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2D Structure
Also known as: 68134-81-6, Gacyclidine [inn], 1-[(1r,2s)-2-methyl-1-thiophen-2-ylcyclohexyl]piperidine, 1-(cis-2-methyl-1-(2-thienyl)cyclohexyl)piperidine, 9290nd070r, Gk-11
Molecular Formula
C16H25NS
Molecular Weight
263.4  g/mol
InChI Key
DKFAAPPUYWQKKF-GOEBONIOSA-N
FDA UNII
9290ND070R

Gacyclidine has been used in trials studying the treatment of Tinnitus.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-[(1R,2S)-2-methyl-1-thiophen-2-ylcyclohexyl]piperidine
2.1.2 InChI
InChI=1S/C16H25NS/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/t14-,16+/m0/s1
2.1.3 InChI Key
DKFAAPPUYWQKKF-GOEBONIOSA-N
2.1.4 Canonical SMILES
CC1CCCCC1(C2=CC=CS2)N3CCCCC3
2.1.5 Isomeric SMILES
C[C@H]1CCCC[C@@]1(C2=CC=CS2)N3CCCCC3
2.2 Other Identifiers
2.2.1 UNII
9290ND070R
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Gk 11

2. Gk-11

3. Gk11

4. Methyl-2-r-(piperidine-1-)-1-(thienyl-2)1-cyclohexene

2.3.2 Depositor-Supplied Synonyms

1. 68134-81-6

2. Gacyclidine [inn]

3. 1-[(1r,2s)-2-methyl-1-thiophen-2-ylcyclohexyl]piperidine

4. 1-(cis-2-methyl-1-(2-thienyl)cyclohexyl)piperidine

5. 9290nd070r

6. Gk-11

7. Nst-001

8. Unii-9290nd070r

9. Oto-311

10. (+)-gacyclidine

11. Methyl-2-r-(piperidine-1-)-1-(thienyl-2)1-cyclohexene

12. Gacyclidine [who-dd]

13. 1-[(1r,2s)-2-methyl-1-(thiophen-2-yl)cyclohexyl]piperidine

14. Schembl397836

15. Dtxsid30218313

16. Piperidine, 1-(2-methyl-1-(2-thienyl)cyclohexyl)-, Cis-

17. Zinc4213419

18. Akos016010755

19. Db13096

20. Q13560447

21. Piperidine, 1-((1r,2s)-2-methyl-1-(2-thienyl)cyclohexyl)-, Rel-

2.4 Create Date
2005-08-09
3 Chemical and Physical Properties
Molecular Weight 263.4 g/mol
Molecular Formula C16H25NS
XLogP34.4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count2
Rotatable Bond Count2
Exact Mass263.17077098 g/mol
Monoisotopic Mass263.17077098 g/mol
Topological Polar Surface Area31.5 Ų
Heavy Atom Count18
Formal Charge0
Complexity274
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Neuroprotective Agents

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. (See all compounds classified as Neuroprotective Agents.)


Excitatory Amino Acid Antagonists

Drugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists. (See all compounds classified as Excitatory Amino Acid Antagonists.)