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Chemistry

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Also known as: Rize, Trecalmo, Rizen, Tienor, Rise, 33671-46-4
Molecular Formula
C16H15ClN2OS
Molecular Weight
318.8  g/mol
InChI Key
CHBRHODLKOZEPZ-UHFFFAOYSA-N
FDA UNII
ZCN055599V

Clotiazepam
Clotiazepam is a thienodiazepine, not approved for sale in the U.S. or Canada, but has been approved in the U.K. It is a schedule IV drug in Canada.
1 2D Structure

Clotiazepam

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-(2-chlorophenyl)-7-ethyl-1-methyl-3H-thieno[2,3-e][1,4]diazepin-2-one
2.1.2 InChI
InChI=1S/C16H15ClN2OS/c1-3-10-8-12-15(11-6-4-5-7-13(11)17)18-9-14(20)19(2)16(12)21-10/h4-8H,3,9H2,1-2H3
2.1.3 InChI Key
CHBRHODLKOZEPZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CCC1=CC2=C(S1)N(C(=O)CN=C2C3=CC=CC=C3Cl)C
2.2 Other Identifiers
2.2.1 UNII
ZCN055599V
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Y 6047

2. Y-6047

3. Y6047

2.3.2 Depositor-Supplied Synonyms

1. Rize

2. Trecalmo

3. Rizen

4. Tienor

5. Rise

6. 33671-46-4

7. Clotiazepamum [inn-latin]

8. Y 6047

9. 5-(2-chlorophenyl)-7-ethyl-1-methyl-3h-thieno[2,3-e][1,4]diazepin-2-one

10. 5-(o-chlorophenyl)-7-ethyl-1,3-dihydro-1-methyl-2h-thieno(2,3-e)-1,4-diazepin-2-one

11. 5-(2-chlorophenyl)-7-ethyl-1-methyl-1,3-dihydro-2h-thieno(2,3-e)(1,4)diazepin-2-one

12. Zcn055599v

13. 2h-thieno(2,3e)(1,4)-diazepin-2-one, 5-(o-chlorophenyl)-7-ethyl-1,3-dihydro-1-methyl-

14. 5-(2-chlorophenyl)-7-ethyl-1-methyl-1,3-dihydro-2h-thieno[2,3-e][1,4]diazepin-2-one

15. Clotiazepamum

16. Distensan

17. Veratran

18. Clozan

19. Clotiazepam [inn:jan]

20. 2h-thieno(2,3-e)(1,4)diazepin-2-one, 1,3-dihydro-5-(o-chlorophenyl)-7-ethyl-1-methyl-

21. 2h-thieno[2,3-e]-1,4-diazepin-2-one, 5-(2-chlorophenyl)-7-ethyl-1,3-dihydro-1-methyl-

22. Rize (tn)

23. Einecs 251-627-3

24. Brn 0623332

25. Unii-zcn055599v

26. Dea No. 2752

27. Y-6047

28. Clotiazepam [mi]

29. Clotiazepam [inn]

30. Clotiazepam [jan]

31. Clotiazepam (jp17/inn)

32. Clotiazepam [mart.]

33. Schembl44592

34. Clotiazepam [who-dd]

35. Zinc1207

36. Chembl1697737

37. Dtxsid0022852

38. Chebi:31425

39. Hy-u00317

40. Akos005065735

41. Cs-7319

42. Db01559

43. D01328

44. Q2263999

45. 2h-thieno[2,3-e]-1,4-diazepine-2-one, 5-(2-chlorophenyl)-7-ethyl-1,3-dihydro-1-methyl-

46. 5-(2-chlorophenyl)-7-ethyl-1-methyl-1h,2h,3h-thieno[2,3-e][1,4]diazepin-2-one

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 318.8 g/mol
Molecular Formula C16H15ClN2OS
XLogP33.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count3
Rotatable Bond Count2
Exact Mass318.0593620 g/mol
Monoisotopic Mass318.0593620 g/mol
Topological Polar Surface Area60.9 Ų
Heavy Atom Count21
Formal Charge0
Complexity442
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of anxiety disorders.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Clotiazepam is a thienodiazepine possessing anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant properties. It increases the stage 2 non-rapid eye movement sleep.


5.2 ATC Code

N05BA21

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


N - Nervous system

N05 - Psycholeptics

N05B - Anxiolytics

N05BA - Benzodiazepine derivatives

N05BA21 - Clotiazepam


5.3 Metabolism/Metabolites

Hepatic.


Clotiazepam has known human metabolites that include Hydroxy-clotiazepam and desmethyl-clotiazepam.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


5.4 Biological Half-Life

4 hours


5.5 Mechanism of Action

Clotiazepam acts at the benzodiazepine receptors (BZD). This agonizes the action of GABA, increasing the frequency of opening of the channel chlorinates and penetration of the ions chlorinates through the ionophore. Increase in membrane polarization decreases the probability of discharge of neurons.


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09-Mar-2021
31-Aug-2024
KGS
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