62160-25-2

Basic information

• Product Name: N-(4-Oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-2-yl)acetamide
• Synonyms: N-(5-oxo-2,4,9-triazabicyclo[4.3.0]nona-3,7,10-trien-3-yl)acetamide;N-(4-Oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-2-yl)acetamide;N-(4-Oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-2-yl)acetamide
• CAS NO: 62160-25-2
• Molecular Formula: C₈H₈N₄O₂
• Molecular Weight: 192.17
• Mol File: 62160-25-2.mol
• Article Data: 4

Chemical Properties

• Melting Point: 342-343 °C (decomp)
• Appearance: /
• Density: 1.64 g/cm³
• Refractive Index: 1.758
• PKA: 10.26±0.20(Predicted)
• CAS DataBase Reference: N-(4-Oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-2-yl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-Oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-2-yl)acetamide(62160-25-2)
• EPA Substance Registry System: N-(4-Oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-2-yl)acetamide(62160-25-2)

Safety Data

• Hazardous Substances Data: 62160-25-2(Hazardous Substances Data)

Usage

General Description

N-(4-Oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-2-yl)acetamide is a specialised chemical compound that falls under the category of heterocyclic compounds, more specifically, the pyrrolopyrimidine family. Its structured formula indicates it contains a pyrrolo[2,3-d]pyrimidine core, which is a fused ring system composed of pyrrole and pyrimidine; these consist of carbon, nitrogen, and hydrogen atoms. The acetamide function group is attached to the pyrrolopyrimidine core. While this compound is not extensively studied in scientific literature, it has potential applications in medicinal chemistry due to the bioactivity of similar pyrrolopyrimidine compounds.

InChI:InChI=1/C8H8N4O2/c1-4(13)10-8-11-6-5(2-3-9-6)7(14)12-8/h2-3H,1H3,(H3,9,10,11,12,13,14)

Upstream product

• 7355-55-7 2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 
• 75-36-5 acetyl chloride 
• 88062-66-2 2-acetamido-4-acetoxy-3,7-dihydropyrrolo<2,3-d>pyrimidine 

Downstream Products

• 84955-38-4 2-amino-3,7-dihydro-7-<(2-hydroxyethoxy)-methyl>-4H-pyrrolo<2,3-d>pyrimidin-4-one 
• 118527-51-8 N-{6-[(Dibenzylamino)-methyl]-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl}-acetamide 
• 88523-04-0 N-{5-[(Dibenzylamino)-methyl]-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl}-acetamide 
• 96446-00-3 Benzoic acid 2-(2-acetylamino-4-oxo-4,7-dihydro-pyrrolo[2,3-d]pyrimidin-3-ylmethoxy)-ethyl ester 
• 96446-01-4 Benzoic acid 2-(2-acetylamino-4-oxo-3,4-dihydro-pyrrolo[2,3-d]pyrimidin-7-ylmethoxy)-ethyl ester 
• 96446-02-5 C₂₈H₂₈N₄O₈ 

Relevant articles and documents

Denitrified purine compound and pharmaceutical composition, preparation method and application thereof

The invention relates to denitrified purine compound which has a structure as a following general formula 1, a preparation method of the denitrified purine compound, a pharmaceutical composition containing the denitrified compound and application of the denitrified compound. The compound has selective B-Raf V600E mutation cancer cell inhibition activity, so that the denitrified purine compound disclosed by the invention and the pharmaceutical composition of the denitrified purine compound can be applied to preparing medicine for treating tumor or cancer.

Synthesis of Queuine, the Base of Naturally Occuring Hypermodified Nucleoside (Queuosine), and Its Analogues

A convenient new method for synthesizing queuine (1) pyrrolopyrimidin-4(3H)-one>, the base of the naturally occuring hypermodified nucleoside, queuosine, present in certain transfer RNAs, and its biosynthetic precursor, 2-amino-5-aminomethylpyrrolopyrimidin-4(3H)-one (2) (Pre Q1 base), was succesfully exploited.This method involved two critical rections: the Mannich reaction using dibenzylamine-formaldehyde of 2-acrylaminopyrrolopyrimidin-4(3H)-one (7), which resulted in the selective introduction of the dibenzylaminomethyl group into the 5-position of (7), and an amine exchange reaction of the 5-dibenzylamino function in the resulting Mannich base (17) with (1S,2R,3S)-2,3-isopropylidenedioxycyclopent-4-enylamine, which yielded the desired queuine (1).Similar reaction of (17) with ammonia gave the biosynthetic precursor of queuine (2) (Pre Q1 base).Thus, a series of queuine analogues with structural variations in their 5-aminomethyl side-chains was synthesized by the amine exchange reaction of (17) with appropriate amines or by acylation of (2) with appropriate acylating agents.