123542-47-2

Basic information

• Product Name: ethyl 5-amino-4-oxo-3-phenyl-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxyla te
• Synonyms: ethyl 5-amino-4-oxo-3-phenyl-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxyla te
• CAS NO: 123542-47-2
• Molecular Formula: C₁₅H₁₃N₃O₃S
• Molecular Weight: 315.35
• Mol File: 123542-47-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ethyl 5-amino-4-oxo-3-phenyl-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxyla te(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 5-amino-4-oxo-3-phenyl-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxyla te(123542-47-2)
• EPA Substance Registry System: ethyl 5-amino-4-oxo-3-phenyl-3,4-dihydrothieno[3,4-d]pyridazine-1-carboxyla te(123542-47-2)

Safety Data

• Hazardous Substances Data: 123542-47-2(Hazardous Substances Data)

Upstream product

• 10475-63-5 3-oxo-2-(phenylhydrazono)butyric acid ethyl ester 
• 297766-64-4 1,3-Diphenyltriazen 
• 141-97-9 ethyl acetoacetate 
• 60083-15-0 ethyl (Z)-3-oxo-2-(2-phenylhydrazono)butanoate 
• 89516-24-5 ethyl 5-cyano-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylate 
• 64-17-5 ethanol 
• 115592-38-6 5-cyano-4-methyl-1-phenyl-1,6-dihydro-6-oxopyridazine-3-carboxylic acid 

Downstream Products

• 173605-15-7 1-ethyl-6,7-dimethyl-5-amino-4-oxo-3-phenyl-3,4-dihydrophthalazine-1,6,7-tricarboxylate 
• 153625-46-8 5-amino-6-cyano-1-ethoxycarbonyl-4-oxo-8-mercapto-7-nitro-3-phenylphthalazine 
• 153625-48-0 5-amino-7-bromo-6-cyano-1-ethoxycarbonyl-4-oxo-8-mercapto-3-phenylphthalazine 
• 123542-49-4 ethyl 5-amino-6-cyano-3,4-dihydro-4-oxo-3-phenylphthalazine-1-carboxylate 

Relevant articles and documents

2-Aminothienopyridazines as novel adenosine A1 receptor allosteric modulators and antagonists

A pharmacophore-based screen identified 32 compounds including ethyl 5-amino-3-(4-tert-butylphenyl)-4-oxo-3,4-dihydrothieno[3,4-d] pyridazine-1-carboxylate (8) as a new allosteric modulator of the adenosine A1 receptor (A1AR). On the basis of this lead, various derivatives were prepared and evaluated for activity at the human A 1AR. A number of the test compounds allosterically stabilized agonist-receptor-G protein ternary complexes in dissociation kinetic assays, but were found to be more potent as antagonists in subsequent functional assays of ERK1/2 phosphorylation. Additional experiments on the most potent antagonist, 13b, investigating A1AR-mediated [35S]GTPγS binding and [3H]CCPA equilibrium binding confirmed its antagonistic mode of action and also identified inverse agonism. This study has thus identified a new class of A1AR antagonists that can also recognize the receptor's allosteric site with lower potency.

A microwave assisted diazo coupling reaction: The synthesis of alkylazines and thienopyridazines

Heating diazoaminobenzene with active methylene compounds 1-3 in microwave oven in acetic acid, in the presence of hydrochloric acid, afforded the corresponding arylhydrazones 5-7. These reaction products were condensed with ethyl cyanoacetate in a domestic microwave oven after 1-2 minutes heating to yield the pyridazinones 8-12. Compounds 8c and 12 reacted with sulfur in basic DMF solution, in microwave oven using MORE technology to yield the thienopyridazinone 14 and 16 respectively. While 17 was produced when 8b was treated like wise with sulfur and DMF in the presence of piperidine. Compounds 16 coupled with aromatic diazonium salts to yield arylazo derivatives 21a-c. Copyright Taylor & Francis Group, LLC.

STUDIES ON ALKYLHETEROAROMATIC COMPOUNDS: NEW SYNTHESES OF 1,3,4-OXADIAZOLE, OXADIAZOLOPYRIDINE, 1,3,4-THIADIAZOLE, THIADIAZOLOPYRIDINE, PHTHALAZINE AND THIENOPYRIDAZINE DERIVATIVES.

Ethyl 5-phenyl-1,3,4-oxadiazol-2-ylacetate (3a) could be prepared via condensation of ethyl 3-amino-3-ethoxyprop-2-enoate (1) with benzoylhydrazine.This product coupled with aromatic diazonium salts to yield arylhydrazones 4a,b.Compound 3a was converted i

Studies with Alkylheteroaromatic ?-Deficient Compounds: Novel Synthesis of Thienopyridazines and Phthalazines

Ethyl 1-aryl-5-cyano-1,6-dihydro-4-methyl-6-oxo-3-pyridazinecarboxylates 1 react with elemental sulphur in ethanolic basic solutions to yield thienopyridazines 2.Compounds 2 readily react with electron-deficient olefins to yield phthalazines.