Halazepam

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]

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)[1] 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 Y
PubChem CID	31640
IUPHAR/BPS	7195
DrugBank	DB00801 Y
ChemSpider	29343 Y
UNII	320YC168LF
KEGG	D00338 Y
ChEMBL	ChEMBL970 Y
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 Y Key:WYCLKVQLVUQKNZ-UHFFFAOYSA-N Y
(verify)

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]

See also

• Benzodiazepines
• Nordazepam
• Diazepam
• Chlordiazepoxide
• Quazepam, fletazepam, triflubazam — benzodiazepines with trifluoromethyl group attached