Defibrotide sodium | CAS#1118915-78-8

MedKoo Cat#: 124083 | Name: STA-1474 sodium

Description:

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

STA-1474 is a water soluble prodrug of ganetespib (formerly STA-9090). STA-1474 will metabolized to Ganetespib, which is a potent HSP90 inhibitor previously shown to kill canine tumor cell lines in vitro and inhibit tumor growth in the setting of murine xenografts. The purpose of the following study was to extend these observations and investigate the safety and efficacy of STA-1474 in dogs with spontaneous tumors.

Chemical Structure

STA-1474 sodium

CAS# 1402907-09-8 (disodium)

Theoretical Analysis

MedKoo Cat#: 124083

Name: STA-1474 sodium

CAS#: 1402907-09-8 (disodium)

Chemical Formula: C20H19N4Na2O6P

Exact Mass: 444.1200

Molecular Weight: 488.35

Elemental Analysis: C, 49.19; H, 3.92; N, 11.47; Na, 9.42; O, 19.66; P, 6.34

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 #

1402907-09-8 (disodium) 1118915-79-9 (monosodium) 1118915-78-8 (free acid)

Synonym

STA-1474 sodium; STA-1474; STA 1474; STA1474; ganetespib-prodrug; STA-9090 prodrug; STA9090 prodrug; STA 9090 prodrug;

IUPAC/Chemical Name

sodium [5-hydroxy-4-[4-(1-methylindol-5-yl)-5-oxo-1H-1,2,4-triazol-3-yl]-2-propan-2-ylphenyl] phosphate

InChi Key

AWHPLFDGSGMBIN-UHFFFAOYSA-L

InChi Code

InChI=1S/C20H21N4O6P.2Na/c1-11(2)14-9-15(17(25)10-18(14)30-31(27,28)29)19-21-22-20(26)24(19)13-4-5-16-12(8-13)6-7-23(16)3;;/h4-11,25H,1-3H3,(H,22,26)(H2,27,28,29);;/q;2*+1/p-2

SMILES Code

O=P(OC1=CC(O)=C(C(N2C3=CC4=C(N(C)C=C4)C=C3)=NNC2=O)C=C1C(C)C)(O[Na])O[Na]

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

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 488.35 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: London CA, Acquaviva J, Smith DL, Sequeira M, Ogawa LS, Gardner HL, Bernabe LF, Bear MD, Bechtel SA, Proia DA. Consecutive Day HSP90 Inhibitor Administration Improves Efficacy in Murine Models of KIT-Driven Malignancies and Canine Mast Cell Tumors. Clin Cancer Res. 2018 Dec 15;24(24):6396-6407. doi: 10.1158/1078-0432.CCR-18-0703. Epub 2018 Aug 31. PMID: 30171047; PMCID: PMC6696991. 2: Clemente-Vicario F, Alvarez CE, Rowell JL, Roy S, London CA, Kisseberth WC, Lorch G. Human Genetic Relevance and Potent Antitumor Activity of Heat Shock Protein 90 Inhibition in Canine Lung Adenocarcinoma Cell Lines. PLoS One. 2015 Nov 11;10(11):e0142007. doi: 10.1371/journal.pone.0142007. PMID: 26560147; PMCID: PMC4641597. 3: Gorska M, Popowska U, Sielicka-Dudzin A, Kuban-Jankowska A, Sawczuk W, Knap N, Cicero G, Wozniak F. Geldanamycin and its derivatives as Hsp90 inhibitors. Front Biosci (Landmark Ed). 2012 Jun 1;17(6):2269-77. doi: 10.2741/4050. PMID: 22652777. 4: London CA, Bear MD, McCleese J, Foley KP, Paalangara R, Inoue T, Ying W, Barsoum J. Phase I evaluation of STA-1474, a prodrug of the novel HSP90 inhibitor ganetespib, in dogs with spontaneous cancer. PLoS One. 2011;6(11):e27018. doi: 10.1371/journal.pone.0027018. Epub 2011 Nov 3. PMID: 22073242; PMCID: PMC3207826. 5: McCleese JK, Bear MD, Fossey SL, Mihalek RM, Foley KP, Ying W, Barsoum J, London CA. The novel HSP90 inhibitor STA-1474 exhibits biologic activity against osteosarcoma cell lines. Int J Cancer. 2009 Dec 15;125(12):2792-801. doi: 10.1002/ijc.24660. PMID: 19544563.