AL 8810 ethyl amide

Cayman Chemical Item Number 10010470

AL 8810 ethyl amide

Description

AL 8810 is an 11β-fluoro analog of prostaglandin F_2α (PGF_2α) which acts as a potent and selective antagonist at the FP receptor.¹ AL 8810 ethyl amide is an analog of AL 8810 in which the C-1 carboxyl group has been modified to an N-ethyl amide. This modification is analogous to the PG N-ethyl amides, as typified by Bimatoprost, that have been introduced as alternative PG ocular hypotensive prodrugs.² In contrast to AL 8810 which contracted the cat iris, AL 8810 ethyl amide showed no contraction activity at concentrations up to 10-4 M and did not antagonize the activity of PGF_2α-ethanolamide in this system.³

1 Griffen, B.W., Klimko, P., Crider, J.Y., et al. AL-8810: A novel prostaglandin F_2α analog with selective antagonist effects at the prostaglandin F_2α (FP) receptor. J Pharmacol Exp Ther 290 1278-1284 (1999).

2 Woodward, D.F., Krauss, A.H., Chen, J., et al. The pharmacology of Bimatoprost (Lumigan^™). Surv Ophthalmol 45 S337-S345 (2001).

3 Woodward, D.F., Krauss, A.H., Wang, J.W., et al. Identification of an antagonist that selectively blocks the activity of prostamides (prostaglandin-ethanolamides) in the feline iris. Br J Pharmacol 150 342-352 (2007).

Formal Name

9α,15R-dihydroxy-11β-fluoro-15-92,3-dihydro-1H-inden-2-yl)-16,17,18,19,20-pentanor-prosta-5Z,13E-dion-1-oic acid, ethyl amide

Molecular Formula

C₂₆H₃₆FNO₃

Formula Weight

429.6

Formulation

A crystalline solid

Purity

>98%

Stability

2 years

Storage

-20°C

Shipping

Room temperature in continental US; may vary elsewhere

SMILES

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O[C@@H]1[C@H](C/C=C\CCCC(NCC)=O)[C@@H](/C=C/[C@H](O)C2CC3=CC=CC=C3C2)[C@@H](F)C1

Background Reading

Woodward, D.F., Krauss, A.H., Wang, J.W., et al. Identification of an antagonist that selectively blocks the activity of prostamides (prostaglandin-ethanolamides) in the feline iris. Br J Pharmacol 150 342-352 (2007).

Griffen, B.W., Klimko, P., Crider, J.Y., et al. AL-8810: A novel prostaglandin F_2α analog with selective antagonist effects at the prostaglandin F_2α (FP) receptor. J Pharmacol Exp Ther 290 1278-1284 (1999).

Woodward, D.F., Krauss, A.H., Chen, J., et al. The pharmacology of Bimatoprost (Lumigan^™). Surv Ophthalmol 45 S337-S345 (2001).

AL 8810 ethyl amide is available in the following screening library:

Prostaglandin Screening Library III (96-Well)

Size

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Subtotal

1 mg 
$61.00

$0.00

5 mg 
$275.00

$0.00

10 mg 
$488.00

$0.00

25 mg 
$1,068.00

$0.00

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AL 8810 ethyl amide