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Details

Stereochemistry ACHIRAL
Molecular Formula C20H24N2OS
Molecular Weight 340.482
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CINANSERIN

SMILES

CN(C)CCCSC1=C(NC(=O)\C=C\C2=CC=CC=C2)C=CC=C1

InChI

InChIKey=RSUVYMGADVXGOU-BUHFOSPRSA-N
InChI=1S/C20H24N2OS/c1-22(2)15-8-16-24-19-12-7-6-11-18(19)21-20(23)14-13-17-9-4-3-5-10-17/h3-7,9-14H,8,15-16H2,1-2H3,(H,21,23)/b14-13+

HIDE SMILES / InChI

Molecular Formula C20H24N2OS
Molecular Weight 340.482
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

Description

Cinanserin is a 5-hydroxytryptamine receptor antagonist; it shows a low affinity to 5-HT2b binding sites and a 4-to 10-fold lower affinity to 5-HT2c receptor binding sites than for 5-HT2a sites. Nevertheless, at concentrations normally used 5-HT2c receptor blocking effects are still likely. Experiments on animal have shown that intravenous administration of cinanserin significantly reduces systemic burn edema and leukocyte-endothelial interactions.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct

PubMed

Sample Use Guides

In Vivo Use Guide
in rats: bolus (5 mg/kg body weight)
Route of Administration: Intravenous
In Vitro Use Guide
Binding of both cinanserin and its hydrochloride to bacterially expressed 3C-like proteinase (3CLpro) of syndrome-associated coronavirus (SARS-CoV) and the related human coronavirus 229E (HCoV-229E) was demonstrated by surface plasmon resonance technology. The antiviral activity of cinanserin was further evaluated in tissue culture assays, namely, a replicon system based on HCoV-229E and quantitative test assays with infectious SARS-CoV and HCoV-229E. The level of virus RNA and infectious particles was reduced by up to 4 log units, with IC50 values ranging from 19 to 34 microM.
Substance Class Chemical
Record UNII
KI6J9OY7A3
Record Status Validated (UNII)
Record Version