ALAPROCLATE HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C13H18ClNO2.ClH
Molecular Weight	292.201
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CC(N)C(=O)OC(C)(C)CC1=CC=C(Cl)C=C1

InChI

InChIKey=OPAKSOWFKIUFNP-UHFFFAOYSA-N

InChI=1S/C13H18ClNO2.ClH/c1-9(15)12(16)17-13(2,3)8-10-4-6-11(14)7-5-10;/h4-7,9H,8,15H2,1-3H3;1H

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6205120 | https://www.ncbi.nlm.nih.gov/pubmed/7936117 | https://www.ncbi.nlm.nih.gov/pubmed/3883697 | https://www.ncbi.nlm.nih.gov/pubmed/6433393/

Alaproclate is a selective 5-HT uptake inhibitor. Alaproclate enantiomers block potassium and NMDA receptor currents in a stereoselective manner. Alaproclate was practically devoid of action on a number of receptors as examined in binding studies in vitro: 5-HT, histamine-H1, alpha 1, -alpha 2-adrenergic and dopamine D2 receptors. Alaproclate was investigated in trials for the treatment of depression and dementia.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Glutamate NMDA receptor 46 Target ID: CHEMBL1907608 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7996440 \| https://www.ncbi.nlm.nih.gov/pubmed/12851738	Antagonist 2778		0.3 µM [IC50]
serotonin uptake 20 Target ID: GO:0051610 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7996440	Inhibitor 8297

PubMed

Title	Date	PubMed
Serotonin reuptake inhibitors do not prevent 5,7-dihydroxytryptamine-induced depletion of serotonin in rat brain.	2004 May 8	15064132

Patents

Name

Type

Language

ALAPROCLATE HYDROCHLORIDE

Common Name

English

ALANINE, 2-(4-CHLOROPHENYL)-1,1-DIMETHYLETHYL ESTER, HYDROCHLORIDE (1:1)

Systematic Name

English

DL-ALANINE, 2-(4-CHLOROPHENYL)-1,1-DIMETHYLETHYL ESTER, HYDROCHLORIDE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID80976158