TVB-3166 | CAS#1533438-83-3 | FASN inhibitor

TVB-3166
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 525419

CAS#: 1533438-83-3

Description: TVB-3166 is an orally-available, reversible, potent, and selective FASN inhibitor, inducing apoptosis, inhibiting anchorage-independent cell growth under lipid-rich conditions, and inhibiting in-vivo xenograft tumor growth.

Chemical Structure

TVB-3166

CAS# 1533438-83-3

Instruction

Theoretical Analysis

MedKoo Cat#: 525419
Name: TVB-3166
CAS#: 1533438-83-3
Chemical Formula: C24H24N4O
Exact Mass: 384.20
Molecular Weight: 384.483
Elemental Analysis: C, 74.97; H, 6.29; N, 14.57; O, 4.16

Price and Availability

Size	Price	Availability
10mg	USD 350	2 Weeks
25mg	USD 650	2 Weeks
50mg	USD 950	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Synonym: TVB-3166; TVB 3166; TVB3166;

IUPAC/Chemical Name: 4-{1-[5-(4,5-Dimethyl-2H-pyrazol-3-yl)-2,4-dimethyl-benzoyl]-azetidin-3-yl}-benzonitrile

InChi Key: ICDQFUFDAFKCAX-UHFFFAOYSA-N

InChi Code: InChI=1S/C24H24N4O/c1-14-9-15(2)22(10-21(14)23-16(3)17(4)26-27-23)24(29)28-12-20(13-28)19-7-5-18(11-25)6-8-19/h5-10,20H,12-13H2,1-4H3,(H,26,27)

SMILES Code: N#CC1=CC=C(C2CN(C(C3=CC(C4=C(C)C(C)=NN4)=C(C)C=C3C)=O)C2)C=C1

Appearance: Solid powder

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: >2 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:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	5.0	13.00

Preparing Stock Solutions

The following data is based on the product molecular weight 384.48 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:
In vitro protocol:
In vivo protocol:

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1: Aquino IG, Bastos DC, Cuadra-Zelaya FJM, Teixeira IF, Salo T, Coletta RD, Graner E. Anticancer properties of the fatty acid synthase inhibitor TVB-3166 on oral squamous cell carcinoma cell lines. Arch Oral Biol. 2020 May;113:104707. doi: 10.1016/j.archoralbio.2020.104707. Epub 2020 Mar 10. PMID: 32197133.

2: Ventura R, Mordec K, Waszczuk J, Wang Z, Lai J, Fridlib M, Buckley D, Kemble G, Heuer TS. Inhibition of de novo Palmitate Synthesis by Fatty Acid Synthase Induces Apoptosis in Tumor Cells by Remodeling Cell Membranes, Inhibiting Signaling Pathways, and Reprogramming Gene Expression. EBioMedicine. 2015 Jul 2;2(8):808-24. doi: 10.1016/j.ebiom.2015.06.020. PMID: 26425687; PMCID: PMC4563160.

3: Tao T, Su Q, Xu S, Deng J, Zhou S, Zhuang Y, Huang Y, He C, He S, Peng M, Hocher B, Yang X. Down-regulation of PKM2 decreases FASN expression in bladder cancer cells through AKT/mTOR/SREBP-1c axis. J Cell Physiol. 2019 Mar;234(3):3088-3104. doi: 10.1002/jcp.27129. Epub 2018 Sep 17. PMID: 30221356.

4: Ohol YM, Wang Z, Kemble G, Duke G. Direct Inhibition of Cellular Fatty Acid Synthase Impairs Replication of Respiratory Syncytial Virus and Other Respiratory Viruses. PLoS One. 2015 Dec 11;10(12):e0144648. doi: 10.1371/journal.pone.0144648. PMID: 26659560; PMCID: PMC4684246.

5: Harris AL. Development of cancer metabolism as a therapeutic target: new pathways, patient studies, stratification and combination therapy. Br J Cancer. 2020 Jan;122(1):1-3. doi: 10.1038/s41416-019-0666-4. Epub 2019 Dec 10. PMID: 31819198; PMCID: PMC6964699.

6: Montesdeoca N, López M, Ariza X, Herrero L, Makowski K. Inhibitors of lipogenic enzymes as a potential therapy against cancer. FASEB J. 2020 Sep;34(9):11355-11381. doi: 10.1096/fj.202000705R. Epub 2020 Aug 6. PMID: 32761847.

7: Oh JE, Jung BH, Park J, Kang S, Lee H. Deciphering Fatty Acid Synthase Inhibition-Triggered Metabolic Flexibility in Prostate Cancer Cells through Untargeted Metabolomics. Cells. 2020 Nov 10;9(11):2447. doi: 10.3390/cells9112447. PMID: 33182594; PMCID: PMC7697567.

8: Rae C, Fragkoulis GI, Chalmers AJ. Cytotoxicity and Radiosensitizing Activity of the Fatty Acid Synthase Inhibitor C75 Is Enhanced by Blocking Fatty Acid Uptake in Prostate Cancer Cells. Adv Radiat Oncol. 2020 Jun 29;5(5):994-1005. doi: 10.1016/j.adro.2020.06.022. PMID: 33083663; PMCID: PMC7557210.

9: Long R, Zhang L, Shi L, Shen Y, Hu F, Zeng C, Min W. Two-color vibrational imaging of glucose metabolism using stimulated Raman scattering. Chem Commun (Camb). 2018 Jan 7;54(2):152-155. doi: 10.1039/c7cc08217g. Epub 2017 Dec 8. PMID: 29218356; PMCID: PMC5764084.

10: Heuer TS, Ventura R, Mordec K, Lai J, Fridlib M, Buckley D, Kemble G. 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. Epub 2016 Dec 24. PMID: 28159572; PMCID: PMC5474427.

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