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MedKoo CAT#: 329820
CAS#: 23327-57-3 (HCl)
Description: Nefopam is a centrally-acting non-opioid analgesic drug. It is widely used, mainly in European countries, for the relief of moderate to severe pain as an alternative to opioid analgesic drugs. Animal studies have shown that nefopam has a potentiating (analgesic-sparing) effect on morphine and other opioids by broadening the antinociceptive action of the opioid and possibly other mechanisms, generally lowering the dose requirements of both when they are used concomitantly.
MedKoo Cat#: 329820
Name: Nefopam HCl
CAS#: 23327-57-3 (HCl)
Chemical Formula: C17H20ClNO
Molecular Weight: 289.803
Elemental Analysis: C, 70.46; H, 6.96; Cl, 12.23; N, 4.83; O, 5.52
Related CAS #: 13669-70-0 (free base) 23327-57-3 (HCl)
Synonym: Fenazoxine hydrochloride; Lenipan; Leoplexamin; Nefopam HCl; Nefopam hydrochloride; Oxadol; Pallopikeron, Brand name Acupan.
IUPAC/Chemical Name: 5-Methyl-1-phenyl-3,4,5,6-tetrahydro-1H-2,5-benzoxazocine hydrochloride
InChi Key: CNNVSINJDJNHQK-UHFFFAOYSA-N
InChi Code: InChI=1S/C17H19NO.ClH/c1-18-11-12-19-17(14-7-3-2-4-8-14)16-10-6-5-9-15(16)13-18;/h2-10,17H,11-13H2,1H3;1H
SMILES Code: CN1CCOC(C2=CC=CC=C2)C3=CC=CC=C3C1.[H]Cl
Nefopam has additional action in the prevention of shivering, which may be a side effect of other drugs used in surgery. Nefopam was significantly more effective than aspirin as an analgesic in one clinical trial, although with a greater incidence of side effects such as sweating, dizziness and nausea, especially at higher doses. Nefopam is around a third to half the potency and slightly less effective as an analgesic compared to morphine, or oxycodone, but tends to produce fewer side effects, does not produce respiratory depression, and has much less abuse potential, and so is useful either as an alternative to opioids, or as an adjunctive treatment for use alongside opioid(s) or other analgesics. Nefopam is also used to treat severe hiccups.
1: Girard P, Chauvin M, Verleye M. Nefopam analgesia and its role in multimodal analgesia: A review of preclinical and clinical studies. Clin Exp Pharmacol Physiol. 2016 Jan;43(1):3-12. doi: 10.1111/1440-1681.12506. Review. PubMed PMID: 26475417.
2: Kim KH, Abdi S. Rediscovery of nefopam for the treatment of neuropathic pain. Korean J Pain. 2014 Apr;27(2):103-11. doi: 10.3344/kjp.2014.27.2.103. Epub 2014 Mar 28. Review. PubMed PMID: 24748937; PubMed Central PMCID: PMC3990817.
3: Kakkar M, Derry S, Moore RA, McQuay HJ. Single dose oral nefopam for acute postoperative pain in adults. Cochrane Database Syst Rev. 2009 Jul 8;(3):CD007442. doi: 10.1002/14651858.CD007442.pub2. Review. PubMed PMID: 19588431; PubMed Central PMCID: PMC4170989.
4: Evans MS, Lysakowski C, Tramèr MR. Nefopam for the prevention of postoperative pain: quantitative systematic review. Br J Anaesth. 2008 Nov;101(5):610-7. doi: 10.1093/bja/aen267. Epub 2008 Sep 15. Review. PubMed PMID: 18796441.
5: Tracqui A, Berthelon L, Ludes B. Fatal overdosage with nefopam (Acupan). J Anal Toxicol. 2002 May-Jun;26(4):239-43. Review. PubMed PMID: 12054367.
6: Bilotta F, Pietropaoli P, Rosa G. Nefopam for refractory postoperative hiccups. Anesth Analg. 2001 Nov;93(5):1358-60. Review. PubMed PMID: 11682430.
7: Heel RC, Brogden RN, Pakes GE, Speight TM, Avery GS. Nefopam: a review of its pharmacological properties and therapeutic efficacy. Drugs. 1980 Apr;19(4):249-67. Review. PubMed PMID: 6991238.