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

Details

Stereochemistry ACHIRAL
Molecular Formula C19H20FN3.ClH
Molecular Weight 345.842
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GEVOTROLINE HYDROCHLORIDE

SMILES

Cl.FC1=CC2=C(NC3=C2CN(CCCC4=CN=CC=C4)CC3)C=C1

InChI

InChIKey=KJROJWRPNPSEGV-UHFFFAOYSA-N
InChI=1S/C19H20FN3.ClH/c20-15-5-6-18-16(11-15)17-13-23(10-7-19(17)22-18)9-2-4-14-3-1-8-21-12-14;/h1,3,5-6,8,11-12,22H,2,4,7,9-10,13H2;1H

HIDE SMILES / InChI

Molecular Formula C19H20FN3
Molecular Weight 309.3806
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

Gevotroline (WY 47,384) is an atypical antipsychotic compound, which was developed for use in the treatment of schizophrenia. Gevotroline has some clinical efficacy, and equal affinity for D2 (dopamine) and 5-HT2 (serotonin) receptors. Gevotroline was also found to have affinity for sigma receptors, which are thought to be involved in certain neuropsychiatric disorders (because of their ability to regulate the hypothalamic-pituitary-adrenal axis), explaining the interest in this compound for therapeutic use in schizophrenia. Gevoltrine is thought to increase activity in the hypothalamic-pituitary-adrenal axis to elevate levels of corticosterone in plasma. Gevotroline is well tolerated and phase II clinical trials have been conducted, but the compound was never marketed.

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:40:34 GMT 2023
Edited
by admin
on Fri Dec 15 15:40:34 GMT 2023
Record UNII
DX31OJ4I9G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GEVOTROLINE HYDROCHLORIDE
USAN  
USAN  
Official Name English
GEVOTROLINE HCL
Common Name English
8-Fluoro-2,3,4,5-tetrahydro-2-[3-(3-pyridyl)propyl]-1H-pyrido[4,3-b]indole monohydrochloride
Systematic Name English
GEVOTROLINE HYDROCHLORIDE [USAN]
Common Name English
WY-47384
Code English
1H-PYRIDO(4,3-B)INDOLE, 8-FLUORO-2,3,4,5-TETRAHYDRO-2-(3-(3-PYRIDINYL)PROPYL)-, MONOHYDROCHLORIDE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID40149967
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
CAS
112243-58-0
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
PUBCHEM
60546
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
CHEBI
142391
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
FDA UNII
DX31OJ4I9G
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
MESH
C069280
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
NCI_THESAURUS
C170026
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
USAN
AA-36
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
ChEMBL
CHEMBL51910
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
CHEBI
141549
Created by admin on Fri Dec 15 15:40:34 GMT 2023 , Edited by admin on Fri Dec 15 15:40:34 GMT 2023
PRIMARY
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