GB1431063A - Amino derivatives of pyrido 2,3-d pyridazine carboxylic acids and esters - Google Patents
Amino derivatives of pyrido 2,3-d pyridazine carboxylic acids and estersInfo
- Publication number
- GB1431063A GB1431063A GB2017373A GB2017373A GB1431063A GB 1431063 A GB1431063 A GB 1431063A GB 2017373 A GB2017373 A GB 2017373A GB 2017373 A GB2017373 A GB 2017373A GB 1431063 A GB1431063 A GB 1431063A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compound
- alkyl
- reaction
- methylpyridine
- butylamino
- Prior art date
- Legal status (The legal status 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 status listed.)
- Expired
Links
- 150000001412 amines Chemical class 0.000 title abstract 2
- 150000002148 esters Chemical class 0.000 title abstract 2
- RUUOPSRRIKJHNH-UHFFFAOYSA-N pyridazine-3-carboxylic acid Chemical class OC(=O)C1=CC=CN=N1 RUUOPSRRIKJHNH-UHFFFAOYSA-N 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 9
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- -1 -CF 3 Chemical group 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 abstract 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 abstract 2
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 abstract 2
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- JPJALAQPGMAKDF-UHFFFAOYSA-N selenium dioxide Chemical compound O=[Se]=O JPJALAQPGMAKDF-UHFFFAOYSA-N 0.000 abstract 2
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- LTMHNWPUDSTBKD-UHFFFAOYSA-N diethyl 2-(ethoxymethylidene)propanedioate Chemical compound CCOC=C(C(=O)OCC)C(=O)OCC LTMHNWPUDSTBKD-UHFFFAOYSA-N 0.000 abstract 1
- CZMQJIJIRYAJAS-UHFFFAOYSA-N ethyl 4-(butylamino)-5-cyano-6-formylpyridine-3-carboxylate Chemical compound C(CCC)NC1=C(C(=NC=C1C(=O)OCC)C=O)C#N CZMQJIJIRYAJAS-UHFFFAOYSA-N 0.000 abstract 1
- OZFUWXSTCXXFCL-UHFFFAOYSA-N ethyl 4-(butylamino)-5-cyano-6-methylpyridine-3-carboxylate Chemical compound C(CCC)NC1=C(C(=NC=C1C(=O)OCC)C)C#N OZFUWXSTCXXFCL-UHFFFAOYSA-N 0.000 abstract 1
- LQXSKIGSKRCGLV-UHFFFAOYSA-N ethyl 4-(butylamino)-5-ethoxypyrido[2,3-d]pyridazine-3-carboxylate Chemical compound C(C)OC(=O)C1=C(C=2C(=CN=NC2OCC)N=C1)NCCCC LQXSKIGSKRCGLV-UHFFFAOYSA-N 0.000 abstract 1
- OMXXZHRVELEHNL-UHFFFAOYSA-N ethyl 4-chloro-5-cyano-6-methylpyridine-3-carboxylate Chemical compound CCOC(=O)C1=CN=C(C)C(C#N)=C1Cl OMXXZHRVELEHNL-UHFFFAOYSA-N 0.000 abstract 1
- TYKSBHOMCPPWBP-UHFFFAOYSA-N ethyl 5-cyano-6-methyl-4-oxo-1h-pyridine-3-carboxylate Chemical compound CCOC(=O)C1=CNC(C)=C(C#N)C1=O TYKSBHOMCPPWBP-UHFFFAOYSA-N 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- XHXFXVLFKHQFAL-UHFFFAOYSA-N phosphoryl trichloride Chemical compound ClP(Cl)(Cl)=O XHXFXVLFKHQFAL-UHFFFAOYSA-N 0.000 abstract 1
- 125000003373 pyrazinyl group Chemical group 0.000 abstract 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 abstract 1
- 125000000714 pyrimidinyl group Chemical group 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen 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
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/84—Nitriles
- C07D213/85—Nitriles in position 3
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US25277572A | 1972-05-12 | 1972-05-12 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1431063A true GB1431063A (en) | 1976-04-07 |
Family
ID=22957497
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2017373A Expired GB1431063A (en) | 1972-05-12 | 1973-04-27 | Amino derivatives of pyrido 2,3-d pyridazine carboxylic acids and esters |
Country Status (5)
| Country | Link |
|---|---|
| JP (1) | JPS4948695A (enrdf_load_stackoverflow) |
| CA (1) | CA1004223A (enrdf_load_stackoverflow) |
| DE (1) | DE2322073A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2184763B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1431063A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004056825A1 (en) * | 2002-12-23 | 2004-07-08 | Syngenta Limited | Pyridodiazines as plant fungicides |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9200689D0 (en) * | 1992-01-14 | 1992-03-11 | Rhone Poulenc Agriculture | New compositions of matter |
| JP2578333Y2 (ja) * | 1992-09-04 | 1998-08-13 | 日産ディーゼル工業株式会社 | 駐車ブレーキ解除装置 |
| WO2009146034A2 (en) * | 2008-03-31 | 2009-12-03 | Takeda Pharmaceutical Company Limited | Mapk/erk kinase inhibitors and methods of use thereof |
| ES2690971T3 (es) | 2011-08-23 | 2018-11-23 | Asana Biosciences, Llc | Compuestos pirimido-piridazinona y uso de los mismos |
-
1973
- 1973-04-19 CA CA169,145A patent/CA1004223A/en not_active Expired
- 1973-04-27 GB GB2017373A patent/GB1431063A/en not_active Expired
- 1973-05-02 DE DE19732322073 patent/DE2322073A1/de active Pending
- 1973-05-10 JP JP48052082A patent/JPS4948695A/ja active Pending
- 1973-05-11 FR FR7317215A patent/FR2184763B1/fr not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2004056825A1 (en) * | 2002-12-23 | 2004-07-08 | Syngenta Limited | Pyridodiazines as plant fungicides |
| US7410967B2 (en) | 2002-12-23 | 2008-08-12 | Syngenta Crop Protection, Inc. | Pyridodiazines as plant fungicides |
| RU2352570C2 (ru) * | 2002-12-23 | 2009-04-20 | Зингента Лимитед | Пиридодиазины как фунгициды для растений |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS4948695A (enrdf_load_stackoverflow) | 1974-05-11 |
| FR2184763A1 (enrdf_load_stackoverflow) | 1973-12-28 |
| FR2184763B1 (enrdf_load_stackoverflow) | 1976-04-09 |
| DE2322073A1 (de) | 1973-11-22 |
| CA1004223A (en) | 1977-01-25 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |