Diclazepam

Diclazepam

Systematic (IUPAC) name
7-Chloro-5-(2-chlorophenyl)-1-methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Clinical data
Legal status	CA: Schedule IV DE: Anlage II (Prohibited)
Routes of administration	Oral, sublingual
Pharmacokinetic data
Bioavailability	?
Metabolism	Hepatic
Biological half-life	~42 hours
Excretion	Renal
Identifiers
CAS Number	2894-68-0 Y
PubChem	CID: 76168
ChemSpider	68652
Chemical data
Formula	C16H12Cl2N2O
Molecular mass	319.185 g/mol
SMILES CN1C2=C(C=C(C=C2)Cl)C(C3=C(Cl)C=CC=C3)=NCC1=O
InChI InChI=1S/C16H12Cl2N2O/c1-20-14-7-6-10(17)8-12(14)16(19-9-15(20)21)11-4-2-3-5-13(11)18/h2-8H,9H2,1H3 Key:VPAYQWRBBOGGPY-UHFFFAOYSA-N
NY (what is this?)  (verify)

Diclazepam (Ro5-3448), also known as chlorodiazepam and 2'-chloro-diazepam, is a benzodiazepine designer drug and functional analog of diazepam. It was first synthesized by Leo Sternbach and his team at Hoffman-La Roche in 1960. It is not currently approved for use as a medication, but rather sold as a recreational drug and research chemical. Efficacy and safety have not been tested in humans.

In animal models, its effects are similar to diazepam, possessing long-acting anxiolytic, anticonvulsant, hypnotic, sedative, skeletal muscle relaxant, and amnestic properties.

Metabolism

Metabolism of this compound has been assessed, revealing diclazepam has an approximate elimination half-life of 42 hours and undergoes N-demethylation to delorazepam, which can be detected in urine for 6 days following administration of the parent compound. Other metabolites detected were lorazepam and lormetazepam which were detectable in urine for 19 and 11 days, respectively, indicating hydroxylation by cytochrome P450 enzymes occurring concurrently with N-demethylation. The protein-binding of this compound has not been analysed but the figures for the metabolites are, delorazepam >90%, lorazepam 91.5% (parenterally) & 85% (orally) and delorazepam >90%.

See also

• Benzodiazepine
• Diazepam
• Delorazepam (Nordiclazepam)
• Lorazepam
• Phenazepam
• Ro5-4864 (4'-Chlorodiazepam)