34253-02-6

Basic information

• Product Name: 3-Pyridazinecarboxylic acid methyl ester
• Synonyms: 3-Pyridazinecarboxylic acid methyl ester;Pyridazine-3-carboxylic acid methyl ester;Methyl pyridazine-3-carboxylate;Methyl pyridazine-3-carbo...
• CAS NO: 34253-02-6
• Molecular Formula: C₆H₆N₂O₂
• Molecular Weight: 138.12
• Mol File: 34253-02-6.mol

Chemical Properties

• Melting Point: 139 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 281.273°C at 760 mmHg
• Flash Point: 123.91°C
• Appearance: /
• Density: 1.214g/cm³
• Vapor Pressure: 0.004mmHg at 25°C
• Refractive Index: 1.513
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.77±0.10(Predicted)
• CAS DataBase Reference: 3-Pyridazinecarboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Pyridazinecarboxylic acid methyl ester(34253-02-6)
• EPA Substance Registry System: 3-Pyridazinecarboxylic acid methyl ester(34253-02-6)

Safety Data

• Hazardous Substances Data: 34253-02-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research and Development:
3-Pyridazinecarboxylic acid methyl ester is used as a key intermediate in the synthesis of pharmaceutical compounds for its ability to be incorporated into the molecular structures of potential drugs. It is particularly valued for its contributions to the development of anti-inflammatory, antifungal, and antibacterial agents due to its chemical properties that can be tailored for specific therapeutic effects.
Used in Agrochemical Production:
In the agrochemical industry, 3-Pyridazinecarboxylic acid methyl ester is utilized as a component in the formulation of various products. Its role is crucial in the development of compounds that protect crops from pests and diseases, thereby enhancing agricultural productivity and crop protection strategies.
Used in Dyes and Pigments Manufacturing:
3-Pyridazinecarboxylic acid methyl ester also finds application in the production of dyes and pigments, where its chemical structure contributes to the color and stability of these products. This makes it a valuable component in industries such as textiles, plastics, and printing inks.
Used as a Research Tool in Medicinal Chemistry:
Beyond its practical applications, 3-Pyridazinecarboxylic acid methyl ester serves as an important research tool in medicinal chemistry. It aids scientists in drug discovery processes, allowing them to explore new chemical spaces and investigate the potential of novel compounds for treating various diseases and conditions.

InChI:InChI=1/C6H6N2O2/c1-10-6(9)5-3-2-4-7-8-5/h2-4H,1H3

Upstream product

• 252039-93-3 Methyl (3S,6S)-1,2-bis(benzyloxycarbonyl)-1,2,3,6-tetrahydro-6-(2`,3`,4`,6`-tetra-O-acetyl-β-D-glucopyranosyloxy)pyridazine-3-carboxylate 

Downstream Products

• 89463-74-1 pyridazine-3-carbohydrazide 
• 91091-14-4 N-phenyl-pyridazine-3-carboximidic acid amide 
• 90993-48-9 3-Oximinoaminomethyl-pyridazin 
• 132368-90-2 2-amino-5-chlorophenyl 3-pyridazinyl ketone 
• 41895-85-6 2-Diethylamino-3-tolylsaeuremethylester 
• 10072-05-6 methyl 2-(dimethylamino)benzoate 
• 132368-93-5 N-methyl-N-phenyl-3-pyridazinyecarboxamide 
• 132368-91-3 2-(methylamino)phenyl 3-pyridazinyl ketone 
• 132368-89-9 5-chloro-2-(pivaloylamino)phenyl 3-pyridazinyl ketone 
• 132368-92-4 5-chloro-2-(methylamino)phenyl 3-pyridazinyl ketone 
• 132368-94-6 N-(4-chlorophenyl)-N-methyl-3-pyridazinecarboxamide 
• 5450-54-4 Pyridazine-3-carboxyamide 

Relevant articles and documents

Asymmetric synthesis of (3S)-2,3,4,5-tetrahydropyridazine-3-carboxylic acid and its methyl ester 1

Methyl (2E,4E′)-5-(2′,3′,4′,6′-tetra-O-acetyl-p-D- glucopyranosyloxy)penta-2,4-dienoate 16a, assembled by a Wittig condensation of tributyl(methoxycarbonylmethylene)phosphorane 19a and (2E)-3-(2′,3′,4′,6′-tetra-O-acetyl-′- Dglucopyranosyloxy)propenal 20, displays excellent Re-face reactivity towards diethyl azodicarboxylate 15a, bis(2,2,2trichloroethyl) azodicarboxylate 15b, dibenzyl azodicarboxylate 15c, diisopropyl azodicarboxylate 15d and di-tertbutyl azodicarboxylate 15e in thermal hetero-Diels-Alder reactions to give the cycloadducts 17a-e. When subjected to the action of hydrogen over palladium-carbon, the cycloadducts 17a, 17b, 17d and 17e undergo hydrogenation of their olefinic bonds to give the dihydro derivatives 18a, 18b, 18d and 18e; in the case of the cycloadduct 17c, hydrogenolysis of the benzyloxycarbonyl group also occurs to give methyl (35)-2,3,4,5-tetrahydropyridazine-3carboxylate Ib with an ee of 98% and 2,3,4,6-tetra-O-acetyl-′-D-glucopyranose 22. Compound Ib, with an ee of 98%, is also available from the dihydro derivative 18e by the action of trifluoroacetic acid; however, under the acidic conditions, a condensation reaction between the aglycone Ib and the glycone 22 competes to give methyl (35)-2,3,4,5tetrahydro-2-(2′,3′,4′,6′-tetra-0-acetyl- ′-D-glucopyranosyl)pyridazine-3-carboxylate25. Sodium (35)-2,3,4,5-tetrahydropyridazine-3-carboxylate le, with an ee of 99%, is available from the ester Ib by a saponification reaction. The trifluoroacetic acid salt 27, with an ee of 95%, is obtained from benzyl (35,6S)1,2-bis(tert-butoxycarbonyl)-1,2,3,6-tetrahydro-6-(2′,3′, 4′,6′-tetra-O-acetyl-β-D-glucopyranosyIoxy)pyridazine-3- carboxylate 17g by a hydrogenation-trifluoroacetolysis sequence. A hetero-Diels-Alder reaction involving the benzyl pentadienoate 16c and di-tert-butyl azodicarboxylate 15e provides the cycloadduct 17g. The Royal Society of Chemistry 1999.