Budesonide

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[http://crdd.osdd.net/raghava/hmrbase/test_extract.php?db=arun&table=nphormonet&id=1026&show=SHOW-3D Show 3-D Structure]
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{{Drugbox
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| IUPAC_name        = 16,17-(butylidenebis(oxy))-11,21-dihydroxy-, (11-β,16-α)-pregna-1,4-diene-3,20-dione
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| CAS_number        = 51333-22-3
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| CAS_supplemental  =
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| ATC_suffix = EA06
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| ATC_supplemental  = {{ATC|D07|AC09}}, {{ATC|R01|AD05}}, {{ATC|R03|BA02}}
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| PubChem          = 3033890
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| ChemSpiderID      =
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| DrugBank = APRD00442
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| chemical_formula  =C<sub>2</sub><sub>5</sub>H<sub>3</sub><sub>4</sub>O<sub>6</sub>
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| molecular_weight  = 430.53
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| smiles            = CCCC1OC2CC3C4CCC5=CC(=O)C=CC5(C4C(CC3(C2(O1)C(=O)CO)C)O)C
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| synonyms          = Budeson
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| density          =
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| melting_point    = 226(EXP)
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| boiling_point    =
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| solubility        =
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| specific_rotation =
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| sec_combustion    =
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| bioavailability  = 100% (but large first pass effect)
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| protein_bound    = 85-90%
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| metabolism        = Hepatic [[CYP3A4]]
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| elimination_half-life = 2.0-3.6 hours
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| excretion        = Renal, Faecal
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| pregnancy_category=
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| dependency_liability =
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| routes_of_administration =Oral, Nasal, tracheal, rectal
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}}
==Description==
==Description==
A glucocorticoid used in the management of ASTHMA, the treatment of  various skin disorders, and allergic RHINITIS.
A glucocorticoid used in the management of ASTHMA, the treatment of  various skin disorders, and allergic RHINITIS.
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'''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 polyp | 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]].
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==General Properties==
==General Properties==
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<b>*Water Solubility</b>
<b>*Water Solubility</b>
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==Pharmacology==
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Budesonide has a high first pass [[metabolism]]. It has efficacy in the terminal [[ileum]] and the right [[Colon (anatomy)|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.
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==Side Effects==
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Budesonide may cause<ref>[http://www.emedicinehealth.com/budesonide-nasal_aerosol_inhaler/article.htm BUDESONIDE - NASAL AEROSOL INHALER (Rhinocort) side effects, medical uses, and drug interactions<!-- Bot generated title -->]</ref>:
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* nose irritation or burning
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* bleeding or sores in the nose
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* lightheadedness
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* upset stomach
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* cough
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* hoarseness
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* dry mouth
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* rash
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* sore throat
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* bad taste in mouth
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* change in [[mucus]] color
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In addition the following symptoms should be reported immediately:
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* difficulty breathing or swelling of the face
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* white patches in the throat, mouth, or nose
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* irregular menstrual periods
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* severe acne
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* rarely, behavioral changes—when these do occur, they seem to mostly affect children. For citation, see reference above.
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==Recall==
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Pulmicort inhalers were recalled in 2002 because there was concern that they may not always have provided the full dosage.
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==External Links==
==External Links==
*[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=3033890]Pubchem
*[http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=3033890]Pubchem
*[http://www.drugbank.ca/drugs/DB01222]Drugbank
*[http://www.drugbank.ca/drugs/DB01222]Drugbank
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* [http://www.pubpk.org/index.php?title=Budesonide Budesonide Pharmacokinetics - PubPK.org]
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* [http://www.asthma-and-you.com Latest Asthma News!]
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* [http://www.astrazeneca-us.com/pi/entocortec.pdf FDA Label (PDF)]
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* [http://www.nlm.nih.gov/medlineplus/druginfo/medmaster/a601030.html National Institute of Health's Medline about Budesonide]
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[[Categories:Hormones]]
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[[Category:Hormones]]
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[[Category:Glucocorticoids]]
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[[Category:Asthma]]

Current revision

Show 3-D Structure

Budesonide
Systematic (IUPAC) name
16,17-(butylidenebis(oxy))-11,21-dihydroxy-, (11-β,16-α)-pregna-1,4-diene-3,20-dione
Identifiers
CAS number 51333-22-3
ATC code  ?
PubChem 3033890
DrugBank APRD00442
Chemical data
Formula C25H34O6
Mol. mass 430.53
SMILES eMolecules & PubChem
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.


[edit] External Links

Retrieved from "http://277988.efsst.group/drugpedia/index.php/Budesonide"