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U-51605

Cayman Chemical Item Number 16465

(CAS 64192-56-9)

U-51605 (CAS 64192-56-9)

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Description

U-51605 is a stable analog of the endoperoxide prostaglandin H2 (PGH2). It is an inhibitor of both prostacyclin (PGI) and thromboxane (TX) synthases with more selectivity towards PGI synthase. U-51605 is also a partial agonist at TP receptors.1 In human foreskin fibroblasts, U-51605 inhibits PGI synthase at a concentration of 2.8 µM, whereas, human platelet TX synthase is inhibited at a concentration of 5.6 µM.2,3 At concentrations up to 1 µM, U-51605 reduced the release of prostacyclin in SHR aorta elicited by the calcium ionophore A-23187 with no effect on TXA2 production and yet significantly increased PGE2 and PGF2α release.4

1 Needleman, P., Bryan, B., Wyche, A., et al. Thromboxane synthetase inhibitors as pharmacological tools: Differential biochemical and biological effects on platelet suspensions. Prostaglandins 14 897-907 (1977).

2 Gorman, R.R., Hamilton, R.D., and Hopkins, N.K. Stimulation of human foreskin fibroblast adenosine 3':5'-cyclic monophosphate levels by prostacyclin (prostaglandin I2). J Biol Chem 254 1671-1676 (1979).

3 Gorman, R.R., Bundy, G.L., Peterson, D.C., et al. Inhibition of human platelet thromboxane synthetase by 9,11-azoprosta-5,13-dienoic acid. Proc Natl Acad Sci USA 74 4007-4011 (1977).

4 Gluais, P., Paysant, J., Badier-Commander, C., et al. In SHR aorta, calcium ionophore A-23187 releases prostacyclin and thromboxane A2 as endothelium-derived contracting factors. Am J Physiol Heart Circ Physiol 291 H2255-H2264 (2006).

Formal Name 9α,​11α-​azoprosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 64192-56-9
Molecular Formula C20H32N2O2
Formula Weight 332.5
Formulation A solution in methyl acetate
Purity >98%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
Copy SMILES to clipboard
CCCCCC/C=C/[C@H]​1C2N=NC(C2)​C1C/C=C\CCCC(=O)​O

Background Reading

Gluais, P., Paysant, J., Badier-Commander, C., et al. In SHR aorta, calcium ionophore A-23187 releases prostacyclin and thromboxane A2 as endothelium-derived contracting factors. Am J Physiol Heart Circ Physiol 291 H2255-H2264 (2006).

Gorman, R.R., Bundy, G.L., Peterson, D.C., et al. Inhibition of human platelet thromboxane synthetase by 9,11-azoprosta-5,13-dienoic acid. Proc Natl Acad Sci USA 74 4007-4011 (1977).

Gorman, R.R., Hamilton, R.D., and Hopkins, N.K. Stimulation of human foreskin fibroblast adenosine 3':5'-cyclic monophosphate levels by prostacyclin (prostaglandin I2). J Biol Chem 254 1671-1676 (1979).

Needleman, P., Bryan, B., Wyche, A., et al. Thromboxane synthetase inhibitors as pharmacological tools: Differential biochemical and biological effects on platelet suspensions. Prostaglandins 14 897-907 (1977).

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U-51605 is available in the following screening library:

Size Price Quantity Subtotal
100 µg $34.00 $0.00
500 µg $153.00 $0.00
1 mg $272.00 $0.00
5 mg $1,190.00 $0.00
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Cart Total $0.00

This product is available in custom sizes and/or larger quantities.

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Pricing updated 2012-05-26. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

Related Products

A-23187
BM 567
Prostaglandin H2

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