Modafinil Acid

Base Information

• Chemical Name: Modafinil Acid
• CAS No.: 112111-45-2
• Molecular Formula: C15H14O3S
• Molecular Weight: 274.34
• Hs Code.: 2930909090
• European Community (EC) Number: 691-787-5
• UNII: 54N37HN7N4
• DSSTox Substance ID: DTXSID60979768
• Nikkaji Number: J450.828I
• Wikipedia: Modafinil_acid
• Wikidata: Q20707039
• ChEMBL ID: CHEMBL3544654
• Mol file: 112111-45-2.mol

Synonyms:benzyhydrylsulfinylacetic acid;CRL 40467;CRL-40467

Chemical Property of Modafinil Acid

Chemical Property:

• Appearance/Colour: off-white solid
• Vapor Pressure: 1.86E-12mmHg at 25°C
• Melting Point: 118-120 °C
• Refractive Index: 1.648
• Boiling Point: 539.2 °C at 760 mmHg
• PKA: 2.83±0.10(Predicted)
• Flash Point: 279.9 °C
• PSA: 73.58000
• Density: 1.327 g/cm³
• LogP: 3.47500
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 274.06636548
• Heavy Atom Count: 19
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

(R)-(-)-Modafinicacid 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)S(=O)CC(=O)O
• Uses: (R)-Modafinil Acid is used for treatment of human or animal oligospermia and ovum-deficient disease.

Technology Process of Modafinil Acid

There total 12 articles about Modafinil Acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

(benzhydrylthio)acetic acid (63547-22-8) → (R)-Modafinil acid (112111-45-2)

Guidance literature:

With NADP; sodium hydroxide; In isopropyl alcohol; at 35 ℃; pH=8.54; Concentration; Solvent; Reagent/catalyst; Temperature; pH-value; enantioselective reaction; Catalytic behavior; Alkaline conditions;

Reference yield: 96.0%

2-((R)-Diphenyl-methanesulfinyl)-1-((R)-4-phenyl-2-thioxo-thiazolidin-3-yl)-ethanone (827603-84-9) → (R)-Modafinil acid (112111-45-2)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; at 0 - 20 ℃;

DOI:10.1016/j.tetasy.2004.10.019

Reference yield: 84.0%

Λ-[Ru(2,2-bipyridine)2((diphenylmethanesulfinyl)acetic acid-H)](PF6) → (R)-Modafinil acid (112111-45-2)

Guidance literature:

With trifluoroacetic acid; In acetonitrile; at 60 ℃; for 3h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/ejic.201500617

upstream raw materials:

modafinil acid

2-((R)-Diphenyl-methanesulfinyl)-1-((R)-4-phenyl-2-thioxo-thiazolidin-3-yl)-ethanone

1,1-Diphenylmethanol

(benzhydrylthio)acetic acid

Downstream raw materials:

(S)-(+)-(diphenylmethanesulfinyl)acetic acid

(R)-(-)-methyl (diphenylmethanesulfinyl)-acetate

Nuvigil

Refernces

• 1、 Li, Zheng-Zheng,Yao, Su-Yang,Wen, A-Hao,Ye, Bao-Hui. "Asymmetric Oxidation Synthesis of Modafinil Acid by Use of a Recyclable Chiral-at-Metal Complex". . p. 4335 - 4342. Retrieved 2015/09/15.
• 2、 -. "A PROCESS OF SULFOXIDATION OF BIOLOGICALLY ACTIVE COMPOUNDS". Page/Page column 13. . Retrieved 2009/01/24.