129872-83-9

Basic information

• Product Name: 5-benzyl-2,4-dichloro-5H-pyrrolo[3,2-d]pyriMidine
• Synonyms: 5-benzyl-2,4-dichloro-5H-pyrrolo[3,2-d]pyriMidine;2,4-dichloro-5-benzyl-5H-pyrrolo[3,2-d]pyrimidine
• CAS NO: 129872-83-9
• Molecular Formula: C₁₃H₉Cl₂N₃
• Molecular Weight: 278.13666
• Mol File: 129872-83-9.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5-benzyl-2,4-dichloro-5H-pyrrolo[3,2-d]pyriMidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-benzyl-2,4-dichloro-5H-pyrrolo[3,2-d]pyriMidine(129872-83-9)
• EPA Substance Registry System: 5-benzyl-2,4-dichloro-5H-pyrrolo[3,2-d]pyriMidine(129872-83-9)

Safety Data

• Hazardous Substances Data: 129872-83-9(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 63200-54-4 2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine 
• 914496-94-9 5-benzyl-4-chloro-5H-pyrrolo[3,2-d]pyrimidin-2-amine 
• 914496-90-5 (E)-N,N-dimethyl-N'-(4-methyl-5-nitro-6-oxo-1,6-dihydropyrimidin-2-yl)formimidamide 
• 914496-91-6 (E)-N'(1-benzyl-4-methyl-5-nitro-6-oxo-1,6-dihydropyrimidin-2-yl)-N,N-dimethylformimidamide 
• 914496-92-7 (E)-N'-(1-benzyl-4-((E)-2-(dimethylamino)vinyl)-5-nitro-6-oxo-1,6-dihydropyrimidin-2-yl)-N,N-dimethylformimidamide 
• 4214-85-1 2-amino-6-methyl-5-nitro-4(3H)-oxopyrimidine 
• 3977-29-5 2-amino-6-methyl-3H-pyrimidin-4-one 
• 129872-88-4 2-amino-5-benzyl-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one 
• 65996-58-9 9-deazaguanine 
• 224946-82-1 2-amino-3-benzyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one 
• 626-48-2 6-Methyluracil 
• 16632-21-6 5-nitro-6-methyluracil 
• 116705-41-0 5-Nitro-2,4-dioxo-6-(β-dimethylaminovinyl)-1,2,3,4-tetrahydropyrimidine 

Downstream Products

• 129872-86-2 5-benzyl-2-chloro-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one 
• 129872-88-4 2-amino-5-benzyl-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one 
• 129872-94-2 2-amino-5-benzyl-7-β-D-ribofuranosyl-5H-pyrrolo<3,2-d>pyrimidin-4(3H)-one 
• 914497-04-4 1-(4-(5-benzyl-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-yloxy)-3,5-dimethylphenyl)ethanone 
• 1153683-64-7 5-benzyl-2-chloro-4-(2,6-dimethyl-4-nitrophenoxy)-5H-pyrrolo[3,2-d]pyrimidine 
• 63200-54-4 2,4-dichloro-5H-pyrrolo[3,2-d]pyrimidine 
• 1598381-23-7 C₁₇H₁₉N₇ 
• 1598378-97-2 5-benzyl-N⁴-butyl-5H-pyrrolo[3,2-d]pyrimidine-2,4-diamine 
• 1598379-82-8 C₁₇H₂₀FN₅ 
• 1598381-21-5 5-benzyl-N-butyl-2-chloro-5H-pyrrolo[3,2-d]pyrimidin-4-amine 
• 914497-01-1 2-chloro-4-(4-cyclopropyl-2,6-dimethylphenoxy)-5H-pyrrolo[3,2-d]pyrimidine 
• 914496-24-5 4-(5-benzyl-4-(2,6-dimethyl-4-nitrophenoxy)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile 
• 914497-06-6 4-(5-benzyl-4-(4-((dimethylamino)methyl)-2,6-dimethylphenoxy)-5H-pyrrolo[3,2-d]pyrimidin-2-ylamino)benzonitrile 

Relevant articles and documents

Structural and Biological Investigations for a Series of N-5 Substituted Pyrrolo[3,2-d]pyrimidines as Potential Anti-Cancer Therapeutics

Pyrrolo[3,2-d]pyrimidines have been studied for many years as potential lead compounds for the development of antiproliferative agents. Much of the focus has been on modifications to the pyrimidine ring, with enzymatic recognition often modulated by C2 and C4 substituents. In contrast, this work focuses on the N5 of the pyrrole ring by means of a series of novel N5-substituted pyrrolo[3,2-d]pyrimidines. The compounds were screened against the NCI-60 Human Tumor Cell Line panel, and the results were analyzed using the COMPARE algorithm to elucidate potential mechanisms of action. COMPARE analysis returned strong correlation to known DNA alkylators and groove binders, corroborating the hypothesis that these pyrrolo[3,2-d]pyrimidines act as DNA or RNA alkylators. In addition, N5 substitution reduced the EC50 against CCRF-CEM leukemia cells by up to 7-fold, indicating that this position is of interest in the development of antiproliferative lead compounds based on the pyrrolo[3,2-d]pyrimidine scaffold.

PYRROLO[3,2-D]PYRIMIDINE DERIVATIVES FOR THE TREATMENT OF VIRAL INFECTIONS AND OTHER DISEASES

This invention concerns pyrrolo[3,2-d]pyrimidine derivatives, processes for their preparation, pharmaceutical compositions, and their use in treatment and /or therapy of diseases.

Direct C-Glycosylation of Guanine Analogues: The Synthesis and Antiviral Activity of Certain 7- and 9-Deazaguanine C-Nucleosides

C-Glycosylation of two guanine analogues, 9-deaza- and 7-deazaguanine, has been achieved under Friedel-Crafts conditions, providing a direct synthetic route to 9-deazaguanosine (4; 2-amino-7-β-D-ribofuranosyl-5H-pyrrolopyrimidin-4(3H)-one) and 8-β-