7033-39-8

Basic information

• Product Name: 5-BROMO-1,3-DIMETHYLURACIL
• Synonyms: SPECS AG-670/02635045;5-BROMO-1,3-DIMETHYLURACIL;5-BROMO-1,3-DIMETHYL-1H-PYRIMIDINE-2,4-DIONE;1,3-Dimethyl-5-bromouracil;2,4(1H,3H)-Pyrimidinedione, 5-bromo-1,3-dimethyl-;5-broMo-1,3-diMethylpyriMidine-2,4(1H,3H)-dione;5-Bromo-1,3-dimethylpyrimidine-2,4(1H,3H)-dione, 5-Bromo-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine;5-Bromo-1,3-dimethyluracil 98%
• CAS NO: 7033-39-8
• Molecular Formula: C₆H₇BrN₂O₂
• Molecular Weight: 219.04
• Product Categories: Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyrimidines;PyrimidinesHeterocyclic Building Blocks
• Mol File: 7033-39-8.mol
• Article Data: 18

Chemical Properties

• Melting Point: 182-185 °C(lit.)
• Boiling Point: 242.1 °C at 760 mmHg
• Flash Point: 100.2 °C
• Appearance: /
• Density: 1.721 g/cm³
• Vapor Pressure: 0.0346mmHg at 25°C
• Refractive Index: 1.585
• Storage Temp.: 2-8°C
• PKA: -3.81±0.40(Predicted)
• CAS DataBase Reference: 5-BROMO-1,3-DIMETHYLURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-1,3-DIMETHYLURACIL(7033-39-8)
• EPA Substance Registry System: 5-BROMO-1,3-DIMETHYLURACIL(7033-39-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 7033-39-8(Hazardous Substances Data)

Usage

General Description

5-Bromo-1,3-dimethyluracil is a synthetic chemical compound with the molecular formula C6H6BrN2O2. It is a brominated derivative of 1,3-dimethyluracil, which is a uracil derivative commonly found in nucleic acids. 5-Bromo-1,3-dimethyluracil is often used as a building block in the synthesis of pharmaceuticals, particularly antiviral and anticancer drugs. It has also been studied for its potential as an antiviral agent and has shown inhibitory activity against herpes simplex virus (HSV). Additionally, it has been used as a research tool in studies related to nucleoside metabolism and DNA synthesis. Its unique structure and properties make it an important component in the development of new therapeutic agents and in scientific research.

InChI:InChI=1/C6H7BrN2O2/c1-8-3-4(7)5(10)9(2)6(8)11/h3H,1-2H3

Upstream product

• 75-91-2 tert.-butylhydroperoxide 
• 874-14-6 1,3-dimethyluracil 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 
• 7726-95-6 bromine 
• 7647-01-0 hydrogenchloride 
• 27994-76-9 5,5-dibromo-6-hydroxy-1,3-dimethyl-5,6-dihydrouracil 
• 7732-18-5 water 
• 155594-10-8 5-bromo-1,3-dimethyl-6-nitrooxymethyl-2,4(1H,3H)-pyrimidinedione 
• 65904-27-0 <1,3-Dimethyl-2,4(1H,3H)-dioxopyrimidin-5-yl>mercuric acetate 
• 1194-71-4 1,3-dimethyl-2-thiouracil 
• 80746-00-5 5-bromo-6-bromomethyl-1,3-dimethyl-2,4(1H,3H)-pyrimidinedione 
• 119255-07-1 5,5'-mercuribis(1,3-dimethyluracil) 
• 51-20-7 5-bromouracil 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 66723-75-9 1,3-dimethyl-5-(3-methyl-1H-indol-2-yl)uracil 
• 874-14-6 1,3-dimethyluracil 
• 55832-80-9 1,3-dimethyl-5-(phenylthio)pyrimidine-2,4(1H,3H)-dione 
• 120289-78-3 5-benzylthio-1,3-dimethyluracil 
• 120289-81-8 6-benzylthio-1,3-dimethyluracil 
• 120289-80-7 1,3-dimethyl-5-(prop-2-enylthio)pyrimidine-2,4-dione 
• 128499-39-8 5-(ethoxycarbonylmethylthio)-1,3-dimethyluracil 
• 36235-61-7 6-ethoxycarbonylmethylthio-1,3-dimethyluracil 
• 128499-40-1 5-(2-hydroxyethylthio)-1,3-dimethyluracil 
• 110225-42-8 1,3-dimethyl-5-(2,5-dimethylphenyl)uracil 
• 110225-41-7 1,3-dimethyl-6-(2,5-dimethylphenyl)uracil 
• 1093119-11-9 5-(1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-2-hydroxy-3-methoxybenzaldehyde 
• 1394855-47-0 5-(α-benzoylbenzyl)-1,3-dimethyluracil 
• 13509-52-9 1,3,6-trimethyluracil 

Relevant articles and documents

Pyrimidine derivatives. XI. Facile carbon-carbon bond-cleavage reaction of 6-bromomethylpyrimidinediones and (2,4-dioxo-1,2,3,4-tetrahydropyrimidin-6-yl)methyl nitrate via 6-formyl derivatives

The reaction of 5-bromo-6-bromomethyl-1,3-dimethyl- (1a) and 5-bromo-6-bromomethyl-1-(3-bromopropyl)-3-methyl-2,4(1H,3H)-pyrimidined ione (4a) with 1.0 and 2.0 eq of the sodium salt of 2-nitropropane yielded a mixture of 6-formyl (2 and 5a) and carbon-carbon bond-cleavage products (3 and 6a). When a large excess of the sodium salt of 2-nitropropane was used, 3 and 6a were obtained as sole products, respectively. The nitrates [(5-bromo-1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-6-yl)methy l nitrate (1b) and the dinitrate of 5-bromo-6-hydroxymethyl-1-(3-hydroxypropyl)-3-methyl-2,4(1H,3H)-pyrimid inedione (4b)] were exclusively converted to 6-formylpyrimidines (2 and 5b) or 6-unsubstituted pyrimidinediones (3 and 6b) by reaction with 1.0 or 2.0 eq of sodium methoxide, respectively. The dinitrate of 5-bromo-1-(2-hydroxyethyl)-6-hydroxymethyl-3-methyl-2,4(1H,3H)-pyrimidi nediones (7) was treated with sodium methoxide to yield 2-(5-bromo-6-formyl-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl )ethyl nitrate (8), a 3,4-dihydropyrimido[6,1-c][1,4]oxazine derivative (9) and 2-(5-bromo-3-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)ethyl nitrate (10). A plausible reaction mechanism is presented.

Room-Temperature Gold-Catalysed Arylation of Heteroarenes: Complementarity to Palladium Catalysis

Tailoring of the pre-catalyst, the oxidant and the arylsilane enables the first room-temperature, gold-catalysed, innate C?H arylation of heteroarenes. Regioselectivity is consistently high and, in some cases, distinct from that reported with palladium ca

DERIVATIVES OF TRIAZINES AND URACILS, THEIR PREPARATION AND THEIR APPLICATION IN HUMAN THERAPEUTICS

The present invention relates to derivatives of general formula I wherein : - W represents nitrogen, - R1 represents: ? a hydrogen or a linear or branched C1-C5 alkyl radical or, ? a C1-C3 alkyl radical substituted with groups such as trifluoromethyl, nitrile, hydroxy, C1-C3 alcoxy, C3-C6 alkoxyalkoxy, indolyl, thiophenyl, oxothiophenyl, C1-C3 N-alkylcarbamoyl groups or, ? a phenyl or pyridyl or naphthyl, or thiophenyl group optionally substituted with one or more groups such as halogen atoms, nitro, nitrile, trifluoromethyl, vinyl, methylsulfanyl, linear branched C1-C4 alkyl, linear or branched C1-C3 alkoxy groups, ? a C6 2-oxocycloalkyl radical - R2 represents a methyl or heptyl, - m, n are equal to 1, - V represents CH2, - X-Y represents -N- (C=O) -, -CH-O-, - Z represents a phenyl group substituted with one or more trifluoromethyl groups, halogen atoms or linear C1-C4 alkyl groups.