YU43235B - Process for preparing 6-chloro-or 6-bromo-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrol-1-carboxylic acid and alkyl esthers thereoff - Google Patents

Process for preparing 6-chloro-or 6-bromo-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrol-1-carboxylic acid and alkyl esthers thereoff

Info

Publication number: YU43235B
Authority: YU; Yugoslavia
Prior art keywords: bromo; chloro; pyrrolo; dihydro; alkyl
Prior art date: 1980-06-09

Application number

YU1423/81A

Other languages

English (en)

Other versions

YU142381A (en

Inventor

J M Michowski

A F Kluge

Original Assignee

Syntex Inc

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.)

1980-06-09

Filing date

1981-06-05

Publication date

1989-06-30

1981-06-05 Application filed by Syntex Inc filed Critical Syntex Inc

1983-12-31 Publication of YU142381A publication Critical patent/YU142381A/xx

1989-06-30 Publication of YU43235B publication Critical patent/YU43235B/xx

Links

YZHUGKQYWSIWIA-UHFFFAOYSA-N 6-bromo-2,3-dihydro-1h-pyrrolizine-1-carboxylic acid Chemical compound C1=C(Br)C=C2C(C(=O)O)CCN21 YZHUGKQYWSIWIA-UHFFFAOYSA-N 0.000 title 1
125000000217 alkyl group Chemical group 0.000 title 1
238000004519 manufacturing process Methods 0.000 title 1
XWQXHYYQCCZBSH-UHFFFAOYSA-N 2-bromo-6,7-dihydro-5h-pyrrolizine-1-carboxylic acid Chemical class C1CCC2=C(C(=O)O)C(Br)=CN21 XWQXHYYQCCZBSH-UHFFFAOYSA-N 0.000 abstract 1
125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
125000000389 2-pyrrolyl group Chemical group [H]N1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
125000000175 2-thienyl group Chemical group S1C([*])=C([H])C([H])=C1[H] 0.000 abstract 1
125000003682 3-furyl group Chemical group O1C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
125000001541 3-thienyl group Chemical group S1C([H])=C([*])C([H])=C1[H] 0.000 abstract 1
239000000730 antalgic agent Substances 0.000 abstract 1
239000002260 anti-inflammatory agent Substances 0.000 abstract 1
230000003110 anti-inflammatory effect Effects 0.000 abstract 1
239000002221 antipyretic Substances 0.000 abstract 1
229940125716 antipyretic agent Drugs 0.000 abstract 1
125000001246 bromo group Chemical group Br* 0.000 abstract 1
125000001309 chloro group Chemical group Cl* 0.000 abstract 1
150000001875 compounds Chemical class 0.000 abstract 1
150000002148 esters Chemical class 0.000 abstract 1
231100000252 nontoxic Toxicity 0.000 abstract 1
230000003000 nontoxic effect Effects 0.000 abstract 1
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
150000003839 salts Chemical class 0.000 abstract 1
239000000050 smooth muscle relaxant Substances 0.000 abstract 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/32—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/33—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms with substituted hydrocarbon radicals, directly attached to ring carbon atoms
- C07D207/337—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems

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)
Chemical Kinetics & Catalysis (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
Public Health (AREA)
Bioinformatics & Cheminformatics (AREA)
Engineering & Computer Science (AREA)
Pain & Pain Management (AREA)
Neurosurgery (AREA)
Biomedical Technology (AREA)
Neurology (AREA)
Rheumatology (AREA)
Urology & Nephrology (AREA)
Endocrinology (AREA)
Reproductive Health (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Pyrrole Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Plural Heterocyclic Compounds (AREA)

YU1423/81A 1980-06-09 1981-06-05 Process for preparing 6-chloro-or 6-bromo-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrol-1-carboxylic acid and alkyl esthers thereoff YU43235B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US06/157,719 US4344943A (en)	1980-06-09	1980-06-09	6-Chloro- or 6-bromo-1,2-dihydro-3H-pyrrolo[1,2-a]-pyrrole-1-carboxylic acids and derivatives thereof

Publications (2)

Publication Number	Publication Date
YU142381A YU142381A (en)	1983-12-31
YU43235B true YU43235B (en)	1989-06-30

Family

ID=22564979

Family Applications (2)

Application Number	Title	Priority Date	Filing Date
YU1423/81A YU43235B (en)	1980-06-09	1981-06-05	Process for preparing 6-chloro-or 6-bromo-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrol-1-carboxylic acid and alkyl esthers thereoff
YU01370/83A YU137083A (en)	1980-06-09	1983-06-22	Process for preparing alkylesters of 6-chloro-or 6-bromo-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrol-1-carboxylic acid

Family Applications After (1)

Application Number	Title	Priority Date	Filing Date
YU01370/83A YU137083A (en)	1980-06-09	1983-06-22	Process for preparing alkylesters of 6-chloro-or 6-bromo-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrol-1-carboxylic acid

Country Status (19)

Country	Link
US (1)	US4344943A (de)
EP (1)	EP0041711B1 (de)
JP (1)	JPS5714591A (de)
KR (1)	KR850000609B1 (de)
AT (1)	ATE12771T1 (de)
AU (1)	AU546012B2 (de)
CA (1)	CA1178277A (de)
DE (1)	DE3169956D1 (de)
DK (1)	DK249781A (de)
ES (1)	ES502855A0 (de)
GR (1)	GR74615B (de)
HU (1)	HU185430B (de)
IE (1)	IE51523B1 (de)
IL (1)	IL63047A (de)
NZ (1)	NZ197331A (de)
PT (1)	PT73154B (de)
SU (1)	SU1217260A3 (de)
YU (2)	YU43235B (de)
ZA (1)	ZA813829B (de)

Families Citing this family (16)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4457941A (en) *	1982-03-22	1984-07-03	Syntex (U.S.A.) Inc.	Use of pyrrolo-pyrrole in treating microvascular diseases associated with diabetes
US4454151A (en) *	1982-03-22	1984-06-12	Syntex (U.S.A.) Inc.	Use of pyrrolo pyrroles in treatment of ophthalmic diseases
US4612325A (en) *	1982-06-08	1986-09-16	Syntex (U.S.A) Inc.	5-Aroyl-6-alkylthio-1,2-dihydro-3H-pyrrolo(1,2-A)pyrrole-1-carboxylic acids and use thereof as analgesics and anti-inflammatories
US4511724A (en) *	1982-06-10	1985-04-16	Merck & Co., Inc.	5-(Pyrrol-2-oyl)-1,2-dihydro-3H-pyrrolo [1,2-a]pyrrole derivatives as anti-inflammatory and analgesic agents
US4835288A (en) *	1987-01-14	1989-05-30	Syntex Inc.	Process for preparing (+)-2,3-dihydro-1H-pyrrolo[1,2-a]pyrrole-1,7-dicarboxylates
US4849526A (en) *	1987-01-14	1989-07-18	Syntex (U.S.A.) Inc.	Process for preparing (±)-2,3-dihydro-1H-pyrrolo[1,2-A]pyrrole-1,7-dicarboxylates
HU198927B (en) *	1987-01-14	1989-12-28	Richter Gedeon Vegyeszet	Process for producing 1-/substituted aminomethyl/-octa-hydroindolo-(2,3-a)quinolizine derivatives, pharmaceutically applicable acid addition salts thereof, as well as pharmaceutical compositions comprising same
US4874872A (en) *	1987-01-14	1989-10-17	Syntex (U.S.A.) Inc.	Process for preparing (+)-2,3-dihydro-1H-pyrrolo[1,2-A]pyrrole-1,7-dicarboxylates
US4874871A (en) *	1987-03-25	1989-10-17	Syntex (U.S.A.) Inc.	Process for preparing (+)-2,3-Dihydro-1H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid and related compounds
JP2649168B2 (ja) *	1988-02-25	1997-09-03	久光製薬株式会社	新規な５，６−ジフェニル−１，２−ジヒドロ−３Ｈ−ピロロ［１，２−ａ］ピロール−１−カルボン酸誘導体
US5082950A (en) *	1990-10-12	1992-01-21	Syntex (U.S.A.) Inc.	Process for preparing 5-aroyl-2,3-dihydro-1H-pyrrolizine-1,1-dicarboxylates (II) and intermediates therefor
US5804214A (en) *	1993-07-08	1998-09-08	Cygnus, Inc.	Monolithic matrix transdermal delivery system for delivering ketorolac tromethamine
US5621115A (en) *	1996-02-21	1997-04-15	Ohmeda Pharmaceutical Products Division Inc.	Methods for preparing 5-aroyl-1,2-dihydro-3H-pyrrolo-[1,2-A]pyrrole-1-carboxylic acids
US6191285B1 (en)	1997-07-03	2001-02-20	Abbott Laboratories	Process for the preparation of ketorolac tromethamine
CZ304346B6 (cs) *	2000-01-19	2014-03-19	Cadila Healthcare Ltd.	Substituovaný pyrrolový derivát s hypolipidemickou hypocholesteremickou aktivitou, způsob jeho přípravy a farmaceutický přípravek obsahující tyto sloučeniny
WO2002062341A1 (en) *	2001-02-07	2002-08-15	University Of Florida	Method and composition for the control of hair growth

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US4087539A (en) *	1976-07-14	1978-05-02	Syntex (U.S.A.) Inc.	5-(2-Furoyl)-, 5-(2-thenoyl)-, 5-(3-furoyl)- and 5-(3-thenoyl)-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid derivatives and process for the production thereof
JPS539788A (en) *	1976-07-14	1978-01-28	Syntex Inc	55aloyll122dihydroo3hh pyroro 122a pyroll11 carboxylic acid derivative
US4089969A (en) *	1976-07-14	1978-05-16	Syntex (U.S.A.) Inc.	5-Aroyl-1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic acid derivatives and process for the production thereof
US4097579A (en) *	1977-03-31	1978-06-27	Syntex (U.S.A.) Inc.	5-(2-Pyrroyl)-1,2-dihydro-3H-pyrrolo 1,2-a!pyrrole-1-carboxylic acid derivatives and process for the production thereof
US4140698A (en) *	1977-07-25	1979-02-20	Syntex (Usa) Inc.	1,2-Dihydro-3H-pyrrolo[1,2-a]pyrrole-1-nitriles
US4232038A (en) *	1979-08-31	1980-11-04	Syntex (U.S.A.) Inc.	5-Alkylsulfinylbenzoyl- and 5-alkylsulfonylbenzoyl-1,2-dihydro-3H-pyrrolo[1,]pyrrole-1-carboxylic acids

1980
- 1980-06-09 US US06/157,719 patent/US4344943A/en not_active Expired - Lifetime
1981
- 1981-04-02 JP JP4999181A patent/JPS5714591A/ja active Pending
- 1981-06-03 KR KR1019810001987A patent/KR850000609B1/ko not_active Expired
- 1981-06-04 DK DK249781A patent/DK249781A/da not_active Application Discontinuation
- 1981-06-05 IL IL63047A patent/IL63047A/xx unknown
- 1981-06-05 YU YU1423/81A patent/YU43235B/xx unknown
- 1981-06-05 AT AT81104368T patent/ATE12771T1/de not_active IP Right Cessation
- 1981-06-05 EP EP81104368A patent/EP0041711B1/de not_active Expired
- 1981-06-05 DE DE8181104368T patent/DE3169956D1/de not_active Expired
- 1981-06-08 NZ NZ197331A patent/NZ197331A/en unknown
- 1981-06-08 GR GR65174A patent/GR74615B/el unknown
- 1981-06-08 PT PT73154A patent/PT73154B/pt unknown
- 1981-06-08 HU HU811700A patent/HU185430B/hu not_active IP Right Cessation
- 1981-06-08 ES ES502855A patent/ES502855A0/es active Granted
- 1981-06-08 ZA ZA00813829A patent/ZA813829B/xx unknown
- 1981-06-08 CA CA000379266A patent/CA1178277A/en not_active Expired
- 1981-06-08 SU SU813300100A patent/SU1217260A3/ru active
- 1981-06-08 IE IE1269/81A patent/IE51523B1/en unknown
- 1981-06-09 AU AU71438/81A patent/AU546012B2/en not_active Ceased
1983
- 1983-06-22 YU YU01370/83A patent/YU137083A/xx unknown

Also Published As

Publication number	Publication date
KR850000609B1 (ko)	1985-05-01
HU185430B (en)	1985-02-28
AU546012B2 (en)	1985-08-08
PT73154A (en)	1981-07-01
IE51523B1 (en)	1987-01-07
AU7143881A (en)	1981-12-17
CA1178277A (en)	1984-11-20
DK249781A (da)	1981-12-10
ES8203376A1 (es)	1982-04-01
YU137083A (en)	1983-12-31
YU142381A (en)	1983-12-31
PT73154B (en)	1982-07-16
IL63047A0 (en)	1981-09-13
IL63047A (en)	1984-07-31
GR74615B (de)	1984-06-29
EP0041711B1 (de)	1985-04-17
NZ197331A (en)	1985-05-31
US4344943A (en)	1982-08-17
ATE12771T1 (de)	1985-05-15
KR830006289A (ko)	1983-09-20
SU1217260A3 (ru)	1986-03-07
ZA813829B (en)	1983-01-26
JPS5714591A (en)	1982-01-25
IE811269L (en)	1981-12-09
ES502855A0 (es)	1982-04-01
DE3169956D1 (en)	1985-05-23
EP0041711A1 (de)	1981-12-16

Publication	Publication Date	Title
YU142381A (en)	1983-12-31	Process for preparing 6-chlro-or 6-bromo-1,2-dihydro-3h-pyrrolo(1,2-a)pyrrol-1-carboxylic acid
IE780605L (en)	1978-09-30	1, 2-DIHYDRO-3H-PYRROLO [1,2-a] PYRROLES
AU543580B2 (en)	1985-04-26	4-hydroxy-3-quinoline carboxamides
DK18984D0 (da)	1984-01-16	1,2-dihydro-3h-pyrrolo(1,2-a)pyrrol-1-carboxylsyrer
JPS55118455A (en)	1980-09-11	Method of collecting optically active d-alpha-methyl-beta- mercapto propionic acid derivative
IE43929L (en)	1977-01-28	Thiophene derivative
JPS5283732A (en)	1977-07-12	Haloazetidinone compounds
JPS5759897A (en)	1982-04-10	Thiazolineazatidinone
DE3263408D1 (en)	1985-06-05	6-alpha-methoxy-penicillins, their salts, process for their preparation and therapeutic agents containing these compounds
DK200000691A (da)	2000-04-27	Pyrrolderivater
JPS52133973A (en)	1977-11-09	Preparation of optically active lactam derivatives
JPS5612390A (en)	1981-02-06	Triazolopyridazine derivative
JPS5513253A (en)	1980-01-30	Cis-3-aralkyl substituted-8-benzoylthio-6,11-dimethyl-2,6- methano-1,2,3,4,5,6-hexahydro-3-benzazocine or its acid addition salt
JPS5217461A (en)	1977-02-09	Process for preparation of optical active gamma-valerolactone
JPS5540614A (en)	1980-03-22	Preparation of optically active n-mercaptoacyl-imino acid
JPS5536404A (en)	1980-03-14	New penicillanic acid derivative, its optically active isomer, its salt, and its preparation
JPS54157582A (en)	1979-12-12	Dibenzoxepin derivative and its preparation
JPS53124283A (en)	1978-10-30	Preparation of 7-( alpha-substd. acetamide)-3-substd. methyl-3-cephem-4-carboxylic acid derivatives
JPS5430186A (en)	1979-03-06	2-morpholinomethyl-5-phenyloxazoles and their pharmaceutically permissible acid addition salt
JPS54138598A (en)	1979-10-27	Tetrahydro-beta-carboline derivative
JPS568385A (en)	1981-01-28	2-allyl-imidazo 1,2-a imidazole derivative
JPS5559185A (en)	1980-05-02	Cephalosporin analog