Pinazepam

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Pinazepam
Clinical data
Synonyms	9-chloro-6-phenyl-2-prop-2-ynyl-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-3-one
AHFS/Drugs.com	International Drug Names
Pregnancy; category	?;
Routes of; administration	Oral
ATC code	N05BA14 (WHO) ;
Legal status
Legal status	Schedule IV(US);
Pharmacokinetic data
Bioavailability	?
Metabolism	Hepatic
Elimination half-life	?
Excretion	Renal
Identifiers
	IUPAC name 7-chloro-5-phenyl-1-prop-2-yn-1-yl-1,3-dihydro-2H-1,4-benzodiazepin-2-one;
CAS Number	52463-83-9 ;
PubChem CID	40391;
DrugBank	? ;
ChemSpider	36899 ;
UNII	5286RBZ882;
KEGG	D07314 ;
ChEMBL	ChEMBL1213352 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C18H13ClN2O
Molar mass	308.8
3D model (JSmol)	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 ; Key:MFZOSKPPVCIFMT-UHFFFAOYSA-N ;
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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

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]

References

↑ 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.
↑ 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.
↑ Janbroers, JM (1984). "Pinazepam: review of pharmacological properties and therapeutic efficacy". Clinical therapeutics. 6 (4): 434–50. ISSN 0149-2918. PMID 6147192.
↑ 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.
↑ 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.
↑ 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.

Template:Benzodiazepines Template:Anxiolytics

[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.

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Pinazepam

Overview

See also

References

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