Nimetazepam

Bezeichnung:Nimetazepam

CAS-Nr2011-67-8

Englisch Name:Nimetazepam

CBNumberCB6139366

SummenformelC16H13N3O3

Molgewicht295.29

MOL-Datei2011-67-8.mol

Synonyma

Nimetazepam

Nimetazepam physikalisch-chemischer Eigenschaften

Schmelzpunkt	156.5-157.5°
Siedepunkt	436.98°C (rough estimate)
Dichte	1.1952 (rough estimate)
Brechungsindex	1.6500 (estimate)
Flammpunkt	9℃
storage temp.	-20°C
Löslichkeit	Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand	Solid
pka	pKa 2.53(EtOH/H2O,t =25,Iundefined) (Uncertain)
Farbe	Light Yellow to Dark Yellow
CAS Datenbank	2011-67-8(CAS DataBase Reference)
NIST chemische Informationen	Nimetazepam(2011-67-8)

Sicherheit

Kennzeichnung gefährlicher	F,T
R-Sätze:	11-23/24/25-39/23/24/25
S-Sätze:	16-36/37-45
RIDADR	UN1230 - class 3 - PG 2 - Methanol, solution
WGK Germany	1
Toxizität	LD50 in male, female mice, rats (mg/kg): 910, 750, 1150, 970 orally; 970, 840, 970, 980 i.p.; 1500, 1500, 1000, 1000 s.c. (Sakai)
DEA Controlled Substances	CSCN: 2837 CSA SCH: Schedule IV NARC: No

Gefahreninformationscode (GHS)

Nimetazepam Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften
Dark yellow Solid
Originator
Erimin,Sumitomo,Japan,1977
Verwenden
Sedative, hypnotic. Controlled substance.
Definition
ChEBI: A nitrazepam which is substituted at positions 1 by a methyl groups. It is used as an anticonvulsant and as a hypnotic for the short-term management of insomnia.
Manufacturing Process
To a suspension of 73.9 g of 1-methyl-5-nitro-3-phenylindole-2-carbonitrile in 1.5 liters of dry tetrahydrofuran is added dropwise a solution of 126 g of boron trifluoride etherate in 220 ml of dry tetrahydrofuran with stirring for 2 hours. After addition, stirring is continued for an additional 3 hours. To the reaction mixture is added dropwise 370 ml of water and then 370 ml of concentrated hydrochloric acid with stirring under ice-cooling.
The resulting precipitate is collected by filtration, washed with water followed by ethanol, and dried to give 56.3 g of crude 2-aminomethyl-1-methyl-5- nitro-3-phenylindole hydrochloride, melting point 263°C to 267°C.
To a suspension of 6.5 g of 2-aminomethyl-1-methyl-5-nitro-3-phenylindole in 65 ml of glacial acetic acid is added dropwise a solution of 6.5 g of chromic anhydride in 6.5 ml of water at 20°C with stirring. The mixture is stirred at room temperature overnight and thereto is added 195 ml of water. To the mixture is added dropwise 100 ml of 28% ammonia water with stirring under cooling. The resultant precipitate is collected by filtration, washed with water and dried to give 5.9 g of a crude product having melting point 135°C to 140°C. Fractional recrystallization from ethanol gives 3.8 g of 1-methyl-7- nitro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepine-2-one as yellow plates, melting point 153°C to 156°C. Further recrystallization from the same solvent gives pale yellow plates having melting point 156°C to 156.5°C.
Therapeutic Function
Tranquilizer

Nimetazepam Upstream-Materialien And Downstream Produkte

2011-67-8, Nimetazepam Verwandte Suche:

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