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Prostaglandin I2 (sodium salt)

Cayman Chemical Item Number 18220

Prostacyclin; Epoprostenol; PGI2 (CAS 61849-14-7)

Prostaglandin I2 (sodium salt) (CAS 61849-14-7)

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Description

Prostaglandin I2 (PGI2) is an unstable cyclooxygenase metabolite detected first in vascular endothelial cells.1,2,3 It elevates platelet cAMP and is a potent vasodilator and inhibitor of human platelet aggregation with an IC50 of 5 nM.4 PGI2 is stable in basic buffers (pH=8), but it is rapidly hydrolyzed to 6-keto PGF1α in neutral or acidic solutions. The half-life is short both in vivo and in vitro, ranging from 30 seconds to a few minutes. PGI2 is administered by continuous infusion in humans for the treatment of idiopathic pulmonary hypertension.5

1 Moncada, S., Gryglewski, R., Bunting, S., et al. An enzyme isolated from arteries transforms prostaglandin endoperoxides to an unstable substance that inhibits platelet aggregation. Nature 263 663-665 (1976).

2 Johnson, R.A., Morton, D.R., Kinner, J.H., et al. The chemical structure of prostaglandin X (prostacyclin). Prostaglandins 12 915-928 (1976).

3 Stehle, R.G. Physical chemistry, stability, and handling of prostaglandins E2, F2α, D2 and I2: A critical summary. Methods Enzymol 86 436-459 (1982).

4 Aristoff, P.A., Johnson, P.D., and Harrison, A.W. Synthesis of 9-substituted carbacyclin analogues. J Org Chem 48 5341-5348 (1983).

5 McLaughlin, V.V., Genthner, D.E., Panella, M.M., et al. Reduction in pulmonary vascular resistance with long-term epoprostenol (prostacyclin) therapy in primary pulmonary hypertension. N Engl J Med 338 273-277 (1998).

Synonyms
  • Prostacyclin
  • Epoprostenol
  • PGI2
Formal Name 6,​9α-​epoxy-​11α,​15S-​dihydroxy-​prosta-​5Z,​13E-​dien-​1-​oic acid,​ monosodium salt
CAS Number 61849-14-7
Molecular Formula C20H31O5 · Na
Formula Weight 374.5
Formulation A crystalline solid
Purity ≥99%
Stability 1 year
Storage -20°C
Shipping Wet ice in continental US; may vary elsewhere
SMILES
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CCCCCC(O)​/C=C/[C@H]​1C(O)​CC2O/C(=C\CCCC)​/CC12

Background Reading

Johnson, R.A., Morton, D.R., Kinner, J.H., et al. The chemical structure of prostaglandin X (prostacyclin). Prostaglandins 12 915-928 (1976).

Moncada, S., Gryglewski, R., Bunting, S., et al. An enzyme isolated from arteries transforms prostaglandin endoperoxides to an unstable substance that inhibits platelet aggregation. Nature 263 663-665 (1976).

Moncada, S. Biology and therapeutic potential of prostacyclin. Stroke 14 157-168 (1983).

Stehle, R.G. Physical chemistry, stability, and handling of prostaglandins E2, F2α, D2 and I2: A critical summary. Methods Enzymol 86 436-459 (1982).

Aristoff, P.A., Johnson, P.D., and Harrison, A.W. Synthesis of 9-substituted carbacyclin analogues. J Org Chem 48 5341-5348 (1983).

McLaughlin, V.V., Genthner, D.E., Panella, M.M., et al. Reduction in pulmonary vascular resistance with long-term epoprostenol (prostacyclin) therapy in primary pulmonary hypertension. N Engl J Med 338 273-277 (1998).

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Prostaglandin I2 (sodium salt) is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $65.00 $0.00
5 mg $293.00 $0.00
10 mg $520.00 $0.00
25 mg $1,138.00 $0.00
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Cart Total $0.00

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

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