An N-ethyl amide analog of AL 8810
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AL 8810 ethyl amide

Item No. 10010470

Technical Information
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
Purity
≥98%
A crystalline solid
DMF: 15 mg/mlDMSO: 10 mg/mlEthanol: 15 mg/mlEthanol:PBS (pH 7.2)(1:2): 0.3 mg/ml
SMILES
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
InChi Code
InChI=1S/C26H36FNO3/c1-2-28-26(31)12-6-4-3-5-11-22-21(23(27)17-25(22)30)13-14-24(29)20-15-18-9-7-8-10-19(18)16-20/h3,5,7-10,13-14,20-25,29-30H,2,4,6,11-12,15-17H2,1H3,(H,28,31)/b5-3-,14-13+/t21-,22-,23+,24+,25+/m1/s1
InChi Key
VABRORXFVJOSHQ-OXDHMAHTSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    AL 8810 is an 11β-fluoro analog of prostaglandin F (PGF) 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-ethanolamide in this system.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Griffen, B.W., Klimko, P., Crider, J.Y., et alAL-8810: A novel prostaglandin F analog with selective antagonist effects at the prostaglandin F (FP) receptor. J. Pharmacol. Exp. Ther. 290(3), 1278-1284 (1999).

    2. Woodward, D.F., Krauss, A.H., Chen, J., et alThe pharmacology of bimatoprost (Lumigan™). Surv. Ophthalmol. 45(Suppl. 4), S337-S345 (2001).

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