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2-Chloro-6-pyrazinecarboxylic acid methyl ester is a chemical compound characterized by the molecular formula C7H6ClN3O2. It is a methyl ester derivative of 2-chloro-6-pyrazinecarboxylic acid, known for its versatile applications in the pharmaceutical and agrochemical industries, as well as in the development of new materials and complex organic molecules. Its potential biological activities also make it a valuable subject in pharmacology and medicinal chemistry.

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  • 23611-75-8 Structure
  • Basic information

    1. Product Name: 2-Chloro-6-pyrazinecarboxylic acid methyl ester
    2. Synonyms: 2-Chloro-6-pyrazinecarboxylic acid methyl ester;6-Chloropyrazine-2-carboxylic acid methyl ester;METHYL 6-CHLORO-2-PYRAZINECARBOXYLATE;Methyl 6-chloropyrazine-2-carboxylate;m90108;6-Chloro-pyrazine-2-carbo...;6-Chloro-pyrazine -2-carboxylate;methyl 6-chloro-2-pyrazinecarboxylate(SALTDATA: FREE)
    3. CAS NO:23611-75-8
    4. Molecular Formula: C6H5ClN2O2
    5. Molecular Weight: 172.57
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 23611-75-8.mol
  • Chemical Properties

    1. Melting Point: 40-41 °C
    2. Boiling Point: 256.437 °C at 760 mmHg
    3. Flash Point: 108.889 °C
    4. Appearance: /Solid
    5. Density: 1.373 g/cm3
    6. Vapor Pressure: 0.015mmHg at 25°C
    7. Refractive Index: 1.534
    8. Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
    9. Solubility: N/A
    10. PKA: -2.28±0.10(Predicted)
    11. CAS DataBase Reference: 2-Chloro-6-pyrazinecarboxylic acid methyl ester(CAS DataBase Reference)
    12. NIST Chemistry Reference: 2-Chloro-6-pyrazinecarboxylic acid methyl ester(23611-75-8)
    13. EPA Substance Registry System: 2-Chloro-6-pyrazinecarboxylic acid methyl ester(23611-75-8)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 23611-75-8(Hazardous Substances Data)

23611-75-8 Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-6-pyrazinecarboxylic acid methyl ester is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 2-Chloro-6-pyrazinecarboxylic acid methyl ester serves as an intermediate, playing a crucial role in the creation of agrochemicals that can enhance crop protection and yield.
Used in Material Development:
2-Chloro-6-pyrazinecarboxylic acid methyl ester is utilized in the development of new materials, where its chemical properties contribute to the formation of innovative substances with unique characteristics.
Used in Organic Synthesis:
As a building block in the synthesis of complex organic molecules, 2-Chloro-6-pyrazinecarboxylic acid methyl ester is instrumental in creating intricate chemical structures that can have diverse applications in various fields.
Used in Pharmacology and Medicinal Chemistry:
Due to its potential biological activities, 2-Chloro-6-pyrazinecarboxylic acid methyl ester is a subject of interest in pharmacology and medicinal chemistry, where it may be explored for its possible therapeutic effects and mechanisms of action.

Check Digit Verification of cas no

The CAS Registry Mumber 23611-75-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,3,6,1 and 1 respectively; the second part has 2 digits, 7 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 23611-75:
(7*2)+(6*3)+(5*6)+(4*1)+(3*1)+(2*7)+(1*5)=88
88 % 10 = 8
So 23611-75-8 is a valid CAS Registry Number.
InChI:InChI=1/C6H5ClN2O2/c1-11-6(10)4-2-8-3-5(7)9-4/h2-3H,1H3

23611-75-8 Well-known Company Product Price

  • Brand
  • (Code)Product description
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  • Alfa Aesar

  • (H66682)  Methyl 6-chloropyrazine-2-carboxylate, 95%   

  • 23611-75-8

  • 250mg

  • 711.0CNY

  • Detail
  • Alfa Aesar

  • (H66682)  Methyl 6-chloropyrazine-2-carboxylate, 95%   

  • 23611-75-8

  • 1g

  • 2128.0CNY

  • Detail

23611-75-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name methyl 6-chloropyrazine-2-carboxylate

1.2 Other means of identification

Product number -
Other names methyl-5-chloropyrazine-2-carboxylate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:23611-75-8 SDS

23611-75-8Relevant articles and documents

THERAPEUTICALLY ACTIVE COMPOUNDS AND THEIR METHODS OF USE

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Paragraph 1151, (2015/02/18)

Provided are compounds useful for treating cancer and methods of treating cancer comprising administering to a subject in need thereof a compound described herein.

THERAPEUTICALLY ACTIVE COMPOUNDS AND THEIR METHODS OF USE

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Page/Page column 253; 254, (2015/02/02)

Provided are compounds useful for treating cancer and methods of treating cancer comprising administering to a subject in need thereof a compound described herein.

Novel lead generation of an anti-tuberculosis agent active against non-replicating mycobacteria: Exploring hybridization of pyrazinamide with multiple fragments

Markad, Shankar D.,Kaur, Parvinder,Kishore Reddy,Chinnapattu, Murugan,Raichurkar, Anandkumar,Nandishaiah, Radha,Panda, Manoranjan,Iyer, Pravin S.

, p. 2986 - 2992 (2015/03/14)

The key to shortening tuberculosis (TB) drug regimen lies in eliminating the reservoir of non-replicating persistent (NRP) Mycobacterium tuberculosis (Mtb). Pyrazinamide (PZA) is the only known drug used as part of a combination therapy that is believed to kill NRP Mtb and achieve sterilization. PZA is active only under low pH screening conditions. Screening and identification of NRP-active anti-TB compounds are severely limited because compounds are usually inactive under regular assay conditions. In an effort to design novel NRP-active anti-TB compounds, we used pyrazinamide as a core and hybridized it with the fragments derived from marketed drugs. One of these designs, compound 8, was a hybrid with fluoroquinolone. This compound exhibited >10 fold improvement in NRP activity under low pH condition as compared to pyrazinamide and a modest activity (0.8 log10 kill) under nutritionally starved NRP condition. Furthermore, compound 8 was active against fluoroquinolone-resistant strains and did not show any activity in a DNA supercoiling assay (gyrase inhibition), suggesting that its mechanism of action is not that of the parent fluoroquinolone. These results provide a novel avenue in the exploration of new chemotypes that are active against non-replicating Mtb.

Pyrazine-functionalized calix[4]arenes: Synthesis by palladium-catalyzed cross-coupling with phosphorus pronucleophiles and metal ion extraction properties

Nikishkin, Nicolai I.,Huskens, Jurriaan,Ansari, Seraj A.,Mohapatra, Prasanta K.,Verboom, Willem

, p. 391 - 402 (2013/02/25)

A series of pyrazine-based calix[4]arene extractants was prepared by a stepwise functionalization, comprising palladium-catalyzed exhaustive cross-coupling of di- and tetrasubstituted calix[4]arenes bearing chloropyrazine moieties. The extraction behavior of the synthesized ligands was studied on Am-Eu mixtures under acidic feed conditions similar to those prevailing in nuclear wastes. Phosphorylpyrazine-bearing extractants exhibited a very high acid resistivity and a high affinity for americium giving D values as high as 794 at pH 1. The synergistic effect of the chlorinated cobalt bis(dicarbollide) anion [(B9C2H8Cl3) 2Co]- (CCD-anion), as well as the effect of the calix[4]arene platform compared to monovalent ligands, was investigated. The presence of 1 mM CCD resulted in a 105 times increase in the D value.

Structure-activity studies of diazabicyclo[3.3.0]octane-substituted pyrazines and pyridines as Potent α4β2 nicotinic acetylcholine receptor ligands

Scanio, Marc J. C.,Shi, Lei,Bunnelle, William H.,Anderson, David J.,Helfrich, Rosalind J.,Malysz, John,Thorin-Hagene, Kirsten K.,Van Handel, Ceclia E.,Marsh, Kennan C.,Lee, Chih-Hung,Gopalakrishnan, Murali

experimental part, p. 7678 - 7692 (2012/01/06)

A series of diazabicyclo[3.3.0]octane substituted pyridines and pyrazines was synthesized and characterized at the α4β2 neuronal nicotinic acetylcholine receptor (nAChR). The compounds were designed to mimic the profile of ABT-089, high affinity binding ligand for the α4β2 nAChR, with limited agonist activity. Carboxamide derivatives of 3-(diazabicyclo[3.3.0] octane)-substituted pyridines or 2-(diazabicyclo[3.3.0]octane)-substituted pyrazines were found to have the desired binding and activity profile. The structure-activity relationship of these compounds is presented.

Synthesis and preliminary evaluation of amiloride analogs as inhibitors of the urokinase-type plasminogen activator (uPA)

Matthews, Hayden,Ranson, Marie,Tyndall, Joel D.A.,Kelso, Michael J.

scheme or table, p. 6760 - 6766 (2011/12/05)

A known side-activity of the oral potassium-sparing diuretic drug amiloride is inhibition of the enzyme urokinase-type plasminogen activator (uPA, K i = 7 μM), a promising anticancer target. Several studies have demonstrated significant antitum

Discovery and biological evaluation of potent, selective, orally bioavailable, pyrazine-based blockers of the Nav1.8 sodium channel with efficacy in a model of neuropathic pain

Scanio, Marc J.C.,Shi, Lei,Drizin, Irene,Gregg, Robert J.,Atkinson, Robert N.,Thomas, James B.,Johnson, Matthew S.,Chapman, Mark L.,Liu, Dong,Krambis, Michael J.,Liu, Yi,Shieh, Char-Chang,Zhang, Xufeng,Simler, Gricelda H.,Joshi, Shailen,Honore, Prisca,Marsh, Kennan C.,Knox, Alison,Werness, Stephen,Antonio, Brett,Krafte, Douglas S.,Jarvis, Michael F.,Faltynek, Connie R.,Marron, Brian E.,Kort, Michael E.

experimental part, p. 7816 - 7825 (2011/02/22)

Nav1.8 (also known as PN3) is a tetrodotoxin-resistant (TTx-r) voltage-gated sodium channel (VGSC) that is highly expressed on small diameter sensory neurons. It has been implicated in the pathophysiology of inflammatory and neuropathic pain, a

Selective Ligands for the Neuronal Nicotinic Receptors and Uses Thereof

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Page/Page column 10-11, (2009/12/04)

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.

Studies on Pyrazines. 29. High Regioselective Synthesis of Chloropyrazines from 3-Substituted Pyrazine 1-Oxides

Sato, Nobuhiro,Fujii, Megumi

, p. 1177 - 1180 (2007/10/02)

Reaction of 3-methoxy- or 3-chloropyrazine 1-oxides with refluxing phosphoryl chloride in the presence of amine led to a high regioselective formation of 3-substituted 2-chloropyrazines.In contrast, the use of chloroacetyl chloride instead of phosphoryl chloride enabled different regioselectivity to yield 6-substituted 2-chloropyrazines, particularly 3-methoxycarbonylpyrazine 1-oxide was almost exclusively converted into methyl 6-chloropyrazinecarboxylate under conditions without the amine.

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