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M3808

Sigma-Aldrich

MRS 2179 ammonium salt hydrate

≥98% (HPLC)

Synonym(s):

2′-Deoxy-N6-methyl adenosine 3′,5′-diphosphate diammonium salt

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About This Item

Empirical Formula (Hill Notation):
C11H17N5O9P2 · xNH3 · yH2O
CAS Number:
101204-49-3
Molecular Weight:
425.23 (anhydrous free acid basis)
UNSPSC Code:
12352200
PubChem Substance ID:
24278551
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

storage condition

desiccated

solubility

DMSO: 1.1 mg/mL
H2O: >10 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

N.O.CNc1ncnc2n(cnc12)[C@H]3C[C@H](OP(O)(O)=O)[C@@H](COP(O)(O)=O)O3

InChI

1S/C11H17N5O9P2.H3N.H2O/c1-12-10-9-11(14-4-13-10)16(5-15-9)8-2-6(25-27(20,21)22)7(24-8)3-23-26(17,18)19;;/h4-8H,2-3H2,1H3,(H,12,13,14)(H2,17,18,19)(H2,20,21,22);1H3;1H2/t6-,7+,8+;;/m0../s1

InChI key

DEQIORFOBOEGKZ-ZJWYQBPBSA-N

Gene Information

human ... P2RY1(5028)

Application

MRS 2179 ammonium salt hydrate has been used as a P2Y1 receptor antagonist in porcine coronary small arteries, endothelial cells, and hippocampal astrocytes.

Biochem/physiol Actions

MRS 2179 resists localized venous thrombosis and is useful in treating thrombotic syndromes due to its platelet aggregation inhibition functionality.
Competitive P2Y1 purinoceptor antagonist.

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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Sigma-Aldrich

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Clara Cavelier et al.
Arteriosclerosis, thrombosis, and vascular biology, 32(1), 131-139 (2011-10-08)
Both HDLs and their major protein constituent apolipoprotein A-I (apoA-I) are transported through aortic endothelial cells. The knock-down of the ATP-binding cassette transporters A1 (ABCA1), G1 (ABCG1), and of the scavenger receptor-BI (SR-BI) diminishes but does not completely block the
Anthony Baurand et al.
Cardiovascular drug reviews, 21(1), 67-76 (2003-02-22)
MRS-2179 is a selective P2Y(1) receptor antagonist, a strong inhibitor of ADP-induced platelet aggregation in vitro and ex vivo. By i.v. administration to mice MRS-2179 increases resistance to thromboembolism induced by a mixture of collagen and epinephrine or by a
A Baurand et al.
European journal of pharmacology, 412(3), 213-221 (2001-02-13)
The effects of a potent P2Y1 receptor antagonist, N6-methyl-2'-deoxyadenosine-3',5'-bisphosphate (MRS2179) on adenosine-5'-diphosphate (ADP)-induced platelet aggregation in vitro, ex vivo and on the bleeding time in vivo were determined. In suspensions of washed platelets, MRS2179 inhibited ADP-induced platelet shape change, aggregation
Zhichao Zhou et al.
Purinergic signalling, 13(3), 319-329 (2017-05-26)
We previously demonstrated that uridine adenosine tetraphosphate (Up4A) induces potent and partially endothelium-dependent relaxation in the healthy porcine coronary microvasculature. We subsequently showed that Up4A-induced porcine coronary relaxation was impaired via downregulation of P1 receptors after myocardial infarction. In view
Nobuhiro Moro et al.
Experimental and therapeutic medicine, 21(6), 575-575 (2021-04-15)
The aim of the current study was to determine effects of mild traumatic brain injury (TBI), with or without blockade of purinergic ATP Y1 (P2Y1) receptors or store-operated calcium channels, on extracellular levels of ATP, glutamate, glucose and lactate. Concentrations
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