Granules India Limited has high volume world-class facilities for APIs, PFIs, & FDFs, serving customers in over 80 countries.

Contact Supplier

Jai Radhe Sales is your partner for all your sourcing needs.

ACCESS ALL DATA
Browse all information
CHEMISTRY
Discover Molecule Insights

DEVELOPMENTS

2 Drugs in Development

2 Drugs in Development

DIGITAL CONTENT

1 NEWS #PharmaBuzz

media
1 NEWS #PharmaBuzz

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

2DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

EDQM

USP

Others

PATENTS & EXCLUSIVITIES

US Patents

US Exclusivities

Health Canada Patents

DIGITAL CONTENT

Data Compilation #PharmaFlow

Stock Recap #PipelineProspector

Weekly News Recap #Phispers

News #PharmaBuzz

GLOBAL SALES INFORMATION

US Medicaid (USD)

Annual Reports (USD Million)

Finished Drug Prices

0RELATED EXCIPIENT COMPANIES

0EXCIPIENTS BY APPLICATIONS

Chemistry

Click the arrow to open the dropdown

Click the button for full data set

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 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 Formula	C₁₄H₂₁NO₃S
Molecular Weight	283.39 g/mol
XLogP3	2.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	5
Exact Mass	283.12421471 g/mol
Monoisotopic Mass	283.12421471 g/mol
Topological Polar Surface Area	71.6 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	389
Isotope Atom Count	0
Defined Atom Stereocenter Count	1
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Drug Indication

Prevention of graft rejection

Treatment of coronavirus disease 2019 (COVID-2019)

Drugs in Development

FULL SCREEN VIEW Click here to open all results in a new tab [this preview display 10 results]

Digital Content

Create Content with PharmaCompass, ask us

NEWS #PharmaBuzz

ABOUT THIS PAGE

Find Reparixin manufacturers, exporters & distributors on PharmaCompass

Reparixin

ACCESS ALL DATA

Browse all information

CHEMISTRY

Discover Molecule Insights

DEVELOPMENTS

2 Drugs in Development

DIGITAL CONTENT

1 NEWS #PharmaBuzz

ACTIVE PHARMA INGREDIENTS

API REF. PRICE (USD/KG)

$ 0

MARKET PLACE

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

2DRUGS IN DEVELOPMENT

DRUG PRODUCT COMPOSITIONS

REF. STANDARDS OR IMPURITIES

PATENTS & EXCLUSIVITIES

DIGITAL CONTENT

GLOBAL SALES INFORMATION

0RELATED EXCIPIENT COMPANIES

0EXCIPIENTS BY APPLICATIONS

What are you looking for?