23688-89-3

Basic information

• Product Name: 6-Chloropyrazine-2-carboxylic acid
• Synonyms: 2-Chloro-6-pyrazinecarboxylicacid;6-Chloropyrazine-2-carboxylic acid;C90116;6-Chloropyrazine-2-carbox...;6-Chloro-pyrazine-2-acid;6-chloro-2-pyrazinecarboxylic acid(SALTDATA: FREE);2-Chloro-6-carboxypyrazine;6-Chloro-pyrazinecarboxylic acid,(8CI,9CI)
• CAS NO: 23688-89-3
• Molecular Formula: C₅H₃ClN₂O₂
• Molecular Weight: 158.54
• Mol File: 23688-89-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 158-160 °C
• Boiling Point: 323.646 °C at 760 mmHg
• Flash Point: 149.536 °C
• Appearance: /Solid
• Density: 1.58 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: 2.54±0.10(Predicted)
• CAS DataBase Reference: 6-Chloropyrazine-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Chloropyrazine-2-carboxylic acid(23688-89-3)
• EPA Substance Registry System: 6-Chloropyrazine-2-carboxylic acid(23688-89-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 23688-89-3(Hazardous Substances Data)

Usage

General Description

The chemical 6-Chloropyrazine-2-carboxylic acid, also known as 6-chloropyrazine-2-carboxylate, is a heterocyclic organic compound with a molecular formula C5H3ClN2O2. It is a chlorinated derivative of pyrazine and contains a carboxylic acid functional group. 6-Chloropyrazine-2-carboxylic acid is commonly used as a building block in organic synthesis and pharmaceutical research. It has potential applications in the production of pharmaceutical drugs and agrochemicals due to its pharmacological and biological properties. Additionally, 6-Chloropyrazine-2-carboxylic acid has been studied for its antimicrobial and antifungal activities, making it a valuable compound in the field of medicinal chemistry.

InChI:InChI=1/C5H3ClN2O2/c6-4-2-7-1-3(8-4)5(9)10/h1-2H,(H,9,10)

Upstream product

• 874-54-4 pyrazine-2-carboxylic acid-4-oxide 
• 98-97-5 2-pyrazylcarboxylic acid 
• 10025-87-3 trichlorophosphate 
• 148673-71-6 6-chloropyrazine-2-carboxylic acid chloride 
• 23611-75-8 6-chloro-pyrazine-2-carboxylic acid methyl ester 
• 770-00-3 methylester of pyrazinecarboxylic acid 4-oxide 
• 6164-79-0 methyl pyrazine-2-carboxylate 

Downstream Products

• 1194687-77-8 6-chloro-N-(3-isopropoxyphenyl)pyrazine-2-carboxamide 
• 1194687-63-2 (3aR,6aS)-tert-butyl 5-(6-(m-tolylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate 
• 1194687-69-8 (3aS,6aS)-tert-butyl 5-(6-(m-tolylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate 
• 1194687-78-9 (3aR,6aS)-tert-butyl 5-(6-(3-isopropoxyphenylcarbamoyl)pyrazin-2-yl)hexahydropyrrolo[3,4-c]pyrrole-2(1H)-carboxylate 
• 33332-49-9 6-Aminopyrazinecarboxamide 
• 1537902-08-1 6-(2-phenylethylamino)pyrazine-2-carboxamide 
• 1537902-09-2 6-(3-phenylpropylamino)pyrazine-2-carboxamide 

Relevant articles and documents

Synthesis and in vitro evaluation of diverse heterocyclic diphenolic compounds as inhibitors of DYRK1A

Dual-specificity tyrosine phosphorylation-related kinase 1A (DYRK1A) is a dual-specificity protein kinase that catalyses phosphorylation and autophosphorylation. Higher DYRK1A expression correlates with cancer, in particular glioblastoma present within the brain. We report here the synthesis and biological evaluation of new heterocyclic diphenolic derivatives designed as novel DYRK1A inhibitors. The generation of these heterocycles such as benzimidazole, imidazole, naphthyridine, pyrazole-pyridines, bipyridine, and triazolopyrazines was made based on the structural modification of the lead DANDY and tested for their ability to inhibit DYRK1A. None of these derivatives showed significant DYRK1A inhibition but provide valuable knowledge around the importance of the 7-azaindole moiety. These data will be of use for developing further structure-activity relationship studies to improve the selective inhibition of DYRK1A.

Substituted N-benzylpyrazine-2-carboxamides: Synthesis and biological evaluation

A series of twelve amides was synthesized via aminolysis of substituted pyrazinecarboxylic acid chlorides with substituted benzylamines. Compounds were characterized with analytical data and assayed in vitro for their antimycobacterial, antifungal, antibacterial and photosynthesis-inhibiting activity. 5-tert-Butyl-6-chloro-N-(4-methoxybenzyl)pyrazine-2-carboxamide (12) has shown the highest antimycobacterial activity against Mycobacterium tuberculosis (MIC = 6.25 μg/mL), as well as against other mycobacterial strains. The highest antifungal activity against Trichophyton mentagrophytes, the most susceptible fungal strain tested, was found for 5-chloro-N-(3- trifluoromethylbenzyl)- pyrazine-2-carboxamide (2, MIC = 15.62 μmol/L). None of the studied compounds exhibited any activity against the tested bacterial strains. Except for 5-tert-butyl-6-chloro-N-benzylpyrazine-2-carboxamide (9, IC50 = 7.4 μmol/L) and 5-tert-butyl-6-chloro-N-(4-chlorobenzyl) pyrazine-2-carboxamide (11, IC50 = 13.4 μmol/L), only moderate or weak photosynthesis-inhibiting activity in spinach chloroplasts (Spinacia oleracea L.) was detected.

Selective Ligands for the Neuronal Nicotinic Receptors and Uses Thereof

The present application describes selective ligands of formula (I) for neuronal nicotinic receptors (NNRs), more specifically for the α4β2 NNR subtype, compositions thereof, and methods of using the same, wherein X, R1, X, R2, R3, L1, m, n, p, and q are defined in the specification.