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Details

Stereochemistry RACEMIC
Molecular Formula C16H25NS.ClH
Molecular Weight 299.902
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GACYCLIDINE HYDROCHLORIDE

SMILES

Cl.C[C@H]1CCCC[C@]1(N2CCCCC2)C3=CC=CS3

InChI

InChIKey=AJPKYPDCAXFLDK-KUARMEPBSA-N
InChI=1S/C16H25NS.ClH/c1-14-8-3-4-10-16(14,15-9-7-13-18-15)17-11-5-2-6-12-17;/h7,9,13-14H,2-6,8,10-12H2,1H3;1H/t14-,16+;/m0./s1

HIDE SMILES / InChI
Gacyclidine (GK11) is a derivative of phencyclidine with neuroprotective properties. Tritiated gacyclidine and its enantiomers bind to NMDA receptors with binding parameters similar to those of other non‐competitive NMDA receptor antagonists. Beneficial effects of gacyclidine include reduction of lesion size and improvement of functional parameters after injury. In traumatic brain injury models, gacyclidine also improves behavioral parameters and neuronal survival. In an animal model of Amyotrophic lateral sclerosis (ALS), functional alteration of locomotor activity was evident and improved the survival of mice, suggesting that chronic administration of gacyclidine beginning at early symptomatic stage may be beneficial for patients with ALS. Gacyclidine has also been associated with altered mental status and end organ damage in patients.

Approval Year

Name Type Language
(±)-GACYCLIDINE HYDROCHLORIDE
Preferred Name English
GACYCLIDINE HYDROCHLORIDE
WHO-DD  
Common Name English
PIPERIDINE, 1-((1R,2S)-2-METHYL-1-(2-THIENYL)CYCLOHEXYL)-, HYDROCHLORIDE, REL-
Common Name English
GACYCLIDINE HYDROCHLORIDE, (±)-
Common Name English
Gacyclidine hydrochloride [WHO-DD]
Common Name English
PIPERIDINE, 1-((1R,2S)-2-METHYL-1-(2-THIENYL)CYCLOHEXYL)-, HYDROCHLORIDE (1:1), REL-
Common Name English
PIPERIDINE, 1-(2-METHYL-1-(2-THIENYL)CYCLOHEXYL)-, HYDROCHLORIDE, CIS-
Common Name English
Code System Code Type Description
PUBCHEM
67111961
Created by admin on Mon Mar 31 21:36:36 GMT 2025 , Edited by admin on Mon Mar 31 21:36:36 GMT 2025
PRIMARY
FDA UNII
34562OW80C
Created by admin on Mon Mar 31 21:36:36 GMT 2025 , Edited by admin on Mon Mar 31 21:36:36 GMT 2025
PRIMARY
EPA CompTox
DTXSID40157204
Created by admin on Mon Mar 31 21:36:36 GMT 2025 , Edited by admin on Mon Mar 31 21:36:36 GMT 2025
PRIMARY
CAS
131774-33-9
Created by admin on Mon Mar 31 21:36:36 GMT 2025 , Edited by admin on Mon Mar 31 21:36:36 GMT 2025
PRIMARY
SMS_ID
100000087236
Created by admin on Mon Mar 31 21:36:36 GMT 2025 , Edited by admin on Mon Mar 31 21:36:36 GMT 2025
PRIMARY
EVMPD
SUB02296MIG
Created by admin on Mon Mar 31 21:36:36 GMT 2025 , Edited by admin on Mon Mar 31 21:36:36 GMT 2025
PRIMARY