Cloxazolam

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Not to be confused with Sepazon or Sibazon.
Cloxazolam
Cloxazolam.svg
Cloxazolam-3d-model.png
Systematic (IUPAC) name
10-chloro-11b-(2-chlorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one
Clinical data
Trade names Sepazon, Olcadil, Akton, Lubalix
AHFS/Drugs.com International Drug Names
Legal status
Routes of
administration		 Oral
Pharmacokinetic data
Metabolism Hepatic
Biological half-life 65 hours
Excretion Renal
Identifiers
CAS Number 24166-13-0 YesY
ATC code N05BA22 (WHO)
PubChem CID: 2816
DrugBank DB01553 YesY
ChemSpider 2714 YesY
UNII GYL649Z0HY YesY
KEGG D01268 YesY
ChEMBL CHEMBL2107254 N
Chemical data
Formula C17H14Cl2N2O2
Molecular mass 349.2 g/mol
  • Clc1ccccc1C42OCCN2CC(=O)Nc3c4cc(Cl)cc3
  • InChI=1S/C17H14Cl2N2O2/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21(7-8-23-17)10-16(22)20-15/h1-6,9H,7-8,10H2,(H,20,22) YesY
  • Key:ZIXNZOBDFKSQTC-UHFFFAOYSA-N YesY
 NYesY (what is this?)  (verify)

Cloxazolam[1] (marketed under brand name Sepazon (not to be confused with Sibazon which is a brand name for diazepam in Russia), 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]

Indications

Cloxazolam's main use is as an anti-anxiety drug.[9]

Side effects

An increased heart rate may occur as an adverse effect of cloxazolam.[10]

Pharmacology

The pharmacological effects of cloxazolam are a result of mainly its active metabolites, thus cloxazolam is a prodrug. The main site of action of cloxazolam and its active metabolites are the benzodiazepine receptor.[11]

The pharmacological actions of benzodiazepines at the GABAA receptor are similar to those of neurosteroids. Neuroactive steroids are positive allosteric modulators of the GABAA receptor, enhancing GABA function and in turn have effects on mood and other functions. Many benzodiazepines (diazepam, medazepam, estazolam, temazepam, flunitrazepam and nitrazepam) potently inhibit the enzymes involved in the metabolism of neurosteroids. The tetrahydroxazole ring that cloxazolam and oxazolam have decreases the inhibitory potency of benzodiazepines on neurosteroids. Thus there could be subtle differences between cloxazolam and other benzodiazepines.[12] However, because the parent prodrugs of cloxazolam and oxazolam were tested rather than the active metabolites, this is purely speculative.

See also

References

  1. ↑ DE Patent 1817923
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  4. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  5. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  6. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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  8. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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  10. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  11. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  12. ↑ Lua error in package.lua at line 80: module 'strict' not found.

External links

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