685892-23-3

Basic information

• Product Name: Methyl 2-bromo-6-chlorobenzoate
• Synonyms: Methyl 2-acetyl-6-chlorobenzoate;EOS-61701
• CAS NO: 685892-23-3
• Molecular Formula: C₈H₆BrClO₂
• Molecular Weight: 249.5
• Mol File: 685892-23-3.mol

Chemical Properties

• Boiling Point: 274.527 °C at 760 mmHg
• Flash Point: 119.83 °C
• Appearance: /
• Density: 1.605 g/cm³
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Methyl 2-bromo-6-chlorobenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 2-bromo-6-chlorobenzoate(685892-23-3)
• EPA Substance Registry System: Methyl 2-bromo-6-chlorobenzoate(685892-23-3)

Safety Data

• Hazardous Substances Data: 685892-23-3(Hazardous Substances Data)

Usage

Uses

Methyl 2-bromo-6-chlorobenzoate

Upstream product

• 93224-85-2 2-bromo-6-chlorobenzoic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 616-42-2 dimethylsulfite 
• 108-37-2 1-bromo-3-chlorobenzene 
• 108-18-9 diisopropylamine 
• 79-22-1 methyl chloroformate 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 1338224-12-6 methyl 4-(8-chloro-4-methyl-1-oxophthalazin-2(1H)-yl)benzoate 
• 1338224-13-7 4-(8-chloro-4-methyl-1-oxophthalazin-2(1H)-yl)benzoic acid 
• 20771-95-3 methyl 2-acetyl-6-chlorobenzoate 
• 1562995-57-6 methyl 3-chloro-2‘,3‘,4‘,5‘-tetrahydro-[1,1‘-biphenyl]-2-carboxylate 
• 1562995-53-2 methyl 2-chloro-6-(cyclopent-1-en-1-yl)benzoate 
• 1562995-58-7 methyl 2-chloro-6-cyclohexylbenzoate 
• 1562995-56-5 2-chloro-6-cyclopentylbenzoyl chloride 
• 1562995-55-4 2-chloro-6-cyclopentylbenzoic acid 
• 1562995-54-3 methyl 2-chloro-6-cyclopentylbenzoate 
• 1020932-09-5 2-chloro-6-morpholinobenzoic acid 
• 1562995-46-3 4-(1-(2-chloro-6-cyclohexylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid 
• 1562995-94-1 methyl 4-(1-(2-chloro-6-cyclohexylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoate 
• 1562995-45-2 4-(1-(2-chloro-6-cyclopentylbenzoyl)-1H-pyrazolo[4,3-b]pyridin-3-yl)-3-fluorobenzoic acid 

Relevant articles and documents

4-HETEROARYL SUBSTITUTED BENZOIC ACID COMPOUNDS AS RORgammaT INHIBITORS AND USES THEREOF

The present invention relates to compounds according to Formula I (Formula I), and pharmaceutically acceptable salts or solvates thereof. Such compounds can be used in the treatment of RORgammaT-mediated diseases or conditions.

4-HETEROARYL SUBSTITUTED BENZOIC ACID COMPOUNDS AS RORGAMMAT INHIBITORS AND USES THEREOF

Provided are compounds according to Formula I or a pharmaceutically acceptable salt or solvate thereof. Such compounds can be used in the treatment of RORgammaT-mediated diseases or conditions.

Discovery of Potent, orally bioavailable phthalazinone bradykinin B1 receptor antagonists

The bradykinin B1 receptor is rapidly induced upon tissue injury and inflammation, stimulating the production of inflammatory mediators resulting in plasma extravasation, leukocyte trafficking, edema, and pain. We have previously reported on sulfonamide and sulfone-based B1 antagonists containing a privileged bicyclic amine moiety leading to potent series of 2-oxopiperazines. The suboptimal pharmacokinetics and physicochemical properties of the oxopiperazine sulfonamides led us to seek B1 antagonists with improved druglike properties. Using a pharmacophore model containing a bicyclic amine as anchor, we designed a series of amide antagonists with targeted physicochemical properties. This approach led to a novel series of potent phthalazinone B1 antagonists, where we successfully replaced a sulfonamide acceptor with a cyclic carbonyl unit. SAR studies revealed compounds with subnanomolar B1 binding affinity. These compounds demonstrate excellent cross-species PK properties with high oral bioavailability and potent activity in a rabbit biochemical challenge pharmacodynamic study.

Process development and pilot plant synthesis of methyl 2-bromo-6-chlorobenzoate

A scalable process for a pilot plant synthesis of methyl 2-bromo-6-chlorobenzoate (1) is described. The strategy employed for the synthesis hinged on the esterification of the sterically encumbered parent acid produced through an o-lithiation/ carboxylati

N-biphenyl(substituted methyl) aminocycloalkane-carboxamide derivatives

N-Biphenyl(substituted methyl)aminocycloalkanecarboxamide derivatives are bradykinin B1 antagonists or inverse agonists useful in the treatment or prevention of symptoms such as pain and inflammation associated with the bradykinin B1 pathway.