ChemicalBook >> CAS DataBase List >>1H-Indole-6-carboxamide, 1-[(2-chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]-

1H-Indole-6-carboxamide, 1-[(2-chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]-

CAS No.
2259624-71-8
Chemical Name:
1H-Indole-6-carboxamide, 1-[(2-chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]-
Synonyms
C53;STING agonist C53;STING activator Compound 53;STING activator Compound 53, 10 mM in DMSO;1-(2-chloro-6-fluorobenzyl)-3,3-dimethyl-2-oxo-N-(2,4,6-trifluorobenzyl)indoline-6-carboxamide;1-[(2-chloro-6-fluoro-phenyl)methyl]-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]indoline-6-carboxamide;1-[(2-chloro-6-fluorophenyl)methyl]-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]-2,3-dihydro-1H-indole-6-carboxamide;1H-Indole-6-carboxamide, 1-[(2-chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]-;Inhibitor,HEK293T,STING agonist-12,MPYS,STING agonist12,STING,STING agonist 12,STING activator Compound 53,TMEM173,inhibit,ERIS,Stimulator of Interferon Genes,MITA
CBNumber:
CB010785689
Molecular Formula:
C25H19ClF4N2O2
Molecular Weight:
490.88
MDL Number:
MOL File:
2259624-71-8.mol
Last updated:2025-04-17 18:22:24

1H-Indole-6-carboxamide, 1-[(2-chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]- Properties

Boiling point 628.4±55.0 °C(Predicted)
Density 1.392±0.06 g/cm3(Predicted)
storage temp. 4°C, protect from light
solubility DMSO : 250 mg/mL (509.29 mM; Need ultrasonic)
form A crystalline solid
pka 13.31±0.40(Predicted)
color Light yellow to yellow

1H-Indole-6-carboxamide, 1-[(2-chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]- Chemical Properties,Uses,Production

Uses

STING agonist-12 (Compound 53) is a potent, orally active human STING activator with an EC50 of 185 nM[1].

Biological Activity

STING agonist-12 (Compound 53) is a potent, orally active human STING activator with an EC50 of 185 nM[1]. STING agonist-12 (Compound 53) (10 μM) shows excellent pan-polymorph activity across the panel of STING proteins (92%, 107% and 92% against R232, H232 and HAQ, respectively) in HEK293T cells[1].STING agonist-12 is not active at mouse STING[1]. STING agonist-12 (Compound 53) (5 mpk for i.v.; 10 mpk for p.o.) is well-absorbed with a short terminal half-life[1].

in vivo

STING agonist-12 (Compound 53) (5 mpk for i.v.; 10 mpk for p.o.) is well-absorbed with a short terminal half-life[1].

Animal Model:Balb/c mice (n=3)[1]
Dosage:5 or 10 mpk
Administration:Lateral tail vein or oral gavage (Pharmacokinetic Analysis)
Result:Pharmacokinetic profile of STING agonist-12 (Compound 53) in mouse[1].
RouteDOSE
(mpk)
AUC
(ng/mL*h)
T1/2
(h)
Cmax
(ng/mL)
Vd
(mL/kg)
F
(%)
IV512151.4118672689NA
PO102090NA1723NA86

storage

Store at -20°C

References

[1]. Pryde DC, et al. The discovery of potent small molecule activators of human STING. Eur J Med Chem. 2021 Jan 1;209:112869.

1H-Indole-6-carboxamide, 1-[(2-chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]- Preparation Products And Raw materials

Raw materials

Preparation Products

1H-Indole-6-carboxamide, 1-[(2-chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]- Suppliers

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1H-Indole-6-carboxamide, 1-[(2-chloro-6-fluorophenyl)methyl]-2,3-dihydro-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]- STING activator Compound 53 1-(2-chloro-6-fluorobenzyl)-3,3-dimethyl-2-oxo-N-(2,4,6-trifluorobenzyl)indoline-6-carboxamide Inhibitor,HEK293T,STING agonist-12,MPYS,STING agonist12,STING,STING agonist 12,STING activator Compound 53,TMEM173,inhibit,ERIS,Stimulator of Interferon Genes,MITA C53 1-[(2-chloro-6-fluoro-phenyl)methyl]-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]indoline-6-carboxamide 1-[(2-chloro-6-fluorophenyl)methyl]-3,3-dimethyl-2-oxo-N-[(2,4,6-trifluorophenyl)methyl]-2,3-dihydro-1H-indole-6-carboxamide STING agonist C53 STING activator Compound 53, 10 mM in DMSO 2259624-71-8