54221-37-3

Basic information

• Product Name: Diethyl meso-2,5-dibromoadipate
• Synonyms: Diethyl meso-2,5-dibromoadipate,98%;(2R,5S)-Rel-2,5-dibromo-1,6-diethyl ester;(2R,5S)-rel-Diethyl 2,5-dibroMohexanedioate
• CAS NO: 54221-37-3
• Molecular Formula: C₁₀H₁₆Br₂O₄
• Molecular Weight: 360.0396
• Mol File: 54221-37-3.mol
• Article Data: 3

Chemical Properties

• Melting Point: 65-66 °C
• Boiling Point: 338.6 °C at 760 mmHg
• Flash Point: 158.6 °C
• Appearance: /
• Density: 1.581 g/cm³
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: Diethyl meso-2,5-dibromoadipate(CAS DataBase Reference)
• NIST Chemistry Reference: Diethyl meso-2,5-dibromoadipate(54221-37-3)
• EPA Substance Registry System: Diethyl meso-2,5-dibromoadipate(54221-37-3)

Safety Data

• Hazardous Substances Data: 54221-37-3(Hazardous Substances Data)

Usage

Chemical Properties

almost white powder or chunks

Upstream product

• 124-04-9 Adipic acid 
• 64-17-5 ethanol 
• 111-50-2 Adipic acid dichloride 
• 29548-86-5 2,5-dibromohexanedioyl dichloride 
• 137300-49-3 (2R,5S)-2,5-Dibromo-hexanedioyl dichloride 

Downstream Products

• 101865-14-9 1-phenethyl-pyrrolidine-2,5-dicarboxylic acid diethyl ester 
• 861794-39-0 2,5-bis-phenethylamino-adipic acid diethyl ester 
• 101865-14-9 1-phenethyl-pyrrolidine-2r,5c-dicarboxylic acid diethyl ester 
• 5515-83-3 ethyl 3-(diethylamino)propionate 
• 90478-37-8 1-o-tolyl-pyrrolidine-2r,5c-dicarboxylic acid diethyl ester 
• 101865-13-8 1-(4-methyl-benzyl)-pyrrolidine-2,5-dicarboxylic acid diethyl ester 
• 67571-90-8 3-benzyl-3,8-diazabicyclo[3.2.1]octane 
• 149771-44-8 8-t-butoxycarbonyl-3,8-diazabicyclo[3.2.1]octane 
• 149771-43-7 3-benzyl-8-(tert-butoxycarbonyl)-3,8-diazabicyclo[3.2.1]-octane 
• 96483-83-9 3-benzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione 
• 37061-44-2 3,8-dibenzyl-3,8-diazabicyclo[3.2.1]octane-2,4-dione 
• 627101-65-9 3-benzyl-8-methyl-1-propyl-3,8-diaza-bicyclo[3.2.1]octane 
• 429685-66-5 3-benzyl-8-methyl-1-propyl-3,8-diaza-bicyclo[3.2.1]octane-2,4-dione 
• 93428-54-7 C₁₃H₁₈N₂*ClH 

Relevant articles and documents

Synthesis and Structure-Activity Relationship of Di-(3,8-diazabicyclo[3.2.1]octane) Diquaternary Ammonium Salts as Unique Analgesics

Based on the structure characteristics of the lead compounds, 1,1′2-octanedioyl-4,4′-dimethyl-4,4′-dibenzyl dipiperazinium dibromide (2) and 3,8-disubstituted-3,8-diazabicyclo[3.2.1]octanes (DBO), di-(3,8-diazabicyclo[3.2.1]octane) diquaternary ammonium salts 3 a-c were designed and synthesized through a highly practical procedure. Target compounds 3 a-c and the hydrochloride salts of their precursors 10 a-c were evaluated for their in vivo analgesic and sedative activities. Interestingly, the introduction of an endoethylenic bridge in the piperazine of lead compound 2 causes loss of the analgesic activity and increases the toxicity dramatically. This result shows that the flexible conformation of piperazine in compound 2 is favorable for interaction with the receptor, and the quaternization of compounds 10 a-c is the main reason for the toxicity increase.

A Reinvestigation and Improvement in the Synthesis of meso-2,5-Dibromoadipates by Application of Le Chatelier's Principle

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