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

Molecular Formula	C13H18ClNO2
Molecular Weight	255.741
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Serotonergic attenuation of the reinforcing and neurochemical effects of cocaine in squirrel monkeys.	2002 Mar	11861788
Open space swimming test to index antidepressant activity.	2003 Jun 15	12788500
Chronic fluoxetine treatment increases daytime melatonin synthesis in the rodent.	2009	22291481

Patents

Substance Class	Chemical Created by `admin` on `Sat Dec 16 09:49:59 GMT 2023` Edited by `admin` on `Sat Dec 16 09:49:59 GMT 2023`
Record UNII	NIH506S9US
Record Status	`Validated (UNII)`
Record Version

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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