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17-phenyl trinor Prostaglandin F Exclusive

Cayman Chemical Item Number 16810

17-phenyl trinor PGF; Bimatoprost (free acid) (CAS 38344-08-0)

17-phenyl trinor Prostaglandin F2α (CAS 38344-08-0)

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Description

17-phenyl trinor Prostaglandin F (17-phenyl trinor PGF) is a metabolically stable analog of PGF and is a potent agonist for the FP receptor. It binds to the FP receptor on ovine luteal cells with a relative potency of 756% compared to that of PGF.1 At the rat recombinant FP receptor expressed in CHO cells bimatoprost inhibits PGF binding with a Ki of 1.1 nM.2 The isopropyl ester of 17-phenyl trinor PGF ethyl amide is slightly better than PGF isopropyl ester in reducing the intraocular pressure in the cat eye without any irritation.3

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

2 Lake, S., Gullberg, H., Wahlqvist, J., et al. Cloning of the rat and human prostaglandin F receptors and the expression of the rat prostaglandin F receptor. FEBS Lett 355 317-325 (1994).

3 Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future 17 691-704 (1992).

Synonyms
  • 17-phenyl trinor PGF2α
  • Bimatoprost (free acid)
Formal Name 9α,​11α,​15S-​trihydroxy-​17-​phenyl-​18,​19,​20-​trinor-​prosta-​5Z,​13E-​dien-​1-​oic acid
CAS Number 38344-08-0
Molecular Formula C23H32O5
Formula Weight 388.5
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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OC(=O)​CCC/C=C\CC1C(O)​CC(O)​[C@@H]​1\C=C\C(O)​CCc1ccccc1

Background Reading

Miller, W.L., Weeks, J.R., Lauderdale, J.W., et al. Biological activities of 17-phenyl-18,19,20-trinorprostaglandins. Prostaglandins 9 9-18 (1975).

Stjernschantz, J., and Resul, B. Phenyl substituted prostaglandin analogs for glaucoma treatment. Drugs Future 17 691-704 (1992).

Lake, S., Gullberg, H., Wahlqvist, J., et al. Cloning of the rat and human prostaglandin F receptors and the expression of the rat prostaglandin F receptor. FEBS Lett 355 317-325 (1994).

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

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17-phenyl trinor Prostaglandin F2α is available in the following screening library:

Size Price Quantity Subtotal
1 mg $46.00 $0.00
5 mg $207.00 $0.00
10 mg $368.00 $0.00
25 mg $805.00 $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 2012-05-26. 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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