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846-50-4

846-50-4 Structure

846-50-4 Structure
IdentificationMore
[Name]

TEMAZEPAM
[CAS]

846-50-4
[Synonyms]

AURORA KA-7273
TEMAZEPAM
1,3-Dihydro-7-chloro-3-hydroxy-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one
2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-chloro-3-hydroxy-1-methyl-5-phenyl-
2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-3-hydroxy-1-methyl-5-phenyl-
3-Hydroxydiazepam
7-Chloro-1,3-dihydro-3-hydroxy-1-methyl-5-phenyl-2H-1,4-benzodiazepin-2-one
7-chloro-1,3-dihydro-3-hydroxy-1-methyl-5-phenyl-2h-4-benzodiazepin-2-one
7-Chloro-3-hydroxy-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Cerepax
Crisonar
Diazepam, 3-hydroxy
ER 115
er115
Euhypnos
Euipnos
Gelthix
Hydroxydiazepam
k3917
K-3917
[EINECS(EC#)]

212-688-1
[Molecular Formula]

C16H13ClN2O2
[MDL Number]

MFCD00057904
[Molecular Weight]

300.74
[MOL File]

846-50-4.mol
Chemical PropertiesBack Directory
[Appearance]

Crystalline Solid
[Melting point ]

119-121°C
[Boiling point ]

211°C (rough estimate)
[density ]

1.2682 (rough estimate)
[refractive index ]

1.5200 (estimate)
[Fp ]

11 °C
[storage temp. ]

2-8°C
[solubility ]

Practically insoluble in water, freely soluble in methylene chloride, sparingly soluble in ethanol (96 per cent).
[pka]

pKa 1.6 (Uncertain)
[Usage]

Pharmacologically active labelled metabolite of Diazepam. Controlled substance (depressant). Sedative, hypnotic
[BCS Class]

2
[CAS DataBase Reference]

846-50-4(CAS DataBase Reference)
[IARC]

3 (Vol. 66) 1996
[EPA Substance Registry System]

Temazepam (846-50-4)
Safety DataBack Directory
[Hazard Codes ]

Xn,T,F
[Risk Statements ]

R22:Harmful if swallowed.
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
[Safety Statements ]

S16:Keep away from sources of ignition-No smoking .
S36/37:Wear suitable protective clothing and gloves .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 1230 3/PG 2
[WGK Germany ]

3
[RTECS ]

DF1225000
[HS Code ]

2933910000
[Toxicity]

LD50 oral in rat: 2gm/kg
Hazard InformationBack Directory
[Chemical Properties]

Crystalline Solid
[Originator]

Levanxol,Carlo Erba,Italy,1970
[Uses]

Pharmacologically active labelled metabolite of Diazepam. Controlled substance (depressant). Sedative, hypnotic
[Uses]

Pharmacologically active metabolite of Diazepam. Controlled substance (depressant). Sedative, hypnotic
[Uses]

Temazepam, is pharmacologically active metabolite of Diazepam (D416855). It is Sedative, and hypnotic. Controlled substance (depressant).
[Definition]

ChEBI: Temazepam is a benzodiazepine.
[Manufacturing Process]

According to British Patent 1,022,645 3.4 g of 3-acetoxy-7-chloro-1-methyl-5- phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one suspended in 80 ml alcohol was treated with 6 ml of 4 N NaOH. After complete solution had taken place, a solid precipitated; this solid was redissolved by the addition of 80 ml of water. The solution was acidified with acetic acid to give white crystals which were recrystallized from alcohol to yield 7-chloro-3-hydroxy-5-phenyl-1- methyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one, MP 119° to 121°C.
[Brand name]

Restoril (Tyco); Temaz (Quantum Pharmics).
[Therapeutic Function]

Tranquilizer
[World Health Organization (WHO)]

Temazepam is a widely used benzodiazepine derivative. As with other drugs in this class, cases of misuse and drug dependence are known.
[General Description]

Temazepam, 7-chloro-1,3-dihydro-3-hydroxy-1-methyl-5-phenyl -2H-1,4-benzodiazepine-2-one(Restoril), also occurs as a minor metabolite of diazepam.It can be visualized as N-methyl oxazepam, and indeed, asmall amount of N-demethylation occurs slowly. However,metabolism proceeds mainly through glucuronidationof the 3-hydroxyl group, thus, it is intermediate acting andmarketed as a hypnotic said to have little or no residualeffect.
[Clinical Use]

Benzodiazepine:
Insomnia (short-term use)
Pre-med anxiolytic prior to minor procedures
[Drug interactions]

Potentially hazardous interactions with other drugs
Antibacterials: metabolism possibly increased by rifampicin.
Antipsychotics: increased sedative effects; risk of serious adverse effects in combination with clozapine.
Antivirals: concentration possibly increased by ritonavir.
Disulfiram: metabolism of temazepam inhibited (increased toxicity).
Sodium oxybate: enhanced effects of sodium oxybate - avoid.
[Metabolism]

Temazepam is metabolised mainly in the liver. It is excreted mainly in the urine in the form of its inactive glucuronide conjugate together with small amounts of the demethylated derivative, oxazepam, also in conjugated form.
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