Cypionic acid

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Cypionic acid
Cypionic acid.svg
Identifiers
CAS number 140-77-2 YesY
PubChem 8818
ChemSpider 8487
Jmol-3D images Image 1
Properties
Molecular formula C8H14O2
Molar mass 142.20 g mol−1
Density 0.996 g/mL[1]
Melting point 130-132 °C (12 mmHg)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Cypionic acid is a carboxylic acid with the molecular formula C8H14O2. Its salts and esters are known as cypionates or cipionates.

The primary use of cypionic acid is in pharmaceutical formulations. Cypionic acid is used to prepare ester prodrugs which have increased half-lives relative to the parent compound. The lipophilicity of the cypionate group allows the prodrug to be sequestered in fat depots after intramuscular injection.[2] The ester group is slowly hydrolyzed by metabolic enzymes, releasing steady doses of the active ingredient. Examples include testosterone cypionate, hydrocortisone cypionate, and oxabolone cypionate.

References[edit]

  1. ^ 3-Cyclopentylpropionic acid at Sigma-Aldrich
  2. ^ VJ. Stella, W.N A. Charman and V.H. Naringrekar (1985). "Prodrugs: Do They Have Advantages in Clinical Practice?". Drugs 29 (5): 455–473. doi:10.2165/00003495-198529050-00002. PMID 3891303.