1166948-78-2

Basic information

• Product Name: 5H-Pyrrolo[3,2-d]pyrimidine, 4-(phenylmethoxy)-
• Synonyms: 6-benzyloxy-9-deazapurine;4-(benzyloxy)-5H-pyrrolo[3,2-d]pyrimidine
• CAS NO: 1166948-78-2
• Molecular Formula: C13H11N3O
• Molecular Weight: 225.25
• Mol File: 1166948-78-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5H-Pyrrolo[3,2-d]pyrimidine, 4-(phenylmethoxy)-(CAS DataBase Reference)
• NIST Chemistry Reference: 5H-Pyrrolo[3,2-d]pyrimidine, 4-(phenylmethoxy)-(1166948-78-2)
• EPA Substance Registry System: 5H-Pyrrolo[3,2-d]pyrimidine, 4-(phenylmethoxy)-(1166948-78-2)

Safety Data

• Hazardous Substances Data: 1166948-78-2(Hazardous Substances Data)

Usage

Class

Pyrrolopyrimidine derivatives

Core Structure

Pyrrolopyrimidine

Substituent

Phenylmethoxy

Substituent Position

4

Potential Applications

Pharmaceutical and medicinal chemistry

Role

Potential drug candidate

Research and Development

Target for further research and development in drug discovery and design.

Upstream product

• 20194-18-7 sodium phenyl-methanolate 
• 84905-80-6 4-Chloro-5H-pyrrolo[3,2-d]pyrimidine 
• 100-51-6 benzyl alcohol 

Downstream Products

• 1166948-79-3 4-(benzyloxy)-5H-pyrrolo[3,2-d]pyrimidin-7-ylmethanol 
• 1182051-00-8 (4R)-1-(((4-benzyloxy)-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)-4-(hydroxymethyl)pyrrolidin-3-ol 
• 1404216-13-2 diethyl [2-({2-[4-(benzyloxy)-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethyl}amino)ethyl]phosphonate 
• 1404216-11-0 diethyl [3-({2-[4-(benzyloxy)-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethyl}amino)propyl]phosphonate 
• 1404216-10-9 2-[4-(benzyloxy)-5H-pyrrolo[3,2-d]pyrimidin-7-yl]ethane-1-amine 

Relevant articles and documents

Synthesis of Tetrasubstituted Thiophenes via Direct Metalation

Thiophene moiety can be derivatized by various synthetic procedures. The most convenient method seems to be derivatization via direct metalation, but synthesis of polysubstituted thiophenes bearing reactive groups is difficult because of high reactivity of organometallic reagents. This work reports the preparation of complex heterocyclic compounds using direct metalation of thiophenes with various reagents (Knochel-Hauser bases, LDA) as an efficient synthetic tool.

Acyclic Nucleoside Phosphonates Containing 9-Deazahypoxanthine and a Five-Membered Heterocycle as Selective Inhibitors of Plasmodial 6-Oxopurine Phosphoribosyltransferases

Acyclic nucleoside phosphonates (ANPs) are an important class of therapeutic drugs that act as antiviral agents by inhibiting viral DNA polymerases and reverse transcriptases. ANPs containing a 6-oxopurine unit instead of a 6-aminopurine or pyrimidine base are inhibitors of the purine salvage enzyme, hypoxanthine-guanine-[xanthine] phosphoribosyltransferase (HG[X]PRT). Such compounds, and their prodrugs, are able to arrest the growth of Plasmodium falciparum (Pf) in cell culture. A new series of ANPs were synthesized and tested as inhibitors of human HGPRT, PfHGXPRT, and Plasmodium vivax (Pv) HGPRT. The novelty of these compounds is that they contain a five-membered heterocycle (imidazoline, imidazole, or triazole) inserted between the acyclic linker(s) and the nucleobase, namely, 9-deazahypoxanthine. Five of the compounds were found to be micromolar inhibitors of PfHGXPRT and PvHGPRT, but no inhibition of human HGPRT was observed under the same assay conditions. This demonstrates selectivity of these types of compounds for the two parasitic enzymes compared to the human counterpart and confirms the importance of the chemical nature of the acyclic moiety in conferring affinity/selectivity for these three enzymes.

PROCESS FOR PREPARING IMMUCILLINS HAVING A METHYLENE LINK

The invention relates to a process for preparing compounds that are inhibitors of nucleoside phosphorylases and nucleosidases, in particular, compounds that have a methylene link between a nucleoside base analogue moiety of the molecule and a sugar analogue moiety, via an amino nitrogen of the sugar analogue moiety.