AH 6809

Cayman Chemical Item Number 14050

(CAS 33458-93-4)

AH 6809 (CAS 33458-93-4)

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Description

AH 6809 is an EP and DP receptor antagonist with nearly equal affinity for the cloned human EP1, EP2, EP3-III, and DP1 receptors.1 AH 6809 blocks the PGE2-induced accumulation of cAMP in COS cells transfected with the human EP2 receptor.2 It also blocks the accumulation of Ca2+ in Xenopus oocytes expressing the human EP1 receptor.3 In the human and guinea pig, the activity profile of AH 6809 is similar to that of SC-19220, but it is somewhat more potent.4 In the mouse, AH 6809 has the highest affinity for the EP2 receptor, but also acts as a weak ligand at the murine EP1 and DP1 receptors.5 In whole human platelets, AH 6809 is an effective antagonist of the antiaggregatory actions of PGD2, but not PGI2, with an EC50 of about 5 x 10−5 M.6

1 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).

2 Woodward, D.F., Pepperl, D.J., Burkey, T.H., et al. 6-Isopropoxy-9-oxoxanthene-2-carboxylic acid (AH 6809), a human EP2 receptor antagonist. Biochem Pharmacol 50 1731-1733 (1995).

3 Funk, C.D., Furci, L., Fitzgerald, G.A., et al. Cloning and expression of a cDNA for the human prostaglandin E receptor EP1 subtype. J Biol Chem 268 26767-26772 (1993).

4 Coleman, R.A., Kennedy, I., and Sheldrick, R.L.G. AH6809, a prostanoid EP1 receptor blocking drug. Br J Pharmacol 85 273P (1985).

5 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).

6 Keery, R.J., and Lumley, P. AH6809, a prostaglandin DP-receptor blocking drug on human platelets. Br J Pharmacol 94 745-754 (1988).

Formal Name 6-​isopropoxy-​9-​oxoxanthene-​2-​carboxylic acid
CAS Number 33458-93-4
Molecular Formula C17H14O5
Formula Weight 298.3
Formulation A crystalline solid
Purity ≥98%
λmax 244, 305 nm
Stability 2 years
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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CC(OC1=CC(OC2=CC=C(C(O)​=O)​C=C2C3=O)​=C3C=C1)​C
InCHI Code
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​1S/C17H14O5/c1-9(2)​21-11-4-5-12-15(8-11)​22-14-6-3-10(17(19)​20)​7-13(14)​16(12)​18/h3-9H,1-2H3,(H,19,20)​
InCHI Key
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AQFFXPQJLZFABJ-UHFFFAOYSA-N

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AH 6809 is available in the following screening library:

Size Price Quantity Subtotal
1 mg $14.00 $0.00
5 mg $63.00 $0.00
10 mg $112.00 $0.00
50 mg $490.00 $0.00
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Pricing updated 2014-04-18. Prices are subject to change without notice.

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