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(±)-Cloprostenol sodium salt

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(±)-Cloprostenol sodium salt Basic information

Product Name:
(±)-Cloprostenol sodium salt
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
  • (5Z)-rel-Cloprostenol SodiuM
  • DL-Cloprostenol sodiuM
  • (+/-)-16-(3-Chlorophenoxy)-9,11,15R-trihydroxy-17,18,19,20-tetranorprosta-5Z,13E-dien-1-oic acid hydrate sodium salt
CAS:
55028-72-3
MF:
C22H30ClNaO6
MW:
448.92
EINECS:
259-439-3
Product Categories:
  • Other APIs
  • Pharmaceuticals
  • Pharmaceutical Raw Materials
  • Prostaglandins
  • Chiral Reagents
  • Intermediates & Fine Chemicals
Mol File:
55028-72-3.mol
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(±)-Cloprostenol sodium salt Chemical Properties

Melting point:
68-70 °C
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
solubility 
H2O: >10 mg/mL
form 
solid
color 
light brown
InChIKey
IFEJLMHZNQJGQU-KXXGZHCCSA-M
CAS DataBase Reference
55028-72-3(CAS DataBase Reference)
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Safety Information

Hazard Codes 
T
Risk Statements 
60-22-36/37/38
Safety Statements 
53-26-36/37/39-45
WGK Germany 
3
HS Code 
2937500000
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(±)-Cloprostenol sodium salt Usage And Synthesis

Description

±)-Cloprostenol sodium salt is the d-enantiomer of Cloprostenol (C587300), an aryl-oxymethyl analog of prostaglandin F2α.

Uses

(±)-Cloprostenol sodium salt is a prostaglandin that dissolves the corpus luteum of cattle and is used as a veterinary drug.

brand name

Estrumate(Bayer Animal Health).

General Description

Cloprostenol sodium (Estrumate)is available as the sodium salt from Bayer AgriculturalDivision or Bayvet Division of Miles Laboratory as an aqueoussolution containing 250 mg/mL.

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 .

Side effects

A low incidence of clostridial and other infections at the injection site has been reported following prostaglandin administration. Treated animals should be closely observed post injection and appropriate antibiotic therapy initiated at the first sign(s) of infection.
Very rarely, anaphylactic reactions have occurred after administration of the product. Overdose: At 50 and 100 times the recommended dose of cloprostenol mild side effects may be detected. These include increased uneasiness, mild transient diarrhea, slight frothing, and milk letdown.

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.

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