U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C19H21ClN2S
Molecular Weight 344.901
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CLOROTEPINE

SMILES

CN1CCN(CC1)C2CC3=CC=CC=C3SC4=C2C=C(Cl)C=C4

InChI

InChIKey=XRYLGRGAWQSVQW-UHFFFAOYSA-N
InChI=1S/C19H21ClN2S/c1-21-8-10-22(11-9-21)17-12-14-4-2-3-5-18(14)23-19-7-6-15(20)13-16(17)19/h2-7,13,17H,8-12H2,1H3

HIDE SMILES / InChI

Molecular Formula C19H21ClN2S
Molecular Weight 344.901
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

Clorotepine (aka octoclothepin or octoclothepine) is an antipsychotic from the tricyclic group derived from perathiepin. It was originally developed in 1965 and marketed in the Czech Republic by Spofa in or around 1971 for the treatment of schizophrenic psychosis. Clorotepine has a high affinity for the dopamine (D1, D2, D3, D4), receptors the serotonin 5-HT (2A, 2B, 2C, 6, 7) receptors, the alpha-adrenergic receptors (1A, 1B, 1D), and the histamine H1 receptors. In most instances, it acts as an antagonist (or inverse agonist). Clorotepine will also block the reuptake of norepinephrine by inhibiting the norepinephrine transporter.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
0.57 nM [IC50]
0.18 nM [IC50]
2.2 nM [IC50]
2.4 nM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Clotepin
Primary
Clotepin
Primary
Clotepin

PubMed

Sample Use Guides

In Vivo Use Guide
Clorotepin is provided in doses up to 2 mg.
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
E65W20MU7A
Record Status Validated (UNII)
Record Version