(S)-Modafinil

Base Information

• Chemical Name: (S)-Modafinil
• CAS No.: 112111-47-4
• Molecular Formula: C₁₅H₁₅NO₂S
• Molecular Weight: 273.356
• European Community (EC) Number: 807-091-3
• UNII: 152JRG3T0U
• DSSTox Substance ID: DTXSID70457709
• Wikidata: Q27147194
• ChEMBL ID: CHEMBL1672355
• Mol file: 112111-47-4.mol

Synonyms:(S)-Modafinil;Modafinil, (+)-;(+)-Modafinil;(S)-(+)-Modafinil;112111-47-4;Modafinil, (S)-;Acetamide, 2-((S)-(diphenylmethyl)sulfinyl)-;CRL 40983;NH 02D;NH-02D;CHEMBL1672355;CHEBI:77591;CRL-40983;2-[(S)-(Diphenylmethyl)sulfinyl]acetamide;UNII-152JRG3T0U;2-((S)-(DIPHENYLMETHYL)SULFINYL)ACETAMIDE;152JRG3T0U;SCHEMBL1403524;DTXSID70457709;2-[(S)-benzhydrylsulfinyl]acetamide;BDBM50336893;Q27147194

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of (S)-Modafinil

Chemical Property:

• Melting Point: 157-159°C
• Boiling Point: 559.1±50.0 °C(Predicted)
• PKA: 14.88±0.40(Predicted)
• PSA: 79.37000
• Density: 1.283±0.06 g/cm3(Predicted)
• LogP: 3.57600
• Storage Temp.: -20?C Freezer
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 273.08234989
• Heavy Atom Count: 19
• Complexity: 302

Purity/Quality:

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)N
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)[S@@](=O)CC(=O)N
• Uses: (S)-Modafinil is Used for treatment of excessive sleepiness, it is a1-adrenoceptor agonist.

Technology Process of (S)-Modafinil

There total 22 articles about (S)-Modafinil 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: 99.0%

2-(diphenylmethylthio)acetamide (68524-30-1) → Modafinil (112111-43-0,112111-47-4,112111-49-6,68693-11-8)

Guidance literature:

With phthaloyl peroxide; In dichloromethane; at 25 ℃; for 8h; chemoselective reaction; Schlenk technique;

DOI:10.1039/c7ob00021a

Reference yield: 95.73%

2-(diphenylmethylthio)acetamide (68524-30-1) → Modafinil (112111-43-0,112111-47-4,112111-49-6,68693-11-8) + Modafinil sulfone

Guidance literature:

With dihydrogen peroxide; In acetic acid; at 40 ℃; for 6h;

Reference yield: 95.0%

(diphenylmethyl)(ethyl acetate)sulfoxide (118286-19-4) → Modafinil (112111-43-0,112111-47-4,112111-49-6,68693-11-8)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 12h; Inert atmosphere;

upstream raw materials:

2-(diphenylmethylthio)acetamide

modafinil acid

1,1-Diphenylmethanol

(benzhydrylthio)acetic acid

Downstream raw materials:

C₂₀H₁₉NO₅S

C₁₉H₁₇NO₅S

Refernces

• 1、 Liu, Shuyang,Tian, Miao,Bu, Xiubin,Tian, Hua,Yang, Xiaobo. "Covalent Organic Frameworks toward Diverse Photocatalytic Aerobic Oxidations". supporting information. p. 7738 - 7744. Retrieved 2021/05/07.
• 2、 Cuéllar, Elena,Diez-Varga, Alberto,Torroba, Tomás,Domingo-Legarda, Pablo,Alemán, José,Cabrera, Silvia,Martín-Alvarez, Jose M.,Miguel, Daniel,Villafa?e, Fernando. "Luminescent cis-Bis(bipyridyl)ruthenium(II) Complexes with 1,2-Azolylamidino Ligands: Photophysical, Electrochemical Studies, and Photocatalytic Oxidation of Thioethers". . p. 7008 - 7022. Retrieved 2021/05/29.