Budesonide
From DrugPedia: A Wikipedia for Drug discovery
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| Budesonide
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| Systematic (IUPAC) name | |
| 16,17-(butylidenebis(oxy))-11,21-dihydroxy-, (11-β,16-α)-pregna-1,4-diene-3,20-dione | |
| Identifiers | |
| CAS number | |
| ATC code | ? |
| PubChem | |
| DrugBank | |
| Chemical data | |
| Formula | C25H34O6 |
| Mol. mass | 430.53 |
| SMILES | & |
| Synonyms | Budeson |
| Physical data | |
| Melt. point | 226(EXP) °C |
| Pharmacokinetic data | |
| Bioavailability | 100% (but large first pass effect) |
| Protein binding | 85-90% |
| Metabolism | Hepatic CYP3A4 |
| Half life | 2.0-3.6 hours |
| Excretion | Renal, Faecal |
| Therapeutic considerations | |
| Pregnancy cat. |
? |
| Legal status | |
| Routes | Oral, Nasal, tracheal, rectal |
Contents |
[edit] Description
A glucocorticoid used in the management of ASTHMA, the treatment of various skin disorders, and allergic RHINITIS.
Budesonide is a glucocorticoid steroid for the treatment of asthma, non-infectious rhinitis (including hay fever and other allergies), and for treatment and prevention of nasal polyposis. Additionally, it is used for inflammatory bowel disease. It is marketed by AstraZeneca as a nasal inhalation with the brand name Rhinocort (in Denmark, as Rhinosol), as an oral inhalation with the brand name Pulmicort, and as an enema and a modified-release capsule with the brand name Entocort. It is also sold in combination with formoterol (Oxis) in a single inhaler, with the brand name Symbicort.
[edit] General Properties
*Molecular Weight
430.53
*Molecular Formula
C25H34O6
*IUPAC NAME
*Canonical Smiles
CCCC1OC2CC3C4CCC5=CC(=O)C=CC5(C4C(CC3(C2(O1)C(=O)CO)C)O)C
*Isomeric Smiles
CCCC1O[C@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@@]5([C@H]4[C@H](C[C@@]3([C@@]2(O1)C(=O)CO)C)O)C
[edit] PhysioChemical Properties
*Melting Point
226(EXP)
*LogP
2.18(EST)
*Water Solubility
[edit] Pharmacology
Budesonide has a high first pass metabolism. It has efficacy in the terminal ileum and the right colon. Budesonide in comparison with prednisolone has been associated with fewer bone density losses and unlike other corticosteroids has little influence on the hypothalamic-pituitary-adrenal axis which also limit the need of tapering before discontinuation. Overall, it has a lower incidence of systemic manifestations than similar medications.
[edit] Side Effects
Budesonide may cause<ref>BUDESONIDE - NASAL AEROSOL INHALER (Rhinocort) side effects, medical uses, and drug interactions</ref>:
- nose irritation or burning
- bleeding or sores in the nose
- lightheadedness
- upset stomach
- cough
- hoarseness
- dry mouth
- rash
- sore throat
- bad taste in mouth
- change in mucus color
In addition the following symptoms should be reported immediately:
- difficulty breathing or swelling of the face
- white patches in the throat, mouth, or nose
- irregular menstrual periods
- severe acne
- rarely, behavioral changes—when these do occur, they seem to mostly affect children. For citation, see reference above.
[edit] Recall
Pulmicort inhalers were recalled in 2002 because there was concern that they may not always have provided the full dosage.
