IPI-493

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

MedKoo CAT#: 201571

CAS#: 64202-81-9

Description: IPI-493 is a bioactive chemical.


Chemical Structure

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IPI-493
CAS# 64202-81-9

Theoretical Analysis

MedKoo Cat#: 201571
Name: IPI-493
CAS#: 64202-81-9
Chemical Formula: C28H39N3O8
Exact Mass: 545.27372
Molecular Weight: 545.62
Elemental Analysis: C, 61.64; H, 7.20; N, 7.70; O, 23.46

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Synonym: CA Index Name: Geldanamycin 17amino17demethoxy; Other Names: 2Azabicyclo16.3.1docosane geldanamycin deriv.; 17Amino17demethoxygeldanamycin; 17Aminogeldanamycin; IPI 493; NSC 255109

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

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.

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

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IPI-493

10.0mg / Not available


Additional Information

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.