63547-25-1

Usage

Chemical Properties

Colorless Oil

Uses

Modafinil derivative

InChI:InChI=1/C16H16O3S/c1-19-15(17)12-20(18)16(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h2-11,16H,12H2,1H3

Upstream product

• 77-78-1 dimethyl sulfate 
• 63547-24-0 modafinil acid 
• 91-01-0 1,1-Diphenylmethanol 
• 101-81-5 Diphenylmethane 
• 67-56-1 methanol 
• 79-22-1 methyl chloroformate 

Downstream Products

• 112111-43-0 Modafinil 
• 1726-02-9 bis(diphenylmethyl)disulfide 

Relevant academic research and scientific papers

Nickel-catalyzed oxidative dehydrogenative coupling of alkane with thiol for C(sp3)-S bond formation

A nickel-catalyzed oxidative dehydrogenative coupling reaction of alkane with thiol for the construction of C(sp3)-S bond has been established, affording more than 50 alkyl thioethers. Notably, pharmaceutical and agrochemicals, such as Provigil, Chlorbenside and Pyridaben, were readily synthesized by this approach. The sterically hindered ligand BC and disulfide which was formed in situ oxidation of thiol, efficiently avoiding nickel-catalyst poisoning. A set of mechanistic experiments disclose both Ni-catalyzed and Ni-free HAA processes.

Efficient atom and step economic (EASE) synthesis of the "smart drug" Modafinil

Modafinil (2-[(diphenylmethyl)sulfinyl]acetamide, MOD) is a key psychostimulant drug used for the treatment of narcolepsy and other sleep disorders that has a very low addiction liability. Recently, MOD has been clinically investigated for the treatment of cocaine addiction and used by astronauts in long-term space missions. We have developed a synthetic strategy for "smart drug" Modafinil. An efficient atom and step economic (EASE) synthesis has been carried out by the direct reaction of benzhydrol and 2-mercaptoacetamide using the recyclable heterogeneous catalyst Nafion-H along with post-sulfoxidation. This protocol exhibits improved sustainability credentials. We have also developed a superior pre-sulfoxidation approach for the synthesis of Modafinil.

AN IMPROVED PROCESS FOR THE PREPARATION OF ARMODAFINIL

The invention encompasses processes for preparing intermediates, such as R-modafinic acid or (R)-C1-2 alkyl ester, of modafinic acid, and the conversion of the intermediates to armodafinil.

Method for the production of crystalline forms and crystalline forms of optical enantiomers of modafinil

The invention relates to a process for the preparation of crystalline forms of the optical enantiomers of modafinil, comprising stages comprising: i) dissolving one of the optical enantiomers of modafinil in a solvent other than ethanol, ii) crystallising

Novel method for preparing methyl 2-diphenylmethylsulfinylacetate

Method for preparing methyl 2-diphenylmethylsulfinylacetate (MDMSA) comprising the steps of :(i) conversion of benzhydrol into methyldiphenylmethylthioacetate ; and(ii) conversion of methyldiphenylmethylthioacetate into methyl-2-diphenylmethylsulfinylacet

Levorotatory isomer of benzhydrylsulfinyl derivatives

The levorotatory isomer of benzhydrylsulfinylacetamide has useful pharmaceutical activity on the central nervous system, particularly as an antidepressant and stimulant in the treatment of hypersomnia and Alzheimer's disease.

Acetamide derivatives

Novel acetamide derivatives have been discovered to have useful pharmaceutical activity on the central nervous system. They may be prepared by reacting the corresponding ester or acid halide with the appropriately substituted amine.

New benzhydrysulphinyl derivatives

The invention provides the benzhydrylsulphinyl derivatives of the formula: where n is 1, 2 or 3 and R is C(=O)NHOH, C(=NH)NH2, C(=NH)NHOH, 2-Δ2 -imidazolinyl or NR1 R2 (where R1 is H or C1 -C3 -alkyl and R2 is H, C1 -C3 -alkyl, or CH2 CH2 OH, and R1 and R2 considered together can form, with the nitrogen atom to which they are bonded, a N-heterocyclic group of 5 to 7 ring members, which can be substituted and can contain a second hetero-atom such as O and N), and their addition salts. These products are useful in therapy for treating disturbances of the central nervous system.