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MedKoo Cat#: 562007 | Name: MRS2500

Description:

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

MRS2500 is a highly potent and selective antagonist of the platelet P2Y1 receptor.

Chemical Structure

MRS2500
MRS2500
CAS#779323-43-2 (free base)

Theoretical Analysis

MedKoo Cat#: 562007

Name: MRS2500

CAS#: 779323-43-2 (free base)

Chemical Formula: C13H18IN5O8P2

Exact Mass: 560.9675

Molecular Weight: 561.16

Elemental Analysis: C, 27.82; H, 3.23; I, 22.61; N, 12.48; O, 22.81; P, 11.04

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 #
779323-43-2 (free base) 630103-23-0 (ammonium)
Synonym
MRS2500; MRS-2500; MRS 2500;
IUPAC/Chemical Name
[(1S,4S,5R)-2-[2-Iodo-6-(methylamino)purin-9-yl]-4-phosphonooxy-5-bicyclo[3.1.0]hexanyl]methyl dihydrogen phosphate
InChi Key
NMVWLEUONAKGCD-VKRIQRNFSA-N
InChi Code
InChI=1S/C13H18IN5O8P2/c1-15-10-9-11(18-12(14)17-10)19(5-16-9)7-2-8(27-29(23,24)25)13(3-6(7)13)4-26-28(20,21)22/h5-8H,2-4H2,1H3,(H,15,17,18)(H2,20,21,22)(H2,23,24,25)/t6-,7?,8+,13+/m1/s1
SMILES Code
O=P(O)(OC[C@]12[C@@H](OP(O)(O)=O)CC(N3C=NC4=C(NC)N=C(I)N=C34)[C@@]1([H])C2)O
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 561.16 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
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Sci Adv. 2017 Jun 16;3(6):e1701016. doi: 10.1126/sciadv.1701016. eCollection 2017 Jun. PubMed PMID: 28630934; PubMed Central PMCID: PMC5473672. 5: Kwon SG, Roh DH, Yoon SY, Choi SR, Choi HS, Moon JY, Kang SY, Beitz AJ, Lee JH. Involvement of peripheral P2Y1 receptors and potential interaction with IL-1 receptors in IL-1β-induced thermal hypersensitivity in rats. Brain Res Bull. 2017 Apr;130:165-172. doi: 10.1016/j.brainresbull.2017.01.019. Epub 2017 Jan 30. PubMed PMID: 28153540. 6: Yi F, Sun L, Xu LJ, Peng Y, Liu HB, He CN, Xiao PG. In silico Approach for Anti-Thrombosis Drug Discovery: P2Y(1)R Structure-Based TCMs Screening. Front Pharmacol. 2017 Jan 9;7:531. doi: 10.3389/fphar.2016.00531. eCollection 2016. PubMed PMID: 28119608; PubMed Central PMCID: PMC5220089. 7: Min YW, Hong YS, Ko EJ, Lee JY, Ahn KD, Bae JM, Rhee PL. Nitrergic Pathway Is the Main Contributing Mechanism in the Human Gastric Fundus Relaxation: An In Vitro Study. PLoS One. 2016 Sep 2;11(9):e0162146. doi: 10.1371/journal.pone.0162146. eCollection 2016. PubMed PMID: 27589594; PubMed Central PMCID: PMC5010257. 8: Mañé N, Jiménez-Sábado V, Jiménez M. BPTU, an allosteric antagonist of P2Y1 receptor, blocks nerve mediated inhibitory neuromuscular responses in the gastrointestinal tract of rodents. Neuropharmacology. 2016 Nov;110(Pt A):376-385. doi: 10.1016/j.neuropharm.2016.07.033. Epub 2016 Aug 3. PubMed PMID: 27496690. 9: Yuan S, Chan HC, Vogel H, Filipek S, Stevens RC, Palczewski K. The Molecular Mechanism of P2Y1 Receptor Activation. Angew Chem Int Ed Engl. 2016 Aug 22;55(35):10331-5. doi: 10.1002/anie.201605147. Epub 2016 Jul 27. PubMed PMID: 27460867; PubMed Central PMCID: PMC4996126. 10: 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. 11: Tang C, Wang Y, Lei D, Huang L, Wang G, Chi Q, Zheng Y, Gachet C, Mangin PH, Zhu L. Standardization of a well-controlled in vivo mouse model of thrombus formation induced by mechanical injury. Thromb Res. 2016 May;141:49-57. doi: 10.1016/j.thromres.2016.02.032. Epub 2016 Mar 2. PubMed PMID: 26967532. 12: Hockley JR, Tranter MM, McGuire C, Boundouki G, Cibert-Goton V, Thaha MA, Blackshaw LA, Michael GJ, Baker MD, Knowles CH, Winchester WJ, Bulmer DC. P2Y Receptors Sensitize Mouse and Human Colonic Nociceptors. J Neurosci. 2016 Feb 24;36(8):2364-76. doi: 10.1523/JNEUROSCI.3369-15.2016. PubMed PMID: 26911685; PubMed Central PMCID: PMC4764659. 13: Barragán-Iglesias P, Pineda-Farias JB, Bravo-Hernández M, Cervantes-Durán C, Price TJ, Murbartián J, Granados-Soto V. Predominant role of spinal P2Y1 receptors in the development of neuropathic pain in rats. Brain Res. 2016 Apr 1;1636:43-51. doi: 10.1016/j.brainres.2016.01.042. Epub 2016 Feb 2. PubMed PMID: 26835558; PubMed Central PMCID: PMC4919982. 14: Mas M, Mañé N, Fernández F, Gallego D, Pumarola M, Jiménez M. P2Y(1) receptors mediate purinergic relaxation in the equine pelvic flexure. Vet J. 2016 Mar;209:74-81. doi: 10.1016/j.tvjl.2016.01.002. Epub 2016 Jan 8. PubMed PMID: 26831180. 15: Jacobson KA, Müller CE. Medicinal chemistry of adenosine, P2Y and P2X receptors. Neuropharmacology. 2016 May;104:31-49. doi: 10.1016/j.neuropharm.2015.12.001. Epub 2015 Dec 12. Review. PubMed PMID: 26686393; PubMed Central PMCID: PMC4871727. 16: Wong PC, Watson C, Crain EJ. The P2Y1 receptor antagonist MRS2500 prevents carotid artery thrombosis in cynomolgus monkeys. J Thromb Thrombolysis. 2016 Apr;41(3):514-21. doi: 10.1007/s11239-015-1302-7. PubMed PMID: 26660522. 17: Scavone M, Femia EA, Caroppo V, Cattaneo M. Inhibition of the platelet P2Y12 receptor for adenosine diphosphate does not impair the capacity of platelet to synthesize thromboxane A2. Eur Heart J. 2016 Nov 21;37(44):3347-3356. doi: 10.1093/eurheartj/ehv551. Epub 2015 Oct 29. PubMed PMID: 26516174. 18: Rajasekhar P, Poole DP, Liedtke W, Bunnett NW, Veldhuis NA. P2Y1 Receptor Activation of the TRPV4 Ion Channel Enhances Purinergic Signaling in Satellite Glial Cells. J Biol Chem. 2015 Nov 27;290(48):29051-62. doi: 10.1074/jbc.M115.689729. Epub 2015 Oct 16. PubMed PMID: 26475857; PubMed Central PMCID: PMC4661417. 19: Mañé N, Viais R, Martínez-Cutillas M, Gallego D, Correia-de-Sá P, Jiménez M. Inverse gradient of nitrergic and purinergic inhibitory cotransmission in the mouse colon. Acta Physiol (Oxf). 2016 Jan;216(1):120-31. doi: 10.1111/apha.12599. Epub 2015 Sep 28. PubMed PMID: 26347033. 20: 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.