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Merck
CN

SML4095

Motolimod

≥98% (HPLC)

Synonym(s):

VTX 378, VTX-2337, 2-Amino-N,N-dipropyl-8-[4-(1-pyrrolidinylcarbonyl)phenyl]-3H-1-benzazepine-4-carboxamide, 2-Amino-N,N-dipropyl-8-[4-(pyrrolidine-1-carbonyl)phenyl]-3H-1-benzazepine-4-carboxamide, 2-Amino-N,N-dipropyl-8-[4-(pyrrolidine-1-carbonyl)phenyl]-3H-benzo[b]azepine-4-carboxamide, VTX 2337, VTX2337, VTX378

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About This Item

Empirical Formula (Hill Notation):
C28H34N4O2
CAS Number:
Molecular Weight:
458.60
MDL number:
NACRES:
NA.21
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
Technical Service
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SMILES string

N4(CCCC4)C(=O)c1ccc(cc1)c2cc3c(cc2)C=C(C=C(N3)N)C(=O)N(CCC)CCC

InChI

1S/C28H34N4O2/c1-3-13-31(14-4-2)28(34)24-17-23-12-11-22(18-25(23)30-26(29)19-24)20-7-9-21(10-8-20)27(33)32-15-5-6-16-32/h7-12,17-19,30H,3-6,13-16,29H2,1-2H3

InChI key

CQAGPRVMJDWWEA-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear (Warmed)

storage temp.

2-8°C

Quality Level

Biochem/physiol Actions

Potent and selective toll-like receptor 8 (TLR8) agonist that augments the lytic function of NK cells and enhances antibody-dependent cellular cytotoxicity.
Motolimod (VTX-2337) is a potent and selective human toll-like receptor 8 (TLR8) agonist (EC50 = 100 nM; no murine TLR8-stimulating potenty) with greatly reduced TLR7 potency (EC50 >30 µM) and little activity toward TLR3/4/5/8. Motolimod induces proinflammatory mediators production in huaman PBMCs (TNFα/IL12 EC50 = 140/120 nM) by stimulating TLR8-expressing monocytes and mDCs, but not non-TLR8-expressing pDCs. Motolimod augments the lytic function of NK cells and enhances antibody-dependent cellular cytotoxicity (ADCC).

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Yushe Dang et al.
Journal of leukocyte biology, 103(1), 157-164 (2018-01-19)
Myeloid-derived suppressor cells (MDSCs) accumulate in tumors and the peripheral blood of cancer patients and demonstrate cancer-promoting activity across multiple tumor types. A limited number of agents are known to impact MDSC activity. TLR8 is expressed in myeloid cells. We
Coordinated Activation of Toll-Like Receptor8 (TLR8) and NLRP3 by the TLR8 Agonist, VTX-2337, Ignites Tumoricidal Natural Killer Cell Activity
PLoS ONE, 11(2) (2016)
Hailing Lu et al.
Clinical cancer research : an official journal of the American Association for Cancer Research, 18(2), 499-509 (2011-12-01)
We aim to characterize VTX-2337, a novel Toll-like receptor (TLR) 8 agonist in clinical development, and investigate its potential to improve monoclonal antibody-based immunotherapy that includes the activation of natural killer (NK) cells. HEK-TLR transfectants were used to compare the

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