Meprobamate

Structural formula
General
Non-proprietary name	Meprobamate
other names	2-methyl-2-propyltrimethylene dicarbamate ( IUPAC )
Molecular formula	C 9 H 18 N 2 O 4
Brief description	white to almost white, amorphous or crystalline powder
External identifiers / databases
CAS number 57-53-4 EC number 200-337-5 ECHA InfoCard 100,000,306 PubChem 4064 DrugBank DB00371 Wikidata Q418351
Drug information
ATC code	N05 BC01
Drug class	Anxiolytic
properties
Molar mass	218.25 g · mol -1
Physical state	firmly
Melting point	103-107 ° C
solubility	sparingly soluble in water, easily soluble in ethanol
safety instructions
Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed GHS labeling of hazardous substances Caution H and P phrases H: 302 P: no P-phrases
Toxicological data	794 mg kg −1 ( LD 50 ,  rat ,  oral )
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Meprobamate is the active ingredient in a sedative that was launched in the United States in 1955 under the name Miltown . It belongs to the chemical compound class of urethanes and quickly became one of the best-selling drugs. It has been withdrawn from the market in Germany, Austria and Switzerland or is not prescribable.

history

Meprobamat was discovered in 1954 by Frank Milan Berger (1913–2008).

In the early 1960s, meprobamate was replaced by benzodiazepines such as chlordiazepoxide and diazepam .

Meprobamat is a marketable narcotic drug in the Federal Republic of Germany due to its listing in Appendix 2 BtMG . Handling without permission is generally a criminal offense. The prohibition does not apply to drugs that contain up to 500 mg of meprobamate per divided form without another substance from Annexes I-III. Further information can be found in the main article Narcotics Law in Germany .

In Austria, the preparation has already been withdrawn from the market due to its high addiction potential; on January 20, 2012, the European Medicines Agency also recommended such a measure.

In Switzerland, Meprobamat was on the market until October 2012 under the name Meprodil (prescription only). It was withdrawn from the market due to a reassessment of the risk-benefit ratio.

Side effects

The side effects include a. a gynecomastia .

Trade names

Microbamat (A), Meprodil (CH), Miltaun (A), Tonamyl (D)

Web links

• Article about Frank Berger

Individual evidence

1. ↑ ^{a b c d} data sheet MEPROBAMATE CRS (PDF) at EDQM , accessed on August 21, 2009.
2. ↑ ^{a b} Meprobamate data sheet at Sigma-Aldrich , accessed on October 22, 2016 ( PDF ).
3. ^ Möller, Laux, Deister and Scharm - Psychiatrie und Psychotherapie, 4th edition 2009, p. 14, ISBN 978-3-13-128544-7 .
4. ↑ Entry on Meprobamat. In: Römpp Online . Georg Thieme Verlag, accessed on January 26, 2019.
5. ↑ Pharma Information, Independent Information for Doctors, Volume 27 / No. 1, March 2012 Innsbruck.
6. ↑ DHPC - Meprodil (Meprobamat): reassessment of the risk-benefit ratio and withdrawal from the market on October 31, 2012. (No longer available online.) Swissmedic , September 28, 2012, archived from the original on March 2, 2017 ; accessed on March 1, 2017 . Info: The archive link was inserted automatically and has not yet been checked. Please check the original and archive link according to the instructions and then remove this notice.  

This article is about a health issue. It is not used for self-diagnosis and does not replace a diagnosis by a doctor. Please note the information on health issues !