| Identification | Back Directory | [Name]
5H-Benzocycloheptene-2-carboxamide, N-[4-(1-cyano-1-methylethyl)phenyl]-6,7,8,9-tetrahydro-3-methoxy- | [CAS]
2361289-44-1 | [Synonyms]
CHIKV-IN-2
N-(4-(2-cyanopropan-2-yl)phenyl)-3-methoxy-6,7,8,9-tetrahydro-5H-benzo[7]annulene-2-carboxamide
5H-Benzocycloheptene-2-carboxamide, N-[4-(1-cyano-1-methylethyl)phenyl]-6,7,8,9-tetrahydro-3-methoxy- | [Molecular Formula]
C23H26N2O2 | [MDL Number]
MFCD34368513 | [MOL File]
2361289-44-1.mol | [Molecular Weight]
362.46 |
| Chemical Properties | Back Directory | [Boiling point ]
504.8±50.0 °C(Predicted) | [density ]
1.143±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO : 100 mg/mL (275.89 mM; Need ultrasonic) | [form ]
Solid | [pka]
13.28±0.70(Predicted) | [color ]
White to off-white |
| Hazard Information | Back Directory | [Biological Activity]
CHIKV-IN-2 is a potent inhibitor against Chikungunya virus (CHIKV), with excellent cellular antiviral activity (EC90=270 nM) and improved liver microsomal stability. CHIKV-IN-2 shows inhibitory activity against a cellular target Dihydroorotate Dehydrogenase (DHODH), which interacts with various viruses and regulate their replication via depleting intracellular pyrimidine pools[1].
CHIKV-IN-2 (compound 8q) is a potent pan-alphavirus inhibitor, with EC90s of 0.85-2.5 μM for CHIKV clinical isolates and attenuated vaccine strains[1].CHIKV-IN-2 is active against alphavirus VEEV (EC90=0.40 μM) as well as flaviviruses such as West Nile Virus (WNV, EC90=0.20 μM) and Dengue Virus Strain-2 (DENV-2, EC90=0.60 μM)[1].
CHIKV-IN-2 (compound 8q) (80 mg/kg; i.p. twice a day for 3 days) significantly decreases infectious CHIKV dissemination to other tissues of mice[1].CHIKV-IN-2 (40 mg/kg; p.o., i.p., s.c.) exhibits moderate bioavailability (F=41%, 43%, 4%), terminal elimination half-life (t1/2=9.9, 18.5, 18.6 h) and Cmax (642, 858, 90 ng/mL) in mice[1].CHIKV-IN-2 (1 mg/kg; i.v.) exhibits terminal elimination half-life (t1/2= 2.02 h) and AUC (497 h?ng/mL) in mice[1]. | [References]
[1]. Ahmed SK, et, al. Targeting Chikungunya Virus Replication by Benzoannulene Inhibitors. J Med Chem. 2021 Apr 22;64(8):4762-4786. |
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