ChemicalBook--->CAS DataBase List--->1088-11-5

1088-11-5

1088-11-5 Structure

1088-11-5 Structure
IdentificationBack Directory
[Name]

Nordazepam
[CAS]

1088-11-5
[Synonyms]

NDD
NDZ
Dmdz
Madar
A 101
Nordaz
Stilny
Calmday
RO 5-2180
Praxadium
nordazepam
Norprazepam
Ro 52180434
NORDIAZEPAM
Dealkylprazepam
Demethyldiazepam
Desalkylprazepam
N-Deoxydemoxapam
N-Deoxydemoxepam
DESMETHYLDIAZEPAM
1-Demethyldiazepam
N-Demethyldiazepam
N-Desmethyldiazepam
N1-Desmethyldiazepam
Nordiazepam solution
Diazepam EP impurity A
Chlordesmethyldiazepam
Clorazepate (break down)
Desmethyldiazepam solution
7-Chloro-1,3-dihydro-5-phenyl-
N-Descyclopropylmethylprazepam
1,3-Dihydro-7-Chloro-5-Phenyl-2H-1
DESMETHYLDIAZEPAM METHANOL SOLUTION
Methanol (test Nordiazepam,1.0mg/mL)
DESMETHYLDIAZEPAM--DEA SCHEDULE IV ITEM
DIAZEPAM, DESMETHYL (RO 5-2180, NORDIAZE P
7-Chloro-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one
1,4-BENZODIAZEPIN-2-ONE,7-CHLORO-1,3-DIHYDRO-5-PHENYL-
7-chloro-1,3-dihydro-5-phenyl-2h-4-benzodiazepin-2-one
1,3-dihydro-7-chloro-5-phenyl-2h-4-benzodiazepin-2-one
7-CHLORO-1,3-DIHYDRO-5-PHENYL-2H-1,4-BENZODIAZEPIN-2-ONE
7-Chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one
1,3-Dihydro-7-Chloro-5-Phenyl-2H-1,4-Benzodiazepine-2-One
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-
Nordazepam CIV (50 mg) (7-Chloro-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one)
[EINECS(EC#)]

214-123-4
[Molecular Formula]

C15H11ClN2O
[MDL Number]

MFCD00063440
[MOL File]

1088-11-5.mol
[Molecular Weight]

270.71
Chemical PropertiesBack Directory
[Appearance]

Off-White Solid
[Melting point ]

208-210°C
[Boiling point ]

453.1±45.0 °C(Predicted)
[density ]

1.2576 (rough estimate)
[refractive index ]

1.6330 (estimate)
[Fp ]

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
[LogP]

2.930
[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)
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[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
[Uses]

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.
[Originator]

Madar,Ravizza, Italy ,1973
[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
Safety DataBack Directory
[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)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Hexamethylenetetramine-->Diphenylamine-->Benzophenone-->Acetic acid
[Preparation Products]

BENZP-DINITRIDE-THIO-KETONE-->pinazepam
Spectrum DetailBack Directory
[Spectrum Detail]

Nordazepam(1088-11-5)MS
Nordazepam(1088-11-5)IR1
Nordazepam(1088-11-5)IR2
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