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MedKoo Cat#: 565120 | Name: BMS-566394

Description:

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

BMS-566394 is a potent, exceptionally selective inhibitor of TNF-α converting enzyme (TACE).

Chemical Structure

BMS-566394
BMS-566394
CAS#503166-51-6

Theoretical Analysis

MedKoo Cat#: 565120

Name: BMS-566394

CAS#: 503166-51-6

Chemical Formula: C22H21F3N4O4

Exact Mass: 462.1515

Molecular Weight: 462.43

Elemental Analysis: C, 57.14; H, 4.58; F, 12.33; N, 12.12; O, 13.84

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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Related CAS #
No Data
Synonym
BMS566394; BMS 566394; BMS-566394
IUPAC/Chemical Name
(3R,4R)-N-Hydroxy-4-[[4-[[2-(trifluoromethyl)benzimidazol-1-yl]methyl]benzoyl]amino]oxane-3-carboxamide
InChi Key
PGVYYPZKXKGBLD-JKSUJKDBSA-N
InChi Code
InChI=1S/C22H21F3N4O4/c23-22(24,25)21-27-17-3-1-2-4-18(17)29(21)11-13-5-7-14(8-6-13)19(30)26-16-9-10-33-12-15(16)20(31)28-32/h1-8,15-16,32H,9-12H2,(H,26,30)(H,28,31)/t15-,16+/m0/s1
SMILES Code
O=C([C@H]1COCC[C@H]1NC(C2=CC=C(CN3C4=CC=CC=C4N=C3C(F)(F)F)C=C2)=O)NO
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
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 462.43 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
1: Romee R, Foley B, Lenvik T, Wang Y, Zhang B, Ankarlo D, Luo X, Cooley S, Verneris M, Walcheck B, Miller J. NK cell CD16 surface expression and function is regulated by a disintegrin and metalloprotease-17 (ADAM17). Blood. 2013 May 2;121(18):3599-608. doi: 10.1182/blood-2012-04-425397. Epub 2013 Mar 13. PMID: 23487023; PMCID: PMC3643761. 2: Betigeri S, Thakur A, Shukla R, Raghavan K. Effect of polymer additives on the transformation of BMS-566394 anhydrate to the dihydrate form. Pharm Res. 2008 May;25(5):1043-51. doi: 10.1007/s11095-007-9455-5. Epub 2007 Oct 12. PMID: 17932729.
Snyder KM, McAloney CA, Montel JS, Modiano JF, Walcheck B. Ectodomain shedding by ADAM17 (a disintegrin and metalloproteinase 17) in canine neutrophils. Vet Immunol Immunopathol. 2021 Jan;231:110162. doi: 10.1016/j.vetimm.2020.110162. Epub 2020 Nov 17. PMID: 33264689; PMCID: PMC7769933.