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Join us! · InformexUSA 2012 · New Orleans, Louisiana · February 14-17, 2012 · Booth 2514

17-phenyl trinor Prostaglandin E2 ethyl amide Exclusive

Cayman Chemical Item Number 13532

17-phenyl trinor PGE2 ethyl amide

17-phenyl trinor Prostaglandin E2 ethyl amide

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Description

17-phenyl trinor PGE2 ethyl amide is derived from 17-phenyl trinor PGE2, a synthetic analog of PGE2 that acts as an agonist of EP1 and EP3 receptors in mice (Ki = 14 and 3.7 nM, respectively) and EP1, EP3, and EP4 in rats (Ki = 25, 4.3, and 54 nM, respectively).1,2 17-phenyl trinor PGE2 causes contraction of guinea pig ileum at a concentration of 11 µM and is 4.4 times more potent than PGE2 as an antifertility agent in hamsters.3,4 Modification of the C-1 carboxyl group to an ethyl amide serves to increase lipid solubility, thereby improving uptake into tissues and further lowering the effective concentration. Ethyl amide groups are then removed by amidases, regenerating the active free acid.

1 Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol 122 217-224 (1997).

2 Boie, Y., Stocco, R., Sawyer, N., et al. Molecular cloning and characterization of the four rat prostaglandin E2 prostanoid receptor subtypes. Eur J Pharmacol 340 227-241 (1997).

3 Lawrence, R.A., Jones, R.L., and Wilson, N.H. Characterization of receptors involved in the direct and indirect actions of prostaglandins E and I on the guinea-pig ileum. Br J Pharmacol 105 271-278 (1992).

4 Miller, W.L., Weeks, J.R., Lauderdale, J.W., et al. Biological activities of 17-phenyl-18,19,20-trinorprostaglandins. Prostaglandins 9 9-18 (1975).

Synonyms
  • 17-phenyl trinor PGE2 ethyl amide
Formal Name N-​ethyl-​-​9-​oxo-​11α,​15S-​dihydroxy-​17-​phenyl-​18,​19,​20-​trinor-​prosta-​5Z,​13E-​dien-​1-​amide
Molecular Formula C25H35NO4
Formula Weight 413.6
Formulation A solution in ethanol
Purity ≥98%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O=C1[C@H]​(C/C=C\CCCC(NCC)​=O)​[C@@H]​(/C=C/[C@@H]​(O)​CCC2=CC=CC=C2)​[C@H]​(O)​C1

Background Reading

Lawrence, R.A., Jones, R.L., and Wilson, N.H. Characterization of receptors involved in the direct and indirect actions of prostaglandins E and I on the guinea-pig ileum. Br J Pharmacol 105 271-278 (1992).

Miller, W.L., Weeks, J.R., Lauderdale, J.W., et al. Biological activities of 17-phenyl-18,19,20-trinorprostaglandins. Prostaglandins 9 9-18 (1975).

Boie, Y., Stocco, R., Sawyer, N., et al. Molecular cloning and characterization of the four rat prostaglandin E2 prostanoid receptor subtypes. Eur J Pharmacol 340 227-241 (1997).

Kiriyama, M., Ushikubi, F., Kobayashi, T., et al. Ligand binding specificities of the eight types and subtypes of the mouse prostanoid receptors expressed in Chinese hamster ovary cells. Br J Pharmacol 122 217-224 (1997).

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Size Price Quantity Subtotal
1 mg $76.00 $0.00
5 mg $342.00 $0.00
10 mg $608.00 $0.00
50 mg $2,660.00 $0.00
Bulk Contact
Cart Total $0.00

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Pricing updated 2012-02-11. Prices are subject to change without notice.

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Warning This product is not for human or veterinary use.

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