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Chemistry

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Also known as: Resiquimod sulfate (usan), 2762439-40-5, Resiquimod sulfate [usan], Eik1001 sulfate, Eik-1001 sulfate, C8fkis4p1n
Molecular Formula
C17H24N4O6S
Molecular Weight
412.5  g/mol
InChI Key
DGMINEMBFOEPHX-UHFFFAOYSA-N
FDA UNII
C8FKIS4P1N

Resiquimod Sulfate
Resiquimod Sulfate is the sulfate salt form of resiquimod, a toll-like receptor type 7 and 8 (TLR7/8) agonist, with potential immunostimulating and antineoplastic activities. Upon administration, resiquimod targets, binds to and activates TLR7 and 8, thereby activating TLR7/8-mediated pathways. This stimulates the maturation and activation of antigen-presenting cells (APCs), including dendritic cells (DCs). Activation of DCs results in the production of pro-inflammatory cytokines, and the activation of cytotoxic T-lymphocyte (CTL)- and B-lymphocyte-mediated immune responses. This may lead to tumor cell lysis. TLR7 and 8, members of the TLR family, play fundamental roles in the activation of the innate immune system, myeloid cell responses and tumor antigen presentation.
1 2D Structure

Resiquimod Sulfate

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;sulfuric acid
2.1.2 InChI
InChI=1S/C17H22N4O2.H2O4S/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;1-5(2,3)4/h5-8,22H,4,9-10H2,1-3H3,(H2,18,19);(H2,1,2,3,4)
2.1.3 InChI Key
DGMINEMBFOEPHX-UHFFFAOYSA-N
2.2 Other Identifiers
2.2.1 UNII
C8FKIS4P1N
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. Resiquimod Sulfate (usan)

2. 2762439-40-5

3. Resiquimod Sulfate [usan]

4. Eik1001 Sulfate

5. Eik-1001 Sulfate

6. C8fkis4p1n

7. Bdb001

8. Bdb 001 [who-dd]

9. Bdb-001

10. C151008135d

11. C151008135-d

12. D13051

13. 4-amino-2-(ethoxymethyl)-1-(2-hydroxisobutyl) Imidazo[4,5-c]quinoline, Sulfate (1:1)

14. 1h-imidazo[4,5-c]quinoline-1-ethanol, 4-amino-2-(ethoxymethyl)-alpha,alpha-dimethyl-, Sulfate (1:1)

2.4 Create Date
2025-02-20
3 Chemical and Physical Properties
Molecular Weight 412.5 g/mol
Molecular Formula C17H24N4O6S
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count5
Exact Mass Da
Monoisotopic Mass Da
Topological Polar Surface Area169
Heavy Atom Count28
Formal Charge0
Complexity487
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Pharmacology and Biochemistry
4.1 Mechanism of Action

BDB-001 is an anti-C5RA1 monoclonal antibody activating the toll-like receptor. It has potential antineoplastic and immunostimulating activities.


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