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SML2080

Sigma-Aldrich

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
MDL number:
MFCD26395344
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

color

orange to brown

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

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

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)

InChI key

NEMHKCNXXRQYRF-UHFFFAOYSA-N

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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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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