Clotiazepam

Title: Clotiazepam
CAS Registry Number: 33671-46-4
CAS Name: 5-(2-Chlorophenyl)-7-ethyl-1,3-dihydro-1-methyl-2H-thieno[2,3-e]-1,4-diazepin-2-one
Manufacturers' Codes: Y-6047
Trademarks: Clozan (Roerig); Rise (Yoshitomi); Rize (Yoshitomi); Rizen (Formenti); Tienor (Farmaka); Trecalmo (Bayer); Veratran (Latema)
Molecular Formula: C16H15ClN2OS
Molecular Weight: 318.82
Percent Composition: C 60.28%, H 4.74%, Cl 11.12%, N 8.79%, O 5.02%, S 10.06%
Literature References: A thienodiazepine tranquilizer with biological activity similar to the benzodiazepines. Prepn: M. Nakanishi et al., DE 2107356; eidem, US 3849405 (1971, 1974 both to Yoshitomi); eidem, J. Med. Chem. 16, 214 (1973). Pharmacology: eidem, Arzneim.-Forsch. 22, 1905 (1972). Effects on biogenic amine metabolism: eidem, ibid. 1914. Metabolism: eidem, Yakugaku Zasshi 93, 311 (1973), C.A. 79, 13397r (1973). Clinical studies: S. Sieberns, Fortschr. Med. 97, 1705 (1979).
Properties: Crystals from hexane, mp 105-106°. LD50 in mice (mg/kg): 440 i.p., 636 orally (Nakanishi).
Melting point: mp 105-106°
Toxicity data: LD50 in mice (mg/kg): 440 i.p., 636 orally (Nakanishi)
NOTE: This is a controlled substance (depressant): 21 CFR, 1308.14.
Therap-Cat: Anxiolytic.
Keywords: Anxiolytic; Benzodiazepine Derivatives.
Clove Cloxacillin Cloxazolam Cloxotestosterone Cloxyquin

Clotiazepam
Clotiazepam.svg
Clotiazepam3d.png
Systematic (IUPAC) name
2-(2-chlorophenyl)-9-ethyl-6-methyl-8-thia-3,6-diazabicyclo[5.3.0]deca-2,9,11-trien-5-one
Clinical data
Trade names Veratran, Rize, Clozan
AHFS/Drugs.com International Drug Names
Pregnancy cat.  ?
Legal status Schedule IV (US)
Routes Oral, sublingual, liquid drops
Pharmacokinetic data
Bioavailability ~90%
Metabolism Hepatic
Half-life 6-18 hr
Excretion Renal
Identifiers
CAS number 33671-46-4 YesY
ATC code N05BA21
PubChem CID 2811
DrugBank DB01559
ChemSpider 2709 YesY
UNII ZCN055599V YesY
KEGG D01328 YesY
Chemical data
Formula C16H15ClN2OS 
Mol. mass 318.8 g/mol
 YesY (what is this?)  (verify)

Clotiazepam[1] (marketed under brand name Clozan, Distensan, Trecalmo, Rize, Rizen and Veratran) is a thienodiazepine drug which is a benzodiazepine analog. The clotiazepam molecule differs from most other benzodiazepines in that the benzene ring has been replaced by a thiophene ring.[2] It possesses anxiolytic,[3] skeletal muscle relaxant,[4] anticonvulsant, sedative properties.[5] Stage 2 NREM sleep is significantly increased by clotiazepam.[6]