Flubrotizolam

Last updated
Flubrotizolam
Flubrotizolam structure.png
Legal status
Legal status
Identifiers
  • 4-bromo-7-(2-fluorophenyl)-13-methyl-3-thia-1,8,11,12-tetrazatricyclo[8.3.0.02,6]trideca-2(6),4,7,10,12-pentaene
CAS Number
PubChem CID
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C15H10BrFN4S
Molar mass 377.24 g·mol−1
3D model (JSmol)
  • CC1=NN=C2N1C3=C(C=C(S3)Br)C(=NC2)C4=CC=CC=C4F
  • InChI=1S/C15H10BrFN4S/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
  • Key:VOZDBDBHBXLWCG-UHFFFAOYSA-N

Flubrotizolam (2-bromo-4-(2-fluorophenyl)-9-methyl-6H-thieno[3,2-f][1,2,4]triazolo[4,3-a][1,4]diazepine) is a thienotriazolodiazepine derivative with potent sedative and anxiolytic effects, which has been sold as a designer drug. [1] [2] [3]

See also

Related Research Articles

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<span class="mw-page-title-main">Adinazolam</span> Triazolobenzodiazepine drug

Adinazolam is a tranquilizer of the triazolobenzodiazepine (TBZD) class, which are benzodiazepines (BZDs) fused with a triazole ring. It possesses anxiolytic, anticonvulsant, sedative, and antidepressant properties. Adinazolam was developed by Jackson B. Hester, who was seeking to enhance the antidepressant properties of alprazolam, which he also developed. Adinazolam was never FDA approved and never made available to the public market; however, it has been sold as a designer drug.

<span class="mw-page-title-main">Brotizolam</span> Benzodiazepine

Brotizolam is a sedative-hypnotic thienotriazolodiazepine drug which is a benzodiazepine analog. 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. 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.

<span class="mw-page-title-main">Zapizolam</span> Chemical compound

Zapizolam is a pyridodiazepine drug, which is a benzodiazepine analog of pyridotriazolodiazepine group. It has sedative and anxiolytic effects similar to those produced by benzodiazepine derivatives, and has been sold illicitly as a designer drug.

<span class="mw-page-title-main">Rilmazafone</span> Chemical compound

Rilmazafone is a water-soluble prodrug developed in Japan. Inside the human body, rilmazafone is converted into several benzodiazepine metabolites that have sedative and hypnotic effects.

<span class="mw-page-title-main">Nortilidine</span> Chemical compound

Nortilidine is the major active metabolite of tilidine. It is formed from tilidine by demethylation in the liver. The racemate has opioid analgesic effects roughly equivalent in potency to that of morphine. The (1R,2S)-isomer has NMDA antagonist activity. The drug also acts as a dopamine reuptake inhibitor. The reversed-ester of nortilidine is also known, as is the corresponding analogue with the cyclohexene ring replaced by cyclopentane, which have almost identical properties to nortilidine.

<span class="mw-page-title-main">Metizolam</span> Chemical compound

Metizolam is a thienotriazolodiazepine that is the demethylated analogue of the closely related etizolam.

<span class="mw-page-title-main">Bromazolam</span> Triazolobenzodiazepine

Bromazolam (XLI-268) is a triazolobenzodiazepine (TBZD) which was first synthesised in 1976, but was never marketed. It has subsequently been sold as a designer drug, first being definitively identified by the EMCDDA in Sweden in 2016. It is the bromo instead of chloro analogue of alprazolam and has similar sedative and anxiolytic effects to it and other benzodiazepines. Bromazolam is a non subtype selective agonist at the benzodiazepine site of GABAA receptors, with a binding affinity of 2.81 nM at the α1 subtype, 0.69 nM at α2 and 0.62 nM at α5. The "common" dosage range for users of bromazolam was reported to be 1–2 mg, suggesting its potency is similar to alprazolam.

<span class="mw-page-title-main">Fluclotizolam</span> Chemical compound

Fluclotizolam is a thienotriazolodiazepine derivative which was first synthesised in 1979, but was never marketed. It has subsequently been sold as a designer drug, first being definitively identified in 2017.

<span class="mw-page-title-main">3-Fluoro-PCP</span> Chemical compound

3-Fluoro-PCP is a recreational designer drug from the arylcyclohexylamine family, with dissociative effects. It was first identified in Slovenia in October 2020, and was made illegal in Hungary in April 2021.

<span class="mw-page-title-main">Ro20-8552</span> Chemical compound

Ro20-8552 is a benzodiazepine derivative with sedative and anxiolytic effects, which has been sold as a designer drug.

<span class="mw-page-title-main">Ro09-9212</span> Designer drug with sedative and anti-anxiety effects

Ro09-9212 is a thienodiazepine derivative with sedative and anxiolytic effects, which has been sold as a designer drug.

<span class="mw-page-title-main">Ro07-9749</span> Chemical compound

Ro07-9749 is a benzodiazepine derivative with sedative and anxiolytic effects, which has been used as an internal standard in the analysis of other benzodiazepines, and also sold as a designer drug.

<span class="mw-page-title-main">Fluadinazolam</span> Chemical compound

Fluadinazolam is a benzodiazepine derivative developed in 1973, with sedative and anxiolytic effects. It is a derivative of the never commercially marketed benzodiazepine adinazolam and has similarly been sold as a designer drug.

<span class="mw-page-title-main">Fluetizolam</span> Chemical compound

Fluetizolam is a thienotriazolodiazepine derivative with potent sedative and anxiolytic effects, which has been sold as a designer drug.

<span class="mw-page-title-main">Ro20-8065</span> Chemical compound

Ro20-8065 (8-Chloronorflurazepam) is a benzodiazepine derivative with anticonvulsant and muscle relaxant effects, which has been sold as a designer drug.

<span class="mw-page-title-main">Ro07-5220</span> Chemical compound

Ro07-5220 (6'-Chlorodiclazepam) is a benzodiazepine derivative with sedative, anxiolytic, anticonvulsant and muscle relaxant effects, which has been sold as a designer drug.

<span class="mw-page-title-main">Clotizolam</span> Chemical compound

Clotizolam (Ro11-1465) is a thienotriazolodiazepine derivative first invented in the 1970s, which in more recent years has been sold as a designer drug. As with other related thienotriazolodiazepines, it produces sedative, anxiolytic, anticonvulsant and muscle relaxant effects, and also acts as an inhibitor of platelet-activating factor (PAF).

<span class="mw-page-title-main">Pynazolam</span> Triazolobenzodiazepine drug

Pynazolam is a triazolobenzodiazepine derivative first invented in the 1970s, which has in more recent years been sold online as a designer drug. Anecdotal reports and in silico studies suggest it has relatively potent hypnotic and sedative effects. Pynazolam is a powerful serotonin releaser similar to nimetazepam which increases hypnotic activity and euphoria. Anecdotal evidence has also suggested that it's subjective effects are similar to methaqualone although unlike methaqualone, it cannot be smoked or vaporised due to its high melting & boiling point.

References

  1. US 4094984,Weber KH, Bauer A, Danneburg P, Kuhn FJ,"6-Phenyl-8-bromo-4H-s-triazolo-[3,4C]-thieno-[2,3E]-1,4-diazepines and salts thereof.",issued 13 June 1978, assigned to Boehringer Ingelheim
  2. Catalani V, Botha M, Corkery JM, Guirguis A, Vento A, Scherbaum N, Schifano F (July 2021). "The Psychonauts' Benzodiazepines; Quantitative Structure-Activity Relationship (QSAR) Analysis and Docking Prediction of Their Biological Activity". Pharmaceuticals. 14 (8): 720. doi: 10.3390/ph14080720 . PMC   8398354 . PMID   34451817.
  3. Catalani V, Floresta G, Botha M, Corkery JM, Guirguis A, Vento A, et al. (January 2023). "In silico studies on recreational drugs: 3D quantitative structure activity relationship prediction of classified and de novo designer benzodiazepines". Chemical Biology & Drug Design. 101 (1): 40–51. doi:10.1111/cbdd.14119. hdl: 2299/25749 . PMID   35838189. S2CID   250559695.