Related CAS #
77472-98-1 (free base); 80221-58-5 (HCl)
Synonym
Pipequaline Free Base; Pipequalinum; Pipequalina
IUPAC/Chemical Name
2-Phenyl-4-(2-(4-piperidyl)ethyl)quinoline
InChi Key
AMEWZCMTSIONOX-UHFFFAOYSA-N
InChi Code
InChI=1S/C22H24N2/c1-2-6-18(7-3-1)22-16-19(11-10-17-12-14-23-15-13-17)20-8-4-5-9-21(20)24-22/h1-9,16-17,23H,10-15H2
SMILES Code
C1(C2=CC=CC=C2)=NC3=CC=CC=C3C(CCC4CCNCC4)=C1
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
316.45
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: Eves FF, Curran HV, Shine P, Lader MH. The effects on memory of pipequaline, alone or in combination with diazepam. Psychopharmacology (Berl). 1988;95(3):386-9. doi: 10.1007/BF00181953. PMID: 3137626.
2: von Frenckell R, Ansseau M, Bonnet D. Evaluation of the sedative properties of PK 8165 (pipequaline), a benzodiazepine partial agonist, in normal subjects. Int Clin Psychopharmacol. 1986 Jan;1(1):24-35. doi: 10.1097/00004850-198601000-00004. PMID: 3559150.
3: Essassi D, Urien S, Zini R, Tillement JP. Pipequaline transport from blood to brain and liver: role of plasma protein-bound drug. J Pharm Pharmacol. 1989 Sep;41(9):595-600. doi: 10.1111/j.2042-7158.1989.tb06538.x. PMID: 2573702.
4: Debonnel G, de Montigny C. Pipequaline acts as a partial agonist of benzodiazepine receptors: an electrophysiological study in the hippocampus of the rat. Neuropharmacology. 1987 Sep;26(9):1337-42. doi: 10.1016/0028-3908(87)90096-7. PMID: 2823163.
5: Williams M. Anxioselective anxiolytics. J Med Chem. 1983 May;26(5):619-28. doi: 10.1021/jm00359a001. PMID: 6132997.
6: Eves FF, Lader MH. The effects of alcohol on psychological functions in normal volunteers after 8 days' treatment with pipequaline (PK 8165), diazepam or placebo. Eur J Clin Pharmacol. 1989;36(1):47-52. doi: 10.1007/BF00561022. PMID: 2917587.
7: Essassi D, Zini R, Tillement JP. Use of 1-anilino-8-naphthalene sulfonate as a fluorescent probe in the investigation of drug interactions with human alpha-1-acid glycoprotein and serum albumin. J Pharm Sci. 1990 Jan;79(1):9-13. doi: 10.1002/jps.2600790104. PMID: 2313585.
8: Essassi D, Zini R, Hamberger C, Urien S, Rougeot C, Uzan A, Tillement JP. Binding in vitro of pipequaline (45319 RP) onto plasma proteins and blood cells in man. Biochem Pharmacol. 1987 Oct 15;36(20):3501-7. doi: 10.1016/0006-2952(87)90332-7. PMID: 2890351.
9: Lan NC, Chen JS, Johnson D, Gee KW. Differential effects of 4'-chlorodiazepam on expressed human GABAA receptors. J Neurochem. 1995 Feb;64(2):684-8. doi: 10.1046/j.1471-4159.1995.64020684.x. PMID: 7830061.
10: File SE. Sedative effects of PK 9084 and PK 8165, alone and in combination with chlordiazepoxide. Br J Pharmacol. 1983 May;79(1):219-23. doi: 10.1111/j.1476-5381.1983.tb10515.x. PMID: 6871544; PMCID: PMC2044829.
