Pinazepam

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Pinazepam
Pinazepam.svg
Pinazepam3d.png
Systematic (IUPAC) name
7-chloro-5-phenyl-1-prop-2-yn-1-yl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
Routes of
administration
Oral
Pharmacokinetic data
Metabolism Hepatic
Excretion Renal
Identifiers
CAS Number 52463-83-9 N
ATC code N05BA14 (WHO)
PubChem CID: 40391
DrugBank ? N
ChemSpider 36899 YesY
UNII 5286RBZ882 YesY
KEGG D07314 YesY
ChEMBL CHEMBL1213352 YesY
Synonyms 9-chloro-6-phenyl-2-prop-2-ynyl-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-3-one
Chemical data
Formula C18H13ClN2O
Molecular mass 308.8
  • Clc3cc\1c(N(C(=O)C/N=C/1c2ccccc2)CC#C)cc3
  • 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 YesY
  • Key:MFZOSKPPVCIFMT-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

Pinazepam (marketed under the brand name Domar and Duna) is a drug that is a benzodiazepine.[1] 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.[2]

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.[3][4][5] The elimination half-life is longer in the elderly.[6]

See also

References

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External links

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