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TEMAZEPAM

CAS No.
846-50-4
Chemical Name:
TEMAZEPAM
Synonyms
er115;k3917;wy3917;wy2917;Planum;ER 115;K-3917;Wy-3917;WY 2917;Cerepax
CBNumber:
CB9185627
Molecular Formula:
C16H13ClN2O2
Molecular Weight:
300.74
MDL Number:
MFCD00057904
MOL File:
846-50-4.mol
Last updated:2023-06-08 09:03:07

TEMAZEPAM Properties

Melting point 119-121°C
Boiling point 211°C (rough estimate)
Density 1.2682 (rough estimate)
refractive index 1.5200 (estimate)
Flash point 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)
BCS Class 2
CAS DataBase Reference 846-50-4(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII CHB1QD2QSS
IARC 3 (Vol. 66) 1996
Proposition 65 List Temazepam
ATC code N05CD07
EPA Substance Registry System Temazepam (846-50-4)

Pharmacokinetic data

Protein binding 96%
Excreted unchanged in urine <2%
Volume of distribution 1.3-1.5(L/kg)
Biological half-life 7-11 / Unchanged

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
Hazard Codes  Xn,T,F
Risk Statements  22-39/23/24/25-23/24/25-11
Safety Statements  16-36/37-45-7
RIDADR  UN 1230 3/PG 2
WGK Germany  3
RTECS  DF1225000
HS Code  2933910000
Toxicity LD50 oral in rat: 2gm/kg
NFPA 704
3
2 0

TEMAZEPAM Chemical Properties,Uses,Production

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.

TEMAZEPAM Preparation Products And Raw materials

Raw materials

Preparation Products

Planum Remestan Restoril Ro 5-5345 ro5-5345 Ro-5-5354 Signopam WY 2917 wy2917 wy3917 Wy-3917 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 Levanxene Levanxol Levanzene Mabertin Methyloxazepam N-Methyloxazepam Normison Oxydiazepam Perdorm AURORA KA-7273 TEMAZEPAM,1.0MG/MLINMETHANOL NSC 246303 3-Hydroxydiazepam-13C,d3 7-Chloro-1,3-dihydro-3-hydroxy-1-(methyl-13C,d3)-5-phenyl-2H-1,4-benzodiazepin-2-one ER 115-13C,d3 N-Methyloxazepam-13C,d3 Normison-13C,d3 Oxydiazepam-13C,d3 Perdorm-13C,d3 Remestan-13C,d3 Restoril-13C,d3 Temazepam-13C,d3 Temazepam solution Hydroxydrazepam 7-chloro-3-hydroxy-1-methyl-5-phenyl-3H-1,4-benzodiazepin-2-one Temazepam CIV (200 mg) Temazepam [Controlled Substance] Methanol(test Temazepam,1.0mg/mL) temazepam methanol solution temazepam--dea schedule iv item TeMazepaM (100 μg/ML in Methanol) 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-