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Details

Stereochemistry RACEMIC
Molecular Formula C18H19N4O2.Cl
Molecular Weight 358.822
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MESOCARB HYDROCHLORIDE

SMILES

[Cl-].CC(CC1=CC=CC=C1)[N+]2=NOC(NC(=O)NC3=CC=CC=C3)=C2

InChI

InChIKey=XRBSKWQSGQWVKG-UHFFFAOYSA-N
InChI=1S/C18H18N4O2.ClH/c1-14(12-15-8-4-2-5-9-15)22-13-17(24-21-22)20-18(23)19-16-10-6-3-7-11-16;/h2-11,13-14H,12H2,1H3,(H-,19,20,21,23);1H

HIDE SMILES / InChI

Molecular Formula C18H19N4O2
Molecular Weight 323.3691
Charge 1
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

Mesocarb (sydnocarb or 3-(beta-phenylisopropyl)-N-phenylcarbamoylsydnonimine) is a psychomotor stimulant N-alkylated amphetamine derivative. Mesocarb is a selective inhibitor of dopamine uptake, it potently blocks dopamine transporter. It is very likely that mesocarb is being used by drug addicts. Mesocarb is included in the World Anti-Doping Agency’s list of substances and methods that are prohibited in sports. It is used in Russia for the treatment of a variety of neuropsychiatric comorbidities.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: Q01959
Gene ID: 6531.0
Gene Symbol: SLC6A3
Target Organism: Homo sapiens (Human)
8.3 nM [Ki]
PubMed

PubMed

TitleDatePubMed
Behavioral, toxic, and neurochemical effects of sydnocarb, a novel psychomotor stimulant: comparisons with methamphetamine.
1999 Mar
Characterization of pharmacological and wake-promoting properties of the dopaminergic stimulant sydnocarb in rats.
2011 May
Patents

Sample Use Guides

The drug is administered orally, before meals, 1-2 times a day in the first half of the day. Adults: initial dose of 0.005 g / day; if necessary - up to 0,015-0,05 g / day; maintenance dose - 0.005-0.01 g / day, the highest single dose - 0.075 g, daily - 0.15 g
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:20:28 GMT 2023
Edited
by admin
on Sat Dec 16 10:20:28 GMT 2023
Record UNII
9TH184G0MY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MESOCARB HYDROCHLORIDE
Common Name English
1,2,3-OXADIAZOLIUM, 3-(1-METHYL-2-PHENYLETHYL)-5-(((PHENYLAMINO)CARBONYL)AMINO)-, CHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
FDA UNII
9TH184G0MY
Created by admin on Sat Dec 16 10:20:28 GMT 2023 , Edited by admin on Sat Dec 16 10:20:28 GMT 2023
PRIMARY
PUBCHEM
112500475
Created by admin on Sat Dec 16 10:20:28 GMT 2023 , Edited by admin on Sat Dec 16 10:20:28 GMT 2023
PRIMARY
CAS
117015-72-2
Created by admin on Sat Dec 16 10:20:28 GMT 2023 , Edited by admin on Sat Dec 16 10:20:28 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY