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Iloprost

Cayman Chemical Item Number 18215

Ciloprost (CAS 78919-13-8)

Iloprost (CAS 78919-13-8)

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Description

Iloprost is a second generation structural analog of prostacyclin (PGI) with about ten-fold greater potency than the first generation stable analogs, typified by carbaprostacyclin.1 Iloprost binds with equal affinity to the human recombinant IP and EP1 receptors with a Ki of 11 nM.2 Iloprost constricts the isolated guinea pig ilium and fundus circular smooth muscle (an EP1 receptor preparation) as strongly as prostaglandin E2 (PGE2) itself.3 Iloprost inhibits the ADP, thrombin, and collagen-induced aggregation of human platelets with an ED50 of about 13 nM.1 In whole animals, iloprost acts as a vasodilator, hypotensive, antidiuretic, and prolongs bleeding time.4 It has been evaluated in several human clinical studies as a treatment for idiopathic pulmonary hypertension.5,6 In these studies, an aerosolized dose of 30 µg/day was effective, and doses as high as 150 µg/day for up to a year were well tolerated.

1 Schrör, K., Darius, H., Matzky, R., et al. The antiplatelet and cardiovascular actions of a new carbacyclin derivative (ZK36374) - equipotent to PGI2 in vitro. Naunyn Schmiedebergs Arch Pharmacol 316 252-255 (1981).

2 Abramovitz, M., Adam, M., Boie, Y., et al. The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochim Biophys Acta 1483 285-293 (2000).

3 Sheldrick, R.L.G., Coleman, R.A., and Lumley, P. Iloprost - a potent EP1- and IP-receptor agonist. Br J Pharmacol 94 334P (1988).

4 Schering, A.G. Ciloprost. Drugs Future 7 839-977 (1982).

5 Hoeper, M.M., Schwarze, M., Ehlerding, S., et al. Long-term treatment of primary pulmonary hypertension with aerosolized iloprost, a prostacyclin analogue. N Engl J Med 342 1866-1870 (2000).

6 Olschewski, H., Simonneau, G., Galié, N., et al. Inhaled iloprost for severe pulmonary hypertension. N Engl J Med 347(5) 322-329 (2002).

Synonyms
  • Ciloprost
Formal Name 6,​9α-​methylene-​11α,​15S-​dihydroxy-​16-​methyl-​prosta-​5E,​13E-​dien-​18-​yn-​1-​oic acid
CAS Number 78919-13-8
Molecular Formula C22H32O4
Formula Weight 360.5
Formulation A solution in methyl acetate
Purity ≥97%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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O[C@@H]​1C[C@H]​(C/2)​[C@H]​(CC2=C\CCCC(O)​=O)​[C@H]​1/C=C/[C@@H]​(O)​C(C)​CC#CC

Background Reading

Schering, A.G. Ciloprost. Drugs Future 7 839-977 (1982).

Schrör, K., Darius, H., Matzky, R., et al. The antiplatelet and cardiovascular actions of a new carbacyclin derivative (ZK36374) - equipotent to PGI2 in vitro. Naunyn Schmiedebergs Arch Pharmacol 316 252-255 (1981).

Sheldrick, R.L.G., Coleman, R.A., and Lumley, P. Iloprost - a potent EP1- and IP-receptor agonist. Br J Pharmacol 94 334P (1988).

Abramovitz, M., Adam, M., Boie, Y., et al. The utilization of recombinant prostanoid receptors to determine the affinities and selectivities of prostaglandins and related analogs. Biochim Biophys Acta 1483 285-293 (2000).

Hoeper, M.M., Schwarze, M., Ehlerding, S., et al. Long-term treatment of primary pulmonary hypertension with aerosolized iloprost, a prostacyclin analogue. N Engl J Med 342 1866-1870 (2000).

Olschewski, H., Simonneau, G., Galié, N., et al. Inhaled iloprost for severe pulmonary hypertension. N Engl J Med 347(5) 322-329 (2002).

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Iloprost is available in the following screening library:

Size Price Quantity Subtotal
500 µg $103.00 $0.00
1 mg $196.00 $0.00
5 mg $824.00 $0.00
10 mg $1,442.00 $0.00
Bulk Contact
Cart Total $0.00

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

Please contact our Sales Department for a quote or to purchase.

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

To ask for assistance with one of our products please contact a Technical Support Scientist.

Warning This product is not for human or veterinary use.

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Carbaprostacyclin
Cicaprost Exclusive
NS-304
Prostaglandin I2 (sodium salt)
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