Levomethorphan

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Structural formula
Structure of levametorphan
General
Non-proprietary name Levomethorphan
other names

(-) - 3-Methoxy-17-methylmorphinan ( IUPAC )

Molecular formula C 18 H 25 NO
Brief description

white or almost white crystalline powder

External identifiers / databases
CAS number
EC number 204-751-7
ECHA InfoCard 100.004.320
PubChem 5362449
ChemSpider 4642423
Wikidata Q60998690
Drug information
Drug class

Opioid - analgesic

properties
Molar mass 271,40 g · mol -1
Physical state

firmly

Melting point

101-111 ° C

solubility

Easily soluble in carbon trichloride and soluble in water

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 302
P: 264-270-301 + 312-330-501
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Levomethorphan is a fully synthetic opioid and the methyl ether of levorphanol . It belongs to the non-marketable narcotics. It has analgesic ( analgesic ) and antitussive effect. Its enantiomer, dextromethorphan, is contained in many cough suppressants ( antitussives ) due to its cough suppressant effect , but it does not have any pain relieving properties.

Extraction and presentation

Levomethorphan is produced fully synthetically. For example by reacting phenyltrimethylammonium hydroxide with (-) - 3-hydroxy- N -methylmorphinan in toluene .

Individual evidence

  1. a b c Franz v. Bruchhausen, G. Dannhardt, Siegfried Ebel, August Wilhelm Frahm, Eberhard Hackenthal, Ulrike wooden grave: Hager's Handbook of Pharmaceutical Practice Volume 8: substances E-O . Springer-Verlag, 2013, ISBN 978-3-642-57994-3 , pp. 722 ( limited preview in Google Book search).
  2. a b c Entry on levomethorphan. In: Römpp Online . Georg Thieme Verlag, accessed on July 4, 2016.
  3. a b sheet levomethorphan at Cerilliant , accessed on July 6, 2016 (PDF).
  4. ^ W. Lowry: Forensic Toxicology: Controlled Substances and Dangerous Drugs . Springer Science & Business Media, 2012, ISBN 978-1-4684-3444-6 ( books.google.com ).
  5. ^ A b William Brown, Christopher Foote, Brent Iverson, Eric Anslyn: Organic Chemistry . 5th edition. Cengage Learning, Belmont, CA 2008, ISBN 0-495-38857-2 , pp. 875 ( limited preview in Google Book search).
  6. ^ William Brown, Christopher Foote, Brent Iverson, Eric Anslyn: Study Guide with Student Solutions Manual . Cengage Learning, 2011, ISBN 978-1-111-42681-1 ( books.google.com ).