Prednicarbate
Active form: Prednisolone.
JFDA label: Peitel Cream 0.25%
Mechanism of Action
Agonist of Glucocorticoid receptor — Glucocorticoid receptor agonist
| Target | Action | Gene / class |
|---|---|---|
| Glucocorticoid receptor efficacy | AGONIST | NR3C1 |
Indications
Approved
- Dermatoses
Contraindications
Source: Lexicomp
- Hypersensitivity to prednicarbate or any component of the formulation Documentation of allergenic cross-reactivity for corticosteroids is limited. However, because of similarities in chemical structure and/or pharmacologic actions, the possibility of cross-sensitivity cannot be ruled out with certainty Absolute
Adverse Reactions
Other (3)
Common Dermatologic: Skin atrophy · taut and shiny skin · telangiectasia
Dosing
Source: Lexicomp
Warnings & Precautions
Source: Lexicomp
Adrenal suppression
May cause hypercortisolism or suppression of hypothalamic-pituitary-adrenal (HPA) axis, particularly in younger children or in patients receiving high doses for prolonged periods. HPA axis suppression may lead to adrenal crisis.
Contact dermatitis
Allergic contact dermatitis can occur and it is usually diagnosed by failure to heal rather than clinical exacerbation.
Immunosuppression
Prolonged use of corticosteroids may result in fungal or bacterial superinfection; discontinue if dermatological infection persists despite appropriate antimicrobial therapy.
Kaposi sarcoma
Prolonged treatment with corticosteroids has been associated with the development of Kaposi sarcoma (case reports); if noted, discontinuation of therapy should be considered (Goedert, 2002).
Systemic effects
Topical corticosteroids may be absorbed percutaneously. Absorption of topical corticosteroids may cause manifestations of Cushing syndrome, hyperglycemia, or glycosuria. Absorption is increased by the use of occlusive dressings, application to denuded skin, or application to large surface areas. Disease-related concerns:
Diaper dermatitis
Do not use for diaper dermatitis. Special populations:
Pediatric
Children may absorb proportionally larger amounts after topical application and may be more prone to systemic effects. HPA axis suppression, intracranial hypertension, and Cushing's syndrome have been reported in children receiving topical corticosteroids. Prolonged use may affect growth velocity; growth should be routinely monitored in pediatric patients. Dosage form specific issues:
Petrolatum-based
Avoid contact with latex-containing products; may damage or reduce effectiveness of latex condoms or diaphragms. If contact occurs, throw away latex product. Do not use prednicarbate intravaginally. Other warnings/precautions:
Appropriate use
For topical use only; do not use intravaginally. Avoid contact with eyes, face, underarms, or groin area. Do not use occlusive dressings; discontinue use if irritation occurs.
Pregnancy & Lactation
Pregnancy
Adverse events have been observed in animal reproduction studies. Topical corticosteroids are not recommended for extensive use, in large quantities, or for long periods of time in pregnant women (Koutroulis, 2011; Leachman, 2006).
Lactation
Systemic corticosteroids are excreted in human milk. It is not known if sufficient quantities of prednicarbate are absorbed following topical administration to produce detectable amounts in breast milk. Do not apply topical corticosteroids to nipples; hypertension was noted in a nursing infant exposed to a topical corticosteroid while nursing (Leachman, 2006). The manufacturer recommends that caution be exercised when administering prednicarbate to nursing women.
Monitoring
| Clinical pearl | If HPA axis suppression is suspected, evaluate patient using the following tests: ACTH stimulation test, AM plasma cortisol test, and urinary free cortisol test; growth in children. |
|---|
Chemistry & Properties
| Formula | C27H36O8 |
|---|---|
| Molecular weight | 488.58 g/mol |
| IUPAC name | [2-[(8S,9S,10R,11S,13S,14S,17R)-17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate |
| CAS | 73771-04-7 |
| PubChem CID | 6714002 |
| InChIKey | FNPXMHRZILFCKX-KAJVQRHHSA-N |
| logP | 3.7 (XLogP 4.2) |
| Polar surface area | 116.2 Ų |
| H-bond acceptors / donors | 8 / 1 |
| Drug-likeness (QED) | 0.56 |
| Lipinski violations | 0 |
SMILES
CCOC(=O)O[C@]1(C(=O)COC(=O)CC)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21CBiology & Pharmacokinetics
Pharmacokinetics
| BBB penetrant | Yes |
|---|
Enzyme interactions
| Enzyme | Role | Detail |
|---|---|---|
| CYP2B6 | Inhibitor | — |
| CYP2C8 | Inhibitor | — |
| CYP3A4 | Substrate | — |
Transporters
BCRP (Inhibitor)BSEP (Inhibitor)MRP1 (Inhibitor)OATP1B1 (Inhibitor)OATP1B3 (Inhibitor)P-gp (Inhibitor)P-gp (Substrate)
Registered Products (1)
| Brand | Form / strength | Pack | Agent | Citizen (JOD) |
|---|---|---|---|---|
| Peitel Cream | Cream 0.25 % | 30 g tube | Ibn Rushd Drug Store | 4.150 |