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Reparixin (Standard)

CAT: 0804-HY-15251R-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-15251R-01Size:1 mg
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Description
Reparixin (Standard) is the analytical standard of Reparixin. This product is intended for research and analytical applications. Reparixin is a non-competitive allosteric inhibitor of the chemokine receptors CXCR1 and CXCR2 activation with IC50s of 1 and 100 nM, respectively.
CAS Number
266359-83-5
UNSPSC
12352100
Target
CXCR; Reference Standards
Related Pathways
GPCR/G Protein; Immunology/Inflammation; Others
Field of Research
Inflammation/Immunology; Endocrinology; Cancer
Smiles
CS(=O)(NC([C@@H](C1=CC=C(CC(C)C)C=C1)C)=O)=O
Molecular Formula
C14H21NO3S
Molecular Weight
283.39
References & Citations
[1]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.|[2]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.|[3]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.|[4]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.|[5]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.|[6]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.|[7]Crespo J, et al. Human Naive T Cells Express Functional CXCL8 and Promote Tumorigenesis. J Immunol. 2018 Jul 15;201 (2) :814-820.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Reparixin

Reparixin is a monoterpenoid.

CAS Number266359-83-5
PubChem CID9838712
IUPAC Name(2R)-2-[4-(2-methylpropyl)phenyl]-N-methylsulfonylpropanamide
Molecular FormulaC14H21NO3S
Molecular Weight283.39
XLogP2.9
Topological Polar Surface Area71.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Heavy Atom Count19
Formal Charge0
Complexity389
SMILES
C[C@H](C1=CC=C(C=C1)CC(C)C)C(=O)NS(=O)(=O)C
InChI
InChI=1S/C14H21NO3S/c1-10(2)9-12-5-7-13(8-6-12)11(3)14(16)15-19(4,17)18/h5-8,10-11H,9H2,1-4H3,(H,15,16)/t11-/m1/s1
InChIKey
KQDRVXQXKZXMHP-LLVKDONJSA-N
Chemical Structure
2D Structure
2D structure of Reparixin
CAS: 266359-83-5
CID: 9838712
Formula: C14H21NO3S
MW: 283.39
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight283.39
XLogP32.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass283.12421471
Monoisotopic Mass283.12421471
Topological Polar Surface Area71.6 Ų
Heavy Atom Count19
Formal Charge0
Complexity389
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
A3752-10Reparixin
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A12383-500Reparixin 500mg
A12383-100Reparixin 100mg
A12383-50Reparixin 50mg
A12383-10Reparixin 10mg
A12383-2Reparixin 2mg
A12383-25Reparixin 25mg
A12383-5Reparixin 5mg

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