64951-10-6

Basic information

• Product Name: IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID
• Synonyms: TIMTEC-BB SBB010439;IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID;CHEMBRDG-BB 4014386;NSC296231;imidazo[1,2-a]pyrimidine-2-carboxylic acid(SALTDATA: FREE);2-Carboxyimidazo[1,2-a]pyrimidine;Imidazo[1,2-a]pyrimidine-2-carboxylicacid97%
• CAS NO: 64951-10-6
• Molecular Formula: C₇H₅N₃O₂
• Molecular Weight: 163.13
• Product Categories: Carboxylic Acids;Carboxylic Acids;Fused Ring Systems;Heterocycle-Pyrimidine series;30g
• Mol File: 64951-10-6.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Density: 1.58 g/cm³
• Refractive Index: 1.738
• Storage Temp.: 2-8°C
• PKA: -2.70±0.41(Predicted)
• CAS DataBase Reference: IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID(64951-10-6)
• EPA Substance Registry System: IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID(64951-10-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 22
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 64951-10-6(Hazardous Substances Data)

Usage

General Description

Imidazo[1,2-a]pyrimidine-2-carboxylic acid is a chemical compound with the molecular formula C7H5N3O2. It is a heterocyclic compound consisting of an imidazole and a pyrimidine ring, with a carboxylic acid group attached to the pyrimidine ring. IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID has potential pharmaceutical applications and is often used as a building block in the synthesis of biologically active molecules, such as pharmaceutical drugs. It also has potential use as a pesticide intermediate. Imidazo[1,2-a]pyrimidine-2-carboxylic acid is considered a valuable and important chemical in organic synthesis and drug discovery. Its structural properties make it a versatile compound for designing and synthesizing new pharmaceutical agents.

InChI:InChI=1/C7H5N3O2/c11-6(12)5-4-10-3-1-2-8-7(10)9-5/h1-4H,(H,11,12)

Upstream product

• 109-12-6 2-aminopyrimidine 
• 1113-59-3 bromopyruvic acid 

Relevant articles and documents

Structural modification of zolpidem led to potent antimicrobial activity in imidazo[1,2-: A] pyridine/pyrimidine-1,2,3-triazoles

Ambien (zolpidem), an imidazo[1,2-a]pyridine derivative, is a commercial drug to treat insomnia which also possesses antitubercular activity against Mycobacterium tuberculosis H37Rv. In this paper, we describe the synthesis of three diverse lead series of imidazo[1,2-a]pyridine/pyrimidine-1,2,3-triazoles (IPTs) which are designed by specific structural modifications of zolpidem. Most of the IPTs exhibited remarkable in vitro antitubercular activity with an MIC of 1.56 μg mL-1, which is two-fold higher than the MIC of zolpidem. Further, the synthesized IPTs displayed moderate inhibitory activity against several bacterial and fungal strains as well, and also showed an acceptable safety profile as verified through in vitro cytotoxicity assessment against Vero cells. In addition, the potent IPTs exhibited promising binding interactions within the active site of the InhA enzyme. An interesting correlation between the in vitro inhibitory activity and the binding mode was observed: most of the potent molecules (MIC = 1.56 μg mL-1) interact through a H-bond with the Tyr 158 residue of the target enzyme. These efforts toward the structural modification of zolpidem could be helpful for further optimization of the IPT core to develop new anti-TB drugs.

Research on heterocyclic compounds. VII

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