ChemWerth works in generic API development & supply, non-infringement patent strategy development and regulatory support.

ACCESS ALL DATA
Browse all information
CHEMISTRY
Discover Molecule Insights

ACTIVE PHARMA INGREDIENTS

4 API Suppliers, 4 USDMF

4 API Suppliers
4 USDMF

DEVELOPMENTS

3 Drugs in Development

3 Drugs in Development

DIGITAL CONTENT

1 NEWS #PharmaBuzz

media
1 NEWS #PharmaBuzz

MARKET PLACE

2 APIs

marketPlace
2 APIs

Synopsis

ACTIVE PHARMA INGREDIENTS

API Suppliers

USDMF

CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

MARKET PLACE

API

FDF

0INTERMEDIATES

FINISHED DOSAGE FORMULATIONS

FDF Dossiers

FDA Orange Book

Europe

Canada

Australia

South Africa

Listed Dossiers

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: 144875-48-9, R-848, 1-(4-amino-2-(ethoxymethyl)-1h-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol, 1-[4-amino-2-(ethoxymethyl)-1h-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol, Resiquimod [inn], R 848

Molecular Formula

C₁₇H₂₂N₄O₂

Molecular Weight

314.4 g/mol

InChI Key

BXNMTOQRYBFHNZ-UHFFFAOYSA-N

FDA UNII

V3DMU7PVXF

Resiquimod is an imidazoquinolinamine and Toll-like receptor (TLR) agonist with potential immune response modifying activity. Resiquimod exerts its effect through the TLR signaling pathway by binding to and activating TLR7 and 8 mainly on dendritic cells, macrophages, and B-lymphocytes. This induces the nuclear translocation of the transcription activator NF-kB as well as activation of other transcription factors. This may lead to an increase in mRNA levels and subsequent production of cytokines, especially interferon-alpha (INF-a) and other cytokines, thereby enhancing T-helper 1 (Th1) immune responses. In addition, topical application of resiquimod appears to activate Langerhans' cells, leading to an enhanced activation of T-lymphocytes. Due to its immunostimulatory activity, this agent may potentially be useful as a vaccine adjuvant.

1 2D Structure

Resiquimod

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol

2.1.2 InChI

InChI=1S/C17H22N4O2/c1-4-23-9-13-20-14-15(21(13)10-17(2,3)22)11-7-5-6-8-12(11)19-16(14)18/h5-8,22H,4,9-10H2,1-3H3,(H2,18,19)

2.1.3 InChI Key

BXNMTOQRYBFHNZ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCOCC1=NC2=C(N1CC(C)(C)O)C3=CC=CC=C3N=C2N

2.2 Other Identifiers

2.2.1 UNII

V3DMU7PVXF

2.3 Synonyms

2.3.1 MeSH Synonyms

1. R 848

2. R-848

3. R848 Compound

2.3.2 Depositor-Supplied Synonyms

1. 144875-48-9

2. R-848

3. 1-(4-amino-2-(ethoxymethyl)-1h-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol

4. 1-[4-amino-2-(ethoxymethyl)-1h-imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol

5. Resiquimod [inn]

6. R 848

7. Resiquimod (r-848)

8. R848

9. S 28463

10. S-28463

11. V3dmu7pvxf

12. Mfcd00937759

13. Chembl383322

14. Chebi:36706

15. 1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methylpropan-2-ol

16. Cd11301

17. Cd-11301

18. R848;s28463

19. 2252319-44-9

20. 1-(4-amino-2-(ethoxymethyl)-1h-imidazo[4,5-c]quinolin-1-yl)-2-methylpropan-2-ol.

21. 1h-imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-

22. 4-amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-1h-imidazo[4,5-c]quinoline-1-ethanol

23. R848 Compound

24. Unii-v3dmu7pvxf

25. 1h-imidazo(4,5-c)quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-

26. 4-amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-1h-imidazo(4,5-c)quinoline-1-ethanol

27. Resiquimodr848

28. Vml-600

29. Rx8

30. R848; Resiquimod

31. S28463

32. Resiquimod [mi]

33. Resiquimod [usan]

34. Resiquimod [mart.]

35. Resiquimod [who-dd]

36. Schembl34159

37. Mls006010212

38. Alpha-dimethyl-1h-imidazo(4,5-c)quinoline-1-ethanol

39. Gtpl5051

40. Dtxsid7040603

41. Resiquimod, >=98% (hplc)

42. Hms3740o09

43. Bcp09103

44. Ex-a1879

45. Bdbm50241029

46. S8133

47. Zinc28572103

48. Akos016003509

49. Ccg-267635

50. Cs-1706

51. Db06530

52. Sb17111

53. 1-(4-amino-2-ethoxymethyl-imidazo[4,5-c]quinolin-1-yl)-2-methyl-propan-2-ol

54. Ncgc00370784-01

55. Ncgc00370784-05

56. Ac-35716

57. As-30885

58. Hy-13740

59. Smr002530531

60. Sy107476

61. Ft-0763049

62. R0197

63. Resiquimod, Vml-600, R-848, S-28463

64. A856222

65. Q426054

66. Sr-01000944954

67. J-008020

68. Sr-01000944954-1

69. 1-[4-amino-2-(ethoxymethyl)imidazo[4,5-c]quinolin-1-yl]-2-methyl-propan-2-ol

70. 4-amino-2-ethoxymethyl-alpha,alpha-dimethyl-1h-imidazo[4,5-c]quinoline-1-ethanol

71. 4-amino-alpha,alpha-dimethyl-2-ethoxymethyl-1h-imidazo[4,5-c]quinolin-1-ethanol

72. 4-amino-alpha,alpha-dimethyl-2-ethoxymethyl-1h-imidazo[4,5-c]quinoline-1-ethanol

2.4 Create Date

2005-08-01

3 Chemical and Physical Properties

Molecular Formula	C₁₇H₂₂N₄O₂
Molecular Weight	314.4 g/mol
XLogP3	1.3
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	5
Exact Mass	314.17427596 g/mol
Monoisotopic Mass	314.17427596 g/mol
Topological Polar Surface Area	86.2 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	406
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1