L-708906

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MedKoo CAT#: 562937

CAS#: 251963-74-3

Description: L-708906 is an inhibitor of Human Immunodeficiency Virus Type 1 (HIV-1).


Price and Availability

Size Price Shipping out time Quantity
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Pricing updated 2020-04-01. Prices are subject to change without notice.

L-708906 is not in stock, 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#: 562937
Name: L-708906
CAS#: 251963-74-3
Chemical Formula: C24H20O6
Exact Mass: 404.126
Molecular Weight: 404.41
Elemental Analysis: C, 71.28; H, 4.98; O, 23.74


Synonym: L-708906; L 708906; L708906; ARRY142886; ARRY-142886; ARRY 142886;

IUPAC/Chemical Name: 4-[3,5-Bis(phenylmethoxy)phenyl]-2,4-dioxobutanoic acid

InChi Key: SLRLQBRWUMWEOZ-UHFFFAOYSA-N

InChi Code: InChI=1S/C24H20O6/c25-22(14-23(26)24(27)28)19-11-20(29-15-17-7-3-1-4-8-17)13-21(12-19)30-16-18-9-5-2-6-10-18/h1-13H,14-16H2,(H,27,28)

SMILES Code: O=C(O)C(CC(C1=CC(OCC2=CC=CC=C2)=CC(OCC3=CC=CC=C3)=C1)=O)=O


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

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


References

1: Beare KD, Coster MJ, Rutledge PJ. Diketoacid inhibitors of HIV-1 integrase: from L-708,906 to raltegravir and beyond. Curr Med Chem. 2012;19(8):1177-92. Review. PubMed PMID: 22214459.

2: Barreca ML, Iraci N, De Luca L, Chimirri A. Induced-fit docking approach provides insight into the binding mode and mechanism of action of HIV-1 integrase inhibitors. ChemMedChem. 2009 Sep;4(9):1446-56. doi: 10.1002/cmdc.200900166. PubMed PMID: 19544345.

3: Chi G, Nair V, Semenova E, Pommier Y. A novel diketo phosphonic acid that exhibits specific, strand-transfer inhibition of HIV integrase and anti-HIV activity. Bioorg Med Chem Lett. 2007 Mar 1;17(5):1266-9. Epub 2006 Dec 15. PubMed PMID: 17188872; PubMed Central PMCID: PMC1839884.

4: Johnson AA, Marchand C, Pommier Y. HIV-1 integrase inhibitors: a decade of research and two drugs in clinical trial. Curr Top Med Chem. 2004;4(10):1059-77. Review. PubMed PMID: 15193139.

5: Fikkert V, Van Maele B, Vercammen J, Hantson A, Van Remoortel B, Michiels M, Gurnari C, Pannecouque C, De Maeyer M, Engelborghs Y, De Clercq E, Debyser Z, Witvrouw M. Development of resistance against diketo derivatives of human immunodeficiency virus type 1 by progressive accumulation of integrase mutations. J Virol. 2003 Nov;77(21):11459-70. PubMed PMID: 14557631; PubMed Central PMCID: PMC229256.

6: Neamati N. Dipyrimidine-based inhibitors of HIV-1 integrase. Expert Opin Investig Drugs. 2003 Feb;12(2):289-92. Review. PubMed PMID: 12556222.

7: Pluymers W, Pais G, Van Maele B, Pannecouque C, Fikkert V, Burke TR Jr, De Clercq E, Witvrouw M, Neamati N, Debyser Z. Inhibition of human immunodeficiency virus type 1 integration by diketo derivatives. Antimicrob Agents Chemother. 2002 Oct;46(10):3292-7. PubMed PMID: 12234864; PubMed Central PMCID: PMC128766.

8: Rao GS, Bhatnagar S, Ahuja V. Structure-based design of a novel peptide inhibitor of HIV-1 integrase: a computer modeling approach. J Biomol Struct Dyn. 2002 Aug;20(1):31-8. PubMed PMID: 12144350.

9: Pais GC, Zhang X, Marchand C, Neamati N, Cowansage K, Svarovskaia ES, Pathak VK, Tang Y, Nicklaus M, Pommier Y, Burke TR Jr. Structure activity of 3-aryl-1,3-diketo-containing compounds as HIV-1 integrase inhibitors. J Med Chem. 2002 Jul 18;45(15):3184-94. PubMed PMID: 12109903.

10: Marchand C, Zhang X, Pais GC, Cowansage K, Neamati N, Burke TR Jr, Pommier Y. Structural determinants for HIV-1 integrase inhibition by beta-diketo acids. J Biol Chem. 2002 Apr 12;277(15):12596-603. Epub 2002 Jan 22. PubMed PMID: 11805103.

11: Vandegraaff N, Kumar R, Hocking H, Burke TR Jr, Mills J, Rhodes D, Burrell CJ, Li P. Specific inhibition of human immunodeficiency virus type 1 (HIV-1) integration in cell culture: putative inhibitors of HIV-1 integrase. Antimicrob Agents Chemother. 2001 Sep;45(9):2510-6. PubMed PMID: 11502522; PubMed Central PMCID: PMC90685.

12: Hazuda DJ, Felock P, Witmer M, Wolfe A, Stillmock K, Grobler JA, Espeseth A, Gabryelski L, Schleif W, Blau C, Miller MD. Inhibitors of strand transfer that prevent integration and inhibit HIV-1 replication in cells. Science. 2000 Jan 28;287(5453):646-50. PubMed PMID: 10649997.