IRAK-IN-6
featured

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

Hodoodo CAT#: H561503

CAS#: 1042672-97-8

Description: IRAK-IN-6, also known as IRAK inhibitor 6, is an interleukin-1 receptor associated kinase 4 (IRAK-4) inhibitor. IRAK-4 is reported to be essential for the activation of the intracellular signalling cascades including NFКB and MAPK pathways, which are critical for the production of inflammatory cytokines.

Chemical Structure

img
IRAK-IN-6
CAS# 1042672-97-8
Instruction

Theoretical Analysis

Hodoodo Cat#: H561503
Name: IRAK-IN-6
CAS#: 1042672-97-8
Chemical Formula: C20H20N4O3S
Exact Mass: 396.13
Molecular Weight: 396.460
Elemental Analysis: C, 60.59; H, 5.08; N, 14.13; O, 12.11; S, 8.09

Price and Availability

Size Price Availability Quantity
5mg USD 350 2 Weeks
10mg USD 600 2 Weeks
Bulk inquiry

Synonym: IRAK-IN-6; IRAK IN 6; IRAKIN6; IRAK inhibitor 6;

IUPAC/Chemical Name: N-[2-Methoxy-4-(4-morpholinyl)phenyl]-2-(3-pyridinyl)-4-thiazolecarboxamide

InChi Key: JQSRUVXPODZKAF-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H20N4O3S/c1-26-18-11-15(24-7-9-27-10-8-24)4-5-16(18)22-19(25)17-13-28-20(23-17)14-3-2-6-21-12-14/h2-6,11-13H,7-10H2,1H3,(H,22,25)

SMILES Code: O=C(C1=CSC(C2=CC=CN=C2)=N1)NC3=CC=C(N4CCOCC4)C=C3OC

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

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 396.46 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

Molarity Calculator

Calculate the mass, volume, or concentration required for a solution.
=
x
x
g/mol

*When preparing stock solutions always use the batch-specific molecular weight of the product found on the vial label and SDS / CoA (available online).

Reconstitution Calculator

The reconstitution calculator allows you to quickly calculate the volume of a reagent to reconstitute your vial. Simply enter the mass of reagent and the target concentration and the calculator will determine the rest.

=
÷

Dilution Calculator

Calculate the dilution required to prepare a stock solution.
x
=
x

1: Dudhgaonkar S, Ranade S, Nagar J, Subramani S, Prasad DS, Karunanithi P, Srivastava R, Venkatesh K, Selvam S, Krishnamurthy P, Mariappan TT, Saxena A, Fan L, Stetsko DK, Holloway DA, Li X, Zhu J, Yang WP, Ruepp S, Nair S, Santella J, Duncia J, Hynes J, McIntyre KW, Carman JA. Selective IRAK4 Inhibition Attenuates Disease in Murine Lupus Models and Demonstrates Steroid Sparing Activity. J Immunol. 2017 Feb 1;198(3):1308-1319. doi: 10.4049/jimmunol.1600583. Epub 2016 Dec 21. PubMed PMID: 28003376; PubMed Central PMCID: PMC5253435.

2: Marinho FV, Fahel JS, Scanga CA, Gomes MT, Guimarães G, Carvalho GR, Morales SV, Báfica A, Oliveira SC. Lack of IL-1 Receptor-Associated Kinase-4 Leads to Defective Th1 Cell Responses and Renders Mice Susceptible to Mycobacterial Infection. J Immunol. 2016 Sep 1;197(5):1852-63. doi: 10.4049/jimmunol.1502157. Epub 2016 Jul 20. PubMed PMID: 27439514.

3: Wang Z, Sun D, Johnstone S, Cao Z, Gao X, Jaen JC, Liu J, Lively S, Miao S, Sudom A, Tomooka C, Walker NP, Wright M, Yan X, Ye Q, Powers JP. Discovery of potent, selective, and orally bioavailable inhibitors of interleukin-1 receptor-associate kinase-4. Bioorg Med Chem Lett. 2015 Dec 1;25(23):5546-50. doi: 10.1016/j.bmcl.2015.10.060. Epub 2015 Oct 23. PubMed PMID: 26526214.

4: Du J, Nicolaes GA, Kruijswijk D, Versloot M, van der Poll T, van 't Veer C. The structure function of the death domain of human IRAK-M. Cell Commun Signal. 2014 Dec 7;12:77. doi: 10.1186/s12964-014-0077-3. PubMed PMID: 25481771; PubMed Central PMCID: PMC4273448.

5: Kondo M, Tahara A, Hayashi K, Abe M, Inami H, Ishikawa T, Ito H, Tomura Y. Renoprotective effects of novel interleukin-1 receptor-associated kinase 4 inhibitor AS2444697 through anti-inflammatory action in 5/6 nephrectomized rats. Naunyn Schmiedebergs Arch Pharmacol. 2014 Oct;387(10):909-19. doi: 10.1007/s00210-014-1023-z. Epub 2014 Jul 23. PubMed PMID: 25052043.

6: Valenzuela-Muñoz V, Gallardo-Escárate C. Molecular cloning and expression of IRAK-4, IL-17 and I-κB genes in Haliotis rufescens challenged with Vibrio anguillarum. Fish Shellfish Immunol. 2014 Feb;36(2):503-9. doi: 10.1016/j.fsi.2013.12.015. Epub 2014 Jan 4. PubMed PMID: 24398261.

7: Nolan RP, Bree AG, Zutshi A. A mechanistic pharmacodynamic model of IRAK-4 drug inhibition in the Toll-like receptor pathway. J Pharmacokinet Pharmacodyn. 2013 Oct;40(5):609-22. doi: 10.1007/s10928-013-9334-0. Epub 2013 Sep 26. PubMed PMID: 24097307.

8: Eiró N, González L, González LO, Fernandez-Garcia B, Lamelas ML, Marín L, González-Reyes S, del Casar JM, Vizoso FJ. Relationship between the inflammatory molecular profile of breast carcinomas and distant metastasis development. PLoS One. 2012;7(11):e49047. doi: 10.1371/journal.pone.0049047. Epub 2012 Nov 8. PubMed PMID: 23145063; PubMed Central PMCID: PMC3493514.

9: Picard C, Casanova JL, Puel A. Infectious diseases in patients with IRAK-4, MyD88, NEMO, or IκBα deficiency. Clin Microbiol Rev. 2011 Jul;24(3):490-7. doi: 10.1128/CMR.00001-11. Review. PubMed PMID: 21734245; PubMed Central PMCID: PMC3131061.

10: Joh EH, Kim DH. Kalopanaxsaponin A ameliorates experimental colitis in mice by inhibiting IRAK-1 activation in the NF-κB and MAPK pathways. Br J Pharmacol. 2011 Apr;162(8):1731-42. doi: 10.1111/j.1476-5381.2010.01195.x. PubMed PMID: 21198552; PubMed Central PMCID: PMC3081117.

11: Pandey AK, Sodhi A. Recombinant YopJ induces apoptotic cell death in macrophages through TLR2. Mol Immunol. 2011 Jan;48(4):392-8. doi: 10.1016/j.molimm.2010.07.018. Epub 2010 Dec 4. PubMed PMID: 21131052.

12: Pourbasheer E, Riahi S, Ganjali MR, Norouzi P. Quantitative structure-activity relationship (QSAR) study of interleukin-1 receptor associated kinase 4 (IRAK-4) inhibitor activity by the genetic algorithm and multiple linear regression (GA-MLR) method. J Enzyme Inhib Med Chem. 2010 Dec;25(6):844-53. doi: 10.3109/14756361003757893. Epub 2010 Apr 30. PubMed PMID: 20429783.

13: Wang Z, Wesche H, Stevens T, Walker N, Yeh WC. IRAK-4 inhibitors for inflammation. Curr Top Med Chem. 2009;9(8):724-37. Review. PubMed PMID: 19689377; PubMed Central PMCID: PMC3182414.

14: Song KW, Talamas FX, Suttmann RT, Olson PS, Barnett JW, Lee SW, Thompson KD, Jin S, Hekmat-Nejad M, Cai TZ, Manning AM, Hill RJ, Wong BR. The kinase activities of interleukin-1 receptor associated kinase (IRAK)-1 and 4 are redundant in the control of inflammatory cytokine expression in human cells. Mol Immunol. 2009 Apr;46(7):1458-66. doi: 10.1016/j.molimm.2008.12.012. Epub 2009 Jan 31. PubMed PMID: 19181383.

15: Buckley GM, Fosbeary R, Fraser JL, Gowers L, Higueruelo AP, James LA, Jenkins K, Mack SR, Morgan T, Parry DM, Pitt WR, Rausch O, Richard MD, Sabin V. IRAK-4 inhibitors. Part III: a series of imidazo[1,2-a]pyridines. Bioorg Med Chem Lett. 2008 Jun 15;18(12):3656-60. doi: 10.1016/j.bmcl.2008.04.042. Epub 2008 Apr 24. PubMed PMID: 18501603.

16: Buckley GM, Ceska TA, Fraser JL, Gowers L, Groom CR, Higueruelo AP, Jenkins K, Mack SR, Morgan T, Parry DM, Pitt WR, Rausch O, Richard MD, Sabin V. IRAK-4 inhibitors. Part II: a structure-based assessment of imidazo[1,2-a]pyridine binding. Bioorg Med Chem Lett. 2008 Jun 1;18(11):3291-5. doi: 10.1016/j.bmcl.2008.04.039. Epub 2008 Apr 22. PubMed PMID: 18482836.

17: Koziczak-Holbro M, Glück A, Tschopp C, Mathison JC, Gram H. IRAK-4 kinase activity-dependent and -independent regulation of lipopolysaccharide-inducible genes. Eur J Immunol. 2008 Mar;38(3):788-96. doi: 10.1002/eji.200737886. PubMed PMID: 18266302.

18: Srivastava MD, Thomas A, Srivastava BI, Check JH. Expression and modulation of progesterone induced blocking factor (PIBF) and innate immune factors in human leukemia cell lines by progesterone and mifepristone. Leuk Lymphoma. 2007 Aug;48(8):1610-7. PubMed PMID: 17701593.

19: Wang Z, Liu J, Sudom A, Ayres M, Li S, Wesche H, Powers JP, Walker NP. Crystal structures of IRAK-4 kinase in complex with inhibitors: a serine/threonine kinase with tyrosine as a gatekeeper. Structure. 2006 Dec;14(12):1835-44. PubMed PMID: 17161373.

20: Berclaz PY, Carey B, Fillipi MD, Wernke-Dollries K, Geraci N, Cush S, Richardson T, Kitzmiller J, O'connor M, Hermoyian C, Korfhagen T, Whitsett JA, Trapnell BC. GM-CSF regulates a PU.1-dependent transcriptional program determining the pulmonary response to LPS. Am J Respir Cell Mol Biol. 2007 Jan;36(1):114-21. Epub 2006 Aug 17. PubMed PMID: 16917076; PubMed Central PMCID: PMC1899305.