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MedKoo Cat#: 526798 | Name: MRS-2578
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Description:

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

MRS-2578 is a selective antagonist of P2Y6 nucleotide receptors (IC50 values are 37 and 98 nM at human and rat P2Y6 receptors respectively). Activation of P2Y6 receptor amplifies mucosal adenosine triphosphate release underlying bladder overactivity in patients with benign prostatic hyperplasia. Therefore, selective P2Y6 receptor blockade as a novel therapeutic strategy is potentially useful to control persistent storage symptoms in obstructed patients.

Chemical Structure

MRS-2578
MRS-2578
CAS#711019-86-2

Theoretical Analysis

MedKoo Cat#: 526798

Name: MRS-2578

CAS#: 711019-86-2

Chemical Formula: C20H20N6S4

Exact Mass: 472.0632

Molecular Weight: 472.66

Elemental Analysis: C, 50.82; H, 4.27; N, 17.78; S, 27.13

Price and Availability

Size Price Availability Quantity
10mg USD 210.00
25mg USD 400.00
50mg USD 710.00
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Related CAS #
No Data
Synonym
MRS-2578; MRS2578; MRS 2578.
IUPAC/Chemical Name
1,1'-(butane-1,4-diyl)bis(3-(3-isothiocyanatophenyl)thiourea)
InChi Key
WDZVWDXOIGQJIO-PPUGGXLSSA-N
InChi Code
InChI=1S/C19H17ClF5NO4S2/c20-12-1-4-15(5-2-12)31(27,28)18(16-11-13(21)3-6-17(16)22)9-7-14(8-10-18)26-32(29,30)19(23,24)25/h1-6,11,14,26H,7-10H2/t14-,18-
SMILES Code
S=C(NC1=CC=CC(N=C=S)=C1)NCCCCNC(NC2=CC=CC(N=C=S)=C2)=S
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

Preparing Stock Solutions

The following data is based on the product molecular weight 472.66 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: Zhou Z, Chrifi I, Xu Y, Pernow J, Duncker DJ, Merkus D, Cheng C. Uridine adenosine tetraphosphate acts as a proangiogenic factor in vitro through purinergic P2Y receptors. Am J Physiol Heart Circ Physiol. 2016 Jul 1;311(1):H299-309. doi: 10.1152/ajpheart.00578.2015. Epub 2016 May 27. PubMed PMID: 27233766. 2: Ma X, Pan X, Wei Y, Tan B, Yang L, Ren H, Qian M, Du B. Chemotherapy-induced uridine diphosphate release promotes breast cancer metastasis through P2Y6 activation. Oncotarget. 2016 Apr 9. doi: 10.18632/oncotarget.8664. [Epub ahead of print] PubMed PMID: 27074554. 3: Mader F, Krause L, Tokay T, Hakenberg OW, Köhling R, Kirschstein T. P2Y receptor-mediated transient relaxation of rat longitudinal ileum preparations involves phospholipase C activation, intracellular Ca(2+) release and SK channel activation. Acta Pharmacol Sin. 2016 May;37(5):617-28. doi: 10.1038/aps.2015.137. Epub 2016 Mar 28. PubMed PMID: 27018177; PubMed Central PMCID: PMC4857539. 4: Nishimura A, Sunggip C, Tozaki-Saitoh H, Shimauchi T, Numaga-Tomita T, Hirano K, Ide T, Boeynaems JM, Kurose H, Tsuda M, Robaye B, Inoue K, Nishida M. Purinergic P2Y6 receptors heterodimerize with angiotensin AT1 receptors to promote angiotensin II-induced hypertension. Sci Signal. 2016 Jan 19;9(411):ra7. doi: 10.1126/scisignal.aac9187. PubMed PMID: 26787451. 5: Qin J, Zhang G, Zhang X, Tan B, Lv Z, Liu M, Ren H, Qian M, Du B. TLR-Activated Gap Junction Channels Protect Mice against Bacterial Infection through Extracellular UDP Release. J Immunol. 2016 Feb 15;196(4):1790-8. doi: 10.4049/jimmunol.1501629. Epub 2016 Jan 18. PubMed PMID: 26783339. 6: Li W, Wei S, Liu C, Song M, Wu H, Yang Y. Regulation of the osteogenic and adipogenic differentiation of bone marrow-derived stromal cells by extracellular uridine triphosphate: The role of P2Y2 receptor and ERK1/2 signaling. Int J Mol Med. 2016 Jan;37(1):63-73. doi: 10.3892/ijmm.2015.2400. Epub 2015 Nov 3. PubMed PMID: 26531757; PubMed Central PMCID: PMC4687443. 7: Azimi I, Beilby H, Davis FM, Marcial DL, Kenny PA, Thompson EW, Roberts-Thomson SJ, Monteith GR. Altered purinergic receptor-Ca²⁺ signaling associated with hypoxia-induced epithelial-mesenchymal transition in breast cancer cells. Mol Oncol. 2016 Jan;10(1):166-78. doi: 10.1016/j.molonc.2015.09.006. Epub 2015 Sep 25. PubMed PMID: 26433470. 8: Lee H, Koh BH, Yamasaki E, George NE, Sanders KM, Koh SD. UTP activates small-conductance Ca2+-activated K+ channels in murine detrusor PDGFRα+ cells. Am J Physiol Renal Physiol. 2015 Sep 15;309(6):F569-74. doi: 10.1152/ajprenal.00156.2015. Epub 2015 Jul 22. PubMed PMID: 26202222; PubMed Central PMCID: PMC4572394. 9: Xu Y, Hu W, Liu Y, Xu P, Li Z, Wu R, Shi X, Tang Y. P2Y6 Receptor-Mediated Microglial Phagocytosis in Radiation-Induced Brain Injury. Mol Neurobiol. 2016 Aug;53(6):3552-64. doi: 10.1007/s12035-015-9282-3. Epub 2015 Jun 23. PubMed PMID: 26099306; PubMed Central PMCID: PMC4937101. 10: Silva I, Ferreirinha F, Magalhães-Cardoso MT, Silva-Ramos M, Correia-de-Sá P. Activation of P2Y6 Receptors Facilitates Nonneuronal Adenosine Triphosphate and Acetylcholine Release from Urothelium with the Lamina Propria of Men with Bladder Outlet Obstruction. J Urol. 2015 Oct;194(4):1146-54. doi: 10.1016/j.juro.2015.05.080. Epub 2015 May 21. PubMed PMID: 26004864. 11: Ibusuki K, Sakiyama T, Kanmura S, Maeda T, Iwashita Y, Nasu Y, Sasaki F, Taguchi H, Hashimoto S, Numata M, Uto H, Tsubouchi H, Ido A. Human neutrophil peptides induce interleukin-8 in intestinal epithelial cells through the P2 receptor and ERK1/2 signaling pathways. Int J Mol Med. 2015 Jun;35(6):1603-9. doi: 10.3892/ijmm.2015.2156. Epub 2015 Mar 26. PubMed PMID: 25816245. 12: Balasubramanian R, Robaye B, Boeynaems JM, Jacobson KA. Enhancement of glucose uptake in mouse skeletal muscle cells and adipocytes by P2Y6 receptor agonists. PLoS One. 2014 Dec 30;9(12):e116203. doi: 10.1371/journal.pone.0116203. eCollection 2014. PubMed PMID: 25549240; PubMed Central PMCID: PMC4280206. 13: Cansev M, Orhan F, Yaylagul EO, Isik E, Turkyilmaz M, Aydin S, Gumus A, Sevinc C, Coskun N, Ulus IH, Wurtman RJ. Evidence for the existence of pyrimidinergic transmission in rat brain. Neuropharmacology. 2015 Apr;91:77-86. doi: 10.1016/j.neuropharm.2014.12.019. Epub 2014 Dec 23. PubMed PMID: 25541414. 14: Barragán-Iglesias P, Mendoza-Garcés L, Pineda-Farias JB, Solano-Olivares V, Rodríguez-Silverio J, Flores-Murrieta FJ, Granados-Soto V, Rocha-González HI. Participation of peripheral P2Y1, P2Y6 and P2Y11 receptors in formalin-induced inflammatory pain in rats. Pharmacol Biochem Behav. 2015 Jan;128:23-32. doi: 10.1016/j.pbb.2014.11.001. Epub 2014 Nov 6. PubMed PMID: 25449358. 15: Braganhol E, Kukulski F, Lévesque SA, Fausther M, Lavoie EG, Zanotto-Filho A, Bergamin LS, Pelletier J, Bahrami F, Ben Yebdri F, Fonseca Moreira JC, Battastini AM, Sévigny J. Nucleotide receptors control IL-8/CXCL8 and MCP-1/CCL2 secretions as well as proliferation in human glioma cells. Biochim Biophys Acta. 2015 Jan;1852(1):120-30. doi: 10.1016/j.bbadis.2014.10.014. Epub 2014 Oct 30. PubMed PMID: 25445541. 16: Rodrigues-Ribeiro R, Alvarenga ÉC, Calio ML, Paredes-Gamero EJ, Ferreira AT. Dual role of P2 receptors during osteoblast differentiation. Cell Biochem Biophys. 2015 Mar;71(2):1225-33. doi: 10.1007/s12013-014-0332-7. PubMed PMID: 25384617. 17: Li R, Tan B, Yan Y, Ma X, Zhang N, Zhang Z, Liu M, Qian M, Du B. Extracellular UDP and P2Y6 function as a danger signal to protect mice from vesicular stomatitis virus infection through an increase in IFN-β production. J Immunol. 2014 Nov 1;193(9):4515-26. doi: 10.4049/jimmunol.1301930. Epub 2014 Sep 26. PubMed PMID: 25261483. 18: Syhr KM, Kallenborn-Gerhardt W, Lu R, Olbrich K, Schmitz K, Männich J, Ferreiros-Bouzas N, Geisslinger G, Niederberger E, Schmidtko A. Lack of effect of a P2Y6 receptor antagonist on neuropathic pain behavior in mice. Pharmacol Biochem Behav. 2014 Sep;124:389-95. doi: 10.1016/j.pbb.2014.07.009. Epub 2014 Jul 18. PubMed PMID: 25042778. 19: Barragán-Iglesias P, Pineda-Farias JB, Cervantes-Durán C, Bravo-Hernández M, Rocha-González HI, Murbartián J, Granados-Soto V. Role of spinal P2Y6 and P2Y11 receptors in neuropathic pain in rats: possible involvement of glial cells. Mol Pain. 2014 May 20;10:29. doi: 10.1186/1744-8069-10-29. PubMed PMID: 24886406; PubMed Central PMCID: PMC4039548. 20: Neher JJ, Neniskyte U, Hornik T, Brown GC. Inhibition of UDP/P2Y6 purinergic signaling prevents phagocytosis of viable neurons by activated microglia in vitro and in vivo. Glia. 2014 Sep;62(9):1463-75. doi: 10.1002/glia.22693. Epub 2014 May 19. PubMed PMID: 24838858; PubMed Central PMCID: PMC4336556.