13241-46-8

Basic information

• Product Name: N-methyl-7-pentofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine
• Synonyms: 7H-pyrrolo[2,3-d]pyrimidin-4-amine, N-methyl-7-pentofuranosyl-
• CAS NO: 13241-46-8
• Molecular Formula: C₁₂H₁₆N₄O₄
• Molecular Weight: 280.2798
• Mol File: 13241-46-8.mol

Chemical Properties

• Boiling Point: 626°C at 760 mmHg
• Flash Point: 332.4°C
• Density: 1.72g/cm³
• Vapor Pressure: 1.55E-16mmHg at 25°C
• Refractive Index: 1.761
• CAS DataBase Reference: N-methyl-7-pentofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-methyl-7-pentofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine(13241-46-8)
• EPA Substance Registry System: N-methyl-7-pentofuranosyl-7H-pyrrolo[2,3-d]pyrimidin-4-amine(13241-46-8)

Safety Data

• Hazardous Substances Data: 13241-46-8(Hazardous Substances Data)

Upstream product

• 29914-75-8 (2R,3R,4R,5R)-2-((benzoyloxy)methyl)-5-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-7-yl)tetrahydrofuran-3,4-diyl dibenzoate 
• 74-89-5 methylamine 
• 480439-89-2 4-chloro-5-iodo-7-[(2,3,5-tri-O-benzoyl)-β-D-ribofuranosyl]-7H-pyrrolo[2,3-d]pyrimidine 

Relevant articles and documents

N6-modification of 7-Deazapurine nucleoside analogues as Anti-Trypanosoma cruzi and anti-Leishmania agents: Structure-activity relationship exploration and In vivo evaluation

Chagas disease and leishmaniasis are two poverty-related neglected tropical diseases that cause high mortality and morbidity. Current treatments suffer from severe limitations and novel, safer and more effective drugs are urgently needed. Both Trypanosoma cruzi and Leishmania are auxotrophic for purines and absolutely depend on uptake and assimilation of host purines. This led us to successfully explore purine nucleoside analogues as chemotherapeutic agents against these and other kinetoplastid infections. This study extensively explored the modification of the 6-amino group of tubercidin, a natural product with trypanocidal activity but unacceptable toxicity for clinical use. We found that mono-substitution of the amine with short alkyls elicits potent and selective antitrypanosomal and antileishmanial activity. The methyl analogue 15 displayed the best in vitro activity against both T. cruzi and L. infantum and high selectivity versus host cells. Oral administration for five consecutive days in an acute Chagas disease mouse model resulted in significantly reduced peak parasitemia levels (75, 89 and 96% with 12.5, 25 and 50 mg/kg/day, respectively). as well as increased animal survival rates with the lower doses (83 and 67% for 12.5 and 25 mg/kg/day, respectively).

Synthesis, cytostatic, antimicrobial, and anti-HCV activity of 6-substituted 7-(het)aryl-7-deazapurine ribonucleosides

A series of 80 7-(het)aryl- and 7-ethynyl-7-deazapurine ribonucleosides bearing a methoxy, methylsulfanyl, methylamino, dimethylamino, methyl, or oxo group at position 6, or 2,6-disubstituted derivatives bearing a methyl or amino group at position 2, were