DD292908A5 - Verfahren zur herstellung von thienylessigsaeurederivaten - Google Patents

Verfahren zur herstellung von thienylessigsaeurederivaten Download PDF

Info

Publication number: DD292908A5
Authority: DD; German Democratic Republic
Prior art keywords: general formula; compounds; hydrogen; compound; formula
Prior art date: 1989-03-16

Application number

DD90338706A

Other languages

German (de)

English (en)

Inventor

Karl Schoenafinger

Rudi Beyerle

Ursula Schindler

Bernd Jablonka

Jeffery Troke

Original Assignee

��@��k��

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.)

1989-03-16

Filing date

1990-03-14

Publication date

1991-08-14

1990-03-14 Application filed by ��@��k�� filed Critical ��@��k��

1991-08-14 Publication of DD292908A5 publication Critical patent/DD292908A5/de

Links

238000000034 method Methods 0.000 title claims abstract description 12
238000002360 preparation method Methods 0.000 title abstract description 14
230000008569 process Effects 0.000 title abstract description 3
150000003839 salts Chemical class 0.000 claims abstract description 25
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
239000001257 hydrogen Substances 0.000 claims abstract description 15
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 11
125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 7
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 6
125000004178 (C1-C4) alkyl group Chemical group 0.000 claims abstract description 4
125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract description 4
150000002431 hydrogen Chemical class 0.000 claims abstract description 4
SMJRBWINMFUUDS-UHFFFAOYSA-N 2-thienylacetic acid Chemical class OC(=O)CC1=CC=CS1 SMJRBWINMFUUDS-UHFFFAOYSA-N 0.000 claims abstract description 3
150000001875 compounds Chemical class 0.000 claims description 61
239000002253 acid Substances 0.000 claims description 14
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 8
239000013543 active substance Substances 0.000 claims description 8
230000007062 hydrolysis Effects 0.000 claims description 7
238000006460 hydrolysis reaction Methods 0.000 claims description 7
230000029936 alkylation Effects 0.000 claims description 5
238000005804 alkylation reaction Methods 0.000 claims description 5
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AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims description 3
239000000654 additive Substances 0.000 claims description 3
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238000006243 chemical reaction Methods 0.000 claims description 3
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WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
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239000008107 starch Substances 0.000 description 4
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125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 4
229930000680 A04AD01 - Scopolamine Natural products 0.000 description 3
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VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
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239000003995 emulsifying agent Substances 0.000 description 1
PQJJJMRNHATNKG-UHFFFAOYSA-N ethyl bromoacetate Chemical compound CCOC(=O)CBr PQJJJMRNHATNKG-UHFFFAOYSA-N 0.000 description 1
230000002349 favourable effect Effects 0.000 description 1
239000000945 filler Substances 0.000 description 1
238000001914 filtration Methods 0.000 description 1
235000003599 food sweetener Nutrition 0.000 description 1
239000008103 glucose Substances 0.000 description 1
235000013905 glycine and its sodium salt Nutrition 0.000 description 1
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238000002955 isolation Methods 0.000 description 1
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229960001597 nifedipine Drugs 0.000 description 1
QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
239000002674 ointment Substances 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
230000003204 osmotic effect Effects 0.000 description 1
229960004570 oxprenolol Drugs 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
KQXKVJAGOJTNJS-HNNXBMFYSA-N penbutolol Chemical compound CC(C)(C)NC[C@H](O)COC1=CC=CC=C1C1CCCC1 KQXKVJAGOJTNJS-HNNXBMFYSA-N 0.000 description 1
229960002035 penbutolol Drugs 0.000 description 1
CYXKNKQEMFBLER-UHFFFAOYSA-N perhexiline Chemical compound C1CCCNC1CC(C1CCCCC1)C1CCCCC1 CYXKNKQEMFBLER-UHFFFAOYSA-N 0.000 description 1
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239000011591 potassium Substances 0.000 description 1
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ZLQMRLSBXKQKMG-UHFFFAOYSA-N rauniticine Natural products COC(=O)C1=CC2CC3N(CCc4c3[nH]c5ccccc45)CC2C(C)O1 ZLQMRLSBXKQKMG-UHFFFAOYSA-N 0.000 description 1
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238000007634 remodeling Methods 0.000 description 1
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229910052708 sodium Inorganic materials 0.000 description 1
239000001632 sodium acetate Substances 0.000 description 1
235000017281 sodium acetate Nutrition 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
235000010288 sodium nitrite Nutrition 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
239000008117 stearic acid Substances 0.000 description 1
239000005720 sucrose Substances 0.000 description 1
229960004940 sulpiride Drugs 0.000 description 1
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210000003568 synaptosome Anatomy 0.000 description 1
239000000454 talc Substances 0.000 description 1
229910052623 talc Inorganic materials 0.000 description 1
BNWCETAHAJSBFG-UHFFFAOYSA-N tert-butyl 2-bromoacetate Chemical compound CC(C)(C)OC(=O)CBr BNWCETAHAJSBFG-UHFFFAOYSA-N 0.000 description 1
FQFILJKFZCVHNH-UHFFFAOYSA-N tert-butyl n-[3-[(5-bromo-2-chloropyrimidin-4-yl)amino]propyl]carbamate Chemical compound CC(C)(C)OC(=O)NCCCNC1=NC(Cl)=NC=C1Br FQFILJKFZCVHNH-UHFFFAOYSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
230000001225 therapeutic effect Effects 0.000 description 1
239000002562 thickening agent Substances 0.000 description 1
150000003626 triacylglycerols Chemical class 0.000 description 1
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238000009423 ventilation Methods 0.000 description 1
229960001722 verapamil Drugs 0.000 description 1
229960002726 vincamine Drugs 0.000 description 1
239000008215 water for injection Substances 0.000 description 1
239000001993 wax Substances 0.000 description 1
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238000010626 work up procedure Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D333/00—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom
- C07D333/02—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings
- C07D333/04—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom
- C07D333/06—Heterocyclic compounds containing five-membered rings having one sulfur atom as the only ring hetero atom not condensed with other rings not substituted on the ring sulphur atom with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms
- C07D333/24—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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
- 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
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Neurology (AREA)
Neurosurgery (AREA)
Engineering & Computer Science (AREA)
Biomedical Technology (AREA)
General Health & Medical Sciences (AREA)
Animal Behavior & Ethology (AREA)
Medicinal Chemistry (AREA)
Life Sciences & Earth Sciences (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
General Chemical & Material Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Psychiatry (AREA)
Hospice & Palliative Care (AREA)
Epidemiology (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Plural Heterocyclic Compounds (AREA)
Cephalosporin Compounds (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

DD90338706A 1989-03-16 1990-03-14 Verfahren zur herstellung von thienylessigsaeurederivaten DD292908A5 (de)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE3908547A DE3908547A1 (de)	1989-03-16	1989-03-16	Thienylessigsaeurederivate, verfahren zu ihrer herstellung, ihre verwendung sowie diese enthaltende arzneimittel und deren herstellung

Publications (1)

Publication Number	Publication Date
DD292908A5 true DD292908A5 (de)	1991-08-14

Family

ID=6376450

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
DD90338706A DD292908A5 (de)	1989-03-16	1990-03-14	Verfahren zur herstellung von thienylessigsaeurederivaten

Country Status (13)

Country	Link
US (1)	US5015659A (fr)
EP (1)	EP0387677B1 (fr)
JP (1)	JP2930214B2 (fr)
KR (1)	KR0150002B1 (fr)
AT (1)	ATE102939T1 (fr)
CA (1)	CA2012313C (fr)
DD (1)	DD292908A5 (fr)
DE (2)	DE3908547A1 (fr)
ES (1)	ES2062135T3 (fr)
HU (1)	HU204808B (fr)
IL (1)	IL93748A0 (fr)
PT (1)	PT93456A (fr)
ZA (1)	ZA901981B (fr)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
AT402925B (de) *	1995-05-26	1997-09-25	Chemie Linz Gmbh	L-aspartyl-l-thienylalaninmethylester, verfahren zu deren herstellung und verwendung als süssstoff
DE19622354A1 (de) *	1996-06-04	1997-12-11	Bayer Ag	Halogenthiophen-Derivate
EP2066619A2 (fr) *	2006-11-02	2009-06-10	Arete Therapeutics, INC.	Inhibiteurs d'hydrolase epoxyde soluble

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
FR2351952A1 (fr) *	1975-09-12	1977-12-16	Nobel Hoechst Chimie	Procede de fabrication de derives n-acyles de glycines a substituees par des radicaux aromatiques
EP0067641A3 (fr) *	1981-06-17	1983-03-09	Beecham Group Plc	Acides aminés
DE3132882A1 (de) *	1981-08-20	1983-03-03	Cassella Ag, 6000 Frankfurt	Neue piperazinone, ihre herstellung und verwendung

1989
- 1989-03-16 DE DE3908547A patent/DE3908547A1/de not_active Withdrawn
1990
- 1990-03-07 DE DE90104323T patent/DE59004965D1/de not_active Expired - Lifetime
- 1990-03-07 AT AT90104323T patent/ATE102939T1/de not_active IP Right Cessation
- 1990-03-07 ES ES90104323T patent/ES2062135T3/es not_active Expired - Lifetime
- 1990-03-07 EP EP90104323A patent/EP0387677B1/fr not_active Expired - Lifetime
- 1990-03-13 HU HU901424A patent/HU204808B/hu not_active IP Right Cessation
- 1990-03-14 DD DD90338706A patent/DD292908A5/de not_active IP Right Cessation
- 1990-03-14 IL IL93748A patent/IL93748A0/xx unknown
- 1990-03-14 US US07/495,439 patent/US5015659A/en not_active Expired - Lifetime
- 1990-03-15 JP JP2062852A patent/JP2930214B2/ja not_active Expired - Lifetime
- 1990-03-15 ZA ZA901981A patent/ZA901981B/xx unknown
- 1990-03-15 CA CA002012313A patent/CA2012313C/fr not_active Expired - Lifetime
- 1990-03-15 PT PT93456A patent/PT93456A/pt not_active Application Discontinuation
- 1990-03-16 KR KR1019900003522A patent/KR0150002B1/ko not_active Expired - Lifetime

Also Published As

Publication number	Publication date
PT93456A (pt)	1990-11-07
DE59004965D1 (de)	1994-04-21
CA2012313A1 (fr)	1990-09-16
ZA901981B (en)	1990-11-28
DE3908547A1 (de)	1990-09-20
EP0387677A2 (fr)	1990-09-19
CA2012313C (fr)	1998-10-06
EP0387677B1 (fr)	1994-03-16
HU204808B (en)	1992-02-28
HUT53096A (en)	1990-09-28
IL93748A0 (en)	1990-12-23
US5015659A (en)	1991-05-14
HU901424D0 (en)	1990-06-28
JP2930214B2 (ja)	1999-08-03
KR900014356A (ko)	1990-10-23
KR0150002B1 (ko)	1998-10-15
JPH02273669A (ja)	1990-11-08
EP0387677A3 (en)	1990-12-05
ES2062135T3 (es)	1994-12-16
ATE102939T1 (de)	1994-04-15

Legal Events

Date	Code	Title	Description
1995-04-13	ENJ	Ceased due to non-payment of renewal fee

Publication	Publication Date	Title
DE2460891A1 (de)	1976-07-01	Cyclische aminosaeuren
DE2904445A1 (de)	1979-08-16	Alkylendiaminderivate, ihre herstellung und pharmazeutische mittel
DE29724281U1 (de)	2000-08-10	4-Phenylpiperidin-Verbindungen
DE2807623C2 (de)	1982-07-01	2-Phenoxyphenyl-pyrrolidinderivate, deren Salze, Verfahren zu ihrer Herstellung und sie enthaltende pharmazeutische Zubereitungen
DD144763A5 (de)	1980-11-05	Verfahren zur herstellung von phenethanolaminen
DE2461802C2 (de)	1985-01-03	Pyrazincarboxamidderivate
EP0557879B1 (fr)	1997-01-08	4-amino-2-uréido-5-pyrimidine carboxamide, procédé pour leur préparation, médicaments contenant ces composés et leur utilisation
DD229407A5 (de)	1985-11-06	Verfahren zur herstellung von piperidindion-derivaten, die als myocard-schutz eine antiarrhytmische aktivitaet aufweisen
DE1545925A1 (de)	1970-01-08	Neue Pyrrolidinderivate und Verfahren zur Herstellung derselben
DE2044172C3 (de)	1975-11-13	Pyrrolderivate, ein Verfahren zu ihrer Herstellung und Arzneimittel
EP0553384B1 (fr)	1995-03-29	Acétylsalicyloyl carnitine et procédé pour sa préparation
DE1931240A1 (de)	1970-01-02	Aminoalkancarbonsaeuren
DE2723051A1 (de)	1977-12-01	N-(acyl)-p-amino-n'-(monosubstit.)- benzamide sowie diese enthaltende arzneimittel
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