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504187
Sigma-AldrichP2Y Antagonist II, BPTU - CAS 870544-59-5 - Calbiochem
A phenoxypyridinyl-phenylurea that acts as a highly selective P2Y1 antagonist (Ki = 6 nM against 0.5 nM 2-MeS-ADP for human P2Y1 binding), while displaying much reduced or no affinity toward other P2Y family GPCRs (Ki = ≥2.5 µM toward hP2Y14; Ki >15 µM toward human P2Y2, P2Y6, P2Y11, and P2Y12). Effectively inhibits 2.5 µM ADP-induced platelet aggregation in vitro (IC50 = 2.1 µM) and reduces FeCl2-induced carotid artery blood clot formation in anesthetized rats in vivo (10 mg/kg/h i.v. infusion) with much less effect toward prolonging cuticle and mesenteric bleeding time when compared to another P2Y12 antagonist Clopidogrel. Pharmackinetic studies reveal only moderate oral bioavailability in rat.
Catalogue Number
504187
Brand Family
Calbiochem®
Synonyms
1-(2-(2-tert-Butylphenoxy)pyridin-3-yl)-3-(4-(trifluoromethoxy)phenyl)urea, Purinergic Receptor P2Y Antagonist II
References
References
Zhang, D., et al. 2015. Nature In press. Chao, H., et al. 2013. J. Med. Chem.56, 1704.
Zhang, D., et al. 2015. Nature In press. Chao, H., et al. 2013. J. Med. Chem.56, 1704.
Data Sheet
Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.
Revision
09-August-2013 JSW
Synonyms
1-(2-(2-tert-Butylphenoxy)pyridin-3-yl)-3-(4-(trifluoromethoxy)phenyl)urea, Purinergic Receptor P2Y Antagonist II
Description
A phenoxypyridinyl-phenylurea that acts as a highly selective P2Y1 antagonist (Ki = 6 nM against 0.5 nM [β-33P]-2-MeS-ADP in competitive binding assays toward human P2Y1), while displaying much reduced or no affinity toward other P2Y family G-protein-coupled purinergic receptors (Ki = ≥2.5 µM against 0.5 nM [β-33P]-2-MeS-ADP binding toward hP2Y14; Ki >15 µM toward human P2Y2, P2Y6, P2Y11, and P2Y12). Effectively inhibits 2.5 µM ADP-induced platelet aggregation in vitro (IC50 = 2.1 µM using human platelet rich plasma) and reduces FeCl2-induced (via 10 min localized artery surface exposure to 50% FeCl2) carotid artery internal thrombus (blood clot) formation in anesthetized rats in vivo (by 68% 50 min post 10 min FeCl2 exposure; single 10 mg/kg i.v. 15 min prior to FeCl2 exposure, followed by continuous i.v. infusion at 10 mg/kg/h) with only 3.3- and 3.1-fold enhanced cuticle and mesenteric bleeding time, respectively. The same antithrombosis efficacy when achieved with the P2Y12 antagonist Clopidogrel (20 mg/kg p.o.) is reported to result in much prolonged cuticle and mesenteric bleeding time (4.1- and 8.2-fold of control level, respectively). Pharmacokinetic studies in rats indicate a moderate oral bioavailability (F = 10%; Cmax = 5.83 µM; Tmax = 2 h; T1/2 = 1.43 h; 30 mg/kg delivered with 10% cremophor:10% EtOH:80% H2O).
Form
White powder
Intert gas (Yes/No)
Packaged under inert gas
CAS number
870544-59-5
Chemical formula
C₂₃H₂₂F₃N₃O₃
Structure formula
Purity
≥99% by HPLC
Solubility
DMSO (100 mg/ml)
Storage
Protect from light
+2°C to +8°C
Do Not Freeze
Ok to freeze
Special Instructions
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Toxicity
Standard Handling
References
Zhang, D., et al. 2015. Nature In press. Chao, H., et al. 2013. J. Med. Chem.56, 1704.
