64951-06-0

Basic information

• Product Name: IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: ETHYL IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLATE;IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID ETHYL ESTER;Ethy imidazol[1,2-a]pyrimidine-2-carboxylate;Ethyl iMidazol[1,2-a]pyriMidine-2-carboxylate;Ethyl Imidazo[1,2-A]Pyrimidine-2-Carboxylate(WXC03684)
• CAS NO: 64951-06-0
• Molecular Formula: C9H9N3O2
• Molecular Weight: 191.19
• Product Categories: Heterocycle-Pyrimidine series
• Mol File: 64951-06-0.mol
• Article Data: 10

Chemical Properties

• Melting Point: 170-172°
• Appearance: /
• Density: 1.332g/cm³
• Refractive Index: 1.629
• Storage Temp.: 2-8°C
• PKA: 1.98±0.30(Predicted)
• CAS DataBase Reference: IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID ETHYL ESTER(64951-06-0)
• EPA Substance Registry System: IMIDAZO[1,2-A]PYRIMIDINE-2-CARBOXYLIC ACID ETHYL ESTER(64951-06-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 64951-06-0(Hazardous Substances Data)

Usage

General Description

Imidazo[1,2-a]pyrimidine-2-carboxylic acid ethyl ester is an organic compound with the molecular formula C9H8N4O2. It is a derivative of imidazopyrimidine, which is a heterocyclic compound with a fused imidazole and pyrimidine ring system. Imidazo[1,2-a]pyrimidine-2-carboxylic acid ethyl ester is commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals. It has been studied for its potential biological activities, including antifungal and anticancer properties. As an ethyl ester, it is a volatile, colorless liquid with a fruity odor and is flammable. The compound should be handled and stored with care due to its potential hazards.

InChI:InChI=1/C9H9N3O2/c1-2-14-8(13)7-6-12-5-3-4-10-9(12)11-7/h3-6H,2H2,1H3

Upstream product

• 109-12-6 2-aminopyrimidine 
• 70-23-5 ethyl Bromopyruvate 
• 617-35-6 2-oxo-propionic acid ethyl ester 

Downstream Products

• 134044-63-6 3-Bromo-imidazo[1,2-a]pyrimidine-2-carboxylic acid ethyl ester 
• 860612-52-8 ethyl 3-chloroimidazo[1,2-a]pyrimidine-2-carboxylate 
• 149520-94-5 2-amino-1H-imidazole-4-carboxylic acid ethyl ester 

Relevant articles and documents

TRICYCLIC PESTICIDAL COMPOUNDS

The invention relates to compounds of formula (I), wherein the variables are as defined in the specification. It also relates to the use of compounds of formula (I) as an agrochemical pesticide; to pesticidal mixtures comprising compounds of formula (I); and to agrochemical or veterinary compositions comprising compounds of formula (I). Other objects are seed comprising compounds of formula (I); and methods for controlling invertebrate pests, infestation, or infection by invertebrate pests by application of compounds of formula (I).

Efficient Access to Imidazo[1,2- a] pyridines/pyrazines/pyrimidines via Catalyst-Free Annulation Reaction under Microwave Irradiation in Green Solvent

An expeditious catalyst-free heteroannulation reaction for imidazo[1,2-a]pyridines/pyrimidines/pyrazines was developed in green solvent under microwave irradiation. Using H2O-IPA as the reaction medium, various substituted 2-aminopyridines/pyra

Discovery of 6-(Aminomethyl)-5-(2,4-dichlorophenyl)-7-methylimidazo[1,2- α]pyrimidine-2-carboxamides as potent, selective dipeptidyl peptidase-4 (DPP4) inhibitors

Continued structure-activity relationship (SAR) exploration within our previously disclosed azolopyrimidine containing dipeptidyl peptidase-4 (DPP4) inhibitors led us to focus on an imidazolopyrimidine series in particular. Further study revealed that by replacing the aryl substitution on the imidazole ring with a more polar carboxylic ester or amide, these compounds displayed not only increased DPP4 binding activity but also significantly reduced human ether-à-go-go related gene (hERG) and sodium channel inhibitory activities. Additional incremental adjustment of polarity led to permeable molecules which exhibited favorable pharmacokinetic (PK) profiles in preclinical animal species. The active site binding mode of these compounds was determined by X-ray crystallography as exemplified by amide 24c. A subsequent lead molecule from this series, (+)-6-(aminomethyl)-5-(2,4-dichlorophenyl)-N-(1-ethyl-1H- pyrazol-5-yl)-7-methylimidazo[1,2-a]pyrimidine-2-carboxamide (24s), emerged as a potent, selective DPP4 inhibitor that displayed excellent PK profiles and in vivo efficacy in ob/ob mice.