91661-22-2

Basic information

• Product Name: 1-(3-hydroxy-4-(hydroxymethyl)-cyclopentyl)-5-(2-bromovinyl)-2,4-(1H,3H)-pyrimidinedione
• Synonyms: 1-(3-hydroxy-4-(hydroxymethyl)-cyclopentyl)-5-(2-bromovinyl)-2,4-(1H,3H)-pyrimidinedione;2,4(1H,3H)-Pyrimidinedione, 5-(2-bromoethenyl)-1-(3-hydroxy-4-(hydroxymethyl)cyclopentyl)-, (1alpha(E),3beta,4alpha)-(+-)-;Carbocyclic 5-(2-bromovinyl)-2'-deoxyuridine;Carbocyclic bvdu
• CAS NO: 91661-22-2
• Molecular Formula: C₁₂H₁₅BrN₂O₄
• Molecular Weight: 0
• Mol File: 91661-22-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.758g/cm³
• Refractive Index: 1.702
• CAS DataBase Reference: 1-(3-hydroxy-4-(hydroxymethyl)-cyclopentyl)-5-(2-bromovinyl)-2,4-(1H,3H)-pyrimidinedione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-hydroxy-4-(hydroxymethyl)-cyclopentyl)-5-(2-bromovinyl)-2,4-(1H,3H)-pyrimidinedione(91661-22-2)
• EPA Substance Registry System: 1-(3-hydroxy-4-(hydroxymethyl)-cyclopentyl)-5-(2-bromovinyl)-2,4-(1H,3H)-pyrimidinedione(91661-22-2)

Safety Data

• Hazardous Substances Data: 91661-22-2(Hazardous Substances Data)

Usage

General Description

1-(3-hydroxy-4-(hydroxymethyl)-cyclopentyl)-5-(2-bromovinyl)-2,4-(1H,3H)-pyrimidinedione is a chemical compound that contains a cyclopentyl ring with a hydroxyl group and a hydroxymethyl group attached to it. Additionally, it has a 2-bromovinyl group attached to the pyrimidinedione ring. 1-(3-hydroxy-4-(hydroxymethyl)-cyclopentyl)-5-(2-bromovinyl)-2,4-(1H,3H)-pyrimidinedione belongs to the pyrimidine class of organic compounds and is commonly used in the synthesis of pharmaceuticals and agrochemicals. The presence of the bromovinyl moiety in the compound makes it particularly useful for the development of antiviral and anticancer agents. Overall, this compound has potential applications in the fields of medicine and agriculture due to its unique chemical structure and reactivity.

InChI:InChI=1/C12H15BrN2O4/c13-2-1-7-5-15(12(19)14-11(7)18)9-3-8(6-16)10(17)4-9/h1-2,5,8-10,16-17H,3-4,6H2,(H,14,18,19)/b2-1+/t8-,9-,10+/m0/s1

Upstream product

• 91739-45-6 (+/-)-(E)-3-<1,2,3,4-tetrahydro-1-<<1α,3β,4α>-3-hydroxy-4-(hydroxymethyl)cyclopent-1-yl>-2,4-dioxo-5-pyrimidinyl>-2-propenoic acid 
• 62102-28-7 1-<3α-hydroxy-4β-(hydroxymethyl)-cyclopentan-1-yl>pyrimidine-2,4-(1H,3H)-dione 
• 91661-09-5 (3S,4S)-3-Dimethoxymethyl-4-methoxymethoxy-cyclopentanecarboxylic acid 
• 91661-15-3 (E)-3-<1,2,3,4-tetrahydro-1-<3α-hydroxy-4β-(hydroxymethyl)cyclopentan-1-yl>-2,4-dioxopyrimidin-5-yl>propenoic acid 
• 91661-16-4 syn-4-(tert-butyldimethylsilyloxy)cyclopentene oxide 
• 91677-88-2 Toluene-4-sulfonic acid (1S,3S,4R)-3-methoxymethoxy-4-methoxymethoxymethyl-cyclopentyl ester 
• 91661-19-7 tert-Butyl-((1S,3S,4R)-3-methoxymethoxy-4-methoxymethoxymethyl-cyclopentyloxy)-dimethyl-silane 
• 91661-17-5 (1RS,2SR,4RS)-4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-2-ethenylcyclopentanol 
• 91661-20-0 (1R,3R,4S)-3-Methoxymethoxy-4-methoxymethoxymethyl-cyclopentanol 
• 91661-18-6 (1S,2R,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-2-hydroxymethyl-cyclopentanol 
• 25494-14-8 cis-3,4-epoxycyclopentanol 
• 91661-14-2 (+/-)-ethyl (E)-3-<1,2,3,4-tetrahydro-1-<<1α,3β,4α>-3-hydroxy-4-(hydroxymethyl)cyclopent-1-yl>-2,4-dioxo-5-pyrimidinyl>-2-propenoate 
• 95313-01-2 (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-2,4(1H,3H)-pyrimidinedione diacetate 
• 83967-03-7 C-IDU 

Downstream Products

• 95313-04-5 (+/-)-1-<(1α,3β,4α)-3-hydroxy-4-(hydroxymethyl)cyclopentyl>-4-amino-5-<(E)-2-bromovinyl>-2(1H)-pyrimidinone 

Relevant articles and documents

Synthesis of new carbocyclic analogues of 3'-azido- and 3'-amino-2',3'-dideoxynucleosides

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A new synthesis of (±)-carbocyclic 2'-deoxyuridines

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(±)-carbocyclic (E)-5-(2-bromovinyl)-2'-deoxyuridine: A potent antiherpes agent

The synthesis and antiherpes activity of (±)-carbocyclic (E)-5-(2 bromovinyl)-2'-deoxyuridine 1b is described. Compound 1b shows potent activity against HSV-1 in vitro, whereas its α-epimer 2 is only weakly active. The phosphorylation rates of 1b and 2 by HSV thymidine kinases are reported.