MedKoo Cat#: 130060 | Name: Tivumecirnon free base

Description:

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

Tivumecirnon, also known as FLX475, is a CCR4 antagonist with potential as an antineoplastic agent. Tivumecirnon promotes anti-tumor activity by blocking the migration of regulatory T-cells into tumors (specifically EBV-positive tumors). The secretion of Chemokines by tumors triggers the migration of the immunosuppressing regulatory T-cells to the site of the tumor. By inhibiting the migration of the regulatory T-cells, the natural anti-tumor activity of the immune system is restored. Phase 1 trials for Tivumecirnon have been completed, with Phase 2 of the Phase 1/2 portion of the trial underway.

Chemical Structure

Tivumecirnon free base
CAS#2174938-78-2 (free base)

Theoretical Analysis

MedKoo Cat#: 130060

Name: Tivumecirnon free base

CAS#: 2174938-78-2 (free base)

Chemical Formula: C24H27Cl2F3N6O

Exact Mass: 542.1575

Molecular Weight: 543.42

Elemental Analysis: C, 53.05; H, 5.01; Cl, 13.05; F, 10.49; N, 15.47; O, 2.94

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Synonym
Tivumecirnon; FLX475; FLX 475; FLX-475
IUPAC/Chemical Name
2-[(3R)-3-(1-{1-[(1R)-1-(2,4-dichlorophenyl)ethyl]-3-(trifluoromethyl)-1H-pyrazolo[3,4-b]pyrazin-6-yl}azetidin-3-yl)piperidin-1-yl]ethan-1-ol
InChi Key
AKSVALRPYDVQBS-CABCVRRESA-N
InChi Code
InChI=1S/C24H27Cl2F3N6O/c1-14(18-5-4-17(25)9-19(18)26)35-23-21(22(32-35)24(27,28)29)30-10-20(31-23)34-12-16(13-34)15-3-2-6-33(11-15)7-8-36/h4-5,9-10,14-16,36H,2-3,6-8,11-13H2,1H3/t14-,15+/m1/s1
SMILES Code
OCCN1C[C@@H](C2CN(C3=CN=C4C(N([C@@H](C5=CC=C(Cl)C=C5Cl)C)N=C4C(F)(F)F)=N3)C2)CCC1
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 543.42 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.

Recalculate based on batch purity %
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
Ketcham JM, Marshall LA, Talay O. CCR4 Antagonists Inhibit Treg Trafficking into the Tumor Microenvironment. ACS Med Chem Lett. 2018 Sep 10;9(10):953-955. doi: 10.1021/acsmedchemlett.8b00351. PMID: 30344896; PMCID: PMC6187395. https://rapt.com/pipeline/flx475/ https://www.guidetopharmacology.org/GRAC/LigandDisplayForward?tab=clinical&ligandId=12153 https://www.yalemedicine.org/clinical-trials/phase-1-2-study-of-flx475-alone-in-combination-with-pembrolizumab-in-advanced-cancer-1