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CS-W001157 4
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Imidazo[1,2-a]pyrimidine-6-carboxylic acid

  • CAS No. 944896-64-4

  • Cat. No. CS-0035932
  • Purity≥95%
  • MDL No.None

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

Imidazo[1,2-a]pyrimidine-6-carboxylic acid|CS-0035932

Structure of 944896-64-4

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General Information

  • CAS No. 944896-64-4
  • Cat. No. CS-0035932
  • Purity ≥95%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₅N₃O₂
  • Molecular Weight 163.13
  • Synonym(s) imidazo [1,2-a]pyrimidine-6-carboxylic acid
  • SMILES C1=CN2C=C(C=NC2=N1)C(=O)O

Description

Imidazo[1,2-a]pyrimidine-6-carboxylic acid features a rigid heteroaromatic core with a carboxylic acid group at the 6-position, enabling direct conjugation in medicinal chemistry. This scaffold imparts metabolic stability and favorable solubility for drug discovery applications.

Application

Imidazo[1,2-a]pyrimidine-6-carboxylic acid serves as a versatile scaffold for medicinal chemistry and materials science, offering a rigid, planar heterocyclic core with defined hydrogen-bonding capacity. The carboxylic acid functionality enables direct derivatization via amide coupling, esterification, or metal coordination, facilitating integration into bioactive molecules and functional polymers. Bench-stable and compatible with standard synthetic protocols, it functions as a key building block in the development of kinase inhibitors and fluorescent probes.

Synthesis

  • Route1

    References

    • GENENTECH,INC.; FORMA TM, LLC; YUEN, Po-Wai; BAIR, Kenneth, W.; BAUMEISTER, Timm, R.; DRAGOVICH, Peter; LIU, Xiongcai; PATEL, Snahel; ZAK, Mark; ZHAO, Guiling; ZHANG, Yamin; ZHENG, Xiaozhang Patent: WO2013/127269 A1, 2013 ; Location in patent: Page/Page column 144 ;
  • Route2

    References

    • GENENTECH, INC.; FORMA TM, LLC; BAIR, Kenneth W.; BAUMEISTER, Timm R.; BUCKMELTER, Alexandre J.; CLODFELTER, Karl H.; DRAGOVICH, Peter; GOSSELIN, Francis; GUNZNER-TOSTE, Janet; HAN, Bingsong; LIN, Jian; LIU, Xiongcai; REYNOLDS, Dominic J.; SMITH, Chase C.; WANG, Zhongguo; ZAK, Mark; ZHANG, Yamin; ZHAO, Guiling; ZHENG, Xiaozhang; YUEN, Po-Wai Patent: WO2013/127266 A1, 2013 ;

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   67.49
  • LogP   0.4275
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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