Pinazepam

Pinazepam
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
  • ?
  • Schedule IV(US)
Oral
Pharmacokinetic data
Bioavailability ?
Metabolism Hepatic
Half-life ?
Excretion Renal
Identifiers
52463-83-9 
N05BA14
PubChem CID 40391
DrugBank ? 
ChemSpider 36899 Yes
UNII 5286RBZ882 Yes
KEGG D07314 Yes
ChEMBL CHEMBL1213352 Yes
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
308.8
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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 (nordiazepam, nordazepam) 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

  1. ↑ Schütz, H; Holland, EM; Kazemian-Erdmann, F; Schölermann, K (Sep 1988). "Screening of the new benzodiazepine derivative, pinazepan, and its major metabolites". Arzneimittel-Forschung 38 (9): 1372–5. ISSN 0004-4172. PMID 3146986.
  2. ↑ Pacifici, GM; Cuoci, L; Guarneri, M; Fornaro, P; Arcidiacono, G; Cappelli, N; Moggi, G; Placidi, GF (1984). "Placental transfer of pinazepam and its metabolite N-desmethyldiazepam in women at term". European journal of clinical pharmacology 27 (3): 307–10. doi:10.1007/BF00542165. ISSN 0031-6970. PMID 6150857.
  3. ↑ Janbroers, JM (1984). "Pinazepam: review of pharmacological properties and therapeutic efficacy". Clinical therapeutics 6 (4): 434–50. ISSN 0149-2918. PMID 6147192.
  4. ↑ Pacifici, GM; Placidi, GF; Fornaro, P; Gomeni, R (1983). "Pharmacokinetics of pinazepam in healthy volunteers". International journal of clinical pharmacology research 3 (5): 331–7. ISSN 0251-1649. PMID 6147314.
  5. ↑ Pacifici, GM; Placidi, GF; Fornaro, P; Gomeni, R (1982). "Pinazepam: a precursor of N-desmethyldiazepam". European journal of clinical pharmacology 22 (3): 225–8. doi:10.1007/BF00545219. ISSN 0031-6970. PMID 6809477.
  6. ↑ Pacifici, GM; Cuoci, L; Placidi, GF; Fornaro, P; Gomeni, R (Jan 1982). "Elimination kinetics of desmethyldiazepam in two young and two elderly subjects". European journal of drug metabolism and pharmacokinetics 7 (1): 69–72. doi:10.1007/bf03189546. ISSN 0398-7639. PMID 6802645.

External links