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Brotizolam information


Brotizolam
Clinical data
Trade namesLendormin
AHFS/Drugs.comInternational Drug Names
Routes of
administration
Oral
ATC code
  • N05CD09 (WHO)
Legal status
Legal status
  • BR: Class B1 (Psychoactive drugs)[1]
  • CA: Schedule IV
  • DE: Prescription only (Anlage III for higher doses)
  • UK: Class C
  • US: Unscheduled[2]
  • UN: Schedule IV
Pharmacokinetic data
Bioavailability48–95%
MetabolismHepatic
Elimination half-life4.4 hours (range, 2.6–6.9 h)
ExcretionRenal
Identifiers
IUPAC name
  • 2-Bromo-4-(2-chlorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine
CAS Number
  • 57801-81-7 ☒N
PubChem CID
  • 2451
DrugBank
  • DB09017 ☒N
ChemSpider
  • 2357 checkY
UNII
  • 5XZM1R3DKF
KEGG
  • D01744 checkY
ChEMBL
  • ChEMBL32479 checkY
CompTox Dashboard (EPA)
  • DTXSID0022692 Edit this at Wikidata
ECHA InfoCard100.055.404 Edit this at Wikidata
Chemical and physical data
FormulaC15H10BrClN4S
Molar mass393.69 g·mol−1
3D model (JSmol)
  • Interactive image
SMILES
  • ClC1=CC=CC=C1C2=NCC3=NN=C(C)N3C4=C2C=C(Br)S4
InChI
  • InChI=1S/C15H10BrClN4S/c1-8-19-20-13-7-18-14(9-4-2-3-5-11(9)17)10-6-12(16)22-15(10)21(8)13/h2-6H,7H2,1H3 checkY
  • Key:UMSGKTJDUHERQW-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Brotizolam[3] (marketed under brand name Lendormin) is a sedative-hypnotic[4] thienotriazolodiazepine[5] drug which is a benzodiazepine analog.[6] It possesses anxiolytic, anticonvulsant, hypnotic, sedative and skeletal muscle relaxant properties, and is considered to be similar in effect to other short-acting hypnotic benzodiazepines such as triazolam or midazolam.[7] It is used in the short-term treatment of severe insomnia. Brotizolam is a highly potent and short-acting hypnotic, with a typical dose ranging from 0.125 to 0.25 milligrams, which is rapidly eliminated with an average half-life of 4.4 hours (range 3.6–7.9 hours).[8]

It was patented in 1974[9] and came into medical use in 1984.[10] Brotizolam is not approved for sale in the UK, United States or Canada. It is approved for sale in the Netherlands, Germany, Spain, Belgium, Luxembourg, Austria, Portugal, Israel, Italy, Taiwan and Japan.

  1. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. ^ "DEA Diversion Control Division" (PDF). Archived from the original (PDF) on 2019-10-17. Retrieved 2015-12-10.
  3. ^ US 4094984 6-Phenyl-8-bromo-4H-s-triazolo-[3,4C]-thieno-[2,3E]-1,4-diazepines and salts thereof
  4. ^ Fink M, Irwin P (September 1981). "Pharmacoelectroencephalographic study of brotizolam, a novel hypnotic". Clinical Pharmacology and Therapeutics. 30 (3): 336–42. doi:10.1038/clpt.1981.169. PMID 7273596. S2CID 30788171.
  5. ^ Catabay A, Taniguchi M, Jinno K, Pesek JJ, Williamsen E (1 March 1998). "Separation of 1,4-Benzodiazepines and Analogues Using Cholesteryl-10-Undecenoate Bonded Phase in Microcolumn Liquid Chromatography". Journal of Chromatographic Science. 36 (3): 113. doi:10.1093/chromsci/36.3.111.
  6. ^ Jochemsen R, Wesselman JG, van Boxtel CJ, Hermans J, Breimer DD (1983). "Comparative pharmacokinetics of brotizolam and triazolam in healthy subjects". British Journal of Clinical Pharmacology. 16 (Suppl 2): 291S–297S. doi:10.1111/j.1365-2125.1983.tb02303.x. PMC 1428224. PMID 6140948.
  7. ^ Mandrioli R, Mercolini L, Raggi MA (October 2008). "Benzodiazepine metabolism: an analytical perspective". Current Drug Metabolism. 9 (8): 827–44. doi:10.2174/138920008786049258. PMID 18855614.
  8. ^ Langley MS, Clissold SP (February 1988). "Brotizolam. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic efficacy as an hypnotic". Drugs. 35 (2): 104–22. doi:10.2165/00003495-198835020-00002. PMID 3281819. S2CID 243228878.
  9. ^ US4094984 6-Phenyl-8-bromo-4H-s-triazolo-[3,4C]-thieno-[2,3E]-1,4-diazepines and salts thereof
  10. ^ Fischer J, Ganellin CR (2006). Analogue-based Drug Discovery. John Wiley & Sons. p. 539. ISBN 9783527607495.

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sedative and anxiolytic effects, which has been sold as a designer drug. Brotizolam Deschloroclotizolam Flubromazolam Fluclotizolam Etizolam US 4094984, Weber...

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Methaqualone

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Brazilian Controlled Drugs and Substances Act

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Aprobarbital Armodafinil Barbexaclone Barbital Bromazepam Bromazolam Brotizolam Butabarbital Butalbital Camazepam Ketamine Ketazolam Cyclobarbital Clobazam...

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Alprazolam

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Apafant

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structural modification of the thienotriazolodiazepine sedative drug brotizolam and demonstrated that PAF inhibitory actions could be separated from activity...

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Ethchlorvynol

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Sedative

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Fluoxetine

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Zolpidem

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Nitrous oxide

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Insomnia

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Benzene

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Midazolam

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Ivermectin

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Thienotriazolodiazepine

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central core of several pharmaceutical drugs including: α-Hydroxyetizolam Brotizolam Ciclotizolam Clotizolam Deschloroclotizolam Deschloroetizolam Etizolam...

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Propane

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Phenobarbital

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Toluene

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Topiramate

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Diazepam

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Progesterone

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Dimenhydrinate

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Nicotinamide

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Phenibut

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Methanol

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Benzodiazepine

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