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Chemistry

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Also known as: Repertaxin, 266359-83-5, Df 1681y, Df1681y, Reparixin (repertaxin), (r)-2-(4-isobutylphenyl)-n-(methylsulfonyl)propanamide
Molecular Formula
C14H21NO3S
Molecular Weight
283.39  g/mol
InChI Key
KQDRVXQXKZXMHP-LLVKDONJSA-N
FDA UNII
U604E1NB3K

Reparixin
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.
1 2D Structure

Reparixin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R)-2-[4-(2-methylpropyl)phenyl]-N-methylsulfonylpropanamide
2.1.2 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
2.1.3 InChI Key
KQDRVXQXKZXMHP-LLVKDONJSA-N
2.1.4 Canonical SMILES
CC(C)CC1=CC=C(C=C1)C(C)C(=O)NS(=O)(=O)C
2.1.5 Isomeric SMILES
C[C@H](C1=CC=C(C=C1)CC(C)C)C(=O)NS(=O)(=O)C
2.2 Other Identifiers
2.2.1 UNII
U604E1NB3K
2.3 Synonyms
2.3.1 MeSH Synonyms

1. (r)-2-(4-isobutylphenyl)propionylmethanesulfonamide

2. 2-(4-isobutylphenyl)propionylmethanesulfonamide

3. Df 1681y

4. Df-1681y

5. Df1681y

6. Reparixin Lysine

7. Reparixin Lysine Salt

8. Repertaxin

2.3.2 Depositor-Supplied Synonyms

1. Repertaxin

2. 266359-83-5

3. Df 1681y

4. Df1681y

5. Reparixin (repertaxin)

6. (r)-2-(4-isobutylphenyl)-n-(methylsulfonyl)propanamide

7. Df-1681y

8. Chembl191413

9. U604e1nb3k

10. 266359-83-5 (free Base)

11. Reparixin [inn]

12. (2r)-2-[4-(2-methylpropyl)phenyl]-n-methylsulfonylpropanamide

13. Reparixin [usan:inn]

14. Unii-u604e1nb3k

15. (2r)-2-(4-(2-methylpropyl)phenyl)-n-methylsulfonylpropanamide

16. 2-(4-isobutylphenyl)propionylmethanesulfonamide

17. Reparixin (usan/inn)

18. Reparixin [usan]

19. Reparixin [mart.]

20. Reparixin [who-dd]

21. Dsstox_cid_26509

22. Dsstox_rid_81678

23. Dsstox_gsid_46509

24. Gtpl8498

25. Schembl1884299

26. Zinc8717

27. Dtxsid6046509

28. Chebi:177765

29. Bcp10635

30. Ex-a2461

31. Tox21_112272

32. Bdbm50169045

33. Mfcd18633292

34. S8640

35. Ccg-267282

36. Cs-1379

37. Db12614

38. Benzeneacetamide, Alpha-methyl-4-(2-methylpropyl)-n-(methylsulfonyl)-, (alphar)-

39. Ac-32023

40. Bs-16754

41. Hy-15251

42. Cas-266359-83-5

43. D08984

44. Q27088533

45. (2r)-2-[4-(2-methylpropyl)phenyl]-n-methylsulonylpropanamide

46. N-[(r)-2-(4-isobutyl-phenyl)-propionyl]-methanesulfonamide

47. Benzeneacetamide, Alpha-methyl-4-(2-methylpropyl)-n-(methylsulfonyl)- (alphar)-

48. Benzeneacetamide, .alpha.-methyl-4-(2-methylpropyl)-n-(methylsulfonyl)-, (.alpha.r)-

2.4 Create Date
2006-10-25
3 Chemical and Physical Properties
Molecular Weight 283.39 g/mol
Molecular Formula C14H21NO3S
XLogP32.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count5
Exact Mass283.12421471 g/mol
Monoisotopic Mass283.12421471 g/mol
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
4 Drug and Medication Information
4.1 Drug Indication

Prevention of graft rejection


Treatment of coronavirus disease 2019 (COVID-2019)


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ABOUT THIS PAGE

Reparixin Manufacturers

A Reparixin manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Reparixin, including repackagers and relabelers. The FDA regulates Reparixin manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Reparixin API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

Reparixin Suppliers

A Reparixin supplier is an individual or a company that provides Reparixin active pharmaceutical ingredient (API) or Reparixin finished formulations upon request. The Reparixin suppliers may include Reparixin API manufacturers, exporters, distributors and traders.

Reparixin GMP

Reparixin Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Reparixin GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Reparixin GMP manufacturer or Reparixin GMP API supplier for your needs.

Reparixin CoA

A Reparixin CoA (Certificate of Analysis) is a formal document that attests to Reparixin's compliance with Reparixin specifications and serves as a tool for batch-level quality control.

Reparixin CoA mostly includes findings from lab analyses of a specific batch. For each Reparixin CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Reparixin may be tested according to a variety of international standards, such as European Pharmacopoeia (Reparixin EP), Reparixin JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Reparixin USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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