Synonym
(+/-)-Gacyclidine hydrochloride; Gacyclidine hydrochloride; Gacyclidine HCl
IUPAC/Chemical Name
Piperidine, 1-(2-methyl-1-(2-thienyl)cyclohexyl)-, hydrochloride, cis-
InChi Key
AJPKYPDCAXFLDK-KUARMEPBSA-N
InChi Code
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
SMILES Code
Cl.C[C@H]1CCCC[C@]1(N2CCCCC2)c3cccs3
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
299.90
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Chenoweth JA, Gerona RR, Ford JB, Sutter ME, Rose JS, Albertson TE, Clarke SO, Owen KP. Altered mental status and end organ damage associated with the use of gacyclidine: a case series. J Med Toxicol. 2015 Mar;11(1):115-20. doi: 10.1007/s13181-014-0415-2. PubMed PMID: 25048606; PubMed Central PMCID: PMC4371039.
2: Wenzel GI, Warnecke A, Stöver T, Lenarz T. Effects of extracochlear gacyclidine perfusion on tinnitus in humans: a case series. Eur Arch Otorhinolaryngol. 2010 May;267(5):691-9. doi: 10.1007/s00405-009-1126-1. PubMed PMID: 19847455.
3: Gerber YN, Privat A, Perrin FE. Gacyclidine improves the survival and reduces motor deficits in a mouse model of amyotrophic lateral sclerosis. Front Cell Neurosci. 2013 Dec 27;7:280. doi: 10.3389/fncel.2013.00280. PubMed PMID: 24409117; PubMed Central PMCID: PMC3873512.
4: Hoizey G, Kaltenbach ML, Dukic S, Lamiable D, Millart H, D'Arbigny P, Vistelle R. Pharmacokinetics of gacyclidine enantiomers in plasma and spinal cord after single enantiomer administration in rats. Int J Pharm. 2001 Oct 23;229(1-2):147-53. PubMed PMID: 11604267.
5: Hirbec H, Gaviria M, Vignon J. Gacyclidine: a new neuroprotective agent acting at the N-methyl-D-aspartate receptor. CNS Drug Rev. 2001 Summer;7(2):172-98. Review. PubMed PMID: 11474423.
