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M5942

Sigma-Aldrich

MRS 2395

≥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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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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
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
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
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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