52687-97-5

Basic information

• Product Name: 2-CHLORO-N-PYRIMIDIN-2-YL-ACETAMIDE
• Synonyms: 2-CHLORO-N-PYRIMIDIN-2-YL-ACETAMIDE;2-CHLORO-N-(2-PYRIMIDINYL)ACETAMIDE;AKOS MSC-0703;N-(Chloroacetyl)-2-aminopyrimidine;2-Amino-N-(chloroacetyl)pyrimidine;2-chloro-N-pyrimidin-2-yl-ethanamide
• CAS NO: 52687-97-5
• Molecular Formula: C₆H₆ClN₃O
• Molecular Weight: 171.58
• Mol File: 52687-97-5.mol
• Article Data: 10

Chemical Properties

• Melting Point: 150-153°C
• Appearance: /
• Density: 1.425g/cm³
• Refractive Index: 1.606
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-CHLORO-N-PYRIMIDIN-2-YL-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-N-PYRIMIDIN-2-YL-ACETAMIDE(52687-97-5)
• EPA Substance Registry System: 2-CHLORO-N-PYRIMIDIN-2-YL-ACETAMIDE(52687-97-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 52687-97-5(Hazardous Substances Data)

Usage

General Description

2-chloro-N-pyrimidin-2-yl-acetamide is a chemical compound with the molecular formula C7H7ClN4O. It is a chlorinated derivative of pyrimidine and acetamide and is primarily used in medicinal and pharmaceutical applications. 2-chloro-N-pyrimidin-2-yl-acetamide has been studied for its potential as an anticonvulsant and anti-inflammatory agent. It is important for its role in the development of new drugs and medications that target specific receptors and pathways in the human body. Additionally, 2-chloro-N-pyrimidin-2-yl-acetamide has been investigated for its potential use in the treatment of various diseases and conditions, making it an important compound in the field of pharmaceutical research.

InChI:InChI=1/C6H6ClN3O/c7-4-5(11)10-6-8-2-1-3-9-6/h1-3H,4H2,(H,8,9,10,11)

Upstream product

• 109-12-6 2-aminopyrimidine 
• 79-04-9 chloroacetyl chloride 

Downstream Products

• 17802-65-2 pyrimidin-2-ylamine; hydrochloride 
• 1196091-71-0 (R)-3-(1-Phenyl-cycloheptanecarbonyloxy)-1-(pyrimidin-2-ylcarbamoylmethyl)-1-azonia-bicyclo[2.2.2]octane chloride 
• 1316196-87-8 2-methoxy-N-(2-(2-oxo-2-(pyrimidin-2-ylamino)ethylthio)benzo[d]thiazol-6-yl)benzamide 
• 1316196-71-0 2-chloro-N-(2-(2-oxo-2-(pyrimidin-2-ylamino)ethylthio)benzo[d]thiazol-6-yl)acetamide 
• 1316196-26-5 C₁₃H₁₁N₅OS₂ 

Relevant articles and documents

Synthesis and Structure–Activity Relationship of Thioacetamide-Triazoles against Escherichia coli

Infections due to Gram-negative bacteria are increasingly dangerous due to the spread of multi-drug resistant strains, emphasizing the urgent need for new antibiotics with alternative modes of action. We have previously identified a novel class of antibacterial agents, thioacetamide-triazoles, using an antifolate targeted screen and determined their mode of action which is dependent on activation by cysteine synthase A. Herein, we report a detailed examination of the anti-E. coli structure–activity relationship of the thioacetamide-triazoles. Analogs of the initial hit compounds were synthesized to study the contribution of the aryl, thioacetamide, and triazole sections. A clear structure–activity relationship was observed generating compounds with excellent inhibition values. Substitutions to the aryl ring were generally best tolerated, including the introduction of thiazole and pyridine heteroaryl systems. Substitutions to the central thioacetamide linker section were more nuanced; the introduction of a methyl branch to the thioacetamide linker substantially decreased antibacterial activity, but the isomeric propionamide and N-benzamide systems retained activity. Changes to the triazole portion of the molecule dramatically decreased the antibacterial activity, further indicating that 1,2,3-triazole is critical for potency. From these studies, we have identified new lead compounds with desirable in-vitro ADME properties and in-vivo pharmacokinetic properties.

Synthesis and trypanocidal activity of novel benzimidazole derivatives

The present work reports the synthesis and biological activity of a series of 14 benzimidazole derivatives designed to act on the enzyme triosephosphate isomerase of Trypanosoma cruzi (TcTIM). This enzyme is involved in the metabolism of glucose, the only source of energy for the parasite. In this study, we found four compounds that inhibit TcTIM moderately and lack inhibitory activity against human TIM (HsTIM). In vitro studies against T. cruzi epimastigotes showed two compounds that were more active than the reference drug nifurtimox, and these presented a low cytotoxic effect in mouse macrophages (J744 cell line).

A facile and efficient method for the selective deacylation of N-arylacetamides and 2-chloro-Narylacetamides catalyzed by SOCl2

Thionyl chloride efficiently and selectively promoted the deacylation of N-arylacetamides and 2-chloro-N-arylacetamides, under anhydrous conditions, without effecting the ester group, aminosulfonyl group, or benzyloxyamide group. This method, which has been successfully applied to a variety of substrates including different N-arylacetamides and 2-chloro-N-arylacetamides, has the attractive advantages of inexpensive reagents, satisfactory selectivity, excellent yields, short reaction time, and convenient workup. This new method can probably be used to selectively deacylate between aromatic amides and alkyl amides. Springer Science+Business Media B.V. 2011.