Halazepam

Halazepam
Clinical data
Other names	9-chloro-6-phenyl-2-(2,2,2-trifluoroethyl)-2,5-diazabicyclo[5.4.0]undeca-5,8,10,12-tetraen-3-one
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a684001
Pregnancy; category	?;
Routes of; administration	Oral
ATC code	N05BA13 (WHO) ;
Legal status
Legal status	BR: Class B1 (Psychoactive drugs); CA: Schedule IV; DE: Prescription only (Anlage III for higher doses); US: Schedule IV;
Pharmacokinetic data
Metabolism	Hepatic
Elimination half-life	14 hours (halazepam), 50–100 hours (metabolites).
Excretion	Renal
Identifiers
	IUPAC name 7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-3H-1,4-benzodiazepin-2-one;
CAS Number	23092-17-3 ;
PubChem CID	31640;
IUPHAR/BPS	7195;
DrugBank	DB00801 ;
ChemSpider	29343 ;
UNII	320YC168LF;
KEGG	D00338 ;
ChEMBL	ChEMBL970 ;
CompTox Dashboard (EPA)	DTXSID5023118 ;
ECHA InfoCard	100.041.281
Chemical and physical data
Formula	C17H12ClF3N2O
Molar mass	352.74 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES FC(F)(CN1C(CN=C(C2=CC=CC=C2)C3=C1C=CC(Cl)=C3)=O)F;
	InChI InChI=1S/C17H12ClF3N2O/c18-12-6-7-14-13(8-12)16(11-4-2-1-3-5-11)22-9-15(24)23(14)10-17(19,20)21/h1-8H,9-10H2 ; Key:WYCLKVQLVUQKNZ-UHFFFAOYSA-N ;
	(verify)

Halazepam is a benzodiazepine derivative that was marketed under the brand names Paxipam in the United States,^[2] Alapryl in Spain,^[3] and Pacinone in Portugal.^[4]

Medical uses

Halazepam was used for the treatment of anxiety.^[2]

Adverse effects

Adverse effects include drowsiness, confusion, dizziness, and sedation. Gastrointestinal side effects have also been reported including dry mouth and nausea.^[2]

Pharmacokinetics and pharmacodynamics

Pharmacokinetics and pharmacodynamics were listed in Current Psychotherapeutic Drugs published on June 15, 1998 as follows:^[5]

Onset of action	Intermediate to slow
Plasma half life	14 hr for parent drug and 30-100 hr for its metabolite
Peak plasma levels	1-3 hr for parent drug and 3-6 hf for its metabolite
Metabolism	Metabolized into desmethyldiazepam and 3-hydroxyhalazepam (in the liver)
Excretion	Excreted through kidneys
Protein binding	98% bound to plasma protein

Regulatory Information

Halazepam is classified as a schedule 4 controlled substance with a corresponding code 2762 by the Drug Enforcement Administration (DEA).^[6]

Commercial production

Halazepam was invented by Schlesinger Walter in the U.S. It was marketed as an anti-anxiety agent in 1981. However, Halazepam is not commercially available in the United States because it was withdrawn by its manufacturer for poor sales.^[2]

References

^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
^ ^a ^b ^c ^d "halazepam". Drugs.com. Retrieved December 11, 2014.
^ "Alapryl". Drugs.com. Retrieved December 11, 2014.
^ "Pacinone". Drugs.com. Retrieved December 11, 2014.
^ Sellers EM (1998). "Antianxiety agents: benzodiazepine derivatives". In Quitkin FM, et al. (eds.). Current Psychotherapeutic Drugs (2nd ed.). Washington: American Psychiatric Press. p. 166. ISBN 978-0-88048-994-2.
^ "SCHEDULES OF CONTROLLED SUBSTANCES". Code of Federal Regulations. 2012-04-01. pp. § 1308.14 Schedule IV. Retrieved December 12, 2014.

External links

Inchem - Halazepam

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[1] Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.

[DrugsH-2] "halazepam". Drugs.com. Retrieved December 11, 2014.

[DrugsA-3] "Alapryl". Drugs.com. Retrieved December 11, 2014.

[DrugsP-4] "Pacinone". Drugs.com. Retrieved December 11, 2014.

[5] Sellers EM (1998). "Antianxiety agents: benzodiazepine derivatives". In Quitkin FM, et al. (eds.). Current Psychotherapeutic Drugs (2nd ed.). Washington: American Psychiatric Press. p. 166. ISBN 978-0-88048-994-2.

[DEA-6] "SCHEDULES OF CONTROLLED SUBSTANCES". Code of Federal Regulations. 2012-04-01. pp. § 1308.14 Schedule IV. Retrieved December 12, 2014.

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