ChemicalBook--->CAS DataBase List--->957407-64-6

957407-64-6

957407-64-6 Structure

957407-64-6 Structure
IdentificationBack Directory
[Name]

N-[2-(4-ISOBUTYL-PHENYL)-PROPIONYL]-METHANE SULFONAMIDE
[CAS]

957407-64-6
[Synonyms]

Reparixin racemate
2-(4-isobutylphenyl)-N-(methylsulfonyl)propanamide
N-[2-(4-ISOBUTYL-PHENYL)-PROPIONYL]-METHANE SULFONAMIDE
2-[4-(2-methylpropyl)phenyl]-N-methylsulfonylpropanamide
BenzeneacetaMide,α-Methyl-4-(2-Methylpropyl)-N-(Methylsulfonyl)-
[Molecular Formula]

C14H21NO3S
[MDL Number]

MFCD16621248
[MOL File]

957407-64-6.mol
[Molecular Weight]

283.39
Chemical PropertiesBack Directory
[form ]

Solid
[color ]

White to off-white
Hazard InformationBack Directory
[Uses]

(Rac)-Reparixin is the isomer of Reparixin (HY-15251), and can be used as an experimental control. Reparixin is a non-competitive allosteric inhibitor of the chemokine receptors CXCR1 and CXCR2 activation with IC50s of 1 and 100 nM, respectively.
[References]

[1] Sousa LF, et al. Blockade of CXCR1/2 chemokine receptors protects against brain damage in ischemic stroke in mice. Clinics (Sao Paulo). 2013;68(3):391-4. DOI:10.6061/clinics/2013(03)oa17
[2] Bertini R, et al. Noncompetitive allosteric inhibitors of the inflammatory chemokine receptors CXCR1 and CXCR2: prevention of reperfusion injury. Proc Natl Acad Sci U S A. 2004 Aug 10;101(32):11791-6. DOI:10.1073/pnas.0402090101
[3] Krishnamurthy A, et al. Identification of a novel chemokine-dependent molecular mechanism underlying rheumatoid arthritis-associated autoantibody-mediated bone loss. Ann Rheum Dis. 2016 Apr;75(4):721-9. DOI:10.1136/annrheumdis-2015-208093
[4] Crespo J, et al. Human Naive T Cells Express Functional CXCL8 and Promote Tumorigenesis. J Immunol. 2018 Jul 15;201(2):814-820. DOI:10.4049/jimmunol.1700755
[5] Moriconi A, et al. Design of noncompetitive interleukin-8 inhibitors acting on CXCR1 and CXCR2. J Med Chem. 2007 Aug 23;50(17):3984-4002. DOI:10.1021/jm061469t
[6] Bertini R, et al. Receptor binding mode and pharmacological characterization of a potent and selective dual CXCR1/CXCR2non-competitive allosteric inhibitor. Br J Pharmacol. 2012 Jan;165(2):436-54. DOI:10.1111/j.1476-5381.2011.01566.x
[7] Kim HY, et al. Reparixin, an inhibitor of CXCR1 and CXCR2 receptor activation, attenuates blood pressure and hypertension-related mediators expression in spontaneously hypertensive rats. Biol Pharm Bull. 2011;34(1):120-7. DOI:10.1248/bpb.34.120
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