CAS 83379-28-6

4-amino-7-(2-deoxypentofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide

Description:

4-amino-7-(2-deoxypentofuranosyl)-7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide, with the CAS number 83379-28-6, is a nucleoside analog that exhibits structural features characteristic of both pyrimidine and purine derivatives. This compound contains an amino group at the 4-position and a carboxamide group at the 5-position of the pyrrolo[2,3-d]pyrimidine core, which contributes to its potential biological activity. The presence of the 2-deoxypentofuranosyl moiety indicates that it is a sugar-modified nucleoside, which may enhance its stability and bioavailability. Such compounds are often investigated for their antiviral or anticancer properties due to their ability to interfere with nucleic acid synthesis. The unique structural arrangement allows for specific interactions with enzymes involved in nucleic acid metabolism, making it a subject of interest in medicinal chemistry and drug development. Overall, this compound represents a significant class of molecules that can mimic natural nucleosides, potentially leading to therapeutic applications.

Formula: C₁₂H₁₅N₅O₄

InChI: InChI=1/C12H15N5O4/c13-10-9-5(11(14)20)2-17(12(9)16-4-15-10)8-1-6(19)7(3-18)21-8/h2,4,6-8,18-19H,1,3H2,(H2,14,20)(H2,13,15,16)

SMILES: C1C(C(CO)OC1n1cc(c2c(N)ncnc12)C(=N)O)O

Synonyms:

• 7H-pyrrolo[2,3-d]pyrimidine-5-carboxamide, 4-amino-7-(2-deoxypentofuranosyl)-

4-Amino-7-(2-deoxy-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-5-carboxamide

CAS: 83379-28-6

4-Amino-7-(2-deoxy-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-5-carboxamide is a synthetic compound that inhibits protein synthesis by binding to the 50S ribosomal subunit. It also prevents viral replication by inhibiting the incorporation of amino acids into proteins. 4-Amino-7-(2-deoxy-b-Dribofuranosyl)-7H pyrrolo[2,3 d]pyrimidin 5 carboxamide binds to the 50S ribosomal subunit and blocks tRNA entry into the A site of the ribosome. This binding prevents translation and transcription of mRNA, effectively inhibiting protein synthesis. It has been shown to be effective against murine leukemia virus (MLV), influenza A virus, and herpes simplex virus type 1 (HSV1) in cell culture

Formula: C₁₂H₁₅N₅O₄

Purity: Min. 95%

Molecular weight: 293.28 g/mol

Ref: 3D-NA144685