Ciramadol

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Ciramadol
Ciramadol.svg
Systematic (IUPAC) name
3-{(R)-Dimethylamino-[(1R,2R)-2-hydroxycyclohexyl]}methyl]phenol
Clinical data
Legal status
?
Routes Oral
Identifiers
CAS number 63269-31-8 YesY
ATC code None
PubChem CID 44463
ChemSpider 40461 YesY
UNII 9NQ109OW0G YesY
KEGG D03523 YesY
ChEMBL CHEMBL2104132
Synonyms Ciramadol, WY-15705
Chemical data
Formula C15H23NO2 
Mol. mass 249.349 g/mol
 YesY (what is this?)  (verify)

Ciramadol (WY-15,705) is an opioid analgesic that was developed in the late 1970s[1] and is related to phencyclidine, tramadol, tapentadol and venlafaxine.[2] It is a mixed agonist-antagonist for the μ-opioid receptor with relatively low abuse potential[3] and a ceiling on respiratory depression[4] which makes it a relatively safe drug. It has a slightly higher potency and effectiveness as an analgesic than codeine,[5] but is weaker than morphine.[6] Other side effects include sedation and nausea but these are generally less severe than with other similar drugs.[7]

See also[edit]

References[edit]

  1. ^ US Patent 3928626 - Benzylamine Analgesics
  2. ^ Cochrane AD, Bell R, Sullivan JR, Shaw J. Ciramadol. A new analgesic. Medical Journal of Australia. 1979 Nov 3;2(9):501-2.
  3. ^ Preston KL, Bigelow GE, Liebson IA. Comparative evaluation of morphine, pentazocine and ciramadol in postaddicts. Journal of Pharmacology and Experimental Therapeutics. 1987 Mar;240(3):900-10.
  4. ^ Romagnoli A, Keats AS. Low ceiling respiratory depression by ciramadol. International Journal of Clinical Pharmacology Research. 1986;6(6):451-5.
  5. ^ Downing JW, Brock-Utne JG, Holloway AM. Ciramadol - a new synthetic analgesic. A double-blind comparison with oral codeine for postoperative pain relief. South African Medical Journal. 1983 Dec 10;64(25):978-82.
  6. ^ Powell WF. A double-blind comparison of multiple intramuscular doses of ciramadol, morphine, and placebo for the treatment of postoperative pain. Anesthesia and Analgesia. 1985 Nov;64(11):1101-7.
  7. ^ Stambaugh JE Jr, McAdams J. Comparison of the analgesic efficacy and safety oral ciramadol, codeine, and placebo in patients with chronic cancer pain. Journal of Clinical Pharmacology. 1987 Feb;27(2):162-6.