Cinnamedrine

Cinnamedrine (INN, USAN), also known as N-cinnamylephedrine, is a sympathomimetic drug with similar effects relative to those of ephedrine.[1][2] It also has some local anesthetic activity.[2] Cinnamedrine was previously used, in combination with analgesics, as an antispasmodic to treat dysmenorrhea in the over-the-counter drug Midol in the 1980s.[2][3] There is a case report of the drug being abused as a psychostimulant.[4]

Cinnamedrine
Names
IUPAC name
2-[Methyl-[(E)-3-phenylprop-2-enyl]amino]-1-phenylpropan-1-ol
Identifiers
CAS Number
ChEMBL
ChemSpider
ECHA InfoCard 100.001.838
PubChem CID
UNII
InChI
  • InChI=1S/C19H23NO/c1-16(19(21)18-13-7-4-8-14-18)20(2)15-9-12-17-10-5-3-6-11-17/h3-14,16,19,21H,15H2,1-2H3/b12-9+
    Key: YMJMZFPZRVMNCH-FMIVXFBMSA-N
Properties
Chemical formula
C19H23NO
Molar mass 281.399 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

References

  1. J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 279–. ISBN 978-1-4757-2085-3.
  2. I.K. Morton; Judith M. Hall (6 December 2012). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 77–. ISBN 978-94-011-4439-1.
  3. William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia, 3rd Edition. Elsevier. pp. 1027–. ISBN 978-0-8155-1856-3.
  4. Fellows KW, Giannini AJ (1983). "Cinnamedrine: potential for abuse". J. Toxicol. Clin. Toxicol. 20 (1): 93–9. PMID 6887304.


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