NO781102L - Fremgangsmaate til fremstilling av cyklopropyl-6-dihydro-1,3-metyl-1-fenyl-5-okso-2,2h-tieno(2,3-2)-diazepin og salter derav - Google Patents

Fremgangsmaate til fremstilling av cyklopropyl-6-dihydro-1,3-metyl-1-fenyl-5-okso-2,2h-tieno(2,3-2)-diazepin og salter derav

Info

Publication number: NO781102L
Authority: NO; Norway
Prior art keywords: cyclopropyl; compound; thieno; diazepine; dihydro
Prior art date: 1977-03-31

Application number

NO781102A

Other languages

English (en)

Norwegian (no)

Inventor

Jean-Claude Cognacq

Original Assignee

Hexachimie

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.)

1977-03-31

Filing date

1978-03-30

Publication date

1978-10-03

1978-03-30 Application filed by Hexachimie filed Critical Hexachimie

1978-10-03 Publication of NO781102L publication Critical patent/NO781102L/no

Links

238000000034 method Methods 0.000 title claims description 9
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 28
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 19
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 19
150000001875 compounds Chemical class 0.000 claims description 17
238000003756 stirring Methods 0.000 claims description 15
239000000203 mixture Substances 0.000 claims description 13
YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 12
QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 10
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 claims description 9
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 claims description 9
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 8
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 8
239000002253 acid Substances 0.000 claims description 6
229910021529 ammonia Inorganic materials 0.000 claims description 5
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 4
WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 claims description 4
238000006243 chemical reaction Methods 0.000 claims description 4
238000010992 reflux Methods 0.000 claims description 4
150000003839 salts Chemical class 0.000 claims description 4
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 4
KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 3
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
229910052782 aluminium Inorganic materials 0.000 claims description 3
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 claims description 3
INQOMBQAUSQDDS-UHFFFAOYSA-N iodomethane Chemical compound IC INQOMBQAUSQDDS-UHFFFAOYSA-N 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 3
238000006263 metalation reaction Methods 0.000 claims description 3
229910000104 sodium hydride Inorganic materials 0.000 claims description 3
239000012312 sodium hydride Substances 0.000 claims description 3
LSTRKXWIZZZYAS-UHFFFAOYSA-N 2-bromoacetyl bromide Chemical compound BrCC(Br)=O LSTRKXWIZZZYAS-UHFFFAOYSA-N 0.000 claims description 2
KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 2
ZJRCIQAMTAINCB-UHFFFAOYSA-N benzoylacetonitrile Chemical compound N#CCC(=O)C1=CC=CC=C1 ZJRCIQAMTAINCB-UHFFFAOYSA-N 0.000 claims description 2
125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims description 2
238000010828 elution Methods 0.000 claims description 2
238000001914 filtration Methods 0.000 claims description 2
238000010438 heat treatment Methods 0.000 claims description 2
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 2
JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 claims description 2
231100000252 nontoxic Toxicity 0.000 claims description 2
230000003000 nontoxic effect Effects 0.000 claims description 2
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 2
238000000926 separation method Methods 0.000 claims description 2
239000011593 sulfur Substances 0.000 claims description 2
229910052717 sulfur Inorganic materials 0.000 claims description 2
CWBXRPMPOBUVMH-UHFFFAOYSA-N 1-cyclopropylbutan-2-one Chemical compound CCC(=O)CC1CC1 CWBXRPMPOBUVMH-UHFFFAOYSA-N 0.000 claims 1
230000001035 methylating effect Effects 0.000 claims 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 claims 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 11
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 10
CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 10
239000000047 product Substances 0.000 description 9
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
206010052428 Wound Diseases 0.000 description 8
208000027418 Wounds and injury Diseases 0.000 description 8
241000700159 Rattus Species 0.000 description 5
229910052943 magnesium sulfate Inorganic materials 0.000 description 5
235000019341 magnesium sulphate Nutrition 0.000 description 5
239000000155 melt Substances 0.000 description 5
230000001681 protective effect Effects 0.000 description 5
210000002784 stomach Anatomy 0.000 description 4
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
235000019441 ethanol Nutrition 0.000 description 3
239000002244 precipitate Substances 0.000 description 3
LPRBSWPDOZIDQE-UHFFFAOYSA-N 4-cyclopropylbutan-2-one Chemical compound CC(=O)CCC1CC1 LPRBSWPDOZIDQE-UHFFFAOYSA-N 0.000 description 2
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
208000025865 Ulcer Diseases 0.000 description 2
RNFNDJAIBTYOQL-UHFFFAOYSA-N chloral hydrate Chemical compound OC(O)C(Cl)(Cl)Cl RNFNDJAIBTYOQL-UHFFFAOYSA-N 0.000 description 2
229960002327 chloral hydrate Drugs 0.000 description 2
230000000694 effects Effects 0.000 description 2
230000002496 gastric effect Effects 0.000 description 2
239000003921 oil Substances 0.000 description 2
235000019198 oils Nutrition 0.000 description 2
239000003208 petroleum Substances 0.000 description 2
230000000144 pharmacologic effect Effects 0.000 description 2
229960002895 phenylbutazone Drugs 0.000 description 2
VYMDGNCVAMGZFE-UHFFFAOYSA-N phenylbutazonum Chemical compound O=C1C(CCCC)C(=O)N(C=2C=CC=CC=2)N1C1=CC=CC=C1 VYMDGNCVAMGZFE-UHFFFAOYSA-N 0.000 description 2
238000000746 purification Methods 0.000 description 2
241000894007 species Species 0.000 description 2
230000001225 therapeutic effect Effects 0.000 description 2
231100000397 ulcer Toxicity 0.000 description 2
LRANPJDWHYRCER-UHFFFAOYSA-N 1,2-diazepine Chemical compound N1C=CC=CC=N1 LRANPJDWHYRCER-UHFFFAOYSA-N 0.000 description 1
206010002091 Anaesthesia Diseases 0.000 description 1
108091003079 Bovine Serum Albumin Proteins 0.000 description 1
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 1
WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
OUYCCCASQSFEME-QMMMGPOBSA-N L-tyrosine Chemical compound OC(=O)[C@@H](N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-QMMMGPOBSA-N 0.000 description 1
102000057297 Pepsin A Human genes 0.000 description 1
108090000284 Pepsin A Proteins 0.000 description 1
239000005864 Sulphur Substances 0.000 description 1
101150046432 Tril gene Proteins 0.000 description 1
230000007059 acute toxicity Effects 0.000 description 1
231100000403 acute toxicity Toxicity 0.000 description 1
230000037005 anaesthesia Effects 0.000 description 1
210000004204 blood vessel Anatomy 0.000 description 1
235000005911 diet Nutrition 0.000 description 1
230000037213 diet Effects 0.000 description 1
210000002249 digestive system Anatomy 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
208000035475 disorder Diseases 0.000 description 1
239000003814 drug Substances 0.000 description 1
210000001198 duodenum Anatomy 0.000 description 1
LBAQSKZHMLAFHH-UHFFFAOYSA-N ethoxyethane;hydron;chloride Chemical compound Cl.CCOCC LBAQSKZHMLAFHH-UHFFFAOYSA-N 0.000 description 1
WBJINCZRORDGAQ-UHFFFAOYSA-N ethyl formate Chemical compound CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
239000012530 fluid Substances 0.000 description 1
239000008103 glucose Substances 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
230000000968 intestinal effect Effects 0.000 description 1
231100000636 lethal dose Toxicity 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
230000011987 methylation Effects 0.000 description 1
238000007069 methylation reaction Methods 0.000 description 1
235000016709 nutrition Nutrition 0.000 description 1
230000035764 nutrition Effects 0.000 description 1
QYSGYZVSCZSLHT-UHFFFAOYSA-N octafluoropropane Chemical compound FC(F)(F)C(F)(F)C(F)(F)F QYSGYZVSCZSLHT-UHFFFAOYSA-N 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
229940111202 pepsin Drugs 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000011780 sodium chloride Substances 0.000 description 1
239000007787 solid Substances 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
229930192474 thiophene Natural products 0.000 description 1
231100000419 toxicity Toxicity 0.000 description 1
230000001988 toxicity Effects 0.000 description 1
OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
238000005303 weighing Methods 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/04—Ortho-condensed systems
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- 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
- C07D333/26—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 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
- C07D333/30—Hetero atoms other than halogen
- C07D333/36—Nitrogen atoms

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Chemical Kinetics & Catalysis (AREA)
Life Sciences & Earth Sciences (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Bioinformatics & Cheminformatics (AREA)
Pharmacology & Pharmacy (AREA)
Engineering & Computer Science (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

NO781102A 1977-03-31 1978-03-30 Fremgangsmaate til fremstilling av cyklopropyl-6-dihydro-1,3-metyl-1-fenyl-5-okso-2,2h-tieno(2,3-2)-diazepin og salter derav NO781102L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GB1358777		1977-03-31

Publications (1)

Publication Number	Publication Date
NO781102L true NO781102L (no)	1978-10-03

Family

ID=10025687

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO781102A NO781102L (no)	1977-03-31	1978-03-30	Fremgangsmaate til fremstilling av cyklopropyl-6-dihydro-1,3-metyl-1-fenyl-5-okso-2,2h-tieno(2,3-2)-diazepin og salter derav

Country Status (17)

Country	Link
US (1)	US4156009A (de)
JP (1)	JPS53121791A (de)
AR (1)	AR215171A1 (de)
AU (1)	AU3495678A (de)
BE (1)	BE865278A (de)
DD (2)	DD143777A5 (de)
DE (1)	DE2813996A1 (de)
DK (1)	DK135478A (de)
ES (2)	ES468382A1 (de)
FR (1)	FR2385721A1 (de)
GR (1)	GR62853B (de)
NL (1)	NL7803431A (de)
NO (1)	NO781102L (de)
PT (1)	PT67813A (de)
SE (1)	SE7803604L (de)
SU (1)	SU715027A3 (de)
ZA (1)	ZA781694B (de)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB0225554D0 (en) *	2002-11-01	2002-12-11	Syngenta Participations Ag	Chemical compounds
WO2025212920A1 (en)	2024-04-03	2025-10-09	Children's Hospital Medical Center	Multi-zonal liver organoids

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
GB1256548A (de) *	1968-12-10	1971-12-08
CA927388A (en) *	1970-02-17	1973-05-29	Nakanishi Michio	Thieno (2,3-e)(1,4)diazepin-2-ones
US3806512A (en) *	1970-09-03	1974-04-23	Yoshitomi Pharmaceutical	2-amino-3-pyridylcarbonylthiophene compounds
FI53214C (de) *	1970-11-16	1978-03-10	Sumitomo Chemical Co
US3872089A (en) *	1971-05-14	1975-03-18	Hoffmann La Roche	Substituted thienodiazepines
GB1345998A (en) *	1971-05-31	1974-02-06	Yoshitomi Pharmaceutical	Thienodiazepine compounds and pharmaceutical compositions containining them
JPS5750794B2 (de) *	1973-02-03	1982-10-28
JPS5729472B2 (de) *	1974-05-02	1982-06-23

1978
- 1978-03-16 FR FR7807697A patent/FR2385721A1/fr not_active Withdrawn
- 1978-03-23 GR GR55787A patent/GR62853B/el unknown
- 1978-03-23 ZA ZA00781694A patent/ZA781694B/xx unknown
- 1978-03-23 PT PT67813A patent/PT67813A/pt unknown
- 1978-03-24 BE BE2056799A patent/BE865278A/xx unknown
- 1978-03-27 JP JP3525278A patent/JPS53121791A/ja active Pending
- 1978-03-27 US US05/890,410 patent/US4156009A/en not_active Expired - Lifetime
- 1978-03-27 AR AR271535A patent/AR215171A1/es active
- 1978-03-28 DK DK135478A patent/DK135478A/da unknown
- 1978-03-29 DD DD78213659A patent/DD143777A5/de unknown
- 1978-03-29 DD DD78204460A patent/DD137108A5/de unknown
- 1978-03-30 ES ES468382A patent/ES468382A1/es not_active Expired
- 1978-03-30 NO NO781102A patent/NO781102L/no unknown
- 1978-03-30 SE SE7803604A patent/SE7803604L/xx unknown
- 1978-03-30 SU SU782594351A patent/SU715027A3/ru active
- 1978-03-31 DE DE19782813996 patent/DE2813996A1/de active Pending
- 1978-03-31 NL NL7803431A patent/NL7803431A/xx not_active Application Discontinuation
- 1978-04-11 AU AU34956/78A patent/AU3495678A/en active Pending
1979
- 1979-01-25 ES ES477164A patent/ES477164A1/es not_active Expired

Also Published As

Publication number	Publication date
SE7803604L (sv)	1978-10-01
DE2813996A1 (de)	1978-10-05
DD143777A5 (de)	1980-09-10
ES477164A1 (es)	1979-10-16
US4156009A (en)	1979-05-22
ES468382A1 (es)	1979-10-01
SU715027A3 (ru)	1980-02-05
FR2385721A1 (fr)	1978-10-27
DD137108A5 (de)	1979-08-15
NL7803431A (nl)	1978-10-03
GR62853B (en)	1979-06-20
AR215171A1 (es)	1979-09-14
JPS53121791A (en)	1978-10-24
BE865278A (fr)	1978-09-25
ZA781694B (en)	1979-03-28
PT67813A (fr)	1978-04-01
AU3495678A (en)	1979-10-18
DK135478A (da)	1978-10-01

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NO151320B (no)	1984-12-10	Analogifremgangsmaate for fremstilling av terapeutisk aktiv pyrrolidylmetyl-2-metoksy-4-amino-5-isopropyl-sulfonylbenzamider
EA005377B1 (ru)	2005-02-24	ТЕТРАГИДРОИМИДАЗО [1,2-h][1,7] НАФТИРИДИНОВЫЕ СОЕДИНЕНИЯ
RO117917B1 (ro)	2002-09-30	Derivati de imidazopiridina, procedee de obtinere si produs medicamentos
RU2139288C1 (ru)	1999-10-10	Алкоксиалкилкарбаматы имидазо[1,2-a]пиридинов и лекарственное средство на их основе
JP3122792B2 (ja)	2001-01-09	新規な活性化合物
EP0101330B1 (de)	1988-08-24	2-Chinolon-Derivate
JPS60161970A (ja)	1985-08-23	ジベンズアゼピン‐６‐オン化合物
HU191714B (en)	1987-03-30	Process for the production of new 4-phenyl-4-oxo-2-butene carboxylic acid-derivatives
NO760116L (de)	1976-07-16
JPS58188876A (ja)	1983-11-04	抗炎症剤及び抗喘息剤
US4156009A (en)	1979-05-22	Diazepine derivatives
JPH0762018B2 (ja)	1995-07-05	ジヒドロピリジンラクト−ル類
US4894378A (en)	1990-01-16	Lowering blood sugar with novel 4-thienyl-dihydropyridines
EP0011854B1 (de)	1982-04-07	4-(2'-Pyridylamino)phenylessigsäure-Derivate, Verfahren zu ihrer Herstellung, diese Verbindungen enthaltende pharmazeutische Mittel und ihre Verwendung
NO751055L (de)	1975-10-02
EP0064286A2 (de)	1982-11-10	Alkandiol-Derivate mit hypolipidänischer Wirkung, Verfahren zu ihrer Herstellung und diese enthaltende pharmazeutische Zusammensetzungen
NO762424L (de)	1977-01-12
JPS60152462A (ja)	1985-08-10	インド−ル酢酸アミド誘導体の製造方法
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JPS6315275B2 (de)	1988-04-04
JPH10505330A (ja)	1998-05-26	ハロゲンイミダゾピリジン
NO167025B (no)	1991-06-17	Analogifremgangsmaate for fremstilling av terapeutisk aktive kinolinderivater
US4254126A (en)	1981-03-03	4-Carbethoxy-carbonilamino-pyrimidines and a process for their preparation
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