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MedKoo Cat#: 412946 | Name: Ciramadol (free base)

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ciramadol (free base) is an opioid analgesic that was developed in the late 1970s and is related to phencyclidine, tramadol, tapentadol and venlafaxine. It is a mixed agonist-antagonist for the μ-opioid receptor with relatively low abuse potential and a ceiling on respiratory depression which makes it a relatively safe drug.

Chemical Structure

Ciramadol (free base)
Ciramadol (free base)
CAS#51356-59-3 (free base)

Theoretical Analysis

MedKoo Cat#: 412946

Name: Ciramadol (free base)

CAS#: 51356-59-3 (free base)

Chemical Formula: C15H23NO2

Exact Mass: 249.1729

Molecular Weight: 249.35

Elemental Analysis: C, 72.25; H, 9.30; N, 5.62; O, 12.83

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
51356-59-3 (free base) 63323-46-6 (HCl)
Synonym
Ciramadol (free base)
IUPAC/Chemical Name
3-((Dimethylamino)(2-hydroxycyclohexyl)methyl)phenol
InChi Key
UVTLONZTPXCUPU-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H23NO2/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
SMILES Code
CN(C(c1cc(O)ccc1)C2CCCCC2O)C
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 249.35 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.

Recalculate based on batch purity %
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.