2011-67-8 Usage
Description
Nimetazepam is a nitrazepam derivative, characterized by the substitution of a methyl group at position 1. It is a dark yellow solid with sedative and hypnotic properties, making it a controlled substance. Nimetazepam is primarily used as an anticonvulsant and for the short-term management of insomnia.
Uses
Used in Pharmaceutical Industry:
Nimetazepam is used as a sedative and hypnotic agent for the treatment of insomnia. It helps in inducing sleep and reducing anxiety, making it a valuable component in the management of sleep disorders.
Used in Anticonvulsant Applications:
Nimetazepam is also utilized as an anticonvulsant, helping to control and prevent seizures in patients with epilepsy or other seizure disorders. Its effectiveness in controlling seizures contributes to its importance in the pharmaceutical industry.
Originator
Erimin,Sumitomo,Japan,1977
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
Check Digit Verification of cas no
The CAS Registry Mumber 2011-67-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,0,1 and 1 respectively; the second part has 2 digits, 6 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2011-67:
(6*2)+(5*0)+(4*1)+(3*1)+(2*6)+(1*7)=38
38 % 10 = 8
So 2011-67-8 is a valid CAS Registry Number.
InChI:InChI=1/C16H13N3O3/c1-18-14-8-7-12(19(21)22)9-13(14)16(17-10-15(18)20)11-5-3-2-4-6-11/h2-9H,10H2,1H3
2011-67-8Relevant articles and documents
5-PHENYL-LH-BENZ0 [E] [1, 4] DIAZEPINE COMPOUNDS SUBSTITUTED WITH AN HYDROXAMIC ACID GROUP AS HISTONE DEACETYLASE INHIBITORS
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Page/Page column 14-15, (2009/07/25)
Novel hydroxamate histone deacetylase inhibitors of formula (I) wherein X is C=O or CH2 used as antineoplastic agent.
Micellar catalysis of organic reactions. XVII. Hydrolysis of nitrazepam and some N-alkylated derivatives
Broxton,Morrison
, p. 1037 - 1043 (2007/10/02)
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Process for the preparation of 1,4-benzodiazepine derivatives
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, (2008/06/13)
A 1,4-benzodiazepine derivative, or a pharmaceutically acceptable acid salt thereof, of the formula, SPC1 Wherein R1 is hydrogen, halogen, nitro or trifluoromethyl; R2 and R3 are independently hydrogen, halogen, lower alkyl or trifluoromethyl; R4 is lower alkyl, alkenyl, trihaloalkyl, alkoxyalkyl, alkenyloxyalkyl, alkoxyalkoxyalkyl, alkanoyloxyalkyl, cycloalkylalkyl, alkylthioalkyl, alkylsulfinylalkyl, alkylsulfonylalkyl or a group of the formula EQU1 in which R6 and R7 are independently lower alkyl, and n is an integer of 1 to 4; and R5 is hydrogen or lower alkyl, is obtained by reacting a benzophenone derivative of the formula, SPC2 Wherein R1, R2, R3 and R4 are as defined above, with a 2-isocyanatoacetyl chloride derivative of the formula EQU2 wherein R5 is as defined above.