GB1331059A - Pyrimidotriazinone compounds - Google Patents
Pyrimidotriazinone compoundsInfo
- Publication number
- GB1331059A GB1331059A GB1331059DA GB1331059A GB 1331059 A GB1331059 A GB 1331059A GB 1331059D A GB1331059D A GB 1331059DA GB 1331059 A GB1331059 A GB 1331059A
- Authority
- GB
- United Kingdom
- Prior art keywords
- compounds
- alkyl
- hydrogen
- groups
- pyrimidotriazinone
- 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
- KCJUKHDURDLFDR-UHFFFAOYSA-N N1=CN=C2C(O)=NN=NC2=C1 Chemical class N1=CN=C2C(O)=NN=NC2=C1 KCJUKHDURDLFDR-UHFFFAOYSA-N 0.000 title abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 229910052739 hydrogen Inorganic materials 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000002431 hydrogen Chemical class 0.000 abstract 2
- 229910052760 oxygen Chemical group 0.000 abstract 2
- 239000001301 oxygen Chemical group 0.000 abstract 2
- ACTKAGSPIFDCMF-UHFFFAOYSA-N 1,3-oxazol-2-amine Chemical compound NC1=NC=CO1 ACTKAGSPIFDCMF-UHFFFAOYSA-N 0.000 abstract 1
- YHWYVGVUFSQPKS-UHFFFAOYSA-N 1h-[1,3]oxazolo[5,4-d]pyrimidin-2-one Chemical compound N1=CN=C2OC(=O)NC2=C1 YHWYVGVUFSQPKS-UHFFFAOYSA-N 0.000 abstract 1
- YIFCWYUSYGFFMH-UHFFFAOYSA-N 2-(ethoxymethylidene)propanedioic acid Chemical compound CCOC=C(C(O)=O)C(O)=O YIFCWYUSYGFFMH-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 239000005864 Sulphur Substances 0.000 abstract 1
- AKDQOJPOLRMVMF-UHFFFAOYSA-N [1,3]thiazolo[5,4-d]pyrimidine 3-oxide Chemical compound N1=CN=C2S(=O)C=NC2=C1 AKDQOJPOLRMVMF-UHFFFAOYSA-N 0.000 abstract 1
- 125000003282 alkyl amino group Chemical group 0.000 abstract 1
- 230000000507 anthelmentic effect Effects 0.000 abstract 1
- 230000000843 anti-fungal effect Effects 0.000 abstract 1
- 239000000969 carrier Substances 0.000 abstract 1
- 239000003085 diluting agent Substances 0.000 abstract 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- -1 hydrazino compound Chemical class 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000008194 pharmaceutical composition 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
- 239000002904 solvent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
- C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
- C07D513/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
1331059 Pyrimidotriazinone compounds LILLY INDUSTRIES Ltd 19 April 1971 [11 March 1970] 11577/70 Heading C2C Novel pyrimidotriazinone compounds of the general formula wherein R<SP>1</SP> is hydrogen, C 1-5 alkyl or -CH 2 Ar in which Ar is phenyl optionally substituted by halogen, nitro, C 1-5 alkyl or C 1-5 alkoxy; R<SP>2</SP> is hydrogen, C 1-5 alkyl or Ar as above, the two R<SP>2</SP> groups being the same or different; R<SP>3</SP> is hydrogen or C 1-5 alkyl; and R<SP>4</SP> is hydrogen or COR<SP>5</SP>, in which R<SP>5</SP> is C 1-5 alkoxy, C 1-5 alkylamino or NHN(R<SP>1</SP>) 2 , in which R<SP>1</SP> is as above and the two R<SP>1</SP> groups are the same or different may be prepared by reacting a thiazolo- or oxazolo pyrimidinone II: wherein X is sulphur or oxygen, with a hydrazino compound H 2 N.NHR<SP>1</SP> in a suitable solvent and optionally during or after modifying the groups R<SP>1</SP> and/or R<SP>4</SP>. The intermediate II in which X is oxygen and R 4 is ethoxycarbonyl may be formed by reacting a 2-amino-oxazole with ethoxyl methylene malonic acid, diethyl ester. Pharmaceutical compositions of the compounds I show anthelmintic activity when administered orally, parenterally, topically or as a feed premix with diluents or carriers. The compounds I also show anti-fungal activity in plants.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1157770 | 1971-04-19 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1331059A true GB1331059A (en) | 1973-09-19 |
Family
ID=9988802
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1331059D Expired GB1331059A (en) | 1971-04-19 | 1971-04-19 | Pyrimidotriazinone compounds |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1331059A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3043979A1 (en) | 1979-11-23 | 1981-09-03 | Pfizer Inc., 10017 New York, N.Y. | ANTI-ALLERGIC AND UTILITY 1-OXO-1H-THIAZOLO- (3,2-A) PYRIMIDINE-2-CARBOXAMIDES AND THEIR INTERMEDIATES |
| US4535081A (en) * | 1979-11-23 | 1985-08-13 | Pfizer Inc. | Antiallergic and antiulcer 1-oxo-1H-thiazolo[3,2-a]pyrimidine-2-carboxamides and intermediates therefor |
-
1971
- 1971-04-19 GB GB1331059D patent/GB1331059A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3043979A1 (en) | 1979-11-23 | 1981-09-03 | Pfizer Inc., 10017 New York, N.Y. | ANTI-ALLERGIC AND UTILITY 1-OXO-1H-THIAZOLO- (3,2-A) PYRIMIDINE-2-CARBOXAMIDES AND THEIR INTERMEDIATES |
| US4535081A (en) * | 1979-11-23 | 1985-08-13 | Pfizer Inc. | Antiallergic and antiulcer 1-oxo-1H-thiazolo[3,2-a]pyrimidine-2-carboxamides and intermediates therefor |
| DE3050491C2 (en) * | 1979-11-23 | 1985-10-10 | Pfizer, Inc., New York, N.Y. | 1-Oxo-1H-thiazolo- [3,2-a] pyrimidine-2-carboxylic acids |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |