5527-71-9

Usage

Uses

Used in Pharmaceutical Industry:
METHYL CLONAZEPAM is used as a medication for the treatment of anxiety disorders and panic attacks. It helps in reducing anxiety and promoting a sense of calm by enhancing the effects of a neurotransmitter called gamma-aminobutyric acid (GABA) in the brain.
Used in Sleep Aid Applications:
METHYL CLONAZEPAM is used as a sleep aid for individuals experiencing insomnia or difficulty falling asleep. Its sedative properties help in inducing sleep and improving the overall quality of sleep.
Used in Anticonvulsant Therapy:
METHYL CLONAZEPAM is used as an anticonvulsant medication for the treatment of certain types of seizures and epilepsy. It helps in stabilizing the electrical activity in the brain, preventing seizures and reducing their frequency.
Used in Muscle Relaxant Applications:
METHYL CLONAZEPAM is used as a muscle relaxant to alleviate muscle spasms and tension. Its sedative and anxiolytic effects contribute to the relaxation of muscles, providing relief from pain and discomfort associated with muscle spasms.
Note: It is important to mention that METHYL CLONAZEPAM should be used under the supervision of a healthcare professional, as it may cause impairment of psychomotor performance and has the potential for dependency and abuse.

InChI:InChI=1/C16H12ClN3O3/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17/h2-8H,9H2,1H3

Synthetic route

5-(2-chlorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one (364046-84-4, 364046-86-6) + methyl iodide (74-88-4) → 1-methyl-5-(2'-chloro-phenyl)-7-nitro-1,3-dihydro-2H-1,4-benzodiazepin-2-one (5527-71-9)

Conditions	Yield
With potassium carbonate In dichloromethane; acetone

5-(2-chlorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one (364046-84-4, 364046-86-6) + alkyl halide → 1-methyl-5-(2'-chloro-phenyl)-7-nitro-1,3-dihydro-2H-1,4-benzodiazepin-2-one (5527-71-9)

Conditions	Yield
With aluminum oxide; potassium fluoride In acetone for 24h; Reflux;

Upstream product

• 364046-84-4 5-(2-chlorophenyl)-1,3-dihydro-7-nitro-2H-1,4-benzodiazepin-2-one 
• 74-88-4 methyl iodide 

Relevant academic research and scientific papers

Synthesis, Biological Evaluation, and Structure-activity Relationship of Clonazepam, Meclonazepam, and 1,4-Benzodiazepine Compounds with Schistosomicidal Activity

The inherent morbidity and mortality caused by schistosomiasis is a serious public health problem in developing countries. Praziquantel is the only drug in therapeutic use, leading to a permanent risk of parasite resistance. In search for new schistosomicidal drugs, meclonazepam, the 3-methyl-derivative of clonazepam, is still considered an interesting lead-candidate because it has a proven schistosomicidal effect in humans but adverse effects on the central nervous system did not allow its clinical use. Herein, the synthesis, in vitro biological evaluation, and molecular modeling of clonazepam, meclonazepam, and analogues are reported to establish the first structure-activity relationship for schistosomicidal benzodiazepines. Our findings indicate that the amide moiety [N1H-C2(=O)] is the principal pharmacophoric unit of 1,4-benzodiazepine schistosomicidal compounds and that substitution on the amide nitrogen atom (N1 position) is not tolerated.

Benzophenone derivatives useful in treating heart failure

There is presented novel benzophenone derivatives of the formula STR1 wherein R1 is hydrogen or lower alkyl, R2 is hydrogen or aminoacetyl, R3 is hydrogen or lower alkyl, R4 is hydrogen or halogen, R5 is hydrogen, amino, nitro or a group of the formula R3 --ON=C(R6)--and R6 is lower alkyl, with the proviso that R5 is a group of the formula H--ON=C(R6)--when R2 and R3 are both hydrogen, and their pharmaceutically acceptable acid addition salts. The compounds exhibit aldosterone-antagonistic properties and are accordingly suitable for the control or prevention of heart failure, hepatic ascites, primary aldosteronism and idiopathic hypertension.