N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide

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N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide Basic information
Product Name:N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide
Synonyms:BenzeneacetaMide,α-Methyl-4-(2-Methylpropyl)-N-(Methylsulfonyl)-;2-(4-isobutylphenyl)-N-(methylsulfonyl)propanamide;2-[4-(2-methylpropyl)phenyl]-N-methylsulfonylpropanamide;Reparixin racemate;α-Methyl-4-(2-methylpropyl)-N-(methylsulfonyl)benzeneacetamide;(Rac)-Reparixin;Reparixin Impurity 1;N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide
CAS:957407-64-6
MF:C14H21NO3S
MW:283.39
EINECS:
Product Categories:
Mol File:957407-64-6.mol
N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide Structure
N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide Chemical Properties
density 1.137±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
storage temp. Storage temp. 2-8°C
pka5.161±0.23(predicted)
form Solid
color White to off-white
Safety Information
MSDS Information
N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide Usage And Synthesis
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
N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide Preparation Products And Raw materials
Tag:N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide(957407-64-6) Related Product Information
N-[2-(4-Isobutyl-phenyl)-propionyl]-methane sulfonamide 2H-1,2-Thiazin-3(4H)-one, dihydro-4-phenyl-, 1,1-dioxide Repertaxin BenzeneacetaMide, α-Methyl-4-(2-Methylpropyl)-N-(Methylsulfonyl)-,(αS)- BCA-1/CXCL13 Protein, MOUSE (HEK293, HIS) I-TAC/CXCL11 Protein, Mouse