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Merck
CN

SML2080

AZD1283

≥98% (HPLC)

Synonym(s):

6-[4-[[(Benzylsulfonyl)amino]carbonyl]piperidin-1-yl]-5-cyano-2-methylnicotinic acid ethyl ester, Ethyl 5-cyano-2-methyl-6-[4-[[[(phenylmethyl)sulfonyl]amino]carbonyl]-1-piperidinyl]-3-pyridinecarboxylate

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About This Item

Empirical Formula (Hill Notation):
C23H26N4O5S
CAS Number:
919351-41-0
Molecular Weight:
470.54
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD26395344

Key Documents

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InChI

1S/C23H26N4O5S/c1-3-32-23(29)20-13-19(14-24)21(25-16(20)2)27-11-9-18(10-12-27)22(28)26-33(30,31)15-17-7-5-4-6-8-17/h4-8,13,18H,3,9-12,15H2,1-2H3,(H,26,28)

SMILES string

O=C(OCC)C1=CC(C#N)=C(N2CCC(C(NS(CC3=CC=CC=C3)(=O)=O)=O)CC2)N=C1C

InChI key

NEMHKCNXXRQYRF-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

orange to brown

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Biochem/physiol Actions

AZD1283 is potent non-nucleotide P2Y12 antagonist with a Kd value of 11 nM. It had good antithrombotic activity, inhibiting ADP-induced platelet aggregation. AZD1283 has been used to study the structure of the human P2Y12 receptor.
Potent P2Y12 antagonist with antithrombotic activity

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
0000500010
0000500010
0000028917
0000028917
0000028916

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Young Ha Ahn et al.
Molecules (Basel, Switzerland), 21(9) (2016-08-27)
The P2Y12 receptor is critical for platelet activation and is an attractive drug target for the prevention of atherothrombotic events. Despite the proven antithrombotic efficacy of P2Y12 inhibitors, these thienopyridine scaffolds are prodrugs that lack important features of the ideal
Peter Bach et al.
Journal of medicinal chemistry, 56(17), 7015-7024 (2013-08-01)
Synthesis and structure-activity relationships of ethyl 6-aminonicotinate acyl sulfonamides, which are potent antagonists of the P2Y12 receptor, are presented. Shifting from 5-chlorothienyl to benzyl sulfonamides significantly increased the potency in the residual platelet count assay. Evaluation of PK parameters in
Kaihua Zhang et al.
Nature, 509(7498), 115-118 (2014-03-29)
P2Y receptors (P2YRs), a family of purinergic G-protein-coupled receptors (GPCRs), are activated by extracellular nucleotides. There are a total of eight distinct functional P2YRs expressed in human, which are subdivided into P2Y1-like receptors and P2Y12-like receptors. Their ligands are generally

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