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MedKoo Cat#: 573430 | Name: Adrafinil, (R)-

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Adrafinil, (R)- is the R isomer of Adrafinil -- a eugeroic that was formerly used to promote alertness, attention, wakefulness, mood, and other parameters, particularly in the elderly.

Chemical Structure

Adrafinil, (R)-
CAS#827603-92-9

Theoretical Analysis

MedKoo Cat#: 573430

Name: Adrafinil, (R)-

CAS#: 827603-92-9

Chemical Formula: C15H15NO3S

Exact Mass: 289.0773

Molecular Weight: 289.35

Elemental Analysis: C, 62.27; H, 5.23; N, 4.84; O, 16.59; S, 11.08

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Adrafinil (R)-, R-(+)-Adrafinil, UNII-Z61JQF40LJ
IUPAC/Chemical Name
Acetamide, 2-((R)-(diphenylmethyl)sulfinyl)-N-hydroxy-
InChi Key
CGNMLOKEMNBUAI-UHFFFAOYSA-N
InChi Code
1S/C15H15NO3S/c17-14(16-18)11-20(19)15(12-7-3-1-4-8-12)13-9-5-2-6-10-13/h1-10,15,18H,11H2,(H,16,17)
SMILES Code
ONC(=O)C[S+]([O-])C(c1ccccc1)c2ccccc2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 289.35 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Dowling G, Kavanagh PV, Talbot B, O'Brien J, Hessman G, McLaughlin G, Twamley B, Brandt SD. Outsmarted by nootropics? An investigation into the thermal degradation of modafinil, modafinic acid, adrafinil, CRL-40,940 and CRL-40,941 in the GC injector: formation of 1,1,2,2-tetraphenylethane and its tetra fluoro analog. Drug Test Anal. 2017 Mar;9(3):518-528. doi: 10.1002/dta.2142. Epub 2016 Dec 29. PubMed PMID: 27928893. 2: Caglayan MG, Sheykhi S, Mosca L, Anzenbacher P. Fluorescent zinc and copper complexes for detection of adrafinil in paper-based microfluidic devices. Chem Commun (Camb). 2016 Jul 7;52(53):8279-82. doi: 10.1039/c6cc03640f. Epub 2016 Jun 13. PubMed PMID: 27293080. 3: Killian LM, Docherty JR. Cardiovascular stimulant actions of bupropion in comparison to cocaine in the rat. Eur J Pharmacol. 2014 Jul 15;735:32-7. doi: 10.1016/j.ejphar.2014.03.059. Epub 2014 Apr 19. PubMed PMID: 24755144. 4: Amar J, Lieber A, Montastruc F, Bagheri H, Pathak A, Montastruc JL. Arterial hypertension and resistance to antihypertensive treatment: a new adverse drug reaction with modafinil. Therapie. 2013 Jan-Feb;68(1):53-4. doi: 10.2515/therapie/2013007. Epub 2013 Mar 14. PubMed PMID: 23484662. 5: Deventer K, Roels K, Delbeke FT, Van Eenoo P. Prevalence of legal and illegal stimulating agents in sports. Anal Bioanal Chem. 2011 Aug;401(2):421-32. doi: 10.1007/s00216-011-4863-0. Epub 2011 Apr 9. Review. PubMed PMID: 21479548. 6: Rao RN, Maurya PK, Shinde DD. Development of a validated LC method for enantiomeric separation and determination of adrafinil and its related substances on a Chiralcel OJ-H column connected to PDA and polarimetric detectors in series. Biomed Chromatogr. 2010 Nov;24(11):1228-33. doi: 10.1002/bmc.1432. PubMed PMID: 20954215. 7: Dubey S, Ahi S, Reddy IM, Kaur T, Beotra A, Jain S. A novel study of screening and confirmation of modafinil, adrafinil and their metabolite modafinilic acid under EI-GC-MS and ESI-LC-MS-MS ionization. Indian J Pharmacol. 2009 Dec;41(6):278-83. doi: 10.4103/0253-7613.59928. PubMed PMID: 20407560; PubMed Central PMCID: PMC2846503. 8: Rao RN, Shinde DD, Ramesh V, Srinivas R. LC-MS of novel narcoepileptics and related substances. J Sep Sci. 2009 May;32(9):1312-22. doi: 10.1002/jssc.200800647. PubMed PMID: 19399862. 9: Lu J, Wang X, Yang S, Liu X, Qin Y, Shen L, Wu Y, Xu Y, Wu M, Ouyang G. Doping control analysis for adrafinil and its major metabolites in human urine. Rapid Commun Mass Spectrom. 2009 Jun;23(11):1592-600. doi: 10.1002/rcm.4044. PubMed PMID: 19399790. 10: Rao RN, Shinde DD. Enantioselective separation and determination of adrafinil and modafinil on Chiralcel OJ-H column in rat serum and urine using solid-phase extraction followed by HPLC. Biomed Chromatogr. 2009 Aug;23(8):811-6. doi: 10.1002/bmc.1190. PubMed PMID: 19353685. 11: Rao RN, Shinde DD, Talluri MV, Agawane SB. LC-ESI-MS determination and pharmacokinetics of adrafinil in rats. J Chromatogr B Analyt Technol Biomed Life Sci. 2008 Sep 15;873(1):119-23. doi: 10.1016/j.jchromb.2008.07.025. Epub 2008 Jul 29. PubMed PMID: 18723408. 12: Lagarde D. [Pharmacological approach to desychronization of the sleep-wakefulness cycle in the military and sport environment]. Ann Pharm Fr. 2007 Jul;65(4):258-64. Review. French. PubMed PMID: 17652994. 13: Massé F, Hascoët M, Dailly E, Bourin M. Effect of noradrenergic system on the anxiolytic-like effect of DOI (5-HT2A/2C agonists) in the four-plate test. Psychopharmacology (Berl). 2006 Jan;183(4):471-81. Epub 2005 Nov 24. PubMed PMID: 16307296. 14: Studzinski CM, Araujo JA, Milgram NW. The canine model of human cognitive aging and dementia: pharmacological validity of the model for assessment of human cognitive-enhancing drugs. Prog Neuropsychopharmacol Biol Psychiatry. 2005 Mar;29(3):489-98. Review. PubMed PMID: 15795058. 15: Thobois S, Xie J, Mollion H, Benatru I, Broussolle E. Adrafinil-induced orofacial dyskinesia. Mov Disord. 2004 Aug;19(8):965-6. PubMed PMID: 15300665. 16: Siwak CT, Tapp PD, Milgram NW. Adrafinil disrupts performance on a delayed nonmatching-to-position task in aged beagle dogs. Pharmacol Biochem Behav. 2003 Aug;76(1):161-8. PubMed PMID: 13679229. 17: Lechin F, van der Dijs B, Pardey-Maldonado B, John E, Jimenez V, Orozco B, Baez S, Lechin ME. Enhancement of noradrenergic neural transmission: an effective therapy of myasthenia gravis: a report on 52 consecutive patients. J Med. 2000;31(5-6):333-61. PubMed PMID: 11508327. 18: Siwak CT, Callahan H, Milgram NW. Adrafinil: effects on behavior and cognition in aged canines. Prog Neuropsychopharmacol Biol Psychiatry. 2000 Jul;24(5):709-26. PubMed PMID: 11191710. 19: Siwak CT, Gruet P, Woehrlé F, Muggenburg BA, Murphey HL, Milgram NW. Comparison of the effects of adrafinil, propentofylline, and nicergoline on behavior in aged dogs. Am J Vet Res. 2000 Nov;61(11):1410-4. PubMed PMID: 11108188. 20: Milgram NW, Siwak CT, Gruet P, Atkinson P, Woehrlé F, Callahan H. Oral administration of adrafinil improves discrimination learning in aged beagle dogs. Pharmacol Biochem Behav. 2000 Jun;66(2):301-5. PubMed PMID: 10880682.

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AR-H067637

AR-H067637