161596-62-9

Basic information

• Product Name: (+/-)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID
• Synonyms: (2S,4S)-(-)-AZETIDINE-2,4-DICARBOXYLIC ACID;T-ADA;TRANS-2,4-AZETIDINEDICARBOXYLIC ACID;(+/-)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID;TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID;(2S,4S)-(-)-AZETIDINE-2,4-DICARBOXYLIC ACID 98%;2,4-Azetidinedicarboxylicacid,(2S,4S)-(9CI);TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID SOLID
• CAS NO: 161596-62-9
• Molecular Formula: C5H7NO4
• Molecular Weight: 145.11
• Product Categories: CARBOXYLICACID
• Mol File: 161596-62-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 264.2°C (rough estimate)
• Flash Point: 167°C
• Appearance: white/solid
• Density: 1.5047 (rough estimate)
• Vapor Pressure: 6.48E-06mmHg at 25°C
• Refractive Index: 1.4320 (estimate)
• Storage Temp.: 0-6°C
• Solubility: H2O: 5.7 mg/mL
• PKA: 1.73±0.40(Predicted)
• CAS DataBase Reference: (+/-)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID(161596-62-9)
• EPA Substance Registry System: (+/-)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID(161596-62-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 161596-62-9(Hazardous Substances Data)

Usage

Description

(+/-)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID is a white to off-white powder with chemical properties that make it a potentially useful compound in various applications.

Uses

Used in Pharmaceutical Industry:
(+/-)-TRANS-AZETIDINE-2,4-DICARBOXYLIC ACID is used as a compound for inhibiting forskolin-stimulated cAMP accumulation by 33% in Chinese hamster ovary (CHO) cells expressing human mGlu2 receptors. This property suggests its potential use in the development of drugs targeting mGlu2 receptors, which are involved in various neurological and psychiatric disorders.

Biological Activity

Group I selective metabotropic glutamate receptor agonist. More potent at mGlu 5a than mGlu 1a in LLC-PKI cells and induces calcium release in CA3 pyramidal cells in vitro .

InChI:InChI=1/C5H7NO4/c7-4(8)2-1-3(6-2)5(9)10/h2-3,6H,1H2,(H,7,8)(H,9,10)/p-1/t2-,3-/m0/s1

Upstream product

• 121049-90-9 trans-1-benzylazetidine-2,4-dicarboxylic acid dimethyl ester 
• 168753-31-9 dimethyl 1-<(S)-1-phenylethyl>azetidine-2,4-dicarboxylate 
• 168647-92-5 dimethyl 1-<(S)-1-phenylethyl>azetidine-2,4-dicarboxylate 
• 121050-01-9 2,4-dibromoglutaric acid dibenzyl ester 
• 3479-80-9 α,α'-dibromoglutaric acid 
• 121050-02-0 (±)-trans-dibenzyl 2,2'-(1-benzylazetidine-2,4-diyl)diacetate 
• 121050-10-0 (2S,4R)-1-Benzyl-4-methylselanylcarbonyl-azetidine-2-carboxylic acid benzyl ester 
• 121050-02-0 cis-1-benzylazetidine-2,4-dicarboxylic acid dibenzyl ester 

Relevant articles and documents

Synthesis of optically active azetidine-2,4-dicarboxylic acid and related chiral auxiliaries for asymmetric synthesis

(S)-1-Phenylethylamine has been used as a chiral auxiliary as well as a nitrogen atom donor in the synthesis of an enantiomeric pair of azetidine-2,4-dicarboxylic acids, the absolute configuration of one of which has been assigned on the basis of the X-ra

Azetidine derivatives to treat memory and learning disorders

This invention relates to novel azetidines and derivatives thereof, as well as to pharmaceutical compositions and methods of treating memory and learning disorders. Another aspect of the invention relates to a method of utilizing the compounds and composi

Azetidine derivatives, compositions and methods of treating

This invention relates to novel azetidines and derivative thereof, as well as to pharmaceutical compositions and methods of treating memory and learning disorders. Another aspect of the invention relates to a method of utilizing the compounds and compositions as biological tools and materials for characterizing excitatory amino acid receptor systems. A further aspect of the invention relates to a method of treating PCP toxicity and abuse.