Meclonazepam

Meclonazepam

Systematic (IUPAC) name
(3S)-5-(2-chlorophenyl)-3-methyl-7-nitro-1,3-dihydro-1,4-benzodiazepin-2-one
Legal status
Legal status	CA: Schedule IV
Identifiers
CAS Number	58662-84-3
ATC code	none
PubChem	CID 3033985
ChemSpider	2298544
UNII	RN43209SMA
ChEMBL	CHEMBL351821
Chemical data
Formula	C16H12ClN3O3
Molar mass	329.74 g/mol
SMILES O=N(C1=CC2=C(NC([C@H](C)N=C2C3=CC=CC=C3)=O)C=C1)=O
InChI InChI=1S/C16H12ClN3O3/c1-9-16(21)19-14-7-6-10(20(22)23)8-12(14)15(18-9)11-4-2-3-5-13(11)17/h2-9H,1H3,(H,19,21)/t9-/m0/s1 Key:LMUVYJCAFWGNSY-VIFPVBQESA-N
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Meclonazepam^[1] ((S)-3-methylclonazepam) was discovered by a team at Hoffmann-La Roche in the 1970s and is a drug which is a benzodiazepine derivative similar in structure to clonazepam.^[2] It has sedative and anxiolytic actions like those of other benzodiazepines,^[3] and also has anti-parasitic effects against the parasitic worm Schistosoma mansoni.^[4]

Meclonazepam was never used as medicine and instead appeared online as a designer drug.^[5]

See also

• 3-Hydroxyphenazepam
• Desmethylflunitrazepam
• Nifoxipam
• Oxazepam
• Phenazepam

References

1. U.S. Patent 4,031,078
2. The Lundbeck Institute. "Meclonazepam". Psychotropics. Lundbeck.
3. Ansseau, M.; Doumont, A.; Thiry, D.; Von Frenckell, R.; Collard, J. (1985). "Initial study of methylclonazepam in generalized anxiety disorder. Evidence for greater power in the cross-over design". Psychopharmacology 87 (2): 130–135. doi:10.1007/bf00431795. PMID 3931136.
4. O'Boyle, C.; Lambe, R.; Darragh, A. (1985). "Central Effects in Man of the Novel Schistosomicidal Benzodiazepine Meclonazepam". European Journal of Clinical Pharmacology 29 (1): 105–108. doi:10.1007/bf00547377. PMID 4054198.
5. Markus R. Meyer, Madeleine Pettersson Bergstrand, Anders Helander, Olof Beck (2016). "Identification of main human urinary metabolites of the designer nitrobenzodiazepines clonazolam, meclonazepam, and nifoxipam by nano-liquid chromatography-high-resolution mass spectrometry for drug testing purposes". Analytical and Bioanalytical Chemistry. doi:10.1007/s00216-016-9439-6. PMID 27071765.

Further reading

• Abdul-Ghani, R. A.; Loutfy, N.; Hassan, A. (2009). "Experimentally promising antischistosomal drugs: A review of some drug candidates not reaching the clinical use". Parasitology Research 105 (4): 899–906. doi:10.1007/s00436-009-1546-2. PMID 19588166.