Cypionic acid, also known as cyclopentylpropionic acid, is an aliphatic carboxylic acid with the molecular formula C8H14O2. Its salts and esters are known as cypionates or cipionates.
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Names | |
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Preferred IUPAC name
3-Cyclopentylpropanoic acid | |
Other names
3-Cyclopentylpropionic acid; 3-Cyclopentanepropionic acid; Cypionate; Cipionate | |
Identifiers | |
3D model (JSmol) |
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ChemSpider | |
ECHA InfoCard | 100.004.940 |
PubChem CID |
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UNII | |
CompTox Dashboard (EPA) |
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Properties | |
C8H14O2 | |
Molar mass | 142.198 g·mol−1 |
Appearance | Liquid |
Density | 0.996 g/mL[1] |
Melting point | 12 °C (54 °F; 285 K) |
Boiling point | 130 to 133 @12mmHg |
Hazards | |
Flash point | 122 ± 9.8 °C |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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, estradiol cypionate, hydrocortisone cypionate, oxabolone cipionate, and mesterolone cypionate.
References
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