101460-33-7

Basic information

• Product Name: 3-Bromo-2,5,6-trimethoxy-benzoyl chloride
• Synonyms: 3-Bromo-2,5,6-trimethoxy-benzoyl chloride
• CAS NO: 101460-33-7
• Molecular Weight: 309.544
• Mol File: 101460-33-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 3-Bromo-2,5,6-trimethoxy-benzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Bromo-2,5,6-trimethoxy-benzoyl chloride(101460-33-7)
• EPA Substance Registry System: 3-Bromo-2,5,6-trimethoxy-benzoyl chloride(101460-33-7)

Safety Data

• Hazardous Substances Data: 101460-33-7(Hazardous Substances Data)

Upstream product

• 60241-74-9 2,3,6-trimethoxybenzoic acid 
• 135-77-3 1,2,4-trimethoxy-benzene 
• 101460-22-4 3-bromo-2,5,6-trimethoxybenzoic acid 

Downstream Products

• 101460-21-3 (S)-3-bromo-N-<(1-ethyl-2-pyrrolidinyl)methyl>-2,5,6-trimethoxybenzamide 
• 125198-20-1 3-Bromo-N-((R)-1-ethyl-pyrrolidin-2-ylmethyl)-2,5,6-trimethoxy-benzamide 
• 125198-32-5 (S)-3-bromo-N-(2-pyrrolidinylmethyl)-2,5,6-trimethoxybenzamide 
• 132020-37-2 3-Bromo-N-[(R)-1-(4-fluoro-benzyl)-pyrrolidin-2-ylmethyl]-2,5,6-trimethoxy-benzamide 
• 101460-32-6 N-((R)-1-Benzyl-pyrrolidin-2-ylmethyl)-3-bromo-2,5,6-trimethoxy-benzamide 
• 101460-51-9 (S)-(-)-N-[(1-allyl-2-pyrrolidinyl)methyl]-3-bromo-2-hydroxy-5,6-dimethoxybenzamide 
• 125198-27-8 3-Bromo-N-((R)-1-ethyl-pyrrolidin-2-ylmethyl)-6-hydroxy-2,5-dimethoxy-benzamide 
• 102727-69-5 3-Bromo-N-((S)-1-ethyl-pyrrolidin-2-ylmethyl)-6-hydroxy-2,5-dimethoxy-benzamide 
• 125198-24-5 3-Bromo-N-((R)-1-ethyl-pyrrolidin-2-ylmethyl)-2-hydroxy-5,6-dimethoxy-benzamide 
• 101460-66-6 FLB 463 
• 101460-53-1 (S)-N-<(1-allyl-2-pyrrolidinyl)methyl>-3-bromo-2,5,6-trimethoxybenzamide 
• 101460-52-0 N-((S)-1-Allyl-pyrrolidin-2-ylmethyl)-3-bromo-6-hydroxy-2,5-dimethoxy-benzamide 
• 98601-22-0 N-((S)-1-Ethyl-pyrrolidin-2-ylmethyl)-2-hydroxy-3,6-dimethoxy-benzamide 
• 132046-32-3 3-Bromo-N-[(R)-1-(4-fluoro-benzyl)-pyrrolidin-2-ylmethyl]-2-hydroxy-5,6-dimethoxy-benzamide 

Relevant articles and documents

Potential antipsychotic agents. 9. Synthesis and stereoselective dopamine D-2 receptor blockade of a potent class of substituted (R)-N-[(1-benzyl-2-pyrrolidinyl)methyl]benzamides. Relations to other side chain congeners

A number of substituted N-[(1-benzyl-2-pyrrolidinyl)methyl]benzamides and -salicylamides have been prepared and investigated as dopamine D-2 receptor antagonists in vitro and in vivo. The affinity was found to be confined to the R enantiomer, in contrast

Potential antipsychotic agents. 6. Synthesis and antidopaminergic properties of substituted N-(1-benzyl-4-piperidinyl)salicylamides and related compounds. QSAR based design of more active members

A number of substituted 2-methoxybenzamides, with and without 6-hydroxy groups, with 4-piperidinyl side-chains have been synthesized and evaluated for their antidopaminergic properties. The salicylamides were found to require a lipophilic N-substituent, like a benzyl group, for high affinity for the dopamine D-2 binding site in contrast to salicylamides with 2-pyrrolodinylmethyl side-chains. Furthermore, the influence of the aromatic substituents on the activity in the 2 series, ie 4-piperidinyl and 2-pyrrolidinylmethyl side-chains, was different. This was supported by a Hansch analysis, which could accomodate both phenolic and non-phenolic benzamides with 1-benzyl-4-piperidinyl side-chains. The activity is primarily dictated by electronic features rather than by steric and lipophilic properties. The QSAR equations were validated by the design and synthesis of a new 10-fold more active derivative. The 2 classes of benzamides with different side-chains are suggested to act on different binding sites or on different subtypes of the dopamine D-2 receptor.