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M5942

MRS 2395

Name: MRS 2395
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

2,2-Dimethyl-propionic acid 3-(2-chloro-6-methylaminopurin-9-yl)-2-(2,2-dimethyl-propionyloxymethyl)-propyl ester

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About This Item

Empirical Formula (Hill Notation):

C₂₀H₃₀ClN₅O₄

CAS Number:

491611-55-3

Molecular Weight:

439.94

MDL number:

MFCD05865235

UNSPSC Code:

12352200

PubChem Substance ID:

329818027

NACRES:

NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

color

white

solubility

DMSO: >10 mg/mL
H₂O: insoluble

SMILES string

CNc1nc(Cl)nc2n(CC(COC(=O)C(C)(C)C)COC(=O)C(C)(C)C)cnc12

InChI

1S/C20H30ClN5O4/c1-19(2,3)16(27)29-9-12(10-30-17(28)20(4,5)6)8-26-11-23-13-14(22-7)24-18(21)25-15(13)26/h11-12H,8-10H2,1-7H3,(H,22,24,25)

InChI key

NASABYJQIYJDID-UHFFFAOYSA-N

Biochem/physiol Actions

Antagonist for P2Y₁₂ purinoceptor; inhibits ADP-induced aggregation in rat platelets and antagonizes ADP-induced inhibition of cAMP in rat and human platelets in the presence of PGE1 without affecting P2Y₁ receptor-induced PLC activity in transfected astrocytoma cells.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Evidence that ATP or a related purine is an excitatory neurotransmitter in the longitudinal muscle of mouse distal colon.

M G Zizzo et al.

British journal of pharmacology, 151(1), 73-81 (2007-03-14)

This study analysed the contribution of the purinergic system to enteric neurotransmission in the longitudinal muscle of mouse distal colon. Motor responses to exogenous ATP and to nerve stimulation in vitro were assessed as changes in isometric tension. ATP induced

Cysteinyl leukotrienes acting via granule membrane-expressed receptors elicit secretion from within cell-free human eosinophil granules.

Josiane S Neves et al.

The Journal of allergy and clinical immunology, 125(2), 477-482 (2010-02-18)

Cysteinyl leukotrienes (cysLTs) are recognized to act via receptors (cysLTRs) expressed on cell surface plasma membranes. Agents that block cysLT(1) receptor (cysLT(1)R) are therapeutics for allergic disorders. Eosinophils contain multiple preformed proteins stored within their intracellular granules. Cell-free eosinophil granules

Acyclic analogues of adenosine bisphosphates as P2Y receptor antagonists: phosphate substitution leads to multiple pathways of inhibition of platelet aggregation.

Bin Xu et al.

Journal of medicinal chemistry, 45(26), 5694-5709 (2002-12-13)

Activation by ADP of both P2Y(1) and P2Y(12) receptors in platelets contributes to platelet aggregation, and antagonists at these receptor subtypes have antithrombotic properties. In an earlier publication, we have characterized the SAR as P2Y(1) receptor antagonists of acyclic analogues

Potentiation of TRAP-6-induced platelet dense granule release by blockade of P2Y12 signaling with MRS2395.

Annachiara Mitrugno et al.

Platelets, 29(4), 383-394 (2017-05-20)

The release of ADP from platelet dense granules and its binding to platelet P2Y12 receptors is key to amplifying the initial hemostatic response and propagating thrombus formation. P2Y12 has thus emerged as a therapeutic target to safely and effectively prevent

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