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

Carbaprostacyclin

Cayman Chemical Item Number 18210

Carbacyclin; cPGI (CAS 69552-46-1)

Carbaprostacyclin (CAS 69552-46-1)

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Description

Carbaprostacyclin is a stable analog of PGI2. When infused in rabbits or dogs, it inhibits ex vivo platelet aggregation, but the effect persists only 10 minutes after termination of the infusion. This implies rapid metabolic inactivation of carbaprostacyclin.1 Carbaprostacyclin inhibits platelet aggregation with 10% of the molar potency exhibited by PGI2.1,2 The ED50 of carbaprostacyclin for the in vitro inhibition of ADP-induced platelet aggregation in human PRP is 47 nM.3 It was also shown to effect terminal differentiation of preadipose into adipose cells and enhance the expression of angiotensinogen and adipose fatty acid binding protein with an EC50 of about 0.5 µM.4

1 Whittle, B.J.R., Moncada, S., Whiting, F., et al. Carbacyclin - a potent stable prostacyclin analogue for the inhibition of platelet aggregation. Prostaglandins 19 605-627 (1980).

2 Aiken, J.W., and Shebuski, R.J. Comparison in anesthetized dogs of the anti-aggregatory and hemodynamic effects of prostacyclin and a chemically stable prostacyclin analog, 6a-carba-PGI2 (carbacyclin). Prostaglandins 19 629-643 (1980).

3 Adaikan, P.G., Karim, S.M.M., and Lau, L.C. Platelet and other effects of carbaprostacyclin - a stable prostacyclin analogue. Prostaglandins Med 5 307-320 (1980).

4 Aubert, J., Ailhaud, G., and Negrel, R. Evidence for a novel regulatory pathway activated by (carba)prostacyclin in preadipose and adipose cells. FEBS Lett 397 117-121 (1996).

Synonyms
  • Carbacyclin
  • cPGI
Formal Name 6,​9α-​methylene-​11α,​15S-​dihydroxy-​prosta-​5E,​13E-​dien-​1-​oic acid
CAS Number 69552-46-1
Molecular Formula C21H34O4
Formula Weight 350.5
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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O[C@H]​1[C@H]​(/C=C/[C@@H]​(O)​CCCCC)​[C@@H]​(C/C(C2)​=C/CCCC(O)​=O)​[C@@H]​2C1

Background Reading

Whittle, B.J.R., Moncada, S., Whiting, F., et al. Carbacyclin - a potent stable prostacyclin analogue for the inhibition of platelet aggregation. Prostaglandins 19 605-627 (1980).

Adaikan, P.G., Karim, S.M.M., and Lau, L.C. Platelet and other effects of carbaprostacyclin - a stable prostacyclin analogue. Prostaglandins Med 5 307-320 (1980).

Aiken, J.W., and Shebuski, R.J. Comparison in anesthetized dogs of the anti-aggregatory and hemodynamic effects of prostacyclin and a chemically stable prostacyclin analog, 6a-carba-PGI2 (carbacyclin). Prostaglandins 19 629-643 (1980).

Aubert, J., Ailhaud, G., and Negrel, R. Evidence for a novel regulatory pathway activated by (carba)prostacyclin in preadipose and adipose cells. FEBS Lett 397 117-121 (1996).

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Carbaprostacyclin is available in the following screening libraries:

Size Price Quantity Subtotal
500 µg $61.00 $0.00
1 mg $116.00 $0.00
5 mg $488.00 $0.00
10 mg $854.00 $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 2012-02-12. 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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