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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 of ALAPROCLATE HYDROCHLORIDE

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

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

Targets

PubMed

PubMed

TitleDatePubMed
Endogenous activation of serotonin-2A receptors is required for respiratory rhythm generation in vitro.
2002 Dec 15
Cocaine-induced brain activation determined by positron emission tomography neuroimaging in conscious rhesus monkeys.
2002 Jan
Serotonergic attenuation of the reinforcing and neurochemical effects of cocaine in squirrel monkeys.
2002 Mar
Affinity and specificity of N-methyl- D-aspartate channel blockers affect their ability to disrupt prepulse inhibition of acoustic startle in rats.
2003 Feb
Open space swimming test to index antidepressant activity.
2003 Jun 15
Evaluation of the phencyclidine-like discriminative stimulus effects of novel NMDA channel blockers in rats.
2003 Nov
Inhibitory actions of serotonin on glutamate release in dorsal medulla suppress systemic arterial pressure of cats.
2004 Jan 23
Serotonin reuptake inhibitors do not prevent 5,7-dihydroxytryptamine-induced depletion of serotonin in rat brain.
2004 May 8
Tamoxifen's protection against breast cancer recurrence is not reduced by concurrent use of the SSRI citalopram.
2008 Aug 19
Alpha-2 adrenergic-induced changes in rectal temperature in adult and 13-day old rats following acute and repeated desipramine administration.
2008 Oct 2
Chronic fluoxetine treatment increases daytime melatonin synthesis in the rodent.
2009
Effects of serotonergic agents on survival and hemolymph composition of the larval mosquito Aedes aegypti (Diptera: Culicidae, L.) in vivo: does serotonin regulate hemolymph acid-base homeostasis?
2009 Nov
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
  • Download
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
Created by admin on Sat Dec 16 09:49:59 GMT 2023 , Edited by admin on Sat Dec 16 09:49:59 GMT 2023
PRIMARY
PUBCHEM
11957454
Created by admin on Sat Dec 16 09:49:59 GMT 2023 , Edited by admin on Sat Dec 16 09:49:59 GMT 2023
PRIMARY
CAS
60719-83-7
Created by admin on Sat Dec 16 09:49:59 GMT 2023 , Edited by admin on Sat Dec 16 09:49:59 GMT 2023
PRIMARY
DRUG BANK
DBSALT002575
Created by admin on Sat Dec 16 09:49:59 GMT 2023 , Edited by admin on Sat Dec 16 09:49:59 GMT 2023
PRIMARY
FDA UNII
NIH506S9US
Created by admin on Sat Dec 16 09:49:59 GMT 2023 , Edited by admin on Sat Dec 16 09:49:59 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE