R243 | CAS#688352-84-3 | CCR8 signaling inhibitor

MedKoo Cat#: 563044 | Name: R243

Description:

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

R243 is an inhibitor of CCR8 signaling and chemotaxis.

Chemical Structure

R243

CAS#688352-84-3

Theoretical Analysis

MedKoo Cat#: 563044

Name: R243

CAS#: 688352-84-3

Chemical Formula: C21H27NO4

Exact Mass: 357.1940

Molecular Weight: 357.45

Elemental Analysis: C, 70.56; H, 7.61; N, 3.92; O, 17.90

Price and Availability

Size	Price	Availability
5mg	USD 90.00	Ready to ship
10mg	USD 150.00	Ready to ship
25mg	USD 300.00	Ready to ship
50mg	USD 550.00	Ready to ship
100mg	USD 950.00	Ready to ship
200mg	USD 1,650.00	Ready to ship

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Related CAS #

No Data

Synonym

R243; R-243; R 243;

IUPAC/Chemical Name

7,8-Dihydro-7-[2-(tricyclo[3.3.1.1(3,7)]dec-1-yloxy)ethyl]-6H-1,3-dioxolo[4,5-g][1,3]benzoxazine

InChi Key

JJMLDSFDOODCIR-UHFFFAOYSA-N

InChi Code

InChI=1S/C21H27NO4/c1(2-26-21-8-14-3-15(9-21)5-16(4-14)10-21)22-11-17-6-19-20(25-13-24-19)7-18(17)23-12-22/h6-7,14-16H,1-5,8-13H2

SMILES Code

N1(CCOC2(C3)CC4CC3CC(C4)C2)COC5=CC(OCO6)=C6C=C5C1

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

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#T21D07P07

QC Data

View QC data: current batch, Lot#T21D07P07

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

R243 inhibits CCL1/CCR8 interaction and inhibits CCR8 signaling and chemotaxis. R243 has antinociceptive and anti-inflammatory effects.

In vitro activity:

Cancer cells release extracellular vesicles (EVs) that contain functional biomolecules such as RNA and proteins. Using in vitro and in vivo stem-like glioblastoma models, this study demonstrated that EV-induced phenotypes are neutralised by R243. Interference with chemokine receptors may offer therapeutic opportunities against EV-mediated cross-talk in glioblastoma. Reference: Extracell Vesicles. 2018 Mar 13;7(1):1446660. https://pubmed.ncbi.nlm.nih.gov/29696074/

In vivo activity:

Administration of R243 to mice attenuated peritoneal adhesions. R243 prevented hapten-induced colitis. These results are indicative of cross talk between signaling pathways downstream of CCR8 and TLR-4 that induces cytokine production by PMφ. This study identified a novel macrophage innate immune response pathway that involves a chemokine receptor. Reference: PLoS One. 2014 Apr 8;9(4):e94445. https://pubmed.ncbi.nlm.nih.gov/24714157/

	Solvent	mg/mL	mM
Solubility
	DMSO (need ultrasonic)	125.0	349.71

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 357.45 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.

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:

1. Berenguer J, Lagerweij T, Zhao XW, Dusoswa S, van der Stoop P, Westerman B, de Gooijer MC, Zoetemelk M, Zomer A, Crommentuijn MHW, Wedekind LE, López-López À, Giovanazzi A, Bruch-Oms M, van der Meulen-Muileman IH, Reijmers RM, van Kuppevelt TH, García-Vallejo JJ, van Kooyk Y, Tannous BA, Wesseling P, Koppers-Lalic D, Vandertop WP, Noske DP, van Beusechem VW, van Rheenen J, Pegtel DM, van Tellingen O, Wurdinger T. Glycosylated extracellular vesicles released by glioblastoma cells are decorated by CCL18 allowing for cellular uptake via chemokine receptor CCR8. J Extracell Vesicles. 2018 Mar 13;7(1):1446660. doi: 10.1080/20013078.2018.1446660. PMID: 29696074; PMCID: PMC5912193. 2. García-Domínguez M, Aguirre A, Lastra A, Hidalgo A, Baamonde A, Menéndez L. The Systemic Administration of the Chemokine CCL1 Evokes Thermal Analgesia in Mice Through the Activation of the Endocannabinoid System. Cell Mol Neurobiol. 2019 Nov;39(8):1115-1124. doi: 10.1007/s10571-019-00706-3. Epub 2019 Jun 15. PMID: 31203533. 3. Oshio T, Kawashima R, Kawamura YI, Hagiwara T, Mizutani N, Okada T, Otsubo T, Inagaki-Ohara K, Matsukawa A, Haga T, Kakuta S, Iwakura Y, Hosokawa S, Dohi T. Chemokine receptor CCR8 is required for lipopolysaccharide-triggered cytokine production in mouse peritoneal macrophages. PLoS One. 2014 Apr 8;9(4):e94445. doi: 10.1371/journal.pone.0094445. PMID: 24714157; PMCID: PMC3979852.

In vitro protocol:

In vivo protocol:

1. García-Domínguez M, Aguirre A, Lastra A, Hidalgo A, Baamonde A, Menéndez L. The Systemic Administration of the Chemokine CCL1 Evokes Thermal Analgesia in Mice Through the Activation of the Endocannabinoid System. Cell Mol Neurobiol. 2019 Nov;39(8):1115-1124. doi: 10.1007/s10571-019-00706-3. Epub 2019 Jun 15. PMID: 31203533. 2. Oshio T, Kawashima R, Kawamura YI, Hagiwara T, Mizutani N, Okada T, Otsubo T, Inagaki-Ohara K, Matsukawa A, Haga T, Kakuta S, Iwakura Y, Hosokawa S, Dohi T. Chemokine receptor CCR8 is required for lipopolysaccharide-triggered cytokine production in mouse peritoneal macrophages. PLoS One. 2014 Apr 8;9(4):e94445. doi: 10.1371/journal.pone.0094445. PMID: 24714157; PMCID: PMC3979852.

1: Berenguer J, Lagerweij T, Zhao XW, Dusoswa S, van der Stoop P, Westerman B, de Gooijer MC, Zoetemelk M, Zomer A, Crommentuijn MHW, Wedekind LE, López-López À, Giovanazzi A, Bruch-Oms M, van der Meulen-Muileman IH, Reijmers RM, van Kuppevelt TH, García-Vallejo JJ, van Kooyk Y, Tannous BA, Wesseling P, Koppers-Lalic D, Vandertop WP, Noske DP, van Beusechem VW, van Rheenen J, Pegtel DM, van Tellingen O, Wurdinger T. Glycosylated extracellular vesicles released by glioblastoma cells are decorated by CCL18 allowing for cellular uptake via chemokine receptor CCR8. J Extracell Vesicles. 2018 Mar 13;7(1):1446660. doi: 10.1080/20013078.2018.1446660. eCollection 2018. PubMed PMID: 29696074; PubMed Central PMCID: PMC5912193. 2: Huber DA, Schreihofer AM. Exaggerated sympathoexcitatory reflexes develop with changes in the rostral ventrolateral medulla in obese Zucker rats. Am J Physiol Regul Integr Comp Physiol. 2016 Aug 1;311(2):R243-53. doi: 10.1152/ajpregu.00085.2016. Epub 2016 Jun 8. PubMed PMID: 27280427; PubMed Central PMCID: PMC5008660. 3: Wan H, Otsuka Y, Gao ZQ, Wei Y, Chen Z, Masuda M, Yonesaki T, Zhang H, Dong YH. Structural insights into the inhibition mechanism of bacterial toxin LsoA by bacteriophage antitoxin Dmd. Mol Microbiol. 2016 Sep;101(5):757-69. doi: 10.1111/mmi.13420. Epub 2016 Jun 2. PubMed PMID: 27169810. 4: Richards MB, Soares P, Torroni A. Palaeogenomics: Mitogenomes and Migrations in Europe's Past. Curr Biol. 2016 Mar 21;26(6):R243-6. doi: 10.1016/j.cub.2016.01.044. PubMed PMID: 27003890. 5: Palamarchuk IS, Baker J, Kimpinski K. The utility of Valsalva maneuver in the diagnoses of orthostatic disorders. Am J Physiol Regul Integr Comp Physiol. 2016 Feb 1;310(3):R243-52. doi: 10.1152/ajpregu.00290.2015. Epub 2015 Oct 21. PubMed PMID: 26491102. 6: Busiek KK, Margolin W. Bacterial actin and tubulin homologs in cell growth and division. Curr Biol. 2015 Mar 16;25(6):R243-R254. doi: 10.1016/j.cub.2015.01.030. Review. PubMed PMID: 25784047; PubMed Central PMCID: PMC5519336. 7: Oshio T, Kawashima R, Kawamura YI, Hagiwara T, Mizutani N, Okada T, Otsubo T, Inagaki-Ohara K, Matsukawa A, Haga T, Kakuta S, Iwakura Y, Hosokawa S, Dohi T. Chemokine receptor CCR8 is required for lipopolysaccharide-triggered cytokine production in mouse peritoneal macrophages. PLoS One. 2014 Apr 8;9(4):e94445. doi: 10.1371/journal.pone.0094445. eCollection 2014. PubMed PMID: 24714157; PubMed Central PMCID: PMC3979852. 8: Pavlou HJ, Neville MC, Goodwin SF. Aggression: tachykinin is all the rage. Curr Biol. 2014 Mar 17;24(6):R243-4. doi: 10.1016/j.cub.2014.02.017. PubMed PMID: 24650914. 9: Moraes DP, Sassi FC, Mangilli LD, Zilberstein B, de Andrade CR. Clinical prognostic indicators of dysphagia following prolonged orotracheal intubation in ICU patients. Crit Care. 2013 Oct 18;17(5):R243. doi: 10.1186/cc13069. PubMed PMID: 24138781; PubMed Central PMCID: PMC4056041. 10: Li R, Xie DD, Dong JH, Li H, Li KS, Su J, Chen LZ, Xu YF, Wang HM, Gong Z, Cui GY, Yu X, Wang K, Yao W, Xin T, Li MY, Xiao KH, An XF, Huo Y, Xu ZG, Sun JP, Pang Q. Molecular mechanism of ERK dephosphorylation by striatal-enriched protein tyrosine phosphatase. J Neurochem. 2014 Jan;128(2):315-329. doi: 10.1111/jnc.12463. Epub 2013 Oct 31. Erratum in: J Neurochem. 2015 Sep;134(5):978. PubMed PMID: 24117863; PubMed Central PMCID: PMC3947313. 11: Bailey MR, Balsam PD. Memory reconsolidation: time to change your mind. Curr Biol. 2013 Mar 18;23(6):R243-5. doi: 10.1016/j.cub.2013.02.006. PubMed PMID: 23518056; PubMed Central PMCID: PMC4864982. 12: Chandani S, Loechler EL. Structural model of the Y-Family DNA polymerase V/RecA mutasome. J Mol Graph Model. 2013 Feb;39:133-44. doi: 10.1016/j.jmgm.2012.09.005. Epub 2012 Nov 27. PubMed PMID: 23266508; PubMed Central PMCID: PMC3557540. 13: Hutcheson J, Vanarsa K, Bashmakov A, Grewal S, Sajitharan D, Chang BY, Buggy JJ, Zhou XJ, Du Y, Satterthwaite AB, Mohan C. Modulating proximal cell signaling by targeting Btk ameliorates humoral autoimmunity and end-organ disease in murine lupus. Arthritis Res Ther. 2012 Nov 8;14(6):R243. doi: 10.1186/ar4086. PubMed PMID: 23136880; PubMed Central PMCID: PMC3674619. 14: Shiota M, Yokomizo A, Naito S. Pro-survival and anti-apoptotic properties of androgen receptor signaling by oxidative stress promote treatment resistance in prostate cancer. Endocr Relat Cancer. 2012 Nov 9;19(6):R243-53. doi: 10.1530/ERC-12-0232. Print 2012 Dec. Review. PubMed PMID: 23033314. 15: Andaluz-Ojeda D, Iglesias V, Bobillo F, Almansa R, Rico L, Gandía F, Loma AM, Nieto C, Diego R, Ramos E, Nocito M, Resino S, Eiros JM, Tamayo E, de Lejarazu RO, Bermejo-Martin JF. Early natural killer cell counts in blood predict mortality in severe sepsis. Crit Care. 2011;15(5):R243. doi: 10.1186/cc10501. Epub 2011 Oct 21. PubMed PMID: 22018048; PubMed Central PMCID: PMC3334794. 16: Garcia-Marcos M, Ghosh P, Farquhar MG. Molecular basis of a novel oncogenic mutation in GNAO1. Oncogene. 2011 Jun 9;30(23):2691-6. doi: 10.1038/onc.2010.645. Epub 2011 Feb 14. PubMed PMID: 21317923; PubMed Central PMCID: PMC3349449. 17: Hofgaard JP, Mollerup S, Holstein-Rathlou NH, Nielsen MS. Quantification of gap junctional intercellular communication based on digital image analysis. Am J Physiol Regul Integr Comp Physiol. 2009 Aug;297(2):R243-7. doi: 10.1152/ajpregu.00089.2009. Epub 2009 Jun 17. PubMed PMID: 19535680. 18: Mullen KL, Pritchard J, Ritchie I, Snook LA, Chabowski A, Bonen A, Wright D, Dyck DJ. Adiponectin resistance precedes the accumulation of skeletal muscle lipids and insulin resistance in high-fat-fed rats. Am J Physiol Regul Integr Comp Physiol. 2009 Feb;296(2):R243-51. doi: 10.1152/ajpregu.90774.2008. Epub 2008 Dec 10. PubMed PMID: 19073900. 19: Hand JW. Modelling the interaction of electromagnetic fields (10 MHz-10 GHz) with the human body: methods and applications. Phys Med Biol. 2008 Aug 21;53(16):R243-86. doi: 10.1088/0031-9155/53/16/R01. Epub 2008 Jul 24. Review. PubMed PMID: 18653928. 20: Mutolo D, Bongianni F, Cinelli E, Fontana GA, Pantaleo T. Modulation of the cough reflex by antitussive agents within the caudal aspect of the nucleus tractus solitarii in the rabbit. Am J Physiol Regul Integr Comp Physiol. 2008 Jul;295(1):R243-51. doi: 10.1152/ajpregu.00184.2008. Epub 2008 May 14. PubMed PMID: 18480245.