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MedKoo Cat#: 563284 | Name: Me-Indoxam

Description:

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

Me-Indoxam is a sPLA2 inhibitor. It has no effect on arachidonic acid release and platelet activating factor synthesis.

Chemical Structure

Me-Indoxam
Me-Indoxam
CAS#172732-62-6

Theoretical Analysis

MedKoo Cat#: 563284

Name: Me-Indoxam

CAS#: 172732-62-6

Chemical Formula: C26H22N2O5

Exact Mass: 442.1529

Molecular Weight: 442.47

Elemental Analysis: C, 70.58; H, 5.01; N, 6.33; O, 18.08

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 #
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Synonym
Me-Indoxam; Me Indoxam; MeIndoxam; Methyl indoxam; Methyl-indoxam;
IUPAC/Chemical Name
2-[2-Methyl-3-oxamoyl-1-[(2-phenylphenyl)methyl]indol-4-yl]oxyacetic acid
InChi Key
KFJOAXDOAYZVOY-UHFFFAOYSA-N
InChi Code
InChI=1S/C26H22N2O5/c1-16-23(25(31)26(27)32)24-20(12-7-13-21(24)33-15-22(29)30)28(16)14-18-10-5-6-11-19(18)17-8-3-2-4-9-17/h2-13H,14-15H2,1H3,(H2,27,32)(H,29,30)
SMILES Code
O=C(O)COC1=CC=CC2=C1C(C(C(N)=O)=O)=C(C)N2CC3=CC=CC=C3C4=CC=CC=C4
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
>3 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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 442.47 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
1: Granata F, Frattini A, Loffredo S, Staiano RI, Petraroli A, Ribatti D, Oslund R, Gelb MH, Lambeau G, Marone G, Triggiani M. Production of vascular endothelial growth factors from human lung macrophages induced by group IIA and group X secreted phospholipases A2. J Immunol. 2010 May 1;184(9):5232-41. doi: 10.4049/jimmunol.0902501. Epub 2010 Mar 31. PubMed PMID: 20357262; PubMed Central PMCID: PMC3073479. 2: Triggiani M, Giannattasio G, Calabrese C, Loffredo S, Granata F, Fiorello A, Santini M, Gelb MH, Marone G. Lung mast cells are a source of secreted phospholipases A2. J Allergy Clin Immunol. 2009 Sep;124(3):558-65, 565.e1-3. doi: 10.1016/j.jaci.2009.04.035. Epub 2009 Jul 9. PubMed PMID: 19541351; PubMed Central PMCID: PMC2788562. 3: Giannattasio G, Lai Y, Granata F, Mounier CM, Nallan L, Oslund R, Leslie CC, Marone G, Lambeau G, Gelb MH, Triggiani M. Expression of phospholipases A2 in primary human lung macrophages: role of cytosolic phospholipase A2-alpha in arachidonic acid release and platelet activating factor synthesis. Biochim Biophys Acta. 2009 Feb;1791(2):92-102. doi: 10.1016/j.bbalip.2008.12.002. Epub 2008 Dec 16. PubMed PMID: 19130898; PubMed Central PMCID: PMC2676353. 4: Touaibia M, Djimdé A, Cao F, Boilard E, Bezzine S, Lambeau G, Redeuilh C, Lamouri A, Massicot F, Chau F, Dong CZ, Heymans F. Inhibition of secreted phospholipase A2. 4-glycerol derivatives of 4,5-dihydro-3-(4-tetradecyloxybenzyl)-1,2,4-4H-oxadiazol-5-one with broad activities. J Med Chem. 2007 Apr 5;50(7):1618-26. Epub 2007 Mar 3. PubMed PMID: 17335183. 5: Boilard E, Rouault M, Surrel F, Le Calvez C, Bezzine S, Singer A, Gelb MH, Lambeau G. Secreted phospholipase A2 inhibitors are also potent blockers of binding to the M-type receptor. Biochemistry. 2006 Nov 7;45(44):13203-18. PubMed PMID: 17073442. 6: OmPraba G, Velmurugan D. Quantitative structure-activity relationship (QSAR) analysis of a series of indole analogues as inhibitor for human group V secretory phospholipase A2. Indian J Biochem Biophys. 2006 Jun;43(3):154-9. PubMed PMID: 16967904. 7: Granata F, Petraroli A, Boilard E, Bezzine S, Bollinger J, Del Vecchio L, Gelb MH, Lambeau G, Marone G, Triggiani M. Activation of cytokine production by secreted phospholipase A2 in human lung macrophages expressing the M-type receptor. J Immunol. 2005 Jan 1;174(1):464-74. PubMed PMID: 15611272. 8: Smart BP, Pan YH, Weeks AK, Bollinger JG, Bahnson BJ, Gelb MH. Inhibition of the complete set of mammalian secreted phospholipases A(2) by indole analogues: a structure-guided study. Bioorg Med Chem. 2004 Apr 1;12(7):1737-49. PubMed PMID: 15028265. 9: Mounier CM, Ghomashchi F, Lindsay MR, James S, Singer AG, Parton RG, Gelb MH. Arachidonic acid release from mammalian cells transfected with human groups IIA and X secreted phospholipase A(2) occurs predominantly during the secretory process and with the involvement of cytosolic phospholipase A(2)-alpha. J Biol Chem. 2004 Jun 11;279(24):25024-38. Epub 2004 Mar 8. PubMed PMID: 15007070. 10: Singer AG, Ghomashchi F, Le Calvez C, Bollinger J, Bezzine S, Rouault M, Sadilek M, Nguyen E, Lazdunski M, Lambeau G, Gelb MH. Interfacial kinetic and binding properties of the complete set of human and mouse groups I, II, V, X, and XII secreted phospholipases A2. J Biol Chem. 2002 Dec 13;277(50):48535-49. Epub 2002 Sep 30. PubMed PMID: 12359733.