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Gacyclidine

Gacyclidine

Synopsis, Chemistry

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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

Gacyclidine

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 Formula	C₁₆H₂₅NS
Molecular Weight	263.4 g/mol
XLogP3	4.4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	2
Rotatable Bond Count	2
Exact Mass	263.17077098 g/mol
Monoisotopic Mass	263.17077098 g/mol
Topological Polar Surface Area	31.5 Å²
Heavy Atom Count	18
Formal Charge	0
Complexity	274
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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.)