Hydrocortisone aceponate

Hydrocortisone aceponate is a veterinary corticosteroid that is used in form of creams for the treatment of various dermatoses (skin conditions).[1] It is an ester of hydrocortisone (cortisol) with acetic acid and propionic acid.

See also: hydrocortisone
Hydrocortisone aceponate
Clinical data
Trade namesCortavance
AHFS/Drugs.comMonograph
Routes of
administration		Topical
Drug classCorticosteroid
ATC code
Pharmacokinetic data
MetabolismLiver
Elimination half-life6-8 hours
Identifiers
IUPAC name
  • (11β)-21-(acetyloxy)-11-hydroxy-3,20-dioxopregn-4-en-17-yl propionate
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
ECHA InfoCard100.184.885
Chemical and physical data
FormulaC26H36O7
Molar mass460.6 g·mol−1
3D model (JSmol)
SMILES
  • CCC(=O)O[C@@]1(CC[C@@H]2[C@@]1(C[C@@H]([C@H]3[C@H]2CCC4=CC(=O)CC[C@]34C)O)C)C(=O)COC(=O)C
InChI
  • InChI=1S/C26H36O7/c1-5-22(31)33-26(21(30)14-32-15(2)27)11-9-19-18-7-6-16-12-17(28)8-10-24(16,3)23(18)20(29)13-25(19,26)4/h12,18-20,23,29H,5-11,13-14H2,1-4H3/t18-,19-,20-,23+,24-,25-,26-/m0/s1 N
  • Key:MFBMYAOAMQLLPK-FZNHGJLXSA-N N
 NY (what is this?)  (verify)

Medical Uses

Hydrocortisone aceponate is typically used for skin conditions in veterinary practices for dogs. In this instance, it can be used on acute otitis externa,[2] a bacterial infection causing inflammation of the ear canal, as well as a treatment to itchy skin caused by allergies.[3] Additionally, hydrocortisone aceponate can be used to treat hormonal disorders and immune and allergic disorders.[4] The main use for hydrocortisone aceponate is for atopic skin conditions and acute ear infections. It is shown to help with skin lesions and inflammation that respond to corticosteroids but may have been resistant to other treatments. There have been many[5] double blind tests to see if the benefit-risk ratio is high enough to be useful. It has been approved for veterinary use in Europe[4] for these uses.

Cortavance[3]

Cortavance is the trade name for a veterinary drug used to treat inflamed, itchy skin, typically caused by allergies. Additionally, a small study showed that the drug could be used to treat atopic dermatitis, with the results showing improvements in lesions and dryness. The only active ingredient in Cortavance is hydrocortisone aceponate, which acts to reduce inflammation. Since this is the only active ingredient, Cortavance can be used to study the pharmacological effects and benefits of hydrocortisone aceponate.

Easotic[2]

Easotic is the trade name for a veterinary drug used to treat acute ear infections in dogs. The drug is composed of three active substances: hydrocortisone aceponate, miconazole nitrate and gentamicin. These are used in conjunction hydrocortisone aceponate acts as an anti-inflammatory agent, miconazole nitrate has antifungal properties, and gentamicin is an antibiotic. The drug is used through ear drops and works to kill the foreign agent, prevent further spread, and mitigate symptoms.

Adverse Effects [2][3][4]
  • Inhibition of bone formation
  • Suppression of calcium absorption
  • Delayed wound healing
  • Redness on skin

Chemistry

Hydrocortisone aceponate is a steroid which takes the form of a diester. Because of this special formation, it is effective at low doses and can be used to treat skin conditions. The diester increases transmission of the medicine[3] through the skin and also increases the time that it actually remains in the affected area. Diesters have been proven to respond quicker and more effectively than non-steroid based anti-inflammatory creams.[6]

References
  1. Mukhopadhyay AK, Baghel V (2010). "A study to evaluate the efficacy and safety of hydrocortisone aceponate 0.127% lipophilic cream in steroid responsive dermatoses in Indian patients". Indian Journal of Dermatology, Venereology and Leprology. 76 (5): 591. doi:10.4103/0378-6323.69093. PMID 20827017.
  2. "Easotic". European Medicines Agency. 24 February 2021.
  3. "Cortavance". European Medicines Agency. 24 September 2021.
  4. "Hydrocortisone aceponate". go.drugbank.com. Retrieved 2021-11-29.
  5. "Microsoft Academic". academic.microsoft.com. Archived from the original on November 29, 2021. Retrieved 2021-11-29.
  6. Takahashi, Koichi; Sakano, Hitomi; Numata, Nanako; Kuroda, Shiho; Mizuno, Nobuyasu (November 2002). "Effect of fatty acid diesters on permeation of anti-inflammatory drugs through rat skin". Drug Development and Industrial Pharmacy. 28 (10): 1285–1294. doi:10.1081/ddc-120015362. ISSN 0363-9045. PMID 12476874.


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