Nitrazolam

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;

Nitrazolam is a triazolobenzodiazepine (TBZD) , which are benzodiazepine (BZD) derivatives, that has been sold online as a designer drug.

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.

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

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