Nitrazolam

Not to be confused with nitrazepam.

Nitrazolam is a triazolobenzodiazepine (TBZD) , which are benzodiazepine (BZD) derivatives,^[1] that has been sold online as a designer drug.^[2][3]

Nitrazolam

Legal status
Legal status	CA: Schedule IV DE: NpSG (Industrial and scientific use only) UK: Under Psychoactive Substances Act
Identifiers
IUPAC name 1-methyl-8-nitro-6-phenyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine
CAS Number	28910-99-8
PubChem CID	20317278
ChemSpider	15387105
UNII	K499DBB308
CompTox Dashboard (EPA)	DTXSID401045827
Chemical and physical data
Formula	C17H13N5O2
Molar mass	319.324 g·mol−1
3D model (JSmol)	Interactive image
SMILES Cc1nnc2CN=C(c3ccccc3)c4cc(ccc4n12)[N+]([O-])=O
InChI InChI=1S/C17H13N5O2/c1-11-19-20-16-10-18-17(12-5-3-2-4-6-12)14-9-13(22(23)24)7-8-15(14)21(11)16/h2-9H,10H2,1H3 Key:OYRPNABWTHDOFK-UHFFFAOYSA-N

It is closely related to clonazolam or flunitrazolam, only differing by the removal of a chlorine or fluorine group respectively at the benzene ring.

A study in mice indicated that nitrazolam can be several times more potent than diazepam as an antagonist of electroshock-induced tonic-extensor convulsions but less potent than diazepam at preventing the righting reflex.^[4]

Nitrazolam has been used as an example compound to demonstrate the microscale synthesis of reference materials utilizing polymer‐supported reagents.^[5]

Legal status

United Kingdom

In the UK, nitrazolam 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.^[6]

See also

• Adinazolam
• Alprazolam (licensed)
• Flubromazolam
• Nifoxipam
• Nitemazepam
• Pyrazolam
• Triazolam (licensed)