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2097262-58-1

2097262-58-1 Structure

2097262-58-1 Structure
IdentificationBack Directory
[Name]

Benzonitrile, 4-[1-[5-[5-(methoxymethyl)-2-(trifluoromethyl)-1H-imidazol-4-yl]-2,4-dimethylbenzoyl]-3-azetidinyl]-
[CAS]

2097262-58-1
[Synonyms]

TVB-3664
TVB-3664 Benzonitrile,
4-[1-[5-[5-(methoxymethyl)-2-(trifluoromethyl)-1H-imidazol-4-yl]-2,4-dimethylbenzoyl]azetidin-3-yl]benzonitrile
4-[1-[5-[5-(Methoxymethyl)-2-(trifluoromethyl)-1H-imidazol-4-yl]-2,4-dimethylbenzoyl]-3-azetidinyl]benzonitrile
Benzonitrile, 4-[1-[5-[5-(methoxymethyl)-2-(trifluoromethyl)-1H-imidazol-4-yl]-2,4-dimethylbenzoyl]-3-azetidinyl]-
[Molecular Formula]

C25H23F3N4O2
[MDL Number]

MFCD32062789
[MOL File]

2097262-58-1.mol
[Molecular Weight]

468.47
Chemical PropertiesBack Directory
[Boiling point ]

665.7±55.0 °C(Predicted)
[density ]

1.36±0.1 g/cm3(Predicted)
[form ]

Solid
[pka]

9.61±0.10(Predicted)
[color ]

White to off-white
[InChI]

InChI=1S/C25H23F3N4O2/c1-14-8-15(2)20(9-19(14)22-21(13-34-3)30-24(31-22)25(26,27)28)23(33)32-11-18(12-32)17-6-4-16(10-29)5-7-17/h4-9,18H,11-13H2,1-3H3,(H,30,31)
[InChIKey]

YFEOVRCUSPPGFZ-UHFFFAOYSA-N
[SMILES]

C(#N)C1=CC=C(C2CN(C(=O)C3=CC(C4=C(COC)NC(C(F)(F)F)=N4)=C(C)C=C3C)C2)C=C1
Hazard InformationBack Directory
[Uses]

TVB-3664 is an orally available, reversible, potent, selective and highly bioavailable fatty acid synthase (FASN) inhibitor, with IC50 values of 18 nM and 12 nM for human and mouse cell palmitate synthesis, respectively. TVB-3664 significantly reduces tubulin palmitoylation and mRNA expression[1][2].
[in vivo]

TVB-3664 (3 mg/kg (Pt 2614 and Pt 2449PT) or 6 mg/kg (Pt 2402 and Pt 2449LM), oral gavage, daily, 4 weeks) treatment leads to a significant reduction in tumor volume and tumor weight in Pt 2614, Pt 2449PT, and Pt 2402 PDX models, with an average reduction in tumor weight of 30%, 37.5% and 51.5%, respectively[1].

Animal Model:Colorectal cancer (CRC) PDX models in NOD-SCID-IL2rg-/- (NSG) mice using specimens collected from patients who had undergone surgery for resection of primary CRC or CRC metastasis[1].
Dosage:3 mg/kg (Pt 2614 and Pt 2449PT) or 6 mg/kg (Pt 2402 and Pt 2449LM).
Administration:Oral gavage daily for 4 weeks.
Result:Led to a significant reduction in tumor volume and tumor weight in Pt 2614, Pt 2449PT, and Pt 2402 PDX models, with an average reduction in tumor weight of 30%, 37.5% and 51.5%, respectively.
[References]

[1] Zaytseva YY, et al. Preclinical evaluation of novel fatty acid synthase inhibitors in primary colorectal cancer cells and a patient-derived xenograft model of colorectal cancer. Oncotarget. 2018 May 15;9(37):24787-24800. DOI:10.18632/oncotarget.25361
[2] Heuer TS, et al. FASN Inhibition and Taxane Treatment Combine to Enhance Anti-tumor Efficacy in Diverse Xenograft Tumor Models through Disruption of Tubulin Palmitoylation and Microtubule Organization and FASN Inhibition-Mediated Effects on Oncogenic Signaling and Gene Expression. EBioMedicine. 2017 Feb;16:51-62. DOI:10.1016/j.ebiom.2016.12.012
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