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Synopsis

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Chemistry

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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

Quazepam

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 Formula	C₁₇H₁₁ClF₄N₂S
Molecular Weight	386.8 g/mol
XLogP3	4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	2
Exact Mass	386.0267599 g/mol
Monoisotopic Mass	386.0267599 g/mol
Topological Polar Surface Area	47.7 Å²
Heavy Atom Count	25
Formal Charge	0
Complexity	539
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Information

1 of 2
Drug Name	Doral
PubMed Health	Quazepam (By mouth)
Drug Classes	Hypnotic
Drug Label	DORAL 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 Ingredient	Quazepam
Dosage Form	Tablet
Route	Oral
Strength	15mg
Market Status	Prescription
Company	Sciecure Pharma

2 of 2
Drug Name	Doral
PubMed Health	Quazepam (By mouth)
Drug Classes	Hypnotic
Drug Label	DORAL 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 Ingredient	Quazepam
Dosage Form	Tablet
Route	Oral
Strength	15mg
Market Status	Prescription
Company	Sciecure 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 GABA_A 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

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Quazepam

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ACTIVE PHARMA INGREDIENTS

3 API Suppliers

2 USDMF

2 JDMF

1 NDC API

FINISHED DOSAGE FORMULATIONS

2 FDF Dossiers

2 FDA Orange Book

RELATED EXCIPIENT COMPANIES

3 SPI Pharma

1 DKSH

6 Gangwal Healthcare

3 Anhui Sunhere Pharmaceutical Excipients Co.,Ltd

7 BASF

1 Gangwal Chemicals

2 Ingredion Pharma Solutions

4 Kerry

5 Microlex e.U

3 Pluviaendo

1 Prachin Chemical

6 Roquette

1 Seppic

2 Shanghai Shenmei Pharmaceutical Technology Co., Ltd

1 Sigachi Industries

1 Vasa Pharmachem

EXCIPIENTS BY APPLICATIONS

20 Fillers, Diluents & Binders

13 Direct Compression

12 Lubricants & Glidants

8 Co-Processed Excipients

6 Granulation

5 Taste Masking

4 Controlled & Modified Release

4 Coating Systems & Additives

4 Disintegrants & Superdisintegrants

4 Thickeners and Stabilizers

3 Chewable & Orodispersible Aids

3 Emulsifying Agents

1 Surfactant & Foaming Agents

1 API Stability Enhancers

1 Topical

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2 NEWS #PharmaBuzz

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2 US Patents

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2 Others

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