60186-89-2

Basic information

• Product Name: 4-BROMO-2,6-DIMETHOXY-PYRIMIDINE
• Synonyms: 4-BROMO-2,6-DIMETHOXY-PYRIMIDINE;6-Bromo-2,4-dimethoxypyrimidine
• CAS NO: 60186-89-2
• Molecular Formula: C₆H₇BrN₂O₂
• Molecular Weight: 219.03598
• Mol File: 60186-89-2.mol

Chemical Properties

• Boiling Point: 294.7 °C at 760 mmHg
• Flash Point: 132 °C
• Appearance: /
• Density: 1.563 g/cm³
• Vapor Pressure: 0.00281mmHg at 25°C
• Refractive Index: 1.533
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: -1.75±0.30(Predicted)
• CAS DataBase Reference: 4-BROMO-2,6-DIMETHOXY-PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-BROMO-2,6-DIMETHOXY-PYRIMIDINE(60186-89-2)
• EPA Substance Registry System: 4-BROMO-2,6-DIMETHOXY-PYRIMIDINE(60186-89-2)

Safety Data

• Hazardous Substances Data: 60186-89-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-BROMO-2,6-DIMETHOXY-PYRIMIDINE is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into the molecular structures of various biologically active compounds. Its presence in these molecules can enhance their therapeutic effects, making it a crucial component in the development of new drugs.
Used in Agrochemical Industry:
4-BROMO-2,6-DIMETHOXY-PYRIMIDINE is utilized as a building block in the production of agrochemicals, where it contributes to the creation of molecules with pesticidal or herbicidal properties. Its incorporation into these compounds can improve their efficacy in protecting crops and controlling pests, thereby increasing agricultural productivity.
Used in Antiviral Applications:
4-BROMO-2,6-DIMETHOXY-PYRIMIDINE is employed as a component in the development of antiviral agents due to its potential to inhibit viral replication and reduce the severity of viral infections. Its incorporation into antiviral drugs can lead to the creation of more effective treatments for a range of viral diseases.
Used in Antitumor Applications:
4-BROMO-2,6-DIMETHOXY-PYRIMIDINE is used as a component in the synthesis of antitumor agents, where it can contribute to the development of molecules with the ability to target and inhibit the growth of cancer cells. Its presence in these compounds can enhance their effectiveness in treating various types of cancer.
Used in Organic Synthesis:
4-BROMO-2,6-DIMETHOXY-PYRIMIDINE is utilized as a versatile intermediate in organic synthesis, where its high reactivity allows for the formation of a wide range of chemical compounds. Its ability to participate in various chemical reactions makes it a valuable tool for the creation of new molecules with diverse applications in various industries.

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

Upstream product

• 36847-11-7 2,4,6-tribromopyrimidine 
• 124-41-4 sodium methylate 
• 56686-16-9 5-bromo-2,4-dimethoxypyrimidine 
• 67-56-1 methanol 

Downstream Products

• 76513-87-6 2,4-dimethoxy-6-(trifluoromethyl)pyrimidine 
• 946572-99-2 C₃₁H₃₅N₃O₆ 
• 1452228-36-2 [1-(2,6-dimethoxypyrimidin-4-yl)-2,2,2-trifluoroethoxy](phenoxy) methanethione 
• 1236194-05-0 2-(2,6-dimethoxypyrimidin-4-yl)-1-phenylethanone 
• 1233493-52-1 4-(4-bromo-2,6-dimethoxypyrimidin-5-yl)benzoic acid ethyl ester 
• 1233493-56-5 4-bromo-2,6-dimethoxy-5-(4-methoxyphenyl)pyrimidine 
• 812646-14-3 (1'R,2'R)-2,6-dimethoxy-4-(2'-dibenzylamino-1',4'-dihydroxybutyl)pyrimidine 

Relevant articles and documents

PYRIMIDINE CYCLOHEXENYL GLUCOCORTICOID RECEPTOR MODULATORS

The present invention provides a class of pyrimidinedione cyclohekenyl compounds and methods of using these compounds as glucocorticoid receptor modulators.

AMINE-SUBSTITUTED ARYL OR HETEROARYL COMPOUNDS AS EHMT1 AND EHMT2 INHIBITORS

The present disclosure relates to amine-substituted aryl or heteroaryl compounds. The present disclosure also relates to pharmaceutical compositions containing these compounds and methods of treating a disorder (e.g., sickle cell anemia) via inhibition of a methyltransferase enzyme selected from EHMT1 and EHMT2, by administering an amine-substituted aryl or heteroaryl compound disclosed herein or a pharmaceutical composition thereof to subjects in need thereof. The present disclosure also relates to the use of such compounds for research or other non-therapeutic purposes.

Total synthesis of (-)-7-epicylindrospermopsin, a toxic metabolite of the freshwater cyanobacterium Aphanizomenon ovalisporum, and assignment of its absolute configuration

(Chemical Equation Presented) The Z and E nitrones 38 and 39 from condensation of aldehyde 20 with hydroxylamine 36 underwent intramolecular dipolar cycloaddition to give the substituted 1-aza-7-oxobicyclo[2.2.1] heptanes 40 and 41 in a ratio of 2:1, respectively. Reductive N-O bond cleavage of 40 followed by carbonylation gave cyclic urea 47 in which inversion of the secondary alcohol was effected via an oxidation-reduction sequence. After conversion of the p-bromobenzyl ether 50 to azide 54, activation of the cyclic urea as its O-methylisourea and reduction of the azide led to spontaneous cyclization to afford the tricyclic nucleus 59 of cylindrospermopsin. Global deprotection, including hydrolysis of the 2,4-dimethyoxypyrimidine appendage to a uracil, and then monosulfation of the resultant diol 60 afforded a substance identical with natural (-)-7-epicylindrospermopsin (1). The asymmetric synthesis of (-)-7-epicylindrospermopsin defines its absolute configuration as 7S,8R,10S,12S,13R,14S.

Asymmetric synthesis of epicylindrospermopsin via intramolecular nitrone cycloaddition. Assignment of absolute configuration

A synthesis of (-)-epicylindrospermopsin (2) was completed that establishes its absolute configuration and corroborates the corrected structural assignment previously made to this toxin by Weinreb et al. The hydroxylamine 3, prepared from 4-bromobenzyloxy