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

Details

Stereochemistry ACHIRAL
Molecular Formula C19H20FN3
Molecular Weight 309.3806
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GEVOTROLINE

SMILES

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

InChI

InChIKey=RZXHTPCHKSYGIB-UHFFFAOYSA-N
InChI=1S/C19H20FN3/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

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

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 17:24:50 GMT 2023
Edited
by admin
on Fri Dec 15 17:24:50 GMT 2023
Record UNII
7SZ6A2091Q
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GEVOTROLINE
INN  
INN  
Official Name English
8-FLUORO-2,3,4,5-TETRAHYDRO-2-(3-(3-PYRIDYL)PROPYL)-1H-PYRIDO(4,3-B)INDOLE
Systematic Name English
gevotroline [INN]
Common Name English
1H-PYRIDO(4,3-B)INDOLE, 8-FLUORO-2,3,4,5-TETRAHYDRO-2-(3-(3-PYRIDINYL)PROPYL)-
Systematic Name English
Code System Code Type Description
WIKIPEDIA
Gevotroline
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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SMS_ID
100000080416
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
PRIMARY
FDA UNII
7SZ6A2091Q
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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ChEMBL
CHEMBL51910
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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INN
6427
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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NCI_THESAURUS
C167045
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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MESH
C069280
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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CAS
107266-06-8
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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EPA CompTox
DTXSID00147989
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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EVMPD
SUB07903MIG
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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CHEBI
142391
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
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PUBCHEM
60547
Created by admin on Fri Dec 15 17:24:50 GMT 2023 , Edited by admin on Fri Dec 15 17:24:50 GMT 2023
PRIMARY
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SALT/SOLVATE -> PARENT
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ACTIVE MOIETY