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2D Structure
Also known as: Doral, Prosedar, Quazium, Dormalin, Oniria, Selepam
Molecular Formula
C17H11ClF4N2S
Molecular Weight
386.8  g/mol
InChI Key
IKMPWMZBZSAONZ-UHFFFAOYSA-N
FDA UNII
JF8V0828ZI

Quazepam is a synthetic benzodiazepine derivative with anxiolytic, sedative and hypnotic properties. Quazepam and its major metabolite 2-oxoquazepam potentiate gamma-aminobutyric acid (GABA) activity by binding to the benzodiazepine-1 recognition site (BZ-1) within the GABA-A receptor, located in the limbic, neocortical and mesencephalic reticular system. This increases the frequency of GABA-activated chloride channel opening events, allowing the flow of chloride ions into the neuron leading to membrane hyperpolarization and decreased neuronal excitability.
Quazepam is a Benzodiazepine.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-3H-1,4-benzodiazepine-2-thione
2.1.2 InChI
InChI=1S/C17H11ClF4N2S/c18-10-5-6-14-12(7-10)16(11-3-1-2-4-13(11)19)23-8-15(25)24(14)9-17(20,21)22/h1-7H,8-9H2
2.1.3 InChI Key
IKMPWMZBZSAONZ-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1C(=S)N(C2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3F)CC(F)(F)F
2.2 Other Identifiers
2.2.1 UNII
JF8V0828ZI
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Doral

2. Quiedorm

3. Sch 16134

4. Sch-16134

2.3.2 Depositor-Supplied Synonyms

1. Doral

2. Prosedar

3. Quazium

4. Dormalin

5. Oniria

6. Selepam

7. 36735-22-5

8. Sch 16134

9. Quazepamum [inn-latin]

10. Sch-16134

11. Quazepam Civ

12. 7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-3h-1,4-benzodiazepine-2-thione

13. 7-chloro-5-(o-fluorophenyl)-1,3-dihydro-1-(2,2,2-trifluoroethyl)-2h-1,4-benzodiazepine-2-thione

14. Nsc-309702

15. Chebi:8694

16. Jf8v0828zi

17. 2h-1,4-benzodiazepine-2-thione, 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1-(2,2,2-trifluoroethyl)-

18. Quazepamum

19. Quazapam

20. Cetrane

21. Doral [sedative]

22. 7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1h-1,4-benzodiazepine-2-thione

23. Doral (tn)

24. Einecs 253-179-4

25. Nsc 309702

26. Quazepam (jan/usp/inn)

27. Sch-161

28. Brn 0901084

29. Unii-jf8v0828zi

30. Dea No. 2881

31. Quazepam [usan:usp:inn:ban]

32. Quazepam [usan]

33. Quazepam [inn]

34. Quazepam [jan]

35. Quazepam [mi]

36. Quazepam [vandf]

37. Quazepam Civ(200 Mg)

38. Quazepam [mart.]

39. Quazepam [who-dd]

40. Schembl29504

41. 5-24-04-00356 (beilstein Handbook Reference)

42. Quazepam [orange Book]

43. Quazepam Civ [usp-rs]

44. Gtpl7288

45. Chembl1200472

46. Quazepam [usp Monograph]

47. Dtxsid60190193

48. Zinc538266

49. Nsc309702

50. Db01589

51. C07336

52. D00457

53. 735q225

54. Q3927403

55. 2h-1, 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1-(2,2,2-trifluoroethyl)-

56. 7-chloro-5-(o-fluorophenyl)-1,2,2-trifluoroethyl)-2h-1,4-benzodiazepine-2-thione

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 386.8 g/mol
Molecular Formula C17H11ClF4N2S
XLogP34
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count6
Rotatable Bond Count2
Exact Mass386.0267599 g/mol
Monoisotopic Mass386.0267599 g/mol
Topological Polar Surface Area47.7 Ų
Heavy Atom Count25
Formal Charge0
Complexity539
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 Information
1 of 2  
Drug NameDoral
PubMed HealthQuazepam (By mouth)
Drug ClassesHypnotic
Drug LabelDORAL contains quazepam, a trifluoroethyl benzodiazepine hypnotic agent, having the chemical name 7-chloro-5- (o-fluoro-phenyl)-1,3-dihydro-1-(2,2,2-trifluoroethyl)-2H-1,4-benzodiazepine-2-thione and the following structural formula:Quazepam has the...
Active IngredientQuazepam
Dosage FormTablet
RouteOral
Strength15mg
Market StatusPrescription
CompanySciecure Pharma

2 of 2  
Drug NameDoral
PubMed HealthQuazepam (By mouth)
Drug ClassesHypnotic
Drug LabelDORAL contains quazepam, a trifluoroethyl benzodiazepine hypnotic agent, having the chemical name 7-chloro-5- (o-fluoro-phenyl)-1,3-dihydro-1-(2,2,2-trifluoroethyl)-2H-1,4-benzodiazepine-2-thione and the following structural formula:Quazepam has the...
Active IngredientQuazepam
Dosage FormTablet
RouteOral
Strength15mg
Market StatusPrescription
CompanySciecure Pharma

4.2 Drug Indication

Used to treat insomnia.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Quazepam is a benzodiazepine derivative. The main pharmacological action of quazepam is the enhancement of the neurotransmitter GABA at the GABAA receptor.


5.2 MeSH Pharmacological Classification

Hypnotics and Sedatives

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
QUAZEPAM
5.3.2 FDA UNII
JF8V0828ZI
5.3.3 Pharmacological Classes
Benzodiazepines [CS]; Benzodiazepine [EPC]
5.4 ATC Code

N - Nervous system

N05 - Psycholeptics

N05C - Hypnotics and sedatives

N05CD - Benzodiazepine derivatives

N05CD10 - Quazepam


5.5 Absorption, Distribution and Excretion

Absorption

Bioavailability is 29-35% following oral administration.


5.6 Metabolism/Metabolites

Hepatic.


Quazepam has known human metabolites that include 2-oxoquazepam.

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


5.7 Biological Half-Life

39 hours