7-Aminoflunitrazepam

Relatively inactive metabolite of flunitrazepam From Wikipedia, the free encyclopedia

7-Aminoflunitrazepam is a benzodiazepine and a major metabolite of the drug flunitrazepam.[1]

Quick facts Names, Identifiers ...
7-Aminoflunitrazepam
Names
IUPAC name
7-Amino-5-(2-fluorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.218.190 Edit this at Wikidata
EC Number
  • 690-803-8
UNII
  • InChI=1S/C16H14FN3O/c1-20-14-7-6-10(18)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)17/h2-8H,9,18H2,1H3
    Key: LTCDLGUFORGHGY-UHFFFAOYSA-N
  • CN1C(=O)CN=C(C2=C1C=CC(=C2)N)C3=CC=CC=C3F
Properties
C16H14FN3O
Molar mass 283.306 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Pharmacology

While it possesses the core benzodiazepine structure like its parent drug flunitrazepam, it is generally regarded as being inactive,[2] with an assay determining it to have an IC50 value of 15381.5 μM at GABAA receptors.[3] As a reference, the more potent parent drug flunitrazepam displaces diazepam binding with an IC50 quantified as 0.001700 μM.[4]

Pharmacokinetics

The presence of 7-aminoflunitrazepam can be detected for up to 4 weeks in urine.[5] Detection in oral fluid is also possible, but for considerably less time than in urine.[6]

Use

Due to being relatively inactive and a metabolite of flunitrazepam, it is usually instead used as a biomarker to confirm flunitrazepam poisoning/intoxication.[7] Due to benzodiazepines, notably flunitrazepam, being frequently used as drugs to facilitate sexual assault, testing for the presence of flunitrazepam metabolites can be important steps in sexual assault investigations, where it is suspected that a drug has been used to facilitate the crime.[8][9][10]

References

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