Alaproclate
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Alaproclate
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CAS No:
60719-82-6
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Formula:
C13H18ClNO2
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Chemical Name:
Alaproclate
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Synonyms:
Alanine,2-(4-chlorophenyl)-1,1-dimethylethyl ester;DL-Alanine,2-(4-chlorophenyl)-1,1-dimethylethyl ester;Alaproclate;GEA 654;(±)-Alaproclate;1-(4-Chlorophenyl)-2-methylpropan-2-yl 2-aminopropanoate;[1-(4-Chlorophenyl)-2-methylpropan-2-yl] 2-aminopropanoate;66257-19-0
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CAS No:
Description
2-aminopropanoic acid [1-(4-chlorophenyl)-2-methylpropan-2-yl] ester is an alpha-amino acid ester.|Alaproclate was developed as one of the first selective serotonin reuptake inhibitor (SSRI) antidepressants by Astra AB (now AstraZeneca) in the 1970s. Development was discontinued due to concerns over hepatotoxicity observed in animal studies. Alaproclate has also been found to act as a non-competitive NMDA receptor antagonist although without discriminative stimulus properties similar to phencyclidine.
Characteristics
52.32000
3.25180
white crystalline
1.14g/cm3
335.1ºC at 760 mmHg
156.5ºC
1.528
H2O: soluble
Drug Information
Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems. (See all compounds classified as Antidepressive Agents.)|Compounds that specifically inhibit the reuptake of serotonin in the brain. (See all compounds classified as Serotonin Uptake Inhibitors.)
2-aminopropionic acid-1-(4-chlorophenyl)-2-methyl-2-propyl ester.HCl
Computed Properties
Molecular Weight:255.74
XLogP3:2.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:255.1026065
Monoisotopic Mass:255.1026065
Topological Polar Surface Area:52.3
Heavy Atom Count:17
Complexity:260
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes