Modafinil

Base Information Edit

Chemical Name:Modafinil
CAS No.:68693-11-8
Deprecated CAS:112111-49-6
Molecular Formula:C₁₅H₁₅NO₂S
Molecular Weight:273.356
Hs Code.:29309090
European Community (EC) Number:640-968-7
NSC Number:759110,758711,751850,751178
UNII:R3UK8X3U3D
DSSTox Substance ID:DTXSID0023329
Nikkaji Number:J33.118J
Wikipedia:Modafinil
Wikidata:Q410441
NCI Thesaurus Code:C26661
RXCUI:30125
Pharos Ligand ID:YGTWG9L297D7
Metabolomics Workbench ID:43047
ChEMBL ID:CHEMBL1373
Mol file:68693-11-8.mol

Synonyms:2 Benzhydrylsulfinylacetamide;2-((diphenylmethyl)sulfinyl)acetamide;2-((R)-(diphenylmethyl)sulfinyl)acetamide;2-(Benzhydrylsulfinyl)acetamide;2-Benzhydrylsulfinylacetamide;Alertec;armodafinil;benzhydrylsulfinylacetamide;CRL 40476;CRL-40476;modafinil;Modiodal;Nuvigil;Provigil;R Modafinil;R-modafinil;Sparlon

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

Chemical Property of Modafinil Edit

Chemical Property:

Appearance/Colour:white to off-white crystalline powder
Vapor Pressure:0mmHg at 25°C
Melting Point:164-166 °C
Refractive Index:1.646
Boiling Point:559.135 °C at 760 mmHg
PKA:14.88±0.40(Predicted)
Flash Point:291.955 °C
PSA：79.37000
Density:1.284 g/cm³
LogP:3.57600
Storage Temp.:Store at +4°C
Solubility.:DMSO: 18 mg/mL, soluble
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): T+
Hazard Codes:T+,Xn,F
Statements: 26/27/28-36-20/21/22-11
Safety Statements: 24/25-45-36/37/39-22-36/37-16

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1=CC=C(C=C1)C(C2=CC=CC=C2)S(=O)CC(=O)N
Recent ClinicalTrials:Modafinil Versus Amphetamines for the Treatment of Narcolepsy Type 2 and Idiopathic Hypersomnia
Recent EU Clinical Trials:STUDY OF ATTENTION AND IMPULSIVITY IN HEALTHY HUMAN VOLUNTEERS
Recent NIPH Clinical Trials:The double blind, placebo controlled trial of modafinil for excessive daytime sleepiness in Parkinson's disease
Description Marketed as a wakefulness promoting agent, modafinil belongs to the group of medicines known as central nervous system (CNS) stimulants, which is commonly used to promote wakefulness and reduce excessive daytime sleepiness in patients with narcolepsy, obstructive sleep apnea, hypopnea syndrome, shift-work sleep disorder or circadian rhythm sleep disorder. Besides, recently studies have showed that modafinil may be effective to help cocaine addicts fight against their addiction. The sleepiness-preventing effects of modafinil functions by stimulating certain parts of the brain, in which the neurons are activated by modafinil. It binds to the dopamine reuptake pump so as to inhibit the reuptake of dopamine from the cell, while the extracellular dopamine increases, thus preventing drowsiness and keeping people from falling asleep. Modafinil, a centrally active α1-adrenergic agonist, was marketed in France as a psychostimulant for the treatment of narcolepsy and idiopathic hypersomnia including Gelineau's syndrome. In monkeys, modafinil was found to induce potent behavioral stimulation and awakening without stereotyped behavior. In narcoleptic patients, modafinil reduces the daily number of sleep attacks significantly and markedly improves performance. The mechanism of action for its locomotor effects was reported to be due to the stimulation of the central α1-adrenergic system, opposite to amphetamine and methylphenidate, which act mainly by dopaminergic mechanisms. Modafinil has been reported to exhibit minimal peripheral side effects at therapeutic doses and appears to have low abuse potential. The use of modafinil in the treatment of cerebral infarction and ischemia has been claimed.
Uses ACE inhibitor, antihypertensive Modafinil is an α-1-adrenergic agonist. Modafinil is a CNS stimulant; psychostimulant that displays neuroprotective and antiparkinsonian activity in a primate model of Parkinson's disease. A central nervous system vigilance promoting agent. Possesses neuroprotective properties. This is a controlled substance (stimulant)
Clinical Use Excessive daytime drowsiness associated with narcolepsy and obstructive sleep apnoea
Drug interactions Potentially hazardous interactions with other drugs Ciclosporin: reduced ciclosporin concentration. Cytotoxics: concentration of bosutinib possibly reduced - avoid. Guanfacine: concentration of guanfacine possibly reduced - avoid. Oestrogens: metabolism accelerated (reduced contraceptive effect). Ulipristal: possibly reduces contraceptive effect of ulipristal - avoid

Technology Process of Modafinil

There total 22 articles about 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%

: 68524-30-1
2-(diphenylmethylthio)acetamide

: 112111-43-0,112111-47-4,112111-49-6,68693-11-8
Modafinil

Guidance literature:: With phthaloyl peroxide; In dichloromethane; at 25 ℃; for 8h; chemoselective reaction; Schlenk technique;
DOI:10.1039/c7ob00021a