Gacyclidine
Basic information
- CAS
68134-81-6- Standard SMILES
C[C@H]1CCCC[C@@]1(c1cccs1)N1CCCCC1- InChIKey
DKFAAPPUYWQKKF-GOEBONIOSA-N- Molecular formula
- C16H25NS
- Average molar mass
- 263.4 g/mol
- Monoisotopic mass
- 263.17077098
Overview
Gacyclidine has been used in trials studying the treatment of Tinnitus.
Names & identifiers
- Preferred name
- Gacyclidine
- IUPAC
- 1-[(1R,2S)-2-methyl-1-thiophen-2-ylcyclohexyl]piperidine
- English name
- Gacyclidine
- Molecular formula
- C16H25NS
- Molecular weight
- 263.44
Names & synonyms
Gacyclidine68134-81-6GK-111-((1R,2S)-2-Methyl-1-(thiophen-2-yl)cyclohexyl)piperidine9290ND070RMethyl-2-R-(piperidine-1-)-1-(thienyl-2)1-cyclohexeneDTXSID30218313NST-001Piperidine, 1-(2-methyl-1-(2-thienyl)cyclohexyl)-, cis-1-[(1R,2S)-2-methyl-1-(thiophen-2-yl)cyclohexyl]piperidinegaciclidinagacyclidinum
Show more names
OTO311OTO-311OTO 3111-[1-(2-Thienyl)-2α-methylcyclohexan-1α-yl]piperidine1-[(1S,2R)-2-methyl-1-thiophen-2-ylcyclohexyl]piperidine1-[(1R)-1-(2-Thienyl)-2β-methylcyclohexan-1β-yl]piperidinePiperidine, 1-[(1R,2S)-2-methyl-1-(2-thienyl)cyclohexyl]-, rel-
GK11RefChem:142050DTXCID50140804Gacyclidine [INN]1-[(1R,2S)-2-methyl-1-thiophen-2-ylcyclohexyl]piperidine1-(cis-2-Methyl-1-(2-thienyl)cyclohexyl)piperidineGK 11GACYCLIDINE HYDROCHLORIDE (1R, 2S)
Database identifiers
- CAS
68134-81-6- PubChem CID
- 176265
- DTXSID
DTXSID30218313- ChEMBL
CHEMBL3989791- UNII
- 9290ND070R
- Nikkaji
- J392.819E
Properties
Computed structural properties
- XLogP
- 4.4
- Topological polar surface area
- 31.5 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 2
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 274
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
LogP7.29
Physicochemical properties
- Melting point
- 80 · 80-81 °C(Solv: hexane (110-54-3); ethyl ether (60-29-7))
- Boiling point
- 352.5 · 352.5±17.0 °C(Predicted)
- Density
- 1.054 · 1.054±0.06 g/cm3(Predicted)
- pka
- 8.56 · 8.56±0.20(Predicted)
- FDA UNII
- 9290 ND070R · 9290ND070R
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 302 · H302-H315-H319-H335
- Precautionary statements
- 280 · P280-P305+P351+P338
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H302-H315-H319-H335
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists.
Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.
Applications
UsesGacyclidine, a non competitive N-methyl-D-aspartate (NMDA) antagonist, can be used in the study of spinal cord injuries[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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