Nordazepam
Synonym(s):7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one;Desmethyldiazepam;Nordiazepam
- CAS NO.:1088-11-5
- Empirical Formula: C15H11ClN2O
- Molecular Weight: 270.71
- MDL number: MFCD00063440
- EINECS: 214-123-4
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-06-08 09:03:07
What is Nordazepam?
Chemical properties
Off-White Solid
Originator
Madar,Ravizza, Italy ,1973
The Uses of Nordazepam
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
The Uses of Nordazepam
The primary metabolite of Diazepam. A ligand for the GABAA receptor benzodiazepine modulatory site. Anxiolytic. Controlled substance (depressant).
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
Properties of Nordazepam
Melting point: | 208-210°C |
Boiling point: | 453.1±45.0 °C(Predicted) |
Density | 1.2576 (rough estimate) |
refractive index | 1.6330 (estimate) |
Flash point: | 11 °C |
storage temp. | 2-8°C |
solubility | DMSO: >10mg/mL |
form | neat &_& powder |
pka | pKa 3.5 12.0 (5%MeOH in H2O t=20 I=0.15) (Uncertain) |
color | white to light tan |
NIST Chemistry Reference | Nordazepam(1088-11-5) |
EPA Substance Registry System | 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-5-phenyl- (1088-11-5) |
Safety information for Nordazepam
Signal word | Warning |
Pictogram(s) |
Exclamation Mark Irritant GHS07 |
GHS Hazard Statements |
H302:Acute toxicity,oral |
Precautionary Statement Codes |
P264:Wash hands thoroughly after handling. P264:Wash skin thouroughly after handling. P270:Do not eat, drink or smoke when using this product. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P501:Dispose of contents/container to..… |
Computed Descriptors for Nordazepam
New Products
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