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CS-W001157 4
Total: USD 88.00

2-Chlorothiazole-4-carboxylic acid

  • CAS No. 5198-87-8

  • Cat. No. CS-0006101
  • Purity≥95%
  • MDL No.MFCD09870033

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

2-Chlorothiazole-4-carboxylic acid|CS-0006101

Structure of 5198-87-8

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General Information

  • CAS No. 5198-87-8
  • Cat. No. CS-0006101
  • Purity ≥95%
  • MDL No. MFCD09870033
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂ClNO₂S
  • Molecular Weight 163.58
  • Synonym(s) 4-Thiazolecarboxylic acid, 2-chloro-
  • SMILES O=C(C1=CSC(Cl)=N1)O

Description

2-Chlorothiazole-4-carboxylic acid features a chlorine-substituted thiazole ring fused to a carboxylic acid group, delivering enhanced electrophilicity and stability. This configuration enables direct integration into pharmaceutical scaffolds and heterocyclic synthesis, particularly in kinase inhibitors and bioactive compound development. The molecule exhibits robust bench stability and compatibility with standard coupling protocols.

Application

2-Chlorothiazole-4-carboxylic acid serves as a versatile building block for thiazole-based heterocycles, enabling efficient access to pharmaceutically relevant scaffolds. Its carboxylic acid group facilitates direct amidation, esterification, and coupling reactions, while the ortho-chloro substituent supports palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for medicinal chemistry and process development workflows.

Synthesis

  • Route1

    References

    • BASF SE; Le VEZOUET, Ronan; SOeRGEL, Sebastian; DEFIEBER, Christian; GROss, Steffen; KOeRBER, Karsten; CULBERTSON, Deborah, L.; ANSPAUGH, Douglas, D. Patent: WO2011/3796 A1, 2011 ; Location in patent: Page/Page column 126; 127 ;
  • Route2

    References

    • Mitsui Chemicals Agro, Inc. Patent: EP2325165 A1, 2011 ; Location in patent: Page/Page column 460; 461 ;
  • Route3

    References

    • AMOREPACIFIC CORPORATION; WOO, Byoung Young; KIM, Sun-Young; KIM, Yeonjoon; SHIN, Song Seok; KIM, Jin Kwan; LEE, Ki-Wha; KIM, Dong Hyun; LIM, Kyung Min; MOH, Joo-Hyun; JEONG, Yeon Su; CHOI, Jin Kyu; KOH, Hyun Ju; LEE, Jeongho; KIM, Hyuk; YOON, Jeong Hoon; LI, Funan; KIM, Jee-Suk; SUH, Young-Ger Patent: WO2010/2209 A2, 2010 ; Location in patent: Page/Page column 53-54 ; WO 2010/002209 A2

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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