QUAZEPAM

Iupac Name：7-chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-3H-1,4-benzodiazepine-2-thione

Molecular Weight：386.793

Modify Date.: 2022-11-22 16:08

Introduction: Quazepam is a rapidly acting, short term hypnotic reported to exhibit a lowincidence of side effects. View more+

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1. Names and Identifiers

1.1 Name: QUAZEPAM
1.2 Synonyms: 2H-1,4-Benzodiazepine-2-thione, 7-chloro-5- (2-fluorophenyl)-1,3-dihydro-1-(2,2,2-trifluoroethyl)- 2H-1,4-Benzodiazepine-2-thione, 7-chloro-5-(2-fluorophenyl)-1,3-dihydro-1-(2,2,2-trifluoroethyl)- 7-Chloro-5-(2-fluorophenyl)-1-(2,2,2-trifluoroethyl)-1,3-dihydro-2H-1,4-benzodiazepine-2-thione Cetrane DORAL dormalin EINECS 253-179-4 oniria prosedar Quazapam QUAZEPAM CIV (200 MG) Quazepam solution Quazepamum quazium sch16134 Selepam

1.3 CAS No.: 36735-22-5

1.4 CID: 4999

1.5 EINECS(EC#): 253-179-4

1.6 Molecular Formula: C17H11ClF4N2S (isomer)

1.7 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

1.8 InChkey: IKMPWMZBZSAONZ-UHFFFAOYSA-N

1.9 Canonical Smiles: C1C(=S)N(C2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3F)CC(F)(F)F

1.10 Isomers Smiles: C1C(=S)N(C2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3F)CC(F)(F)F

2. Properties

2.1 Density: 1.42

2.1 Melting point: 137.5-139°

2.1 Boiling point: 429.9 °C at 760 mmHg

2.1 Refractive index: 1.595

2.1 Flash Point: 213.8 °C

2.2 Precise Quality: 386.02700

2.2 PSA: 47.69000

2.2 logP: 4.52680

2.2 VaporDensity: >1 (vs air)

2.3 Appearance: Solid

2.4 Physical: Solid

2.5 pKa: 0.49±0.20(Predicted)

2.6 Water Solubility: 2.31e-03 g/L

2.7 StorageTemp: -20°C

3. Use and Manufacturing

3.1 Usage: Quazepam is a benzodiazepine derivative drug and is known to bind nonspecifically to benzodiazepine receptors, which affects muscle relaxation, anticonvulsant activty, motor coordination and memory. Quazepam is known to induce motor impairment and exerts hypnotic properties. Quazepam is often used for the treatment of insomina.

4. Safety and Handling

4.1 Packing Group: III

4.1 Hazard Class: 6.1(b)

4.1 RIDADR: 3249

4.1 Safety: Safety information of 2H-1,4-Benzodiazepine-2-thione, 7-chloro-5- (2-fluorophenyl)-1,3-dihydro-1-(2,2,2-trifluoroethyl)- (36735-22-5):
RIDADR 3249
HazardClass 6.1(b)
PackingGroup III

4.2 Toxicity: LD50 in mice (mg/kg): >1370 i.v., >5000 orally (Orgini); LD50 in male, female mice, rats (mg/kg): 845, 921, 3072, 2749 i.p. (Black)

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s)	no data available
Signal word	no data available
Hazard statement(s)	no data available
Precautionary statement(s)
Prevention	no data available
Response	no data available
Storage	no data available
Disposal	no data available

2.3 Other hazards which do not result in classification

no data available

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6. NMR Spectrum

13C NMR : Predict

1H NMR : Predict

Mass spectrum (electron ionization)

7. Other Information

7.0 Collision Cross Section: 174.9 ?2 [M+H]+ [CCS Type: TW, Method: Major Mix IMS/Tof Calibration Kit (Waters)]

7.1 Livertox Summary: Quazepam is an orally available benzodiazepine used to treat insomnia. As with most benzodiazepines, quazepam therapy has not been associated with serum aminotransferase or alkaline phosphatase elevations, and clinically apparent liver injury from quazepam has not been reported and must be very rare, if it occurs at all.

7.2 Drug Classes: Sedatives and Hypnotics

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

7.4 Absorption: Bioavailability is 29-35% following oral administration.

7.5 Metabolism: Hepatic.|Quazepam has known human metabolites that include 2-oxoquazepam.

7.6 Biological Half Life: 39 hours

7.7 Dea Controlled Substances: Quazepam|Doral|2881|Schedule IV - Substances in the DEA Schedule IV have a low potential for abuse relative to substances in Schedule III.|No

7.8 Use Classification: Human Drugs -> FDA Approved Drug Products with Therapeutic Equivalence Evaluations (Orange Book) -> Active Ingredients

7.9 Description: Quazepam is a rapidly acting, short term hypnotic reported to exhibit a low incidence of side effects.

7.10 Originator: Schering (USA)

7.11 Uses: Quazepam is a benzodiazepine derivative drug and is known to bind nonspecifically to benzodiazepine receptors, which affects muscle relaxation, anticonvulsant activty, motor coordination and memory. Quazepam is known to induce motor impairment and exerts hypnotic properties. Quazepam is often used for the treatment of insomina.

7.12 Brand name: Doral (Questcor).

7.13 General Description: Quazepam (Doral) and its active metabolitesreportedly are relatively selective for the benzodiazepinemodulatory site on GABA_A receptors with α1 subunitand are hypnotic agents. Quazepam is metabolized by oxidation to the 2-oxo compound and then N-dealkylation.Both metabolites are active; the first reportedly is the morepotent and selective. Thereafter, 3-hydroxylation and glucuronidationoccur.

8. Computational chemical data

Molecular Weight: 386.793g/mol
Molecular Formula: C₁₇H₁₁ClF₄N₂S
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 386.0267599
Monoisotopic Mass: 386.0267599
Complexity: 539
Rotatable Bond Count: 2
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 6
Topological Polar Surface Area: 47.7
Heavy Atom Count: 25
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccB7AcBEAAAAAAAAAAAAAAAAAAAAAAAwYAAABAAAAAABQAAAHQYAAAAADArBWDwwwIMAAACkAyRiRACCAAAhBwgIiAAoZpgIYKLBk5GUIAhggADIyAcQgMAOAABAIAACAAAAAIBAAAQAAAAAAAAAAA==

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