Levomethorphan

Structural formula
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
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 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

↑ ^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).
↑ ^a ^b ^c Entry on levomethorphan. In: Römpp Online . Georg Thieme Verlag, accessed on July 4, 2016.
↑ ^a ^b sheet levomethorphan at Cerilliant , accessed on July 6, 2016 (PDF).
^ W. Lowry: Forensic Toxicology: Controlled Substances and Dangerous Drugs . Springer Science & Business Media, 2012, ISBN 978-1-4684-3444-6 ( books.google.com ).
^ ^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).
^ 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 ).

[Franz_v._Bruchhausen,_G._Dannhardt,_Siegfried_Ebel,_August_Wilhelm_Frahm,_Eberhard_Hackenthal,_Ulrike_Holzgrabe-1] 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).

[Roempp-2] Entry on levomethorphan. In: Römpp Online . Georg Thieme Verlag, accessed on July 4, 2016.

[cerilliant-3] 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 ).

[organic-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 ).