34771-39-6

Basic information

• Product Name: 6-phenyl-5H-pyrrolo[3,2-d]pyrimidine-2,4-diol
• Synonyms: 6-phenyl-5H-pyrrolo[3,2-d]pyrimidine-2,4-diol;6-phenyl-1H-Pyrrolo[3,2-d]pyrimidine-2,4(3H,5H)-dione;2-Hydroxy-6-phenyl-3H-pyrrolo[3,2-d]pyrimidin-4(5H)-one
• CAS NO: 34771-39-6
• Molecular Formula: C₁₂H₉N₃O₂
• Molecular Weight: 227.21876
• Mol File: 34771-39-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 633.9°C at 760 mmHg
• Flash Point: 337.2°C
• Appearance: /
• Density: 1.378g/cm³
• Vapor Pressure: 1.15E-16mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: 2-8°C
• PKA: 11.10±0.20(Predicted)
• CAS DataBase Reference: 6-phenyl-5H-pyrrolo[3,2-d]pyrimidine-2,4-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-phenyl-5H-pyrrolo[3,2-d]pyrimidine-2,4-diol(34771-39-6)
• EPA Substance Registry System: 6-phenyl-5H-pyrrolo[3,2-d]pyrimidine-2,4-diol(34771-39-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 34771-39-6(Hazardous Substances Data)

Usage

General Description

6-phenyl-5H-pyrrolo[3,2-d]pyrimidine-2,4-diol is a heterocyclic compound with a pyrrolopyrimidine backbone and a phenyl group attached to the 6th position. This chemical is a structural analogue of adenine and guanine, key components of nucleic acids. It has been studied for its potential pharmaceutical applications, particularly in the development of new antiviral and anticancer agents. The presence of the phenyl group in its structure may confer specific properties and interactions that could be exploited for therapeutic purposes. Its unique chemical structure and potential biological activities make 6-phenyl-5H-pyrrolo[3,2-d]pyrimidine-2,4-diol an interesting target for further research and development in the field of medicinal chemistry.

InChI:InChI=1/C12H9N3O2/c16-11-10-9(14-12(17)15-11)6-8(13-10)7-4-2-1-3-5-7/h1-6,13H,(H2,14,15,16,17)

Upstream product

• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 590-28-3 potassium cyanate 
• 237435-27-7 ethyl 3-amino-5-phenyl-1H-pyrrole-2-carboxylate 
• 614-16-4 Benzoylacetonitrile 
• 237435-26-6 2-cyano-1-phenylvinyl-4-methylbenzenesulfonate 

Downstream Products

• 237435-80-2 2,4-dichloro-6-phenylpyrrolo[3,2-d]pyrimidine 
• 237435-81-3 2-chloro-6-phenyl-4-piperidylpyrrolo[3,2-d]pyrimidine 

Relevant articles and documents

A facile synthesis of pyrrolo-[3,2-d]pyrimidines from 6-azidouracils and ylide phosphoranes

A series of the title compounds, 9-deazaxanthines, was regioselectively prepared in reasonable yields as major products from the reactions of 6-azidouracils 1a,b with stabilized ester-2a,b or keto-2c ylide phosphoranes and a moderated phosphorus ylide 3, instead of the expected triazoles. Side products were also observed wherein pyrimido[5,4-g]pteridine-2,4,5,7-tetrone (15) and other fused ring systems or acyclic-substituted uracil derivatives were isolated. A comparative study on the reactivity of 1a in analogy to 1b toward phosphoranes is also described.

Structure-activity relationships of a series of pyrrolo[3,2-d]pyrimidine derivatives and related compounds as neuropeptide Y5 receptor antagonists

Neuropeptide Y (NPY) has been shown to play an important role in the regulation of food intake and energy balance. Pharmacological data suggests that the Y5 receptor subtype contributes to the effects of NPY on appetite, and therefore a Y5 antagonist might be a useful therapeutic agent for the treatment of obesity. In attempts to identify potential Y5 antagonists, a series of pyrrolo[3,2-d]pyrimidine derivatives was prepared and evaluated for their ability to bind to Y5 receptors in vitro. We report here the synthesis and initial structure-activity relationship investigations for this class of compounds. The target compounds were prepared by a variety of synthetic routes designed to modify both the substitution and the heterocyclic core of the pyrrolo[3,2-d]pyrimidine lead 1. In addition to identifying several potent Y5 antagonists for evaluation as potential antiobesity agents, a pharmacophore model for the human Y5 receptor is presented.