Menitrazepam

Menitrazepam
Identifiers
	IUPAC name 5-(cyclohexen-1-yl)-1-methyl-7-nitro-3H-1,4-benzodiazepin-2-one;
CAS Number	28781-64-8 ;
PubChem CID	189875;
ChemSpider	164902 ;
UNII	1243654WZK;
CompTox Dashboard (EPA)	DTXSID60182957 ;
Chemical and physical data
Formula	C16H17N3O3
Molar mass	299.330 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=N(C1=CC=C2C(C(C3=CCCCC3)=NCC(N2C)=O)=C1)=O;
	InChI InChI=1S/C16H17N3O3/c1-18-14-8-7-12(19(21)22)9-13(14)16(17-10-15(18)20)11-5-3-2-4-6-11/h5,7-9H,2-4,6,10H2,1H3 ; Key:CMFUDRPCXZQTOM-UHFFFAOYSA-N ;
	(verify)

Menitrazepam^[1] is a drug which is a benzodiazepine derivative.^[2]^[3] It is similar in structure to tetrazepam and nimetazepam, with the 7-chloro group of tetrazepam replaced by nitro. It is a hypnotic agent used in the treatment of insomnia, and therefore has strong sedative, anticonvulsant, muscle relaxant, and anxiolytic actions like those of other hypnotic benzodiazepines. Menitrazepam is a good oral hypnotic agent, however, delay in the time for peak plasma levels to reach their maximum brings into question the benefit of menitrazepam for the treatment of insomnia when compared to other hypnotics. Typically, the sleep inducing properties of hypnotics occur within 0.5 hours. In some cases, as with temazepam and nitrazepam, strong hypnotic effects can be felt 15 to 20 minutes after oral ingestion.

References

^ DE 2017060
^ Lundbeck Institute: Psychotropics
^ Volke J, Ellaithy MM, Manousek O (April 1978). "A spectrophotometric and polarographic investigation of three new cyclohexene-substituted benzodiazepines". Talanta. 25 (4): 209–13. doi:10.1016/0039-9140(78)80006-X. PMID 18962241.

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[1] DE 2017060

[2] Lundbeck Institute: Psychotropics

[3] Volke J, Ellaithy MM, Manousek O (April 1978). "A spectrophotometric and polarographic investigation of three new cyclohexene-substituted benzodiazepines". Talanta. 25 (4): 209–13. doi:10.1016/0039-9140(78)80006-X. PMID 18962241.

[1]

[2]

[3]

Identifiers

IUPAC name 5-(cyclohexen-1-yl)-1-methyl-7-nitro-3H-1,4-benzodiazepin-2-one
CAS Number	28781-64-8^Y
PubChem CID	189875
ChemSpider	164902^Y
UNII	1243654WZK
CompTox Dashboard (EPA)	DTXSID60182957
Chemical and physical data
Formula	C₁₆H₁₇N₃O₃
Molar mass	299.330 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=N(C1=CC=C2C(C(C3=CCCCC3)=NCC(N2C)=O)=C1)=O
InChI InChI=1S/C16H17N3O3/c1-18-14-8-7-12(19(21)22)9-13(14)16(17-10-15(18)20)11-5-3-2-4-6-11/h5,7-9H,2-4,6,10H2,1H3^Y Key:CMFUDRPCXZQTOM-UHFFFAOYSA-N^Y
(verify)

Menitrazepam

See also

References