Related CAS #
79201-85-7 (free base); 74685-16-8 (HCl)
Synonym
Picenadol Free Base; Picenadolum
IUPAC/Chemical Name
Phenol, 3-(1,3-dimethyl-4-propyl-4-piperidinyl)-, trans-(+-)-
InChi Key
RTOHPIRUUAKHOZ-BBRMVZONSA-N
InChi Code
InChI=1S/C16H25NO/c1-4-8-16(9-10-17(3)12-13(16)2)14-6-5-7-15(18)11-14/h5-7,11,13,18H,4,8-10,12H2,1-3H3/t13-,16-/m0/s1
SMILES Code
OC1=CC=CC([C@]2(CCC)[C@@H](C)CN(C)CC2)=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
247.38
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: Zimmerman DM, Smits SE, Hynes MD, Cantrell BE, Leander JD, Mendelsohn LG, Nickander R. Picenadol. Drug Alcohol Depend. 1985 Feb;14(3-4):381-401. doi: 10.1016/0376-8716(85)90069-9. PMID: 2986931.
2: Brunelle RL, Goldstein DJ, George RE, Zimmerman DM. Intramuscular picenadol in patients with postoperative pain. Br J Clin Pharmacol. 1993 Oct;36(4):351-5. doi: 10.1111/j.1365-2125.1993.tb00375.x. PMID: 12959314; PMCID: PMC1364689.
3: Goldstein DJ, Brunelle RL, George RE, Cooper SA, Desjardins PJ, Gaston GW, Jeffers GE, Gallegos LT, Reynolds DC. Picenadol in a large multicenter dental pain study. Pharmacotherapy. 1994 Jan-Feb;14(1):54-9. doi: 10.1002/j.1875-9114.1994.tb02789.x. PMID: 8159602.
4: Franz PM, Anliker SL, Callaghan JT, DeSante KA, Dhahir PH, Nelson RL, Rubin A. Disposition in humans of racemic picenadol, an opioid analgesic. Drug Metab Dispos. 1990 Nov-Dec;18(6):968-73. PMID: 1981546.
5: Carter RB, Dykstra LA. Effects of picenadol (LY150720) and its stereoisomers on electric shock titration in the squirrel monkey. J Pharmacol Exp Ther. 1985 Aug;234(2):299-306. PMID: 4020674.
6: Sherline DM. Picenadol (LY 150720) compared with meperidine and placebo for relief of post-cesarean section pain: a randomized double-blind study. Am J Obstet Gynecol. 1983 Oct 15;147(4):404-6. doi: 10.1016/s0002-9378(16)32234-7. PMID: 6624809.
7: Leander JD, Zimmerman DM. Effects of picenadol and its agonist and antagonist isomers on schedule-controlled behavior. J Pharmacol Exp Ther. 1983 Dec;227(3):671-5. PMID: 6655562.
8: Froimowitz M, Cody V. Absolute configurations and conformations of the opioid agonist and antagonist enantiomers of picenadol. Chirality. 1995;7(7):518-25. doi: 10.1002/chir.530070705. Erratum in: Chirality 1996;8(4):352. PMID: 7495643.
9: Carter RB, Dykstra LA. Effects of LY150720 (picenadol), a novel mixed-action opioid, on schedule-controlled responding in the squirrel monkey. Pharmacol Biochem Behav. 1984 Nov;21(5):779-86. doi: 10.1016/s0091-3057(84)80019-2. PMID: 6514768.
10: Carter RB, Dykstra LA. Quantitative analysis of the interaction between the agonist and antagonist isomers of picenadol (LY150720) on electric shock titration in the squirrel monkey. Eur J Pharmacol. 1984 Nov 27;106(3):469-76. doi: 10.1016/0014-2999(84)90050-5. PMID: 6519173.
