IPI-493 | CAS#64202-81-9 | HSP90 inhibitor

MedKoo Cat#: 201571 | Name: IPI-493

Description:

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

IPI-493 is an orally bioavailable and potent inhibitor of the heat shock protein 90 (Hsp90) chaperone. Upon administration, IPI-493 is rapidly converted into its active form, IPI-504, which binds to the ATP-binding pocket of Hsp90, disrupting its function and promoting degradation of client oncoproteins such as HER2, EGFR, AKT, and mutant FLT3. In preclinical models, IPI-493 demonstrated nanomolar potency in inhibiting proliferation of various cancer cell lines, including NSCLC and leukemia, with IC₅₀ values typically in the range of 50–200 nM. In xenograft models, oral dosing with IPI-493 led to significant tumor growth inhibition, consistent with downregulation of Hsp90 client proteins.

Chemical Structure

IPI-493

CAS#64202-81-9

Theoretical Analysis

MedKoo Cat#: 201571

Name: IPI-493

CAS#: 64202-81-9

Chemical Formula: C28H39N3O8

Exact Mass: 545.2737

Molecular Weight: 545.62

Elemental Analysis: C, 61.64; H, 7.20; N, 7.70; O, 23.46

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

17-Amino-geldanamycin; IPI 493; IPI-493; IPI493; NSC 255109; NSC-255109; NSC255109; prodrug of IPI-504;

IUPAC/Chemical Name

(4E,6E,8S,9S,10E,12S,13R,14S,16R)-19-amino-13-hydroxy-8,14-dimethoxy-4,10,12,16-tetramethyl-3,20,22-trioxo-2-azabicyclo[16.3.1]docosa-1(21),4,6,10,18-pentaen-9-yl carbamate.

InChi Key

XYFFWTYOFPSZRM-DZGLYLBBSA-N

InChi Code

InChI=1S/C28H39N3O8/c1-14-10-18-23(29)20(32)13-19(25(18)34)31-27(35)15(2)8-7-9-21(37-5)26(39-28(30)36)17(4)12-16(3)24(33)22(11-14)38-6/h7-9,12-14,16,21-22,24,26,33H,10-11,29H2,1-6H3,(H2,30,36)(H,31,35)/b9-7+,15-8+,17-12+/t14-,16+,21+,22+,24-,26+/m1/s1

SMILES Code

NC(O[C@@H](/C(C)=C/[C@H](C)[C@@H](O)[C@@H](OC)C[C@H](C)CC1=C2N)[C@@H](OC)/C=C/C=C(C)/C(NC(C1=O)=CC2=O)=O)=O

Appearance

Solid powder

Purity

>98%

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, not in water

Shelf Life

>5 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

2934.99.03.00

More Info

IPI-493 is an orally bioavailable formulation of the ansamycin derivative 17-amino-17-demethoxygeldanamycin (17-AG) with potential antineoplastic activity. Oral Hsp90 inhibitor IPI-493 binds to and inhibits Hsp90, which may result the in growth inhibition in sensitive tumor cell populations. Hsp90, a 90 kDa molecular chaperone, may be highly expressed in tumor cells, playing a key role in the conformational maturation, stability and function of other substrate or "client" proteins within the cell; many of these client proteins are involved in signal transduction, cell cycle regulation and apoptosis, and may include kinases, transcription factors and hormone receptors. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus) According to thepharmletter.com on 15 December 2008, AstraZeneca returns IPI-504/IPI-493 rights to Infinity: Anglo-Swedish drug major AstraZeneca says that it has returned worldwide rights to Infinity Pharmaceuticals for the development and commercialisation of Infinity's heat shock protein 90 (Hsp90) drug candidates IPI-504 (MEDI-561) and IPI-493, in development for the treatment of cancer and related conditions. The collaboration, initiated in August 2006 between MedImmune and Infinity which involved an upfront payment to the latter of $70.0 million, was transferred to AstraZeneca following its acquisition of MedImmune in June 2007. Infinity is currently evaluating IPI-493 in a Phase 1 clinical trial in patients with advanced solid tumors. The study is designed to evaluate the safety, tolerability and pharmacokinetics of IPI-493, and to determine a recommended dose and schedule for subsequent studies. Preliminary data from this Phase 1 study are expected to be reported in 2010. see http://www.infi.com/pipeline-products-IPI-493.html. Current developer: Infinity Pharmaceuticals, Inc.

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 545.62 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

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Description:

Chemical Structure

Theoretical Analysis

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Preparing Stock Solutions

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