59453-47-3

Basic information

• Product Name: methyl 2-bromo-3-methoxybenzoate
• Synonyms: methyl 2-bromo-3-methoxybenzoate
• CAS NO: 59453-47-3
• Molecular Formula: C9H9BrO3
• Molecular Weight: 245.073
• Mol File: 59453-47-3.mol

Chemical Properties

• CAS DataBase Reference: methyl 2-bromo-3-methoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 2-bromo-3-methoxybenzoate(59453-47-3)
• EPA Substance Registry System: methyl 2-bromo-3-methoxybenzoate(59453-47-3)

Safety Data

• Hazardous Substances Data: 59453-47-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 88377-29-1 2-bromo-3-methoxybenzoic acid 
• 3177-80-8 2-amino-3-methoxybenzoic acid 
• 5121-34-6 methyl 2-amino-3-methoxybenzoate 

Downstream Products

• 1149388-09-9 methyl 2-(4-hydroxybut-1-yn-1-yl)-3-(methyloxy)benzoate 
• 88377-29-1 2-bromo-3-methoxybenzoic acid 
• 176915-42-7 3-Methoxy-2-(2-methoxy-5-nitro-phenylamino)-benzoic acid 

Relevant articles and documents

Rh-Catalyzed Asymmetric Hydrogenation of α,β- and β,β-Disubstituted Unsaturated Boronate Esters

A highly enantioselective hydrogenation of α,β-unsaturated boronate esters catalyzed by Rh-(S)-DTBM-Segphos complex has been developed. Both (Z)-α,β- and β,β-disubstituted substrates can be successfully hydrogenated to afford chiral boronates with excellent enantioselectivities, up to 98 % ee. Furthermore, the obtained chiral boronate esters, as important versatile synthetic intermediates are successfully transformed to the corresponding chiral alcohols, amines and other important derivatives with maintained enantioselectivities.

Optimization of a Benzoylpiperidine Class Identifies a Highly Potent and Selective Reversible Monoacylglycerol Lipase (MAGL) Inhibitor

Monoacylglycerol lipase (MAGL) is the enzyme degrading the endocannabinoid 2-arachidonoylglycerol, and it is involved in several physiological and pathological processes. The therapeutic potential of MAGL is linked to several diseases, including cancer. The development of MAGL inhibitors has been greatly limited by the side effects associated with the prolonged MAGL inactivation. Importantly, it could be preferable to use reversible MAGL inhibitors in vivo, but nowadays only few reversible compounds have been developed. In the present study, structural optimization of a previously developed class of MAGL inhibitors led to the identification of compound 23, which proved to be a very potent reversible MAGL inhibitor (IC50 = 80 nM), selective for MAGL over the other main components of the endocannabinoid system, endowed of a promising antiproliferative activity in a series of cancer cell lines and able to block MAGL both in cell-based as well as in vivo assays.

TROPANE COMPOUNDS

A compound according to Formula I or II: (I) or (II) wherein R1, R1b, R2, L1, and L2 and L2b are as defined in the specification, pharmaceutical compositions thereof, and methods of use thereof.