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(+)-Cloprostenol isopropyl ester

Product Name(+)-Cloprostenol isopropyl ester
CAS157283-66-4
MFC25H35ClO6
MW466.99
EINECS
MOL File157283-66-4.mol

Chemical Properties

Boiling point	600.0±55.0 °C(Predicted)
Density	1.227±0.06 g/cm3(Predicted)
storage temp.	-20°C Freezer, Under inert atmosphere
solubility	Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form	Oil
pka	13.41±0.20(Predicted)
color	Colourless
Cosmetics Ingredients Functions	HAIR CONDITIONING
InChIKey	OCNSAYQJDKJOLH-AHTXBMBWSA-N
SMILES	C(OC(C)C)(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@@H](O)[C@@H]1/C=C/[C@@H](O)COC1=CC=CC(Cl)=C1

Usage And Synthesis

Description

(+)-Cloprostenol is a synthetic analog of prostaglandin F_2α (PGF_2α). It is an FP receptor agonist and a potent luteolytic agent in rats and hamsters. (+)-Cloprostenol is the optically active, 15(R) enantiomer of cloprostenol responsible for the majority of its biological activity. It is 200 times more potent than PGF_2α in terminating pregnancy when given subcutaneously at a daily dose of 0.125 μg/kg in rats and hamsters, without the side effects associated with PGF_2α. (+)-Cloprostenol was also shown to be a potent inhibitor of rat adipose precursor differentiation in primary cultures with an IC₅₀ value of 3 x 10-12 M. (+)-Cloprostenol isopropyl ester is a more lipid soluble form of cloprostenol.

Uses

(+)-Cloprostenol isopropyl ester is an isopropyl ester derivative of Cloprostenol (C587300); an aryl-oxymethyl analog of prostaglandin F2α.

in vivo

Cloprostenol isopropyl ester (25 μg/kg; i.p.; daily, for 4 weeks; male mice) induces changes in the evolution of the spermatogenesis and spermiogenesis^[1].
Cloprostenol isopropyl ester (1 μg, 30 μL; injected into the eye; for 2, 4 and 6 h) causes pupil constriction in the cat. Cloprostenol isopropyl ester has an efficacious ocular hypotensive in the lasered monkey^[2].

Animal Model:	Male mice (50–80 days)^[1]
Dosage:	25 μg/kg
Administration:	Intraperitoneal injection; daily, for 4 weeks
Result:	Stimulated the androgen synthesis in a time-dependent manner.

IC 50

References

[1] GINETTE SERRERO Nancy M L. Prostaglandin F2αReceptor (FP Receptor) Agonists Are Potent Adipose Differentiation Inhibitors for Primary Culture of Adipocyte Precursors in Defined Medium[J]. Biochemical and biophysical research communications, 1997, 233 1: Pages 200-202. DOI: 10.1006/bbrc.1997.6433

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