Meclonazepam

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Meclonazepam
Meclonazepam structure.svg
Clinical data
ATC code
  • none
Legal status
Legal status
Identifiers
  • (3S)-5-(2-chlorophenyl)-3-methyl-7-nitro-1,3-dihydro-1,4-benzodiazepin-2-one
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C16H12ClN3O3
Molar mass 329.74 g·mol−1
3D model (JSmol)
  • O=N(C1=CC2=C(NC([C@H](C)N=C2C3=CC=CC=C3)=O)C=C1)=O
  • 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 Yes check.svgY
  • Key:LMUVYJCAFWGNSY-VIFPVBQESA-N Yes check.svgY
 X mark.svgNYes check.svgY  (what is this?)    (verify)

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]

Contents

Meclonazepam was never used as medicine and instead appeared online as a designer drug. [5] [6] [7] [8]

United Kingdom

In the UK, meclonazepam has been classified as a Class C drug by the May 2017 amendment to The Misuse of Drugs Act 1971 along with several other designer benzodiazepine drugs. [9]

See also

Related Research Articles

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References

  1. US 4031078,Szente A,"Benzodiazepine derivatives",issued 21 June 1977, assigned to Hoffmann La Roche Inc.
  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" (PDF). Psychopharmacology. 87 (2): 130–135. doi:10.1007/bf00431795. PMID   3931136. S2CID   9776700.
  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. S2CID   1150292.
  5. Meyer MR, Bergstrand MP, Helander A, Beck O (May 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. 408 (13): 3571–3591. doi:10.1007/s00216-016-9439-6. PMID   27071765. S2CID   25831532.
  6. Pettersson Bergstrand M, Helander A, Hansson T, Beck O (April 2017). "Detectability of designer benzodiazepines in CEDIA, EMIT II Plus, HEIA, and KIMS II immunochemical screening assays". Drug Testing and Analysis. 9 (4): 640–645. doi:10.1002/dta.2003. PMID   27366870.
  7. Manchester KR, Maskell PD, Waters L (March 2018). "Experimental versus theoretical log D7.4 , pKa and plasma protein binding values for benzodiazepines appearing as new psychoactive substances". Drug Testing and Analysis. 10 (8): 1258–1269. doi:10.1002/dta.2387. PMID   29582576.
  8. Manchester KR, Waters L, Haider S, Maskell PD (July 2022). "The blood-to-plasma ratio and predicted GABAA-binding affinity of designer benzodiazepines". Forensic Toxicology. 40 (2): 349–356. doi:10.1007/s11419-022-00616-y. PMC   9715504 . PMID   36454409.
  9. "The Misuse of Drugs Act 1971 (Amendment) Order 2017".

Further reading