TVB-3664 - ≥99% , CAS No.2097262-58-1

CAS: 2097262-58-1 Cat. No.: T414060 Molecular Weight: 468.47 PubChem CID: 129101638

GRADE & PURITY ≥99%

Synonyms

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

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Information

TVB-3664 TVB-3664 is a potent, selective, orally active and reversible inhibitor of fatty acid synthase (FASN) with IC50 of 0.018 μM and 0.012 μM for human and mouse cell palmitate synthesis, respectively.

Targets

FASN (mouse cell palmitate synthesis); FASN (human cell palmitate synthesis) 0.012 μM; 0.018 μM

In vitro

TVB-3664 induces FASN inhibition with significantly reduced tubulin palmitoylation and mRNA expression. Disrupted microtubule organization in tumor cells is an additional consequence of FASN inhibition. TVB-3664 combined with taxane treatment enhances inhibition of in vitro tumor cell growth compared to treatmentwith either agent alone.

In vivo

In lung, ovarian, prostate, and pancreatic tumor xenograft studies, TVB-3664 and paclitaxel or docetaxel combine to inhibit xenograft tumor growth with significantly enhanced anti-tumor activity. Tumor regression is observed in 3 of 6 tumor xenograftmodels.

Cell Research(from reference)

Cell lines：Calu-6 cells, A549 cells 

Concentrations：50 nM 

Incubation Time：48 h, 72 h 

Specifications

Synonyms

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

Specifications & Purity

≥99%

Biochemical and Physiological Mechanisms

TVB-3664 is a potent, selective, orally active and reversible inhibitor of fatty acid synthase (FASN) with IC50 of 0.018 μM and 0.012 μM for human and mouse cell palmitate synthesis, respectively.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥99%

Names and Identifiers

• Canonical Smiles: CC1=CC(=C(C=C1C2=C(NC(=N2)C(F)(F)F)COC)C(=O)N3CC(C3)C4=CC=C(C=C4)C#N)C
• IUPAC Name: 4-[1-[5-[5-(methoxymethyl)-2-(trifluoromethyl)-1H-imidazol-4-yl]-2,4-dimethylbenzoyl]azetidin-3-yl]benzonitrile
• InChIKey: YFEOVRCUSPPGFZ-UHFFFAOYSA-N
• 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)
• PubChem CID: 129101638
• Molecular Weight: 468.47

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Azoles
      • Subclass Imidazoles
        • Level5 Substituted imidazoles
          • Level6 Phenylimidazoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Azoles
• Subclass: Imidazoles
• Intermediate Tree Nodes: Substituted imidazoles
• Direct Parent: Phenylimidazoles
• Alternative Parents: Phenylazetidines Benzamides Benzoyl derivatives Benzonitriles N-acyl amines Tertiary carboxylic acid amides Heteroaromatic compounds Propargyl-type 1,3-dipolar organic compounds Nitriles Dialkyl ethers Carboximidamides Azacyclic compounds Amidines Organopnictogen compounds Organofluorides Organic oxides Hydrocarbon derivatives Alkyl fluorides
• Molecular Framework: Aromatic heteromonocyclic compounds
• Substituents: 4-phenylimidazole - 3-phenylazetidine - Benzoic acid or derivatives - Benzamide - Benzoyl - Benzonitrile - Benzenoid - N-acyl-amine - Monocyclic benzene moiety - Heteroaromatic compound - Tertiary carboxylic acid amide - Carboxamide group - Azetidine - Azacycle - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Carboximidamide - Nitrile - Carbonitrile - Ether - Dialkyl ether - Carboxylic acid derivative - Amidine - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Alkyl halide - Alkyl fluoride - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as phenylimidazoles. These are polycyclic aromatic compounds containing a benzene ring linked to an imidazole ring through a CC or CN bond.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Solubility (25°C) In vitro DMSO: 94 mg/mL (200.65 mM); Ethanol: 50 mg/mL (106.73 mM); Water: Insoluble
• Molecular Weight: 468.500 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 468.177 Da
• Monoisotopic Mass: 468.177 Da
• Topological Polar Surface Area: 82.000 Ų
• Heavy Atom Count: 34
• Formal Charge: 0
• Complexity: 770.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1