55028-72-3

Basic information

• Product Name: Cloprostenol sodium
• Synonyms: 15-EPI CLOPROSTENOL;15(S)-CLOPROSTENOL;16-(3-CHLOROPHENOXY)-9,11,15R-TRIHYDROXY-17,18,19,20-TETRANORPROSTA-5Z,13E-DIEN-1-OIC ACID SODIUM SALT;(+)-16-M-CHLOROPHENOXY TETRANOR PROSTAGLANDIN F2ALPHA SODIUM SALT;7-(2-[4-(3-Chlorophenoxy)-3-hydroxy-1-butenyl]-3,5-dihydroxycyclopentyl)-5-heptenoic acid;(+/-)-16-(3-Chlorophenoxy)-9,11,15R-trihydroxy-17,18,19,20-tetranorprosta-5Z,13E-dien-1-oic acid hydrate sodium salt;(+/-)-Cloprostenol hydrate sodium salt;(5Z)-rel-7-[(1R,2R,3R,5S)-2-[(1E,3R)-4-(3-chlorophenoxy)-3-hydroxy-1-butenyl]-3,5-dihydroxycyclopentyl]-5-heptenoicacidmonosodiumsalt
• CAS NO: 55028-72-3
• Molecular Formula: C22H28ClO6.Na
• Molecular Weight: 446.9
• EINECS: 259-439-3
• Product Categories: Other APIs;Pharmaceutical Raw Materials;Prostaglandins;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 55028-72-3.mol
• Article Data: 0

Chemical Properties

• Melting Point: 68-70 °C
• Boiling Point: 628 °C at 760 mmHg
• Flash Point: 333.6 °C
• Appearance: light brown/solid
• Vapor Pressure: 1.23E-16mmHg at 25°C
• Storage Temp.: −20°C
• Solubility: H2O: >10 mg/mL
• CAS DataBase Reference: Cloprostenol sodium(CAS DataBase Reference)
• NIST Chemistry Reference: Cloprostenol sodium(55028-72-3)
• EPA Substance Registry System: Cloprostenol sodium(55028-72-3)

Safety Data

• Hazard Codes: T
• Statements: 60-22-36/37/38
• Safety Statements: 53-26-36/37/39-45
• WGK Germany: 3
• Hazardous Substances Data: 55028-72-3(Hazardous Substances Data)

Usage

Description

Cloprostenol sodium, also known as Estrumate, is a prostaglandin analog that belongs to the aryl-oxymethyl class. It is the d-enantiomer of Cloprostenol (C587300) and is derived from prostaglandin F2α. Cloprostenol sodium is available as the sodium salt from Bayer Agricultural Division or Bayvet Division of Miles Laboratory, and it is commonly provided as an aqueous solution containing 250 mg/mL.

Uses

Used in Veterinary Medicine:
Cloprostenol sodium is used as a veterinary drug for the dissolution of the corpus luteum in cattle. It plays a crucial role in the reproductive management of livestock, particularly in the synchronization of estrus and the treatment of certain reproductive disorders.
Used in Pharmaceutical Industry:
Cloprostenol sodium is utilized in the pharmaceutical industry for the development of drugs targeting various medical conditions. Its prostaglandin properties make it a valuable compound for research and drug formulation, particularly in the areas of reproductive health and hormone regulation.

Biological Activity

Water-soluble prostaglandin F 2 α (PGF 2 α ) analog; acts as a potent FP receptor agonist (EC 50 = 0.84 nM). Potently inhibits differentiation of adipocyte precursor cells. Luteolytic agent in vivo .

Veterinary Drugs and Treatments

Cloprostenol is approved for use in beef or dairy cattle to induce luteolysis. It is recommended by the manufacturer for unobserved or undetected estrus in cows cycling normally, pyometra or chronic endometritis, expulsion of mummified fetus, luteal cysts, induced abortions after mismating, and to schedule estrus and ovulation for controlled breeding. Cloprostenol has been used in dogs for pregnancy termination and treatment of open pyometra. The use of cloprostenol for pyometra is controversial as some believe dinoprost (PGF2alpha) is more effective and has fewer adverse effects than cloprostenol.

Solubility in water

Soluble in H2O.

InChI:InChI=1/C22H29ClO6.Na/c23-15-6-5-7-17(12-15)29-14-16(24)10-11-19-18(20(25)13-21(19)26)8-3-1-2-4-9-22(27)28;/h1,3,5-7,10-12,16,18-21,24-26H,2,4,8-9,13-14H2,(H,27,28);/q;+1/p-1/b3-1-,11-10+;/t16-,18-,19-,20+,21-;/m1./s1