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2-Chlorothiazole-5-carboxylic acid

  • CAS No. 101012-12-8

  • Cat. No. CS-B1388
  • Purity≥97%
  • MDL No.MFCD02187331

*For research and further manufacturing use only, not for direct human use.

2-Chlorothiazole-5-carboxylic acid|CS-B1388

Structure of 101012-12-8

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General Information

  • CAS No. 101012-12-8
  • Cat. No. CS-B1388
  • Purity ≥97%
  • MDL No. MFCD02187331
  • Storage 4°C, stored under nitrogen, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂ClNO₂S
  • Molecular Weight 163.58
  • Synonym(s) 2-Chlorothiazole-5-Carboxylicacid
  • SMILES O=C(C1=CN=C(Cl)S1)O

Description

2-Chlorothiazole-5-carboxylic acid features a chlorine-substituted thiazole ring fused to a carboxylic acid group, enabling direct functionalization in heterocyclic synthesis. This electron-deficient scaffold integrates readily into bioactive molecules and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and antimicrobial agents.

Application

2-Chlorothiazole-5-carboxylic acid serves as a versatile building block in medicinal chemistry, enabling the synthesis of thiazole-based scaffolds through standard coupling and functionalization reactions. Its carboxylic acid group facilitates direct amidation or esterification, while the chlorine substituent provides a site for nucleophilic substitution under mild conditions. The compound exhibits good bench stability and is compatible with common protecting group strategies, making it suitable for iterative synthetic sequences in API development.

Synthesis

  • Route1

    References

    • Hangzhou Bensheng Pharmaceutical Co., Ltd.; XU, Rongzhen; XIE, Fuwen; LAI, Hongxi; RONG, Frank Patent: EP2615092 A1, 2013 ; Location in patent: Paragraph 0095; 0098 ;
  • Route2

    References

    • HANGZHOU BENSHENG PHARACEUTICALS CO., LTD.; Xu, Rongzhen; Xie, Fuwen; Lai, Hongxi; Rong, Frank Patent: US2013/178470 A1, 2013 ; Location in patent: Paragraph 0107 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   50.19
  • LogP   1.4947
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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