Synonym
BAY-2416964; BAY 2416964; BAY2416964; ilantimodum; ilantimod
IUPAC/Chemical Name
(S)-6-(4-chlorophenyl)-N-(1-hydroxypropan-2-yl)-2-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydropyridazine-4-carboxamide
InChi Key
YAGSZKAJPHGVOV-NSHDSACASA-N
InChi Code
InChI=1S/C18H18ClN5O3/c1-11(10-25)21-17(26)15-7-16(12-3-5-13(19)6-4-12)22-24(18(15)27)14-8-20-23(2)9-14/h3-9,11,25H,10H2,1-2H3,(H,21,26)/t11-/m0/s1
SMILES Code
O=C(C1=CC(C2=CC=C(Cl)C=C2)=NN(C3=CN(C)N=C3)C1=O)N[C@@H](C)CO
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
AhR, a member of the basic helix-loop-helix/Per-Arnt-Sim (bHLH/PAS) family of transcription factors, has important roles in regulating immunity and cellular differentiation. AhR can exhibit both pro-oncogenic and tumor suppressor-like functions depending on the tumor type; therefore, its expression may serve as a negative or positive prognostic factor
Biological target:
BAY 2416964 is a potent and orally active aryl hydrocarbon receptor (AHR) antagonist extracted from patent WO2018146010A1, example 192, has an IC50 of 341 nM.
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
64.0 |
165.02 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
387.82
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
TBD
1: Kober C, Roewe J, Schmees N, Roese L, Roehn U, Bader B, Stoeckigt D, Prinz F,
Gorjánácz M, Roider HG, Olesch C, Leder G, Irlbacher H, Lesche R, Lefranc J,
Oezcan-Wahlbrink M, Batra AS, Elmadany N, Carretero R, Sahm K, Oezen I, Cichon
F, Baumann D, Sadik A, Opitz CA, Weinmann H, Hartung IV, Kreft B, Offringa R,
Platten M, Gutcher I. Targeting the aryl hydrocarbon receptor (AhR) with BAY
2416964: a selective small molecule inhibitor for cancer immunotherapy. J
Immunother Cancer. 2023 Nov;11(11):e007495. doi: 10.1136/jitc-2023-007495. PMID:
37963637; PMCID: PMC10649913.
2: Dexheimer TS, Coussens NP, Silvers T, Jones EM, Chen L, Fang J, Morris J,
Moscow JA, Doroshow JH, Teicher BA. Combination screen in multi-cell type tumor
spheroids reveals interaction between aryl hydrocarbon receptor antagonists and
E1 ubiquitin-activating enzyme inhibitor. SLAS Discov. 2024 Oct;29(7):100186.
doi: 10.1016/j.slasd.2024.100186. Epub 2024 Oct 1. PMID: 39362362; PMCID:
PMC11562894.
