XR9051

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

MedKoo CAT#: 405550

CAS#: 762219-35-2

Description: XR9051 is as a potent modulator of P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) following a synthetic chemistry programme based on a natural product lead compound. XR9051 was shown to be a potent inhibitor of the binding of the cytotoxic to P-glycoprotein (EC50 = 1.4 +/- 0.5 nM). XR9051 reverses the MDR phenotype through direct interaction with P-glycoprotein.


Price and Availability

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XR9051 is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 405550
Name: XR9051
CAS#: 762219-35-2
Chemical Formula: C39H40N4O5
Exact Mass: 644.29987
Molecular Weight: 644.7587
Elemental Analysis: C, 72.65; H, 6.25; N, 8.69; O, 12.41


Related CAS #: 762219-35-2 (free)   180422-22-4 (HCl)  

Synonym: XR9051; XR-9051; XR 9051.

IUPAC/Chemical Name: 3-((Z)-((Z)-5-benzylidene-4-methyl-3,6-dioxopiperazin-2-ylidene)methyl)-N-(4-(2-(6,7-dimethoxy-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)phenyl)benzamide

InChi Key: RTIZZWMBGKGLFO-YWQXDYITSA-N

InChi Code: InChI=1S/C39H38N4O5/c1-42-34(22-27-8-5-4-6-9-27)38(45)41-33(39(42)46)21-28-10-7-11-30(20-28)37(44)40-32-14-12-26(13-15-32)16-18-43-19-17-29-23-35(47-2)36(48-3)24-31(29)25-43/h4-15,20-24H,16-19,25H2,1-3H3,(H,40,44)(H,41,45)/b33-21-,34-22-

SMILES Code: O=C(NC1=CC=C(CCN2CC3=C(C=C(OC)C(OC)=C3)CC2)C=C1)C4=CC=CC(/C=C(C(N(C)/C5=C\C6=CC=CC=C6)=O)\NC5=O)=C4


Technical Data

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, 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).

Harmonized System Code:
293490


Additional Information

  
  


References

1. Methods and means for the treatment of cancer using a combination of a BCRP inhibitor and/or a P-gp inhibitor with an imidazotetrazine chemotherapeutic agent By Van Tellingen, Olaf From U.S. Pat. Appl. Publ. (2009), US 20090170880 A1 20090702.

2. Quinazolin-4-ylaminopyrazolecarboxamides as aurora kinase inhibitors useful in bombination therapy for the treatment of cancer and their preparation By Keen, Nicholas John From PCT Int. Appl. (2007), WO 2007132215 A1 20071122.

3. Structure-activity relationships of a series of tariquidar analogs as multidrug resistance modulators By Globisch, Christoph; Pajeva, Ilza K.; Wiese, Michael From Bioorganic & Medicinal Chemistry (2006), 14(5), 1588-1598.

4. Means and methods for treating a disease which is associated with an excess transport of hyaluronan across a lipid bilayer By Prehm, Peter From PCT Int. Appl. (2005), WO 2005013947 A2 20050217.

5. P glycoprotein in human immunodeficiency virus type 1 infection and therapy By Sankatsing, Sanjay U. C.; Beijnen, Jos H.; Schinkel, Alfred H.; Lange, Joep M. A.; Prins, Jan M. From Antimicrobial Agents and Chemotherapy (2004), 48(4), 1073-1081.

6. Improving bioavailability of orally administered drugs, screening for enhancers of such bioavailability and oral drug delivery compositions By Schellens, Johannes Henricus Matthias; Schinkel, Alfred Hermanus From U.S. Pat. Appl. Publ. (2002), US 20020128282 A1 20020912.

7. Method and composition for modulating amyloidosis By Reiner, Peter B.; Lam, Fred Chiu-Lai From U.S. Pat. Appl. Publ. (2002), US 20020037843 A1 20020328.

8. Use of membrane vesicles to investigate drug interactions with transporter proteins, P-glycoprotein and multidrug resistance-associated protein By Wheeler, R.; Neo, S.-Y.; Chew, J.; Hladky, S. B.; Barrand, M. A. From International Journal of Clinical Pharmacology and Therapeutics (2000), 38(3), 122-129.

9. A method of improving bioavailability of orally administered drugs, screening for enhancers of such bioavailability and novel pharmaceutical compositions for oral delivery of drugs By Schellens, Johannes Henricus Matthias; Schinkel, Alfred Hermanus From PCT Int. Appl. (2000), WO 2000069390 A2 20001123.

10. Communication between multiple drug binding sites on P-glycoprotein By Martin, Catherine; Berridge, Georgina; Higgins, Christopher F.; Mistry, Prakash; Charlton, Peter; Callaghan, Richard From Molecular Pharmacology (2000), 58(3), 624-632