ChemicalBook CAS DataBase List 1088-11-5

1088-11-5

Name	Nordazepam
CAS	1088-11-5
EINECS(EC#)	214-123-4
Molecular Formula	C15H11ClN2O
MDL Number	MFCD00063440
Molecular Weight	270.71
MOL File	1088-11-5.mol

Chemical Properties

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
Major Application	clinical testing
InChI	1S/C15H11ClN2O/c16-11-6-7-13-12(8-11)15(17-9-14(19)18-13)10-4-2-1-3-5-10/h1-8H,9H2,(H,18,19)
InChIKey	AKPLHCDWDRPJGD-UHFFFAOYSA-N
SMILES	Clc1ccc2NC(=O)CN=C(c3ccccc3)c2c1
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)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P264-P270-P301+P312-P501
Hazard Codes	Xn,T,F
Risk Statements	22-39/23/24/25-23/24/25-11 less more
Safety Statements	7-16-36/37-45 less more
RIDADR	3249
WGK Germany	3
RTECS	DF1750000
REACH Registrations	Active
HazardClass	6.1(b)
PackingGroup	III
HS Code	2933910000
Storage Class	3 - Flammable liquids
Hazard Classifications	Acute Tox. 3 Dermal Acute Tox. 3 Inhalation Acute Tox. 3 Oral Flam. Liq. 2 STOT SE 1
Toxicity	LD50 in mice (mg/kg): 2750 orally, >400 i.p. (Randall); LD50 in mice, rats (mg/kg): 1300, >5200 orally (company communication) less more

Raw materials And Preparation Products

Hazard Information

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

Spectrum Detail

Send Inquriy