MRS2365 free acid

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

Hodoodo CAT#: H556179

CAS#: 436847-09-5 (free acid)

Description: MRS2365 is a highly potent and selective P2Y1 receptor agonist (EC50 = 0.4 nM). MRS2365 displays no activity at P2Y12 receptors and only very low agonist activity at P2Y13 receptors (at concentrations up to 1 μM). MRS2365 increases the upregulation of NTPDase1 by ATPγS.


Chemical Structure

img
MRS2365 free acid
CAS# 436847-09-5 (free acid)

Theoretical Analysis

Hodoodo Cat#: H556179
Name: MRS2365 free acid
CAS#: 436847-09-5 (free acid)
Chemical Formula: C13H19N5O9P2S
Exact Mass: 483.04
Molecular Weight: 483.329
Elemental Analysis: C, 32.31; H, 3.96; N, 14.49; O, 29.79; P, 12.82; S, 6.63

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

Related CAS #: 436847-09-5 (free acid)   MRS2365 sodium,  

Synonym: MRS2365 free acid; MRS-2365; MRS 2365; (N)-methanocarba-2MeSADP;

IUPAC/Chemical Name: ((1R,2R,3S,5S)-4-(6-amino-2-(methylthio)-9H-purin-9-yl)-2,3-dihydroxybicyclo[3.1.0]hexan-1-yl)methyl trihydrogen diphosphate

InChi Key: WJDVSMBTIILRAJ-OCUKCYLTSA-N

InChi Code: InChI=1S/C13H19N5O9P2S/c1-30-12-16-10(14)6-11(17-12)18(4-15-6)7-5-2-13(5,9(20)8(7)19)3-26-29(24,25)27-28(21,22)23/h4-5,7-9,19-20H,2-3H2,1H3,(H,24,25)(H2,14,16,17)(H2,21,22,23)/t5-,7?,8+,9+,13+/m1/s1

SMILES Code: O=P(O)(O)OP(OC[C@]12[C@H]([C@H](C([C@]1(C2)[H])N3C=NC4=C(N=C(N=C34)SC)N)O)O)(O)=O

Appearance: To be determined

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: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

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 483.33 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: Yu L, Wang Y, Zhang H, Li M, Chen G, Hao J, Xie M. Involvement of purinergic P2Y1R in antidepressant-like effects of electroacupuncture treatment on social isolation stress mice. Purinergic Signal. 2022 Jan 30. doi: 10.1007/s11302-021-09827-1. Epub ahead of print. PMID: 35094240.


2: Wei W, Sun Z, He S, Zhang W, Chen S, Cao YN, Wang N. Mechanical ventilation induces lung and brain injury through ATP production, P2Y1 receptor activation and dopamine release. Bioengineered. 2022 Feb;13(2):2346-2359. doi: 10.1080/21655979.2021.2022269. PMID: 35034579; PMCID: PMC8974168.


3: Le HTT, Murugesan A, Ramesh T, Yli-Harja O, Konda Mani S, Kandhavelu M. Molecular interaction of HIC, an agonist of P2Y1 receptor, and its role in prostate cancer apoptosis. Int J Biol Macromol. 2021 Oct 31;189:142-150. doi: 10.1016/j.ijbiomac.2021.08.103. Epub 2021 Aug 20. PMID: 34425116.


4: Tian G, Zhou J, Quan Y, Kong Q, Wu W, Liu X. P2Y1 Receptor Agonist Attenuates Cardiac Fibroblasts Activation Triggered by TGF-β1. Front Pharmacol. 2021 Feb 17;12:627773. doi: 10.3389/fphar.2021.627773. PMID: 33679406; PMCID: PMC7926204.


5: Hørlyck S, Cai C, Helms HCC, Lauritzen M, Brodin B. ATP induces contraction of cultured brain capillary pericytes via activation of P2Y-type purinergic receptors. Am J Physiol Heart Circ Physiol. 2021 Feb 1;320(2):H699-H712. doi: 10.1152/ajpheart.00560.2020. Epub 2020 Dec 11. PMID: 33306443.


6: Liston TE, Hinz S, Müller CE, Holstein DM, Wendling J, Melton RJ, Campbell M, Korinek WS, Suresh RR, Sethre-Hofstad DA, Gao ZG, Tosh DK, Jacobson KA, Lechleiter JD. Nucleotide P2Y1 receptor agonists are in vitro and in vivo prodrugs of A1/A3 adenosine receptor agonists: implications for roles of P2Y1 and A1/A3 receptors in physiology and pathology. Purinergic Signal. 2020 Dec;16(4):543-559. doi: 10.1007/s11302-020-09732-z. Epub 2020 Oct 31. PMID: 33129204; PMCID: PMC7855190.


7: Hashitani H, Mitsui R, Lang R. Functional heterogeneity of PDGFRα (+) cells in spontaneously active urogenital tissues. Neurourol Urodyn. 2020 Aug;39(6):1667-1678. doi: 10.1002/nau.24431. Epub 2020 Jun 12. PMID: 32531084.


8: Gomez LC, Kawaguchi SY, Collin T, Jalil A, Gomez MDP, Nasi E, Marty A, Llano I. Influence of spatially segregated IP3-producing pathways on spike generation and transmitter release in Purkinje cell axons. Proc Natl Acad Sci U S A. 2020 May 19;117(20):11097-11108. doi: 10.1073/pnas.2000148117. Epub 2020 May 1. Erratum in: Proc Natl Acad Sci U S A. 2020 Jun 9;117(23):13176. PMID: 32358199; PMCID: PMC7245073.


9: Alves M, Smith J, Engel T. Differential Expression of the Metabotropic P2Y Receptor Family in the Cortex Following Status Epilepticus and Neuroprotection via P2Y1 Antagonism in Mice. Front Pharmacol. 2020 Jan 16;10:1558. doi: 10.3389/fphar.2019.01558. PMID: 32009961; PMCID: PMC6976538.


10: Khan S, Ferdaoussi M, Bautista A, Bergeron V, Smith N, Poitout V, MacDonald PE. A role for PKD1 in insulin secretion downstream of P2Y1 receptor activation in mouse and human islets. Physiol Rep. 2019 Oct;7(19):e14250. doi: 10.14814/phy2.14250. PMID: 31591827; PMCID: PMC6779929.


11: Hayashi T, Hashitani H, Takeya M, Uemura KI, Nakamura KI, Igawa T. Properties of SK3 channel-expressing PDGFRα (+) cells in the rodent urinary bladder. Eur J Pharmacol. 2019 Oct 5;860:172552. doi: 10.1016/j.ejphar.2019.172552. Epub 2019 Jul 18. PMID: 31326376.


12: Alves M, De Diego Garcia L, Conte G, Jimenez-Mateos EM, D'Orsi B, Sanz- Rodriguez A, Prehn JHM, Henshall DC, Engel T. Context-Specific Switch from Anti- to Pro-epileptogenic Function of the P2Y1 Receptor in Experimental Epilepsy. J Neurosci. 2019 Jul 3;39(27):5377-5392. doi: 10.1523/JNEUROSCI.0089-19.2019. Epub 2019 May 2. PMID: 31048325; PMCID: PMC6607746.


13: Cobine CA, McKechnie M, Brookfield RJ, Hannigan KI, Keef KD. Comparison of inhibitory neuromuscular transmission in the Cynomolgus monkey IAS and rectum: special emphasis on differences in purinergic transmission. J Physiol. 2018 Nov;596(22):5319-5341. doi: 10.1113/JP275437. Epub 2018 Oct 13. PMID: 30198065; PMCID: PMC6235939.


14: Baker SA, Drumm BT, Cobine CA, Keef KD, Sanders KM. Inhibitory Neural Regulation of the Ca 2+ Transients in Intramuscular Interstitial Cells of Cajal in the Small Intestine. Front Physiol. 2018 Apr 9;9:328. doi: 10.3389/fphys.2018.00328. PMID: 29686622; PMCID: PMC5900014.


15: Svobodova I, Bhattaracharya A, Ivetic M, Bendova Z, Zemkova H. Circadian ATP Release in Organotypic Cultures of the Rat Suprachiasmatic Nucleus Is Dependent on P2X7 and P2Y Receptors. Front Pharmacol. 2018 Mar 6;9:192. doi: 10.3389/fphar.2018.00192. PMID: 29559915; PMCID: PMC5845546.


16: Amison RT, Jamshidi S, Rahman KM, Page CP, Pitchford SC. Diverse signalling of the platelet P2Y1 receptor leads to a dichotomy in platelet function. Eur J Pharmacol. 2018 May 15;827:58-70. doi: 10.1016/j.ejphar.2018.03.014. Epub 2018 Mar 11. PMID: 29534999.


17: Song NN, Lu HL, Lu C, Tong L, Huang SQ, Huang X, Chen J, Kim YC, Xu WX. Diabetes-induced colonic slow transit mediated by the up-regulation of PDGFRα+ cells/SK3 in streptozotocin-induced diabetic mice. Neurogastroenterol Motil. 2018 Mar 9. doi: 10.1111/nmo.13326. Epub ahead of print. PMID: 29521017.


18: Tchernookova BK, Heer C, Young M, Swygart D, Kaufman R, Gongwer M, Shepherd L, Caringal H, Jacoby J, Kreitzer MA, Malchow RP. Activation of retinal glial (Müller) cells by extracellular ATP induces pronounced increases in extracellular H+ flux. PLoS One. 2018 Feb 21;13(2):e0190893. doi: 10.1371/journal.pone.0190893. PMID: 29466379; PMCID: PMC5821311.


19: Wu J, Cheng Y, Zhang R, Liu D, Luo YM, Chen KL, Ren S, Zhang J. P2Y1R is involved in visceral hypersensitivity in rats with experimental irritable bowel syndrome. World J Gastroenterol. 2017 Sep 14;23(34):6339-6349. doi: 10.3748/wjg.v23.i34.6339. PMID: 28974901; PMCID: PMC5603501.


20: Gao ZG, Jacobson KA. Distinct Signaling Patterns of Allosteric Antagonism at the P2Y1 Receptor. Mol Pharmacol. 2017 Nov;92(5):613-626. doi: 10.1124/mol.117.109660. Epub 2017 Sep 1. PMID: 28864555; PMCID: PMC5635520.