A lipophilic analog of 17-phenyl trinor PGF2α
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17-phenyl trinor Prostaglandin F2α cyclopropyl methyl amide

Item No. 10010810

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9α,11α,15S-trihydroxy-17-phenyl-18,19,20-trinor-prosta-5Z,13E-dien-1-cyclopropyl methyl amide
CAS Number
1138395-10-4
Synonyms
  • 17-phenyl trinor PGF2α cyclopropyl methyl amide
Molecular Formula
C27H39NO4
Formula Weight
441.6
Purity
≥98%
Formulation (Request formulation change)
A 10 mg/ml solution in ethanol
Solubility(Learn about Variance in Solubility)
Acetonitrile: 3 mg/mlDMF: 25 mg/mlDMSO: 25 mg/mlEthanol: 50 mg/mlPBS (pH 7.2): 0.25 mg/ml
SMILES
O[C@@H](CCC1=CC=CC=C1)/C=C/[C@H]2[C@H](O)C[C@H](O)[C@@H]2C/C=C\CCCC(NCC3CC3)=O
InChi Code
InChI=1S/C27H39NO4/c29-22(15-14-20-8-4-3-5-9-20)16-17-24-23(25(30)18-26(24)31)10-6-1-2-7-11-27(32)28-19-21-12-13-21/h1,3-6,8-9,16-17,21-26,29-31H,2,7,10-15,18-19H2,(H,28,32)/b6-1-,17-16+/t22-,23+,24+,25-,26+/m0/s1
InChi Key
IBUQJJFOXZIFFM-SKHQJWOMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $81

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    5 mg

    $357

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    10 mg

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    Product Description

    Prostaglandin F2α (PGF2α) activates the FP receptor, promoting smooth muscle contraction and luteolysis. 17-phenyl trinor PGF2α binds the FP receptor on ovine luteal cells with a relative potency of 756% compared to that of PGF2α.1 It is produced in vivo by the hydrolysis of 17-phenyl trinor PGF2α ethyl amide.2 17-phenyl trinor PGF2α ethyl amide is used to reduce intraocular pressure related to glaucoma.3 17-phenyl trinor PGF2α cyclopropyl methyl amide is a lipophilic analog of 17-phenyl trinor PGF2α. Amides of PGs may serve as prodrugs, as they are hydrolyzed in certain tissues to generate the bioactive free acid.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Balapure, A.K., Rexroad, C.E., Jr., Kawada, K., et al. Structural requirements for prostaglandin analog interaction with the ovine corpus luteum prostaglandin F2α receptor. Biochem. Pharmacol. 38(14), 2375-2381 (1989).

    2. Camras, C.B., Toris, C.B., Sjoquist, B., et al. Detection of the free acid of bimatoprost in aqueous humor samples from human eyes treated with bimatoprost before cataract surgery. Ophthalmology 111(12), 2193-2198 (2004).

    3. Woodward, D.F., Krauss, A.H.P., Chen, J., et al. Pharmacological characterization of a novel antiglaucoma agent, bimatoprost (AGN 192024). J. Pharmacol. Exp. Ther. 305(2), 772-785 (2003).