Pinazepam

Pinazepam
Clinical data


AHFS/Drugs.com	International Drug Names
Routes of administration	Oral
ATC code	N05BA14 (WHO)
Legal status
Legal status	CA: Schedule IV DE: Anlage III (Prescription only) US: Schedule IV
Pharmacokinetic data
Metabolism	Hepatic
Excretion	Renal
Identifiers
IUPAC name 7-chloro-5-phenyl-1-prop-2-yn-1-yl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Synonyms	9-chloro-6-phenyl-2-prop-2-ynyl-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-3-one
CAS Number	52463-83-9^N
PubChem CID	40391
DrugBank	?^N
ChemSpider	36899^Y
UNII	5286RBZ882
KEGG	D07314^Y
ChEMBL	CHEMBL1213352^Y
ECHA InfoCard	100.052.650
Chemical and physical data
Formula	C₁₈H₁₃ClN₂O
Molar mass	308.8
3D model (Jmol)	Interactive image
SMILES Clc3cc\1c(N(C(=O)C/N=C/1c2ccccc2)CC#C)cc3
InChI InChI=1S/C18H13ClN2O/c1-2-10-21-16-9-8-14(19)11-15(16)18(20-12-17(21)22)13-6-4-3-5-7-13/h1,3-9,11H,10,12H2^Y Key:MFZOSKPPVCIFMT-UHFFFAOYSA-N^Y
^NY (what is this?)

Pinazepam (marketed under the brand name Domar and Duna) is a drug that is a benzodiazepine. It possesses anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties.

Pinazepam and its metabolite N-desmethyldiazepam are transferred to the developing fetus in utero, but the plasma drug level in the mother is usually significantly higher than in the fetus.

Pinazepam differs from other benzodiazepines in that it has a propargyl group at the N-1 position of the benzodiazepine structure. It is less toxic than diazepam and in animal studies it appears to produce anxiolytic and anti-agitation properties with limited hypnotic and motor coordination impairing properties. Pinazepam is rapidly absorbed after oral administration. The main active metabolites of pinazepam are depropargylpinazepam (N-desmethyldiazepam, nordazepam) and oxazepam. In humans pinazepam acts as a pure anxiolytic agent in that it does not possess to any significant degree the other pharmacological characteristics of benzodiazepines. Its lack of intellectual, motor and hypnotic impairing effects makes it more appropriate than other benzodiazepines for day time use. The elimination half-life is longer in the elderly.

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Wikipedia