147149-85-7

Basic information

• Product Name: 2-AMINO-6-BROMO-5-METHYLBENZOIC ACID
• Synonyms: 2-AMINO-6-BROMO-5-METHYLBENZOIC ACID;6-AMINO-2-BROMO-3-METHYLBENZOIC ACID;TIMTEC-BB SBB001505;2-Amino-6-bromo-5-methylbenzoic acid, 6-Bromo-5-methylanthranilic acid, 6-Amino-2-bromo-m-toluic acid;6-AMino-2-broMo-M-toluic acid
• CAS NO: 147149-85-7
• Molecular Formula: C₈H₈BrNO₂
• Molecular Weight: 230.06
• Mol File: 147149-85-7.mol
• Article Data: 5

Chemical Properties

• Melting Point: 290-293 °C
• Boiling Point: 353.6 °C at 760 mmHg
• Flash Point: 167.6 °C
• Appearance: /
• Density: 1.682g/cm³
• Vapor Pressure: 1.31E-05mmHg at 25°C
• Refractive Index: 1.651
• Storage Temp.: 2-8°C
• PKA: 0.92±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-6-BROMO-5-METHYLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-6-BROMO-5-METHYLBENZOIC ACID(147149-85-7)
• EPA Substance Registry System: 2-AMINO-6-BROMO-5-METHYLBENZOIC ACID(147149-85-7)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 147149-85-7(Hazardous Substances Data)

Usage

General Description

2-AMINO-6-BROMO-5-METHYLBENZOIC ACID is a chemical compound with the molecular formula C8H8BrNO2. It is a derivative of benzoic acid with a bromine and a methyl group attached to the benzene ring. 2-AMINO-6-BROMO-5-METHYLBENZOIC ACID is commonly used in the pharmaceutical industry as a building block for the synthesis of various drugs and pharmaceutical products. It exhibits potential biological activities and has been studied for its anti-inflammatory and antimicrobial properties. Additionally, it is also utilized as an intermediate in the production of insecticides and herbicides. Overall, 2-AMINO-6-BROMO-5-METHYLBENZOIC ACID is an important chemical with diverse applications in various industries.

InChI:InChI=1/C8H8BrNO2/c1-4-2-3-5(10)6(7(4)9)8(11)12/h2-3H,10H2,1H3,(H,11,12)

Upstream product

• 7745-91-7 3-bromo-4-methylaniline 
• 147149-84-6 4-bromo-5-methyl-1H-indole-2,3-dione 

Downstream Products

• 147149-89-1 2-amino-5-bromo-6-methyl-3-H-quinazolin-4-one 
• 1092448-25-3 C₂₀H₂₁BrN₂O₃ 
• 147150-03-6 Diethyl N-<4-<(2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate 
• 147150-02-5 Diethyl-N-<4-<(2,6-dimethyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl>benzoyl>-L-glutamate 
• 147150-00-3 4-((2-amino-6-methyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl)benzoic acid methyl ester 
• 152946-39-9 4-((2,6-dimethyl-4-oxo-3,4-dihydroquinazolin-5-yl)sulfanyl)benzoic acid methyl ester 
• 147150-01-4 4-(2-Amino-6-methyl-4-oxo-3,4-dihydro-quinazolin-5-ylsulfanyl)-benzoic acid 
• 147149-69-7 4-[(3,4-Dihydro-2,6-dimethyl-4-oxo-5-quinazolinyl)thio]-benzoic acid 
• 147149-88-0 methyl 2-amino-6-bromo-5-methylbenzoate 
• 502607-48-9 2-guanidino-5-bromo-3,4-dihydro-6-methylquinazolin-4-one 

Relevant articles and documents

TETRACYCLIC HETEROARYL COMPOUNDS

The specification relates to compounds of Formula (I) and pharmaceutically acceptable salts thereof. The specification also relates to processes and intermediates used for their preparation, pharmaceutical compositions containing them and their use in the treatment of cell proliferative disorders.

New straightforward synthesis of 2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)- 3H-quinazolin-4-one

The synthesis of 2-amino-6-methyl-5-(pyridin-4-ylsulfanyl)-3H-quinazolin-4- one (1) was studied via three different synthetic routes starting from 4-bromo-5-methylisatin. The best route was established, which is a straightforward route via 2-guanidino-5-b

Design of thymidylate synthase inhibitors using protein crystal structures: The synthesis and biological evaluation of a novel class of 5- substituted quinazolinones

The design, synthesis, and biological evaluation of a new class of inhibitors of thymidylate synthase (TS) is described. The molecular design was carried out by a repetitive crystallographic analysis of protein-ligand structures. At the onset of this project, we focused on the folate cofactor binding site of a high-resolution ternary crystal complex of Escherichia coli TS, 5'-fluorodeoxyuridylate (5-FdUMP) and a classical glutamate-containing folic acid analog. A preliminary ternary crystal structure of a novel compound was successfully solved. Upon analysis of this initial complex, further structural elaborations were made, and a series of active 5- (arylthio)quinazolinones was developed. The synthetic strategy was based on the displacement of a halogen at the 5-position of a quinazolinone by various arylthioanions. The compounds were tested for inhibition of purified E. coli and/or human TS, and were assayed for cytotoxicity against three tumor cell lines in vitro. Significant thymidine protection effects were observed with several of the inhibitors, indicating that TS was the intracellular locus of activity.