Repertaxin
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Repertaxin
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CAS No:
266359-83-5
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Formula:
C14H21NO3S
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Chemical Name:
Repertaxin
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Synonyms:
Benzeneacetamide,α-methyl-4-(2-methylpropyl)-N-(methylsulfonyl)-,(αR)-;(αR)-α-Methyl-4-(2-methylpropyl)-N-(methylsulfonyl)benzeneacetamide;Reparixin;Repertaxin;DF 1681Y;(R)-(-)-N-2-[(4-Isobutylphenyl)propionyl]methanesulfonamide;(2R)-2-[4-(2-Methylpropyl)phenyl]-N-methylsulfonylpropanamide
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CAS No:
Description
Reparixin is a monoterpenoid.|Reparixin has been used in trials studying the treatment and prevention of Breast Cancer, Metastatic Breast Cancer, Pancreatectomy for Chronic Pancreatitis, Islet Transplantation in Diabetes Mellitus Type 1, and Pancreatic Islet Transplantation in Type 1 Diabetes Mellitus.|Reparixin is an orally available inhibitor of CXC chemokine receptor types 1 (CXCR1) and 2 (CXCR2), with potential antineoplastic activity. Upon administration, reparixin allosterically binds to CXCR1 and prevents CXCR1 activation by its ligand interleukin 8 (IL-8 or CXCL8). This may cause cancer stem cell (CSC) apoptosis and may inhibit tumor cell progression and metastasis. CXCR1, overexpressed on CSCs, plays a key role in CSC survival and the ability of CSC to self-renew; it is also linked to tumor resistance to chemotherapy. Inhibition of the IL-8/CXCR1 interaction also potentiates the cytotoxic effect of chemotherapeutic agents. In addition, reparixin inhibits CXCR2 activation and may reduce both neutrophil recruitment and vascular permeability during inflammation or injury.
Safety Information
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P264, P270, P301+P312, P330, and P501|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Repertaxin Use and Manufacturing
Prevention of delayed graft function in solid organ transplant (CXCL8 inhibitor).
Human drugs -> Rare disease (orphan)|Human Drugs -> EU pediatric investigation plans
Computed Properties
Molecular Weight:283.39
XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:5
Exact Mass:283.12421471
Monoisotopic Mass:283.12421471
Topological Polar Surface Area:71.6
Heavy Atom Count:19
Complexity:389
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes