-12-31
ES491000A0 (es)	1981-02-16
ES490999A0 (es)	1981-02-16
ZA801958B (en)	1981-04-29
FI801083A7 (fi)	1980-10-31
LU82333A1 (fr)	1980-07-02
FR2455589B1 (mo)	1981-07-10
NO154055B (no)	1986-04-01
MX6514E (es)	1985-06-26
GB2054556B (en)	1983-01-26
IT8021543A0 (it)	1980-04-22
NZ193421A (en)	1981-11-19
FI66359C (fi)	1984-10-10
MA18824A1 (fr)	1980-12-31
JPS6116273B2 (mo)	1986-04-28
JPS55145670A (en)	1980-11-13
BE882594A (fr)	1980-07-31
BE882593A (fr)	1980-07-31
GB2055801A (en)	1981-03-11
NO801235L (no)	1980-10-31
GB2054556A (en)	1981-02-18
LU82332A1 (fr)	1980-07-02
GB2055801B (en)	1983-02-09
NO154055C (no)	1986-07-09
ZA801960B (en)	1981-04-29
MY8400204A (en)	1984-12-31
AR222869A1 (es)	1981-06-30
CH645361A5 (en)	1984-09-28
SG22283G (en)	1983-12-16
PT71155A (en)	1980-05-01
IT8021542A0 (it)	1980-04-22
IE800864L (en)	1980-10-30
OA06527A (fr)	1981-07-31
ATA221680A (de)	1985-08-15
NL8002271A (nl)	1980-11-03
OA06525A (fr)	1981-07-31
FI66358C (fi)	1984-10-10
ES8103060A1 (es)	1981-02-16
FI66358B (fi)	1984-06-29
AR222870A1 (es)	1981-06-30
NZ193422A (en)	1981-12-15
IE49709B1 (en)	1985-11-27
NO801234L (no)	1980-10-31
AT380012B (de)	1986-03-25
DK183880A (da)	1980-10-31
HK55583A (en)	1983-11-25
JPS55145671A (en)	1980-11-13
NO154056C (no)	1986-07-09
FR2455588A1 (fr)	1980-11-28
ES8103061A1 (es)	1981-02-16
HK55683A (en)	1983-11-25
NL8002272A (nl)	1980-11-03
IN154067B (mo)	1984-09-15
ATA221580A (de)	1985-08-15
IT1141296B (it)	1986-10-01
FI66359B (fi)	1984-06-29
IE49591B1 (en)	1985-10-30
PT71154A (en)	1980-05-01
NO154056B (no)	1986-04-01
EG14259A (en)	1983-09-30
IE800865L (en)	1980-10-30
EG14284A (en)	1983-09-30
DK183780A (da)	1980-10-31
AT380013B (de)	1986-03-25
SG22583G (en)	1983-12-16
FR2455588B1 (mo)	1983-04-15
FI801084A7 (fi)	1980-10-31
MX5878E (es)	1984-08-16
FR2455589A1 (fr)	1980-11-28

Legal Events

Date	Code	Title	Description
1990-12-28	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
MC1220A1 (fr)	1979-07-20	Nouveaux derives d'imidazolidine
EP0148440B1 (de)	1988-10-05	1,3,4,5-Tetrahydrobenz[c,d]indole, ein Verfahren zu ihrer Herstellung und ihre Verwendung
LU79824A1 (fr)	1980-01-22	Nouveaux hexahydro-1-hydroxy-9-hydroxymethyl-6h-dibenzo-(b,d)pyranes substitues en position 3,leur procede de preparation et composition pharmaceutique les contenant
MC1257A1 (fr)	1980-01-14	Derive pyrrolidinique
MC1490A1 (fr)	1983-09-12	Derives de morphinane
CH644368A5 (en)	1984-07-31	Hydroxylated pyrimidine derivatives, their preparation and therapeutic composition containing them
EP0192056B1 (de)	1989-07-26	Verfahren zur Herstellung von Labdan-Derivaten und ihre Verwendung als Arzneimittel
JPS62167767A (ja)	1987-07-24	デカヒドロキノリンの新誘導体、それらの製造法及び薬剤
EP0023594A1 (de)	1981-02-11	Trans-Chinazolinderivate, Verfahren zu ihrer Herstellung, Zwischenprodukte und Arzneimittel enthaltend solche Chinazolinderivate
DE1720020B2 (de)	1975-10-16	1- eckige Klammer auf alpha-(N-o-Chlorbenzyl)-pyrryl eckige Klammer zu -2-di-sec-burylamino-äthanol, dessen Säureadditionssalze und Verfahren zu seiner Herstellung
DE2733817A1 (de)	1978-02-02	2-benzylpyrrolidine, verfahren zu ihrer herstellung und sie enthaltende arzneimittel
LU82332A1 (fr)	1980-07-02	Preparation des derives hydroxyles de l'isopropylamino-pyrimidine
EP0002672B1 (de)	1981-08-26	Substituierte Pyrrolidine, Verfahren zu ihrer Herstellung und sie enthaltende Arzneimittel
FR1877M (mo)	1963-07-26
JPH02240098A (ja)	1990-09-25	トリヒドロキシウルセンおよびその誘導体
CA1091233A (fr)	1980-12-09	Procede de preparation de nouveaux indoles substitues
AU649302B2 (en)	1994-05-19	Tricyclic pyridone derivative
EP0089860A1 (fr)	1983-09-28	Isomère lévogyre de la méquitazine, son procédé de préparation et médicaments le contenant
CA1337348C (fr)	1995-10-17	Produits optiquement actifs de derives de 20,21-dinoreburnamenine, leur procede de preparation, leur application comme medicaments et les compositions pharmaceutiques les renfermant
CH651294A5 (fr)	1985-09-13	Acides amino-2-halogenobenzoyl-3-methylphenylacetiques et leurs esters et sels utiles comme medicaments anti-inflammatoires et analgesiques.
EP0001021A2 (fr)	1979-03-07	Nouveaux dérivés d'alcaloides pentacycliques, procédé de préparation, application à la synthèse de produits du groupe de l'éburnamonine et compositions pharmaceutiques
CH645103A5 (fr)	1984-09-14	Derives halogenes de l'isopropylamino pyrimidine, leur preparation et composition therapeutique les contenant.
FR2608157A1 (fr)	1988-06-17	Nouveaux derives de l'azaspirodecane, leurs sels, procede de preparation, application a titre de medicaments et compositions les renfermant et intermediaires
EP0172526B1 (de)	1989-10-04	Neue Benzodiazepine, Verfahren zu ihrer Herstellung sowie ihre Verwendung
MC2105A1 (fr)	1991-03-11	Derives de tetrahydronaphtalene