98832-80-5

Basic information

• Product Name: ethyl 3-methylpyridazine-4-carboxylate
• Synonyms: ethyl 3-methylpyridazine-4-carboxylate;3-Methylpyridazin-4-carboxylic acid ethyl ester
• CAS NO: 98832-80-5
• Molecular Formula: C₈H₁₀N₂O₂
• Molecular Weight: 166.18
• Mol File: 98832-80-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ethyl 3-methylpyridazine-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-methylpyridazine-4-carboxylate(98832-80-5)
• EPA Substance Registry System: ethyl 3-methylpyridazine-4-carboxylate(98832-80-5)

Safety Data

• Hazardous Substances Data: 98832-80-5(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Heterocyclic Chemistry, 28, p. 1043, 1991 DOI: 10.1002/jhet.5570280435

Upstream product

• 66552-43-0 ethyl 2-chloro-3-(methoxycarbonylhydrazinylidene)butanoate 
• 141-97-9 ethyl acetoacetate 
• 609-15-4 ethyl 2-chloro-3-oxo-butyrate 
• 66552-44-1 methyl 2-(4-ethoxy-4-oxobut-2-en-2-yl)diazene-1-carboxylate 
• 610-89-9 2-acetyl-pent-4-enoic acid ethyl ester 
• 1071783-27-1 3-oxo-2-(2-oxoethyl)butyric acid ethyl ester 
• 136411-55-7 6-ethoxy-4-ethoxycarbonyl-1-methoxycarbonyl-3-methyl-1,4,5,6-tetrahydropyridazine 
• 1632-76-4 3-methylpyridazine 
• 617-35-6 2-oxo-propionic acid ethyl ester 

Downstream Products

• 1071783-04-4 N-benzyl-3-methyl-N-phenylpyridazine-4-carboxamide 
• 136411-60-4 3-<2-(3,4-dimethoxyphenylamino)ethenyl>-4-ethoxycarbonylpyridazine 
• 136411-58-0 3-<2-(2,4-dichlorophenylamino)ethenyl>-4-ethoxycarbonylpyridazine 
• 136411-61-5 6-(3,4-dimethoxyphenyl)pyrido<4,3-c>pyridazin-5(6H)-one 
• 136411-62-6 6-(3-chloro-4-methoxyphenyl)pyrido<4,3-c>pyridazin-5(6H)-one 
• 136411-59-1 6-(2,4-dichlorophenyl)pyrido<4,3-c>pyridazin-5(6H)-one 
• 136411-63-7 6-(2,4-difluorophenyl)pyrido<4,3-c>pyridazin-5(6H)-one 
• 136411-57-9 pyrido<4,3-c>pyridazin-5(6H)-one 

Relevant articles and documents

BENZOXAZINONE DERIVATIVES AND ANALOGUES THEREOF AS MODULATORS OF TNF ACTIVITY

A series of substituted 3,4-dihydro-2H-.1,4-benzoxazin-3-one derivatives, and analogues thereof, being potent modulators of human TNFa activity, are accordingly of benefit in the treatment and/or prevention of various human ailments, including autoimmune

G-protein-coupled bile acid receptor 1 (GPBAR1, TGR5) agonists reduce the production of proinflammatory cytokines and stabilize the alternative macrophage phenotype

GPBAR1 (also known as TGR5) is a G-protein-coupled receptor (GPCR) that triggers intracellular signals upon ligation by various bile acids. The receptor has been studied mainly for its function in energy expenditure and glucose homeostasis, and there is little information on the role of GPBAR1 in the context of inflammation. After a high-throughput screening campaign, we identified isonicotinamides exemplified by compound 3 as nonsteroidal GPBAR1 agonists. We optimized this series to potent derivatives that are active on both human and murine GPBAR1. These agonists inhibited the secretion of the proinflammatory cytokines TNF-α and IL-12 but not the antiinflammatory IL-10 in primary human monocytes. These effects translate in vivo, as compound 15 inhibits LPS induced TNF-α and IL-12 release in mice. The response was GPBAR1 dependent, as demonstrated using knockout mice. Furthermore, agonism of GPBAR1 stabilized the phenotype of the alternative, noninflammatory, M2-like type cells during differentiation of monocytes into macrophages. Overall, our results illustrate an important regulatory role for GPBAR1 agonists as controllers of inflammation.

A Novel Approach to the Pyridopyridazine Ring. Synthesis of Pyridopyridazin-5(6H)-one from 3,4-Disubstituted Pyridazines

The synthesis of new pyridopyridazin-5(6H)-one from ethyl 3-methyl-4-pyridazinecarboxylate using an enamination/ring closure sequence is described.The starting material is easily available from a hetero Diels-Alder reaction between a 1,2-diaza-1,3-