| | Nordazepam Basic information |
| Product Name: | Nordazepam | | Synonyms: | 7-CHLORO-1,3-DIHYDRO-5-PHENYL-2H-1,4-BENZODIAZEPIN-2-ONE;RO 5-2180;1,3-dihydro-7-chloro-5-phenyl-2h-4-benzodiazepin-2-one;1-Demethyldiazepam;2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-chloro-5-phenyl-;2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-5-phenyl-;7-chloro-1,3-dihydro-5-phenyl-2h-4-benzodiazepin-2-one;7-Chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one | | CAS: | 1088-11-5 | | MF: | C15H11ClN2O | | MW: | 270.71 | | EINECS: | 214-123-4 | | Product Categories: | Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;ACTIVE PHARMACEUTICAL INGREDIENTS;Metabolites & Impurities;Neurochemicals | | Mol File: | 1088-11-5.mol |  |
| | Nordazepam Chemical Properties |
| Hazard Codes | Xn,T,F | | Risk Statements | 22-39/23/24/25-23/24/25-11 | | Safety Statements | 7-16-36/37-45 | | RIDADR | 3249 | | WGK Germany | 3 | | RTECS | DF1750000 | | HazardClass | 6.1(b) | | PackingGroup | III | | HS Code | 2933910000 | | Toxicity | LD50 in mice (mg/kg): 2750 orally, >400 i.p. (Randall); LD50 in mice, rats (mg/kg): 1300, >5200 orally (company communication) |
| | Nordazepam Usage And Synthesis |
| Chemical Properties | Off-White Solid | | Originator | Madar,Ravizza, Italy ,1973 | | Uses | The primary metabolite of Diazepam. A ligand for the GABAA receptor benzodiazepine modulatory site. Anxiolytic.
Controlled substance (depressant). | | Uses | The primary metabolite of diazepam. A ligand for the GABAA receptor benzodiazepine modulatory site. This is a controlled drug precursor therefore a liscence may be required for purchase | | Definition | ChEBI: A 1,4-benzodiazepinone having phenyl and chloro substituents at positions 5 and 7 respectively; it has anticonvulsant, anxiolytic, muscle relaxant and sedative properties but is used primarily in the treatment of anxiety. | | Manufacturing Process | A solution of 3.1 g of (2-benzoyl-4-chlorophenyl-carbamoylmethyl)carbamic acid benzyl ester in 30 cc of 20% hydrobromic acid in glacial acetic acid was stirred for 45 minutes at room temperature. On addition of 175 cc of anhydrous ether, a gummy solid precipitated. After several minutes the ether solution was decanted. The resultant 5-chloro-2-glycylaminobenzophenone was not isolated, but about 155 cc of ether was added to the residue and after chilling in an ice bath, 10% sodium hydroxide was added until the mixture was alkaline. The ether layer was then separated, washed twice with water and dried over sodium sulfate. After filtration, the ether solution was concentrated to dryness in vacuo. The residue was crystallized from benzene
to yield 7-chloro-5-phenyl-3H-1,4-benzodiazepin-2(1H)-one. | | Therapeutic Function | Tranquilizer | | Synthesis Reference(s) | Journal of Heterocyclic Chemistry, 25, p. 459, 1988 DOI: 10.1002/jhet.5570250220
The Journal of Organic Chemistry, 26, p. 4936, 1961 DOI: 10.1021/jo01070a038 |
| | Nordazepam Preparation Products And Raw materials |
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