Synonym
Ciramadol hydrochloride; WY15705 hydrochloride; WY-15705 hydrochloride; WY 15705 hydrochloride
IUPAC/Chemical Name
Phenol, 3-((dimethylamino)(2-hydroxycyclohexyl)methyl)-, hydrochloride, (1R-(1alpha(R*),2alpha))- (-)-
InChi Key
XBNIHQOJYIOGEU-YJCHVBGGSA-N
InChi Code
InChI=1S/C15H23NO2.ClH/c1-16(2)15(11-6-5-7-12(17)10-11)13-8-3-4-9-14(13)18;/h5-7,10,13-15,17-18H,3-4,8-9H2,1-2H3;1H/t13?,14-,15-;/m1./s1
SMILES Code
OC1=CC=CC([C@@H](N(C)C)C2[C@H](O)CCCC2)=C1.[H]Cl
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
285.81
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: Reines HD, Hunt P, Rambo W, Loadholt CB. Oral ciramadol: a new analgesic for postoperative pain. J Clin Pharmacol. 1986 Feb;26(2):111-4. doi: 10.1002/j.1552-4604.1986.tb02917.x. PMID: 3753988.
2: Meacham RH Jr, Sisenwine SF, Liu AL, Kick CJ, Barinov I, Ruelius HW. Inhibition of ciramadol glucuronidation by benzodiazepines. Drug Metab Dispos. 1986 Jul-Aug;14(4):430-6. PMID: 2873990.
3: Stambaugh JE Jr, McAdams J. Comparison of the analgesic efficacy and safety oral ciramadol, codeine, and placebo in patients with chronic cancer pain. J Clin Pharmacol. 1987 Feb;27(2):162-6. doi: 10.1002/j.1552-4604.1987.tb02178.x. PMID: 3680568.
4: Preston KL, Bigelow GE, Liebson IA. Comparative evaluation of morphine, pentazocine and ciramadol in postaddicts. J Pharmacol Exp Ther. 1987 Mar;240(3):900-10. PMID: 3559982.
5: Hoyumpa AM, Brown MW, Johnson R, Troxell R, Snowdy P, Schenker S. Effects of liver disease on the disposition of ciramadol in humans. J Clin Pharmacol. 1989 Mar;29(3):217-24. doi: 10.1002/j.1552-4604.1989.tb03316.x. PMID: 2723108.
6: Rothbard RL, Schreiner BF, Yu PN. Hemodynamic and respiratory effects of dezocine, ciramadol, and morphine. Clin Pharmacol Ther. 1985 Jul;38(1):84-8. doi: 10.1038/clpt.1985.139. PMID: 3839174.
7: Haskins JT, Moyer JA, Muth EA, Sigg EB. DMI, Wy-45,030, Wy-45,881 and ciramadol inhibit locus coeruleus neuronal activity. Eur J Pharmacol. 1985 Sep 24;115(2-3):139-46. doi: 10.1016/0014-2999(85)90684-3. PMID: 2998818.
8: Lasagna L, Calimlim JF. Oral ciramadol in the treatment of postoperative pain. Clin Pharmacol Ther. 1985 Aug;38(2):176-82. doi: 10.1038/clpt.1985.155. PMID: 3839446.
9: Camu F, Heytens L, Claeys MA. Ciramadol as analgesic adjunct to anesthesia in short surgical procedures. Acta Anaesthesiol Belg. 1985 Dec;36(4):381-9. PMID: 3938175.
10: Downing JW, Brock-Utne JG, Holloway AM. Ciramadol--a new synthetic analgesic. A double-blind comparison with oral codeine for postoperative pain relief. S Afr Med J. 1983 Dec 10;64(25):978-82. PMID: 6359486.
