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(±)-Cloprostenol (sodium salt)

Product Name

Alternative name	Sodium salt of (±)-(16-m-chlorophenoxy)-17,18,19,20-tetranor-Prostaglandin F_2α
Brand name	Ciosin™, Cyclix™, Estrumate™, Lutaprost™, Onsett™, Planate™
Chemical name	(±)-9α,11α,15R-trihydroxy-16-(3-chlorophenoxy)-17,18,19,20-tetranor-prosta-5Z,13E-dien-1-oic acid, (sodium salt)
CAS number	55028-72-3

Formula

Formula	C₂₂H₂₈O₆Cl · Na
Relative molecular weight	446.90
Structure

Physiochemical data

Solubility

Water	soluble
Ethanol 95%	soluble
Acetone	slightly soluble
Chloroform	slightly soluble
Ether	slightly soluble
Hexane	insoluble

Appearance

white to almost white, hygroscopic powder

Melting point range

89 - 104°C

pH value

1% aqueous suspension has pH value about 7.5.

Crystallinity

The crystallinity of the product has been verified in a Nujol suspension using polarized light; the bifringence under these conditions confirmed the crystalline nature of the substance.

Principal analytical parameters

Assay (as per BVP 2002)	97.5 - 101.0% abs.
Impurities total (as per BVP 2002)	max. 2.0% abs.
Purity (HPLC)
(±)-Cloprostenol	min. 98.0% rel.
15S-(±)-cloprostenol	max. 0.5% rel.
5,6-trans-(±)-cloprostenol	max. 1.0% rel.
Other impurities single	max. 0.1% rel.
Other impurities total	max. 0.4% rel.
Water	max. 3.0% abs

Product quality complies with USP XXVI and EP 2002 for category 2 and 3A of non-sterile products. Complete specification is available upon request.

Storage and stability

The product is stored at temperatures between 15 - 25°C in a dry (desiccator) and dark place. Retest time is 12 months in immediate packaging (broad-necked NALGENE of HDPE) under these conditions.

Use

Cloprostenol is used in veterinary medicine as a luteolytic agent for the induction of estrus and the treatment of reproductive disorders in cattle, swine, and horses.