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

Taprostene (free acid) Exclusive

Cayman Chemical Item Number 10011348

CG 4203; Rheocyclan (CAS 108945-35-3)

Taprostene (free acid) (CAS 108945-35-3)

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Description

Taprostene is a stable prostacyclin (PGI2) analog and agonist of the prostacyclin receptor, IP. It does not activate the PGE2 receptor EP4,1 which, like IP, promotes vascular smooth muscle relaxation when stimulated. Taprostene has been used extensively to study the role of the IP receptor in tissue preparations1,2 and in vivo.3,4 It has also been used in the screening and evaluation of potential IP antagonists.5

1 Jones, R.L., and Chan, K. Distinction between relaxations induced via prostanoid EP4 and IP1 receptors in pig and rabbit blood vessels. Br J Pharmacol 134 313-324 (2001).

2 Tam, F.S.F., Chan, K., Bourreau, J., et al. The mechanisms of enhancement and inhibition of field stimulation responses of guinea-pig vas deferens by prostacyclin analogues. Br J Pharmacol 121 1413-1421 (1997).

3 Virgolini, I., Fitscha, P., Sinzinger, H., et al. Effects of taprostene, a stable prostacyclin analogue, on haemodynamics, platelet function and arachidonate metabolism in healthy volunteers. Eur J Clin Pharmacol 38 347-350 (1990).

4 Johnson, G., Furlan, L.E., Aoki, N., et al. Endothelium and myocardial protecting actions of taprostene, a stable prostacyclin analogue, after acute myocardial ischemia and reperfusion in cats. Circ Res 66 1362-1370 (1990).

5 Ayer, L.M., Wilson, S.M., Traves, S.L., et al. 4,5-dihydro-1H-imidazol-2-yl)-[4-(4-isopropoxy-benzyl)-phenyl]-amine (RO1138452) is a selective, pseudo-irreversible orthosteric antagonist at the prostacyclin (IP)-receptor expressed by human airway epithelial cells: IP-receptor-mediated inhibition of CXCL9 and CXCL10 release. J Pharmacol Exp Ther 324(2) 815-826 (2008).

Synonyms
  • CG 4203
  • Rheocyclan
Formal Name 3-​[(Z)-​[(3aR,​4R,​5R,​6aS)-​4-​[(1E,​3S)-​3-​cyclohexyl-​3-​hydroxy-​1-​propenyl]hexahydro-​5-​hydroxy-​2H-​cyclopenta[b]furan-​2-​ylidene]methyl]-​benzoic acid
CAS Number 108945-35-3
Molecular Formula C24H30O5
Formula Weight 398.5
Formulation A crystalline solid
Purity ≥95%
Stability 1 year
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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O[C@@H]​([C@@H]​1/C=C/[C@H]​(O)​C2CCCCC2)​C[C@]​([C@]​1([H]​)​C/3)​([H]​)​OC3=C/C4=CC=CC(C(O)​=O)​=C4

Background Reading

Tam, F.S.F., Chan, K., Bourreau, J., et al. The mechanisms of enhancement and inhibition of field stimulation responses of guinea-pig vas deferens by prostacyclin analogues. Br J Pharmacol 121 1413-1421 (1997).

Johnson, G., Furlan, L.E., Aoki, N., et al. Endothelium and myocardial protecting actions of taprostene, a stable prostacyclin analogue, after acute myocardial ischemia and reperfusion in cats. Circ Res 66 1362-1370 (1990).

Virgolini, I., Fitscha, P., Sinzinger, H., et al. Effects of taprostene, a stable prostacyclin analogue, on haemodynamics, platelet function and arachidonate metabolism in healthy volunteers. Eur J Clin Pharmacol 38 347-350 (1990).

Ayer, L.M., Wilson, S.M., Traves, S.L., et al. 4,5-dihydro-1H-imidazol-2-yl)-[4-(4-isopropoxy-benzyl)-phenyl]-amine (RO1138452) is a selective, pseudo-irreversible orthosteric antagonist at the prostacyclin (IP)-receptor expressed by human airway epithelial cells: IP-receptor-mediated inhibition of CXCL9 and CXCL10 release. J Pharmacol Exp Ther 324(2) 815-826 (2008).

Jones, R.L., and Chan, K. Distinction between relaxations induced via prostanoid EP4 and IP1 receptors in pig and rabbit blood vessels. Br J Pharmacol 134 313-324 (2001).

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Size Price Quantity Subtotal
500 µg $74.00 $0.00
1 mg $141.00 $0.00
5 mg $592.00 $0.00
10 mg $1,036.00 $0.00
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Cart Total $0.00

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Pricing updated 2012-02-12. 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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