848-75-9

Usage

Chemical Properties

Pale Green Solid

Originator

Loramet ,Wyeth, W. Germany,1980

Uses

An analog of Lorazepam (L469850). Sedative, hypnotic. Controlled substance (depressant).

Manufacturing Process

To a suspension of 3.4 g of 3-acetoxy-7-chloro-1,3-dihydro-5-(ochlorophenyl)-2H-1,4-benzodiazepin-2-one in 80 ml of alcohol was added 6 ml of 4 N sodium hydroxide. After complete solution had taken place a solid precipitated that redissolved upon the addition of 80 ml of water. The solution was acidified with acetic acid to give white crystals. After recrystallization from alcohol the compound melted at 192°C to 194°C.

Clinical Use

#N/A

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 inhibited, increased sedative effects. Sodium oxybate: enhanced effect - avoid.

Metabolism

Lormetazepam is metabolised in the liver to the inactive glucuronide, and excreted in the urine.

InChI:InChI=1/C16H12Cl2N2O2/c1-20-13-7-6-9(17)8-11(13)14(19-15(21)16(20)22)10-4-2-3-5-12(10)18/h2-8,15,21H,1H3

Upstream product

• 846-49-1 lorazepam 
• 74-88-4 methyl iodide 
• 96576-92-0 7-chloro-5-(2-chlorophenyl)-1-methyl-3-acetoxy-1,3-dihydro-2H-1,4-benzodiazepin-2-one 

Downstream Products

• 130753-93-4 Benzoic acid 7-chloro-5-(2-chloro-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl ester 
• 130753-97-8 2-Methyl-3-nitro-benzoic acid 7-chloro-5-(2-chloro-phenyl)-1-methyl-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl ester 
• 2958-36-3 (2-amino-5-chloro-phenyl)-(2-chloro-phenyl)-methanone 
• 846-49-1 lorazepam 
• 5621-86-3 2',5-dichloro-2-methylaminobenzophenone 
• 113679-56-4 C₁₆H₁₂Cl₂N₂O₂ 
• 113679-54-2 C₁₆H₁₂Cl₂N₂O₂ 

Relevant academic research and scientific papers

Crystal form of lormetazepam and preparation method thereof

The invention relates to lormetazepam, in particular to a crystal form of lormetazepam and a preparation method thereof. The reflecting angle 2theta in the X-ray powder diffraction pattern of the crystal form of lormetazepam has characteristic peaks at 12.20 degrees, 14.69 degrees, 14.77 degrees, 18.43 degrees, 18.55 degrees, 20.85 degrees, 21.19 degrees, 24.43 degrees and 28.32 degrees. The preparation method comprises the steps of: adding a solvent into a lormetazepam crude product, heating up till backflow, after full dissolution of the crude product, continuing heat-insulated backflow, filtering after backflow is finished, cooling and carrying out heat-insulated crystallization on the filtrate, then filtering, and drying the filter cake to a constant weight to obtain the crystal form of lormetazepam. The preparation method disclosed by the invention is simple in operation and easy in realization.

Benzodiazepine derivatives

The present invention is directed to novel benzodiazepine derivatives which are synthesized for the covalent attachment to antigens (proteins or polypeptides) for the preparation of antibodies or receptors to the benzodiazepine metabolites. The resulting novel antigens may be used for the production of antibodies or receptors using standard methods. Once generated, the antibodies or receptors and the novel derivatives which are covalently attached to proteins, polypeptides or labels may be used in the immunoassay process.