808750-20-1

Basic information

• Product Name: 5-BROMO-4-METHOXY-3-METHYLBENZOIC ACID
• Synonyms: 5-BROMO-4-METHOXY-3-METHYLBENZOIC ACID
• CAS NO: 808750-20-1
• Molecular Formula: C₉H₉BrO₃
• Molecular Weight: 0
• Mol File: 808750-20-1.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-BROMO-4-METHOXY-3-METHYLBENZOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 5-BROMO-4-METHOXY-3-METHYLBENZOIC ACID(808750-20-1)
• EPA Substance Registry System: 5-BROMO-4-METHOXY-3-METHYLBENZOIC ACID(808750-20-1)

Safety Data

• Hazardous Substances Data: 808750-20-1(Hazardous Substances Data)

Upstream product

• 6880-04-2 4-methoxy-3-methylbenzoic acid 
• 14804-31-0 2-methyl-4-bromoanisole 

Downstream Products

• 808750-21-2 (3-bromo-4-methoxy-5-methylphenyl)-methanol 
• 808750-30-3 (1'RS)-7-bromo-6-methoxy-8-[1'-methoxy-(3'-methoxy-7'-vinylphenyl)-methyl]-2,2,5-trimethyl-4H-benzo[1,3]dioxine 
• 808750-36-9 (7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)methanone 
• 808750-23-4 3-bromo-4-methoxy-5-methylphenol 
• 808750-22-3 3-bromo-4-methoxy-5-methyl benzaldehyde 
• 808750-24-5 3-bromo-2,6-bis(hydroxymethyl)-4-methoxy-5-methylphenol 
• 808750-35-8 2-[(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-methoxy-methyl]-3-methoxy-benzaldehyde 
• 808750-29-0 (1'RS)-(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(3'-methoxy-7'-vinylphenyl)-methanol 
• 808750-34-7 (1'RS)-7-bromo-8-{[7'-(1'',3'')dioxan-2''-yl-3'-methoxyphenyl]-1'-methoxymethyl}-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxine 
• 808750-32-5 (1'RS)-(7-bromo-6-methoxy-2,2,5-trimethyl-4H-benzo[1,3]dioxin-8-yl)-(7'-[1'',3'']dioxan-2''-yl-2'-methoxyphenyl)-methanol 

Relevant articles and documents

Structure-Activity Relationship of Phenylpyrazolones against Trypanosoma cruzi

Chagas disease is a neglected parasitic disease caused by the parasitic protozoan Trypanosoma cruzi and currently affects around 8 million people. Previously, 2-isopropyl-5-(4-methoxy-3-(pyridin-3-yl)phenyl)-4,4-dimethyl-2,4-dihydro-3H-pyrazol-3-one (NPD-0227) was discovered to be a sub-micromolar inhibitor (pIC50=6.4) of T. cruzi. So far, SAR investigations of this scaffold have focused on the alkoxy substituent, the pyrazolone nitrogen substituent and the aromatic substituent of the core phenylpyrazolone. In this study, modifications of the phenyldihydropyrazolone scaffold are described. Variations were introduced by installing different substituents on the phenyl core, modifying the geminal dimethyl and installing various bio-isosteres of the dihydropyrazolone group. The anti T. cruzi activity of NPD-0227 could not be surpassed as the most potent compounds show pIC50 values of around 6.3. However, valuable additional SAR data for this interesting scaffold was obtained, and the data suggest that a scaffold hop is feasible as the pyrazolone moiety can be replaced by a oxazole or oxadiazole with minimal loss of activity.