Cloxazolam

Title: Cloxazolam
CAS Registry Number: 24166-13-0
CAS Name: 10-Chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydrooxazolo[3,2-d][1,4]benzodiazepin-6(5H)-one
Additional Names: 7-chloro-5-(2-chlorophenyl)tetrahydrooxazolo[5,4-b]-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin-2-one; 10-chloro-11b-(2-chlorophenyl)-2,3,5,6,7,11b-hexahydrobenzo[6,7]-1,4-diazepino[5,4-b]oxazol-6-one; 10-chloro-11b-(2-chlorophenyl)-6-oxo-2,3,5,6,7,11b-hexahydrooxazolo[3,2-d][1,4]benzodiazepine
Manufacturers' Codes: CS-370
Trademarks: Betavel (Sanofi Winthrop); Enadel (Pfizer); Lubalix (Lubapharm); Olcadil (Sandoz); Sepazon (Sankyo); Tolestan (Roemmers)
Molecular Formula: C17H14Cl2N2O2
Molecular Weight: 349.21
Percent Composition: C 58.47%, H 4.04%, Cl 20.30%, N 8.02%, O 9.16%
Literature References: Prepn: R. Tachikawa et al., DE 1812252 and DE 1952201; eidem, US 3772371 and US 3696094 (1969, 1970, 1973, 1972 all to Sankyo); T. Miyadera et al., J. Med. Chem. 14, 520 (1971). Pharmacology: T. Kamioka et al., Arzneim.-Forsch. 22, 884 (1972). Metabolism: Murata et al., Chem. Pharm. Bull. 21, 404 (1973). Multicenter trials and complementary studies: K. A. Fischer-Cornelssen, Arzneim.-Forsch. 31, 1757 (1981).
Properties: Crystals, mp 202-204° (dec). Freely sol in glacial acetic acid; sparingly sol in chloroform; slightly sol in acetone, dehydrated ethanol, ethyl acetate, benzene. Practically insol in water. LD50 in mice (g/kg): 3.3 orally; >2.0 i.p. (Kamioka).
Melting point: mp 202-204° (dec)
Toxicity data: LD50 in mice (g/kg): 3.3 orally; >2.0 i.p. (Kamioka)
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14.
Therap-Cat: Anxiolytic.
Keywords: Anxiolytic; Benzodiazepine Derivatives.
Cloxotestosterone Cloxyquin Clozapine Clupeine Cnicin

Cloxazolam
Cloxazolam structure.svg
Cloxazolam3d.png
Systematic (IUPAC) name
13-chloro-2-(2-chlorophenyl)-3-oxa-6,9-diazatricyclo[8.4.0.02,6]tetradeca-1(10),11,13-trien-8-one
Clinical data
AHFS/Drugs.com International Drug Names
Pregnancy cat.  ?
Legal status Schedule IV(US)
Routes Oral
Pharmacokinetic data
Bioavailability  ?
Metabolism Hepatic
Half-life 65 Hours
Excretion Renal
Identifiers
CAS number 24166-13-0 YesY
ATC code N05BA22
PubChem CID 2816
DrugBank DB01553
ChemSpider 2714 YesY
UNII GYL649Z0HY YesY
KEGG D01268 YesY
Chemical data
Formula C17H14Cl2N2O2 
Mol. mass 349.2
 YesY (what is this?)  (verify)

Cloxazolam[1] (marketed under brand name Sepazon, Olcadil (Brazil, Portugal and Spain), Akton (Belgium), Lubalix (Switzerland) is a drug which is a benzodiazepine derivative.[2] Cloxazolam is metabolised into the active metabolite chlordesmethyldiazepam (delorazepam).[3] It possesses anxiolytic,[4] anticonvulsant,[5] hypnotic,[6] sedative[7] and skeletal muscle relaxant properties.[8]