CS241100B2 - Method of diazinethenylphenyloxamic acid preparation - Google Patents
Method of diazinethenylphenyloxamic acid preparation Download PDFInfo
- Publication number
- CS241100B2 CS241100B2 CS846545A CS654584A CS241100B2 CS 241100 B2 CS241100 B2 CS 241100B2 CS 846545 A CS846545 A CS 846545A CS 654584 A CS654584 A CS 654584A CS 241100 B2 CS241100 B2 CS 241100B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- ethenylphenyl
- ethyl
- formula
- hydrogen
- oxamate
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 19
- 239000002253 acid Substances 0.000 title claims description 15
- 238000002360 preparation method Methods 0.000 title claims description 11
- 150000003839 salts Chemical class 0.000 claims abstract description 39
- 150000001875 compounds Chemical class 0.000 claims abstract description 32
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 23
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 18
- 239000001257 hydrogen Substances 0.000 claims abstract description 18
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 8
- 231100000252 nontoxic Toxicity 0.000 claims abstract description 7
- 230000003000 nontoxic effect Effects 0.000 claims abstract description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 6
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims abstract description 6
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 5
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims abstract description 3
- 125000004423 acyloxy group Chemical group 0.000 claims abstract description 3
- 229910052736 halogen Inorganic materials 0.000 claims abstract 2
- 150000002367 halogens Chemical class 0.000 claims abstract 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 41
- -1 C 1 -C 4 alkoxy Chemical class 0.000 claims description 31
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims description 20
- 125000004307 pyrazin-2-yl group Chemical group [H]C1=C([H])N=C(*)C([H])=N1 0.000 claims description 9
- 239000007858 starting material Substances 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 5
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 claims description 4
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- 229950001656 dioxamate Drugs 0.000 claims description 3
- 125000004185 ester group Chemical group 0.000 claims description 3
- 125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 2
- 150000001412 amines Chemical class 0.000 claims description 2
- 125000004984 dialkylaminoalkoxy group Chemical group 0.000 claims 2
- 238000011282 treatment Methods 0.000 abstract description 6
- 125000003545 alkoxy group Chemical group 0.000 abstract description 5
- 208000006673 asthma Diseases 0.000 abstract description 5
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- 230000000172 allergic effect Effects 0.000 abstract 1
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- 239000002244 precipitate Substances 0.000 description 3
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
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- DAILCHWLQWECGR-UHFFFAOYSA-N 3-[2-(2-nitrophenyl)ethenyl]pyridazine Chemical compound [O-][N+](=O)C1=CC=CC=C1C=CC1=CC=CN=N1 DAILCHWLQWECGR-UHFFFAOYSA-N 0.000 description 2
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- TXEYQDLBPFQVAA-UHFFFAOYSA-N tetrafluoromethane Chemical compound FC(F)(F)F TXEYQDLBPFQVAA-UHFFFAOYSA-N 0.000 description 1
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- CYRMSUTZVYGINF-UHFFFAOYSA-N trichlorofluoromethane Chemical compound FC(Cl)(Cl)Cl CYRMSUTZVYGINF-UHFFFAOYSA-N 0.000 description 1
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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
-
- 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
- C07D239/26—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- 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]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/08—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D237/00—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings
- C07D237/02—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings
- C07D237/06—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D237/10—Heterocyclic compounds containing 1,2-diazine or hydrogenated 1,2-diazine rings not condensed with other rings having three 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
- C07D237/12—Halogen atoms or nitro radicals
-
- 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
- C07D239/32—One oxygen, sulfur or nitrogen atom
- C07D239/42—One nitrogen atom
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/12—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/10—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D241/14—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having three 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
- C07D241/16—Halogen atoms; Nitro radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Hydrogenated Pyridines (AREA)
- Materials For Medical Uses (AREA)
- Orthopedics, Nursing, And Contraception (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicinal Preparation (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US52852283A | 1983-09-01 | 1983-09-01 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CS654584A2 CS654584A2 (en) | 1985-07-16 |
| CS241100B2 true CS241100B2 (en) | 1986-03-13 |
Family
ID=24106021
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS846545A CS241100B2 (en) | 1983-09-01 | 1984-08-30 | Method of diazinethenylphenyloxamic acid preparation |
Country Status (22)
| Country | Link |
|---|---|
| EP (1) | EP0137979B1 (de) |
| JP (1) | JPS60142968A (de) |
| KR (1) | KR900001217B1 (de) |
| AT (1) | ATE38224T1 (de) |
| AU (1) | AU569541B2 (de) |
| CA (1) | CA1219873A (de) |
| CS (1) | CS241100B2 (de) |
| DD (1) | DD227964A5 (de) |
| DE (1) | DE3474817D1 (de) |
| DK (1) | DK158725C (de) |
| ES (1) | ES535572A0 (de) |
| FI (1) | FI84477C (de) |
| GR (1) | GR80245B (de) |
| HU (1) | HU192576B (de) |
| IE (1) | IE59035B1 (de) |
| IL (1) | IL72833A (de) |
| NO (1) | NO843477L (de) |
| NZ (1) | NZ209405A (de) |
| PH (1) | PH22753A (de) |
| PT (1) | PT79163B (de) |
| SU (1) | SU1342410A3 (de) |
| ZA (1) | ZA846826B (de) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS62145049A (ja) * | 1985-12-18 | 1987-06-29 | Mitsubishi Chem Ind Ltd | アミノスチリル化合物及びそれを有効成分とするロイコトリエンきつ抗剤 |
| WO1992000963A1 (fr) * | 1990-07-12 | 1992-01-23 | Yoshitomi Pharmaceutical Industries, Ltd. | Composes de styryle et leur utilisation comme medicaments |
| JP2832923B2 (ja) * | 1990-07-13 | 1998-12-09 | 吉富製薬株式会社 | スチリル化合物およびその医薬用途 |
| WO1999035140A1 (en) * | 1998-01-12 | 1999-07-15 | Novartis Ag | PYRIDINYLPYRIMIDINE AMINES AS IMMUNOGLOBULINE E (IgE) SYNTHESIS INHIBITORS |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1259685A (en) * | 1969-04-03 | 1972-01-12 | Soc D Etudes Prod Chimique | Amino-pyrimidine derivatives |
| US3993679A (en) * | 1972-12-20 | 1976-11-23 | The Upjohn Company | Cyano phenylene dioxamic molecules |
| US4054666A (en) * | 1973-03-23 | 1977-10-18 | American Home Products Corporation | Compositions and methods of treating immediate hypersensitivity reactions with thiazolyl oxamic acid derivatives |
| US3953468A (en) * | 1974-03-15 | 1976-04-27 | The Upjohn Company | 3-Cyano thiophen-2-yl oxamic acid and derivatives |
| CA1066714A (en) * | 1974-06-10 | 1979-11-20 | John B. Wright | Pharmaceutical n-phenyloxamic acid derivatives |
| DE2828091A1 (de) * | 1978-06-27 | 1980-01-10 | Boehringer Sohn Ingelheim | 4-substituierte thiazoloxamsaeuren sowie ihre salze und ester |
| JPS5761028A (en) * | 1980-09-30 | 1982-04-13 | Sanyo Chem Ind Ltd | Formation of heat-insulating primer layer and heat-insulating structure |
-
1984
- 1984-08-23 AT AT84110036T patent/ATE38224T1/de not_active IP Right Cessation
- 1984-08-23 EP EP84110036A patent/EP0137979B1/de not_active Expired
- 1984-08-23 DE DE8484110036T patent/DE3474817D1/de not_active Expired
- 1984-08-29 GR GR80245A patent/GR80245B/el unknown
- 1984-08-29 SU SU843784980A patent/SU1342410A3/ru active
- 1984-08-30 CS CS846545A patent/CS241100B2/cs unknown
- 1984-08-30 PH PH31168A patent/PH22753A/en unknown
- 1984-08-30 FI FI843417A patent/FI84477C/fi not_active IP Right Cessation
- 1984-08-31 NO NO843477A patent/NO843477L/no unknown
- 1984-08-31 JP JP59182553A patent/JPS60142968A/ja active Pending
- 1984-08-31 IE IE223784A patent/IE59035B1/en not_active IP Right Cessation
- 1984-08-31 ZA ZA846826A patent/ZA846826B/xx unknown
- 1984-08-31 AU AU32600/84A patent/AU569541B2/en not_active Ceased
- 1984-08-31 NZ NZ209405A patent/NZ209405A/en unknown
- 1984-08-31 DD DD84266851A patent/DD227964A5/de not_active IP Right Cessation
- 1984-08-31 DK DK418484A patent/DK158725C/da not_active IP Right Cessation
- 1984-08-31 KR KR1019840005354A patent/KR900001217B1/ko not_active Expired
- 1984-08-31 ES ES535572A patent/ES535572A0/es active Granted
- 1984-08-31 CA CA000462219A patent/CA1219873A/en not_active Expired
- 1984-08-31 PT PT79163A patent/PT79163B/pt not_active IP Right Cessation
- 1984-08-31 IL IL72833A patent/IL72833A/xx not_active IP Right Cessation
- 1984-08-31 HU HU843293A patent/HU192576B/hu not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| FI843417A7 (fi) | 1985-03-02 |
| DD227964A5 (de) | 1985-10-02 |
| IL72833A (en) | 1987-09-16 |
| IL72833A0 (en) | 1984-11-30 |
| EP0137979A1 (de) | 1985-04-24 |
| DK418484A (da) | 1985-03-02 |
| FI84477B (fi) | 1991-08-30 |
| EP0137979B1 (de) | 1988-10-26 |
| PT79163B (en) | 1986-11-18 |
| KR900001217B1 (ko) | 1990-02-28 |
| FI843417A0 (fi) | 1984-08-30 |
| ES8505934A1 (es) | 1985-06-16 |
| NO843477L (no) | 1985-03-04 |
| NZ209405A (en) | 1987-05-29 |
| DE3474817D1 (en) | 1988-12-01 |
| SU1342410A3 (ru) | 1987-09-30 |
| DK158725B (da) | 1990-07-09 |
| IE59035B1 (en) | 1993-12-15 |
| GR80245B (en) | 1985-01-03 |
| HUT37129A (en) | 1985-11-28 |
| DK418484D0 (da) | 1984-08-31 |
| ES535572A0 (es) | 1985-06-16 |
| HU192576B (en) | 1987-06-29 |
| ATE38224T1 (de) | 1988-11-15 |
| PH22753A (en) | 1988-11-28 |
| DK158725C (da) | 1990-12-10 |
| IE842237L (en) | 1985-03-01 |
| ZA846826B (en) | 1986-04-30 |
| KR850002258A (ko) | 1985-05-10 |
| FI84477C (fi) | 1991-12-10 |
| PT79163A (en) | 1984-09-01 |
| JPS60142968A (ja) | 1985-07-29 |
| CA1219873A (en) | 1987-03-31 |
| AU569541B2 (en) | 1988-02-04 |
| CS654584A2 (en) | 1985-07-16 |
| AU3260084A (en) | 1985-03-07 |
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