GW-3333 | CAS#212609-68-2 | TACE Inhibitor

MedKoo Cat#: 525252 | Name: GW-3333

Description:

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

GW-3333 is a tumor necrosis factor-alpha (TNF)-Converting Enzyme (TACE) inhibitor. It is also an matrix metalloproteinase inhibitor. The efficacy of GW3333 suggests that dual inhibitors of TACE and matrix metalloproteinases may prove therapeutic as antiarthritics.

Chemical Structure

GW-3333

CAS#212609-68-2

Theoretical Analysis

MedKoo Cat#: 525252

Name: GW-3333

CAS#: 212609-68-2

Chemical Formula: C22H36N4O4

Exact Mass: 420.2737

Molecular Weight: 420.55

Elemental Analysis: C, 62.83; H, 8.63; N, 13.32; O, 15.22

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

GW-3333; GW3333; GW 3333;

IUPAC/Chemical Name

(2R,3S)-3-(Formyl-hydroxyamino)-2-(2-methyl-1-propyl)-4-methylpentanoic acid, ((1S,2S)-2-methyl-1-(2-pyridylcarbamoyl)-1-butyl)amide

InChi Key

SMZPWUUYPYYHIV-HNJRGHQBSA-N

InChi Code

InChI=1S/C22H36N4O4/c1-7-16(6)19(22(29)24-18-10-8-9-11-23-18)25-21(28)17(12-14(2)3)20(15(4)5)26(30)13-27/h8-11,13-17,19-20,30H,7,12H2,1-6H3,(H,25,28)(H,23,24,29)/t16-,17+,19-,20-/m0/s1

SMILES Code

CC[C@H](C)[C@@H](C(=O)Nc1ccccn1)NC(=O)[C@H](CC(C)C)[C@H](C(C)C)N(C=O)O

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

Preparing Stock Solutions

The following data is based on the product molecular weight 420.55 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

1: Tóth AE, Tóth A, Walter FR, Kiss L, Veszelka S, Ózsvári B, Puskás LG, Heimesaat MM, Dohgu S, Kataoka Y, Rákhely G, Deli MA. Compounds blocking methylglyoxal-induced protein modification and brain endothelial injury. Arch Med Res. 2014 Nov;45(8):753-64. doi: 10.1016/j.arcmed.2014.10.009. Epub 2014 Nov 13. PubMed PMID: 25446614. 2: Tippin TK, Hamilton G, Moore L, Beaudet EJ, Jolley S, Brodie TA, Andrews RC, Becherer JD, McDougald DL, Gaul MD, Hoivik DJ, Mellon-Kusibab K, Lehmann J, Kliewer S, Novick S, Laethem R, Zhao Z, LeCluyse EL. CYP3A induction by N-hydroxyformamide tumor necrosis factor-alpha converting enzyme/matrix metalloproteinase inhibitors use of a pregname X receptor activation assay and primary hepatocyte culture for assessing induction potential in humans. Drug Metab Dispos. 2003 Jul;31(7):870-7. PubMed PMID: 12814963. 3: Doggrell SA. TACE inhibition: a new approach to treating inflammation. Expert Opin Investig Drugs. 2002 Jul;11(7):1003-6. PubMed PMID: 12084010. 4: Rabinowitz MH, Andrews RC, Becherer JD, Bickett DM, Bubacz DG, Conway JG, Cowan DJ, Gaul M, Glennon K, Lambert MH, Leesnitzer MA, McDougald DL, Moss ML, Musso DL, Rizzolio MC. Design of selective and soluble inhibitors of tumor necrosis factor-alpha converting enzyme (TACE). J Med Chem. 2001 Nov 22;44(24):4252-67. PubMed PMID: 11708926. 5: Conway JG, Andrews RC, Beaudet B, Bickett DM, Boncek V, Brodie TA, Clark RL, Crumrine RC, Leenitzer MA, McDougald DL, Han B, Hedeen K, Lin P, Milla M, Moss M, Pink H, Rabinowitz MH, Tippin T, Scates PW, Selph J, Stimpson SA, Warner J, Becherer JD. Inhibition of tumor necrosis factor-alpha (TNF-alpha) production and arthritis in the rat by GW3333, a dual inhibitor of TNF-alpha-converting enzyme and matrix metalloproteinases. J Pharmacol Exp Ther. 2001 Sep;298(3):900-8. PubMed PMID: 11504783.