103913-16-2

Basic information

• Product Name: oxetanocin
• Synonyms: oxetanocin;(2S)-4α-(6-Amino-9H-purin-9-yl)-2α,3β-oxetanedimethanol;NK-84-0218;Oxetanocin A
• CAS NO: 103913-16-2
• Molecular Formula: C₁₀H₁₃N₅O₃
• Molecular Weight: 251.245
• Mol File: 103913-16-2.mol

Chemical Properties

• Boiling Point: 602.1°Cat760mmHg
• Flash Point: 317.9°C
• Appearance: /
• Density: 1.91g/cm³
• Vapor Pressure: 2.4E-15mmHg at 25°C
• Refractive Index: 1.863
• CAS DataBase Reference: oxetanocin(CAS DataBase Reference)
• NIST Chemistry Reference: oxetanocin(103913-16-2)
• EPA Substance Registry System: oxetanocin(103913-16-2)

Safety Data

• Hazardous Substances Data: 103913-16-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Oxetanocin is used as an antitumor agent for its ability to target and inhibit the growth of cancer cells, making it a potential candidate for cancer treatment.
Used in Antiviral Applications:
Oxetanocin serves as an antiviral compound, effectively neutralizing viruses and preventing their replication, which can be beneficial in treating various viral infections.
Used in Antibacterial Applications:
As an antibacterial agent, oxetanocin is utilized to combat bacterial infections, inhibiting the growth and spread of harmful bacteria, thus promoting overall health and well-being.

InChI:InChI=1/C10H13N5O3/c11-8-7-9(13-3-12-8)15(4-14-7)10-5(1-16)6(2-17)18-10/h3-6,10,16-17H,1-2H2,(H2,11,12,13)/t5-,6-,10-/m1/s1

Upstream product

• 117068-56-1 9-((2' R,3' R,4' S)-3'-hydroxymethyl-4'-(t-butyldimethylsilyloxymethyl)-2'-oxetanyl)adenine 
• 132454-50-3 (2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carboxylic acid methyl ester 
• 132454-53-6 (3R,4S,5S)-4,5-Bis-benzyloxymethyl-3-hydroxy-dihydro-furan-2-one 
• 132454-52-5 (2S,3R)-2,3-Bis-benzyloxymethyl-4-phenylsulfanyl-oxetane 
• 146820-71-5 (2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carboxylic acid 
• 132454-56-9 (2S,3R,4S)-3,4-Bis-benzyloxymethyl-oxetane-2-carbonyl chloride 
• 132454-51-4 (2S,3R)-2,3-Bis-benzyloxymethyl-4-chloro-oxetane 
• 81722-81-8 1,2:5,6-Di-O-isopropyliden-3-C-<(trimethylsilyl)methyl>-α-D-allofuranose 
• 69827-91-4 3-deoxy-1,2-O-(1-methylethylidene)-3-<(phenylmethoxy)methyl>-5-O-(phenylmethyl)-α-D-ribofuranose 
• 26277-33-8 (R)-1-((3aR,5S,6R,6aR)-6-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-ethane-1,2-diol 
• 69827-89-0 ((3aR,5S,6R,6aR)-5-Hydroxymethyl-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-yl)-methanol 
• 69832-48-0 ((3aR,5S,6R,6aR)-tetrahydro-2,2-dimethyl-5-((R)-2,2-dimethyl-1,3-dioxolan-4-yl)furo[2,3-d][1,3]dioxol-6-yl)methanol 
• 115043-34-0 N-{9-[(2R,3R,4S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxymethyl-oxetan-2-yl]-9H-purin-6-yl}-benzamide 
• 115043-33-9 N-{9-[(2R,3R,4S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-formyl-oxetan-2-yl]-9H-purin-6-yl}-benzamide 

Downstream Products

• 115043-34-0 N-{9-[(2R,3R,4S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-hydroxymethyl-oxetan-2-yl]-9H-purin-6-yl}-benzamide 
• 115043-33-9 N-{9-[(2R,3R,4S)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-formyl-oxetan-2-yl]-9H-purin-6-yl}-benzamide 
• 115043-32-8 N-{9-[(2R,3R,4R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-4-vinyl-oxetan-2-yl]-9H-purin-6-yl}-benzamide 
• 121885-21-0 Oxetanocin A N⁶-benzoate 
• 114406-09-6 9-(2-oxetanyl)adenine 
• 1025956-82-4 Acetic acid (2S,3R,4R)-4-(6-amino-purin-9-yl)-3-(2-nitro-benzyloxymethyl)-oxetan-2-ylmethyl ester 
• 161324-25-0 4'-O-o-nitrobenzyloxetanocin A 
• 175876-68-3 N-(9-{(2R,3R,4S)-4-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-3-hydroxymethyl-oxetan-2-yl}-9H-purin-6-yl)-benzamide 
• 126170-60-3 N⁶-benzoyl-6'-O-(TBDMS)oxetanocin A 
• 161324-22-7 N⁶-benzoyl-5',6'-di-O-(TBDMS)oxetanocin A 
• 161324-24-9 di-O-o-nitrobenzyloxetanocin A 

Related news

Synthesis and antiviral activity of oxetanocin (cas 103913-16-2) derivatives07/25/2019

The sugar part of natural oxetanocin A was chemically modified. Some of the derivatives demonstrated strong antiviral activity against human immunodeficiency virus (HIV).detailed

Relevant articles and documents

Analogs of oxetanyl purines and pyrimidines

A compound of the formula: STR1 wherein B is a purin-9-yl group or a heterocyclic isostere of a purin-9-yl group; or a pyrimidin-1-yl group or a heterocyclic isostere of a pyrimidin-1-yl group; A is --CH-- or A--G taken together is --C(=O)--, --C(=CH

SYNTHESIS OF OXETANOCIN

A low yield synthesis of oxetanocin and its α-epimer by reaction of adenine with a protected 3-hydroxymethyl-2-chlorooxetane is described; attempts to synthesise other C-2'alkyl analogues of oxetanocin by analogous reactions indicate a limitation of this strategy for the synthesis of oxetane nucleosides.An intermediate for the synthesis of C-nucleoside analogues of oxetanocin is reported.

A TOTAL SYNTHESIS OF OXETANOCIN, A NOVEL NUCLEOSIDE WITH AN OXETANE RING

Oxetanocin has been synthesized starting from cis-2-buten-1,4-diol through α- or β-D-oxetanosyl acetate as an important intermediate which has an α-(methyl oxalyloxy)methyl group at C2-position.