KR840002362A - 4-아로일이미다졸리딘-2-온의 제조방법 - Google Patents
4-아로일이미다졸리딘-2-온의 제조방법 Download PDFInfo
- Publication number
- KR840002362A KR840002362A KR1019820004952A KR820004952A KR840002362A KR 840002362 A KR840002362 A KR 840002362A KR 1019820004952 A KR1019820004952 A KR 1019820004952A KR 820004952 A KR820004952 A KR 820004952A KR 840002362 A KR840002362 A KR 840002362A
- Authority
- KR
- South Korea
- Prior art keywords
- hydrogen
- lower alkyl
- oxygen atom
- phenyl
- substituted
- Prior art date
Links
- 229910052739 hydrogen Inorganic materials 0.000 claims 16
- 239000001257 hydrogen Substances 0.000 claims 16
- -1 1 H -pyrrolyl Chemical group 0.000 claims 15
- 125000000217 alkyl group Chemical group 0.000 claims 12
- 125000004430 oxygen atom Chemical group O* 0.000 claims 12
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims 10
- 150000002431 hydrogen Chemical group 0.000 claims 9
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 9
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 229910052736 halogen Inorganic materials 0.000 claims 8
- 150000002367 halogens Chemical class 0.000 claims 8
- 150000001875 compounds Chemical class 0.000 claims 7
- 125000004414 alkyl thio group Chemical group 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 5
- YLQBMQCUIZJEEH-UHFFFAOYSA-N Furan Chemical compound C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims 4
- KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims 4
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims 4
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims 4
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 4
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- 125000004434 sulfur atom Chemical group 0.000 claims 4
- 231100000252 nontoxic Toxicity 0.000 claims 3
- 230000003000 nontoxic effect Effects 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 2
- 150000001447 alkali salts Chemical class 0.000 claims 2
- 125000005360 alkyl sulfoxide group Chemical group 0.000 claims 2
- 229940100198 alkylating agent Drugs 0.000 claims 2
- 239000002168 alkylating agent Substances 0.000 claims 2
- 150000001555 benzenes Chemical class 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 229910052751 metal Inorganic materials 0.000 claims 2
- 239000002184 metal Substances 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims 2
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 229930192474 thiophene Natural products 0.000 claims 2
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 2
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- WRYCSMQKUKOKBP-UHFFFAOYSA-N Imidazolidine Chemical compound C1CNCN1 WRYCSMQKUKOKBP-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 150000001266 acyl halides Chemical class 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000001246 bromo group Chemical group Br* 0.000 claims 1
- 229910052801 chlorine Chemical group 0.000 claims 1
- 239000000460 chlorine Chemical group 0.000 claims 1
- 150000004820 halides Chemical class 0.000 claims 1
- XOAYKINYVYDPDF-UHFFFAOYSA-N imidazolidine-1-carboxylic acid Chemical compound OC(=O)N1CCNC1 XOAYKINYVYDPDF-UHFFFAOYSA-N 0.000 claims 1
- 239000011630 iodine Chemical group 0.000 claims 1
- 229910052740 iodine Inorganic materials 0.000 claims 1
- 239000011968 lewis acid catalyst Chemical class 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 229920000137 polyphosphoric acid Chemical class 0.000 claims 1
- 229910052709 silver Inorganic materials 0.000 claims 1
- 239000004332 silver Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- A61P25/02—Drugs for disorders of the nervous system for peripheral neuropathies
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- 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
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
-
- 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
- C07D233/04—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D233/28—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member 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
- C07D233/30—Oxygen or sulfur atoms
- C07D233/32—One oxygen atom
- C07D233/38—One oxygen atom with acyl radicals or hetero atoms directly attached to ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Cardiology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Biomedical Technology (AREA)
- Hospice & Palliative Care (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Treatment Of Liquids With Adsorbents In General (AREA)
- Supplying Of Containers To The Packaging Station (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Fats And Perfumes (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (10)
- 다음 일반식(3)의 이미다졸리딘 카복실산을 푸란, 티오펜, 피롤 또는 벤젠 또는 치환된 벤젠 및 다가인산과 반응시키고; T가 2가 황원자인 화합물을 원하는 경우에는 T가 산소원자인 생성물을 5황화인과 반응시키며; R이 수소가 아닌 화합물을 원하는 경우에는 R이 수소인 생성물을 할로겐화 아실 또는 알킬화제와 반응시키고; 약제학적으로 무독한 염을 원하는 경우에는 생성물을 금속염기성염과 반응시키며; 이들로부터 아로일－이미다졸리딘－2－은을 분리시킴을 특징으로 하여 다음 일반식(1)의 아로일－이미다졸리딘－2－온 및 그의 약제학적으로 무독한 염을 제조하는 방법.상기식에서, Ar은 푸라닐, 티에닐, 1H－피롤릴, 페닐, 오르토, 메타 또는 파라위치에서 X1으로 치환된 1치환된 페닐, 또는 오르토, 메타 또는 파라 위치에서 X2로 치환되고 메타 또는 파라 위치에서 X3로 2치환된 페닐이며; X1은 할로겐, 하이드록시, 저급알킬, 저급알콕시, 저급알킬티오, 저급알킬설폭사이드, 저급알킬설폰, 트리플루오로메틸, －SO2N(R2)2, NR3R4, 피롤리디노, 피페리디노, 모르폴리노, 피페라지노 또는 N′－알킬－피페라지노이고, X2및 X3는 각각 할로겐, 하이드록시, 저급알킬, 저급알콕시이며, 또는 X2및 X3가 페닐환의 인접한 탄소원자상에 치환되면 이들은 함께 메틸렌디옥시를 형성할 수 있으며; R은 수소, 저급알킬, 저급 알킬카보닐, 또는 벤조일고; R1,R2,R3및 R4는 각각 수소 또는 저급알킬이며 T는 산소원자 또는 2가 황원자이다.
- 제1항에 있어서, R이 수소이며, T가 산소원자인 방법.
- 제1항에 있어서, R이 수소이며, T가 산소원자이고 X1이 할로겐, 저급알콕시 또는 저급알킬티오인 방법.
- 제1항에 있어서, R이 수소이며, T가 산소원자이고, X2및 X3가 각각 할로겐, 저급알킬, 저급알콕시, 저급알킬티오이거나 또는 X2및 X3가 인접한 탄소원자상에 치환되면 함께 메틸렌디옥시를 형성할 수 있는 방법.
- 제1항에 있어서, R이 수소이며, T가 산소원자이고, Ar이 페닐 또는 메틸, 에틸, 메톡시, 에톡시, 또는 메틸티오로 오르토, 메타 또는 파라위치에서 치환된 1치환된 페닐인 방법.
- 다음 일반식(4)의 이미다졸리딘 산 할라이드를 푸란, 티오펜, 피롤 또는 벤젠 또는 치환된 벤젠 및 루이스산촉매와 반응시키고; R이 수소인 화합물을 원하는 경우에는 R이 저급알킬카보닐인 생성물을 가수분해시키며; R이 저급알킬 또는 벤조일인 화합물을 원하는 경우에는, R이 수소인 생성물을 할로겐화벤조일 또는 알킬화제와 반응시키고; T가 2가 황원자인 화합물을 원하는 경우에는, T가 산소원자인 생성물을 5황화인과 반응시키며, 약제학적으로 무독한 염을 원하는 경우에는, 생성물을 금속 염기성 염과 반응시키고; 이들로 부터 아로일이미다졸리딘－2－온을 분리시킴을 특징으로 하여 다음 일반식(1)의 아로일이미다졸리딘－2－온 및 그의 약제학적으로 무독한 염을 제조하는 방법.상기식에서, Ar은 푸라닐, 티에닐, 1H－피롤릴, 페닐, 오르토, 메타 또는 파라위치에서 X1으로 치환된 1치환된 페닐, 또는 오르토, 메타 또는 파라위치에서 X2로 치환되고 메타 또는 파라위치에서 X3로 치환된 2치환된 페닐이며; X1은 할로겐, 하이드록시, 저급알킬, 저급알콕시, 저급알킬티오, 저급알킬설폭사이드, 저급알킬설폰, 트리플루오로메틸, －SO2N(R2)2, NR3R4, 피롤리디노, 피페리디노, 피페리디노, 모르폴리노, 피페라지노 또는 N′－알킬－피페라지노이고, X2및 X3은 각각 할로겐, 하이드록시, 저급알킬, 저급알콕시이며, 또는 X2및 X3가 페닐환의 인접한 탄소원자상에 치환되면 이들은 함께 메틸렌디옥시를 형성할 수 있으며; R은 수소, 저급알킬, 저급알킬카보닐 또는 벤조일이고, 단 일반식(4)에서는 저급알킬카보닐이며 R1,R2,R3및 R4는 각각 수소 또는 저급알킬이고; T는 산소원자 또는 2가 황원자이며; Y는 브롬, 요오드 또는 염소이다.
- 제6항에 있어서, R이 수소이며, T가 산소원자인 방법.
- 제6항에 있어서, R이 수소이며, T가 산소원자이고 X1이 할로겐, 저급알킬, 저급알콕시 또는 저급알킬티오인 방법.
- 제6항에 있어서, R이 수소이며, T가 산소원자이고, X2및 X3가 각각 할로겐, 저급알킬, 저급알콕시, 저급알킬티오이거나 또는 X2및 X3가 인접한 탄소원자상에 치환되면 함께 메틸렌디옥시를 형성할 수 있는 방법.
- 제6항에 있어서, R이 수소이며, T가 산소원자이고 Ar이 페닐 또는 메틸, 에틸, 메톡시 또는 메틸티오로 오르토, 메타 또는 파라 위치에서 치환된 1치환된 페닐인 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/317,963 US4410540A (en) | 1981-11-04 | 1981-11-04 | Cardiotonic 4-aroylimidazolidin-2-ones |
| US317963 | 1999-05-25 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR840002362A true KR840002362A (ko) | 1984-06-25 |
| KR880002708B1 KR880002708B1 (ko) | 1988-12-26 |
Family
ID=23236021
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8204952A KR880002708B1 (ko) | 1981-11-04 | 1982-11-03 | 4-아로일이미다졸리딘-2-온의 제조방법 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4410540A (ko) |
| EP (1) | EP0079050B1 (ko) |
| JP (1) | JPS5885865A (ko) |
| KR (1) | KR880002708B1 (ko) |
| AT (1) | ATE26443T1 (ko) |
| AU (1) | AU552310B2 (ko) |
| CA (1) | CA1175829A (ko) |
| DE (1) | DE3275995D1 (ko) |
| DK (1) | DK488482A (ko) |
| ES (1) | ES8405374A1 (ko) |
| GB (1) | GB2110669B (ko) |
| GR (1) | GR77375B (ko) |
| IE (1) | IE54265B1 (ko) |
| IL (1) | IL67133A0 (ko) |
| NO (1) | NO823648L (ko) |
| NZ (1) | NZ202350A (ko) |
| PH (1) | PH19029A (ko) |
| ZA (1) | ZA827974B (ko) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4709043A (en) * | 1984-07-09 | 1987-11-24 | Schering A.G. | Process for the preparation of imidazolonecarbonylarylimidazoles |
| US4999365A (en) * | 1987-03-20 | 1991-03-12 | Merrell Dow Pharmaceuticals Inc. | Method of reducing reperfusion injury with imidazol-2-thiones |
| WO1998057940A1 (en) * | 1997-06-18 | 1998-12-23 | Synaptic Pharmaceutical Corporation | Heterocyclic substituted piperidines and uses thereof |
| US6159990A (en) * | 1997-06-18 | 2000-12-12 | Synaptic Pharmaceutical Corporation | Oxazolidinones as α1A receptor antagonists |
| AU5628700A (en) * | 1999-06-21 | 2001-01-09 | Edson X. Albuquerque | Thienylhydrazon with digitalis-like properties (positive inotropic effects) |
| US7091238B1 (en) | 1999-06-21 | 2006-08-15 | University Of Maryland | Thienylhydrazon with digitalis-like properties (positive inotropic effects) |
| ES2157822B1 (es) * | 1999-08-17 | 2002-04-16 | Kylolab S L | Procedimiento para la sintesis de 2-imidazolidinonas poli-sustituidas. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1184709A (fr) * | 1957-09-21 | 1959-07-24 | Cfmc | Nouveaux dérivés imidazoliques, utilisables comme agents de protection contre les rayons ultra-violets et leurs procédés de fabrication |
| US3337580A (en) * | 1964-12-31 | 1967-08-22 | Robins Co Inc A H | 1-hydrocarbon-3 aryl-4-substituted ethyl-2-imidazolidinones |
| NZ193935A (en) * | 1979-06-18 | 1985-05-31 | Richardson Merrell Inc | 4-aroyl-imidazol-2-one derivatives;pharmaceutical compositions |
| PH18106A (en) * | 1981-02-18 | 1985-03-21 | Merrell Dow Pharma | Novel-4-aroylimidazol-2-ones |
-
1981
- 1981-11-04 US US06/317,963 patent/US4410540A/en not_active Expired - Lifetime
-
1982
- 1982-11-01 IL IL67133A patent/IL67133A0/xx not_active IP Right Cessation
- 1982-11-01 NZ NZ202350A patent/NZ202350A/en unknown
- 1982-11-01 ZA ZA827974A patent/ZA827974B/xx unknown
- 1982-11-02 GB GB08231324A patent/GB2110669B/en not_active Expired
- 1982-11-02 CA CA000414709A patent/CA1175829A/en not_active Expired
- 1982-11-02 ES ES517042A patent/ES8405374A1/es not_active Expired
- 1982-11-02 JP JP57192021A patent/JPS5885865A/ja active Granted
- 1982-11-02 IE IE2621/82A patent/IE54265B1/en not_active IP Right Cessation
- 1982-11-02 PH PH28076A patent/PH19029A/en unknown
- 1982-11-03 KR KR8204952A patent/KR880002708B1/ko active
- 1982-11-03 AU AU90111/82A patent/AU552310B2/en not_active Ceased
- 1982-11-03 GR GR69711A patent/GR77375B/el unknown
- 1982-11-03 DK DK488482A patent/DK488482A/da unknown
- 1982-11-03 NO NO823648A patent/NO823648L/no unknown
- 1982-11-04 AT AT82110159T patent/ATE26443T1/de not_active IP Right Cessation
- 1982-11-04 EP EP82110159A patent/EP0079050B1/en not_active Expired
- 1982-11-04 DE DE8282110159T patent/DE3275995D1/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| EP0079050A1 (en) | 1983-05-18 |
| GB2110669B (en) | 1985-04-11 |
| DK488482A (da) | 1983-05-05 |
| PH19029A (en) | 1985-12-06 |
| IL67133A0 (en) | 1983-03-31 |
| NZ202350A (en) | 1986-04-11 |
| ES517042A0 (es) | 1984-06-16 |
| EP0079050B1 (en) | 1987-04-08 |
| ZA827974B (en) | 1983-08-31 |
| GB2110669A (en) | 1983-06-22 |
| AU9011182A (en) | 1983-05-12 |
| DE3275995D1 (de) | 1987-05-14 |
| KR880002708B1 (ko) | 1988-12-26 |
| AU552310B2 (en) | 1986-05-29 |
| NO823648L (no) | 1983-05-05 |
| JPS5885865A (ja) | 1983-05-23 |
| ES8405374A1 (es) | 1984-06-16 |
| US4410540A (en) | 1983-10-18 |
| IE54265B1 (en) | 1989-08-02 |
| CA1175829A (en) | 1984-10-09 |
| JPH0435465B2 (ko) | 1992-06-11 |
| GR77375B (ko) | 1984-09-11 |
| IE822621L (en) | 1983-05-04 |
| ATE26443T1 (de) | 1987-04-15 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES8400118A1 (es) | Procedimiento para la preparacion de derivados de acidos difosfonicos. | |
| KR840002362A (ko) | 4-아로일이미다졸리딘-2-온의 제조방법 | |
| ATE138906T1 (de) | Imino-substituierte phenylderivate, ihre herstellung und diese enthaltende fungizide | |
| KR900006347A (ko) | 살균성 플루오로퀴놀로닐 세펨 | |
| KR890014526A (ko) | 불포화 n-벤조피라닐락탐 | |
| GB8705780D0 (en) | Anticancer compounds | |
| ES8601951A1 (es) | Un procedimiento para la preparacion de nuevos cinamil-2,3-dihidro-benzofuranos sustituidos y sus analagos. | |
| DE69941384D1 (de) | Wärmeentwickelbares photoempfindliches Material | |
| HUT44482A (en) | Process for production of n-/-2-oxo-/n-/2methil-phenil/-n-benzil-amino/-ethil/-n-/2/-dimethil-amino/-ethil/-carbamates or ureids and medical preparatives containing such compounds | |
| GR77088B (ko) | ||
| KR830009045A (ko) | 4-아로일이미다졸-2-온의 제조방법 | |
| JPS55108654A (en) | Heat developable photosensitive material | |
| KR840004095A (ko) | 치환된 3,4-디아미노-1,2,5-티아디아졸류의 제조방법 | |
| ES2036682T3 (es) | Un procedimiento para preparar un derivado de tiofeno. | |
| KR840002359A (ko) | 이미다졸 카복실산 유도체의 제조방법 | |
| EP0311051A3 (en) | Pyridylacetonitrile derivatives | |
| KR840005711A (ko) | N-치환-n-사이클로펜틸 글리신 유도체의 제조방법 | |
| JPS5498755A (en) | Novel butenophenone derivative | |
| JPS52125184A (en) | Novel cephalosporin compounds | |
| JPS53144594A (en) | 3,7-di-substitued-3-cephem-4-carboxylic acid derivatives | |
| KR890006589A (ko) | 7-아미노-1-사이클로프로필-8-클로로-6-플루오로-1,4-디하이드로-4-옥소-3-퀴놀린 카복실산, 이의 제조방법 및 이 화합물을 함유하는 항균제 | |
| KR880011137A (ko) | 혈당 감소제로서의 플루오로옥시란 카복실레이트 | |
| PT75495A (de) | Neue 6-alpha-methoxy-penicilline ihre salze verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel | |
| GB2012749A (en) | Conjugated ketones | |
| KR900003148A (ko) | 페닐알킬티오펜 및 동족 화합물 |