BAY-41-8543

Cayman Chemical Item Number 10011131

(CAS 256498-66-5)

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Description

Soluble guanylate cyclase (sGC) is the primary cellular receptor for nitric oxide (NO). NO binds and activates a heme group in sGC, initiating the conversion of GTP to the second messenger cyclic GMP (cGMP). BAY-41-8543 is a heme-dependent stimulator of sGC, increasing the activity of recombinant sGC dose-dependently, from 0.1 nM to 100 μM, up to 92-fold.1 Surprisingly, NO donors synergize with BAY-41-8543 in stimulating recombinant sGC.1 BAY-41-8543 relaxes vessels and inhibits platelet aggregation in vitro at nM concentrations.1 In vivo, BAY-41-8543 decreases blood pressure dose-dependently, prolongs bleeding time, and reduces thrombosis.2 Inhalation of microparticles containing BAY-41-8543 increases pulmonary vasodilation without changing mean arterial pressure,3 suggesting that agonists of sGC may be efficacious in treating pulmonary hypertension.

1. Stasch, J., Alonso-Alija, C., Apeler, H., et al. Pharmacological actions of a novel NO-independent guanylyl cyclase stimulator, BAY 41-8543: In vitro studies. Br J Pharmacol 135 333-343 (2002).

2. Stasch, J., Dembowsky, K., Perzborn, E., et al. Cardiovascular actions of a novel NO-independent guanylyl cyclase stimulator, BAY 41-8543: in vivo studies. Br J Pharmacol 135 344-355 (2002).

3. Evgenov, O.V., Kohane, D.S., Bloch, K.D., et al. Inhaled agonists of soluble guanylate cyclase induce selective pulmonary vasodilation. Am J Respir Crit Care Med 176 1138-1145 (2007).

Formal Name 2-​[1-​[(2-​fluorophenyl)methyl]-​1H-​pyrazolo[3,​4-​b]pyridin-​3-​yl]-​5-​(4-​morpholinyl)-​4,​6-​pyrimidinediamine
CAS Number 256498-66-5
Molecular Formula C21H21FN8O
Formula Weight 420.4
Formulation A crystalline solid
Purity ≥98%
λmax 212, 327 nm
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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FC(C=CC=C1)​=C1CN2N=C(C3=NC(N)​=C(N4CCOCC4)​C(N)​=N3)​C5=C2N=CC=C5
InCHI Code
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​1S/C21H21FN8O/c22-15-6-2-1-4-13(15)​12-30-21-14(5-3-7-25-21)​16(28-30)​20-26-18(23)​17(19(24)​27-20)​29-8-10-31-11-9-29/h1-7H,8-12H2,(H4,23,24,26,27)​
InCHI Key
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AQYFUZRYBJBAGZ-UHFFFAOYSA-N

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Size Price Quantity Subtotal
1 mg $51.00 $0.00
5 mg $230.00 $0.00
10 mg $408.00 $0.00
25 mg $893.00 $0.00
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Pricing updated 2015-05-27. Prices are subject to change without notice.

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Cayman Chemical Company regularly evaluates our shipping methods to ensure product stability is maintained and our corporate environmental impact is minimized. Products selected for review are evaluated and shipping methods are certified by our Scientists. While occasionally our method of shipping a product may change, rest assured the shipping conditions on all Cayman Chemical products have been reviewed and validated.

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Cayman Chemical was formed over thirty years ago by demonstrating the value of naturally growing gorgonian corals as a renewable, economically viable source of prostaglandins. Today we operate our business knowing that we owe our start to the renewable resources our environment had provided. As Cayman Chemical continues to grow we consistently evaluate our business processes to ensure we are operating at the highest environmental standards.

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1180 East Ellsworth Road

Ann Arbor, Michigan 48108 USA

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