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词条 Hydrocortisone
释义

  1. Pharmacology

     Protein binding 

  2. Chemistry

  3. See also

  4. References

{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 464366483
| IUPAC_name = (11β)-11,17,21-trihydroxypregn-4-ene-3,20-dione
| image = Cortisol2.svg
| width = 225
| image2 = Cortisol-3D-balls.png
| pregnancy_AU = A
| pregnancy_US = C
| legal_US = OTC
| legal_US_comment = for topical administration; Rx-only for tablets by mouth, rectal use and intravenous therapy
| legal_UK = POM;
| legal_UK_comment = OTC for topical administration;
| legal_AU = S4
| routes_of_administration =By mouth (tablets), intravenous, topical, rectal
| Drugs.com = {{drugs.com|monograph|hydrocortisone}}
| tradename = A-hydrocort, Cortef, Solu-cortef, others[1]
| MedlinePlus = a682206
| licence_US = Hydrocortisone
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 50-23-7
| ATC_prefix = A01
| ATC_suffix = AC03
| ATC_supplemental = {{ATC|A07|EA02}} {{ATC|C05|AA01}} {{ATC|D07|AA02}} {{ATC|H02|AB09}} {{ATC|S01|BA02}} {{ATC|S02|BA01}}
| PubChem = 5754
| DrugBank_Ref = {{drugbankcite|changed|drugbank}}
| DrugBank = DB00741
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 5551
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = WI4X0X7BPJ
| KEGG_Ref = {{keggcite|correct|kegg}}
| KEGG = D00088
| ChEBI_Ref = {{ebicite|correct|EBI}}
| ChEBI = 17650
| ChEMBL_Ref = {{ebicite|correct|EBI}}
| ChEMBL = 389621
| C=21 | H=30 | O=5
| molecular_weight = 362.460 g/mol
| smiles = O=C4\\C=C2/[C@]([C@H]1[C@@H](O)C[C@@]3([C@@](O)(C(=O)CO)CC[C@H]3[C@@H]1CC2)C)(C)CC4
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C21H30O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-16,18,22,24,26H,3-8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = JYGXADMDTFJGBT-VWUMJDOOSA-N
| synonyms = Cortisol; 11β,17α,21-Trihydroxypregn-4-ene-3,20-dione
| drug_name=|alt=|caption=|type=|legal_status=|licence_EU=yes|pregnancy_category=|legal_AU_comment=For oral use. S3(Pharmacist only medication) for 1% topical preparations. S2(Pharmacy medicine) for 0.5% topical preparations.
}}Hydrocortisone is the name for the hormone cortisol when supplied as a medication.[1] Uses include conditions such as adrenocortical insufficiency, adrenogenital syndrome, high blood calcium, thyroiditis, rheumatoid arthritis, dermatitis, asthma, and COPD.[2] It is the treatment of choice for adrenocortical insufficiency.[4] It can be given by mouth, topically, or by injection.[2] Stopping treatment after long-term use should be done slowly.[2]

Side effects may include mood changes, increased risk of infection, and swelling.[2] With long-term use common side effects include osteoporosis, upset stomach, physical weakness, easy bruising, and yeast infections.[2] While used, it is unclear if it is safe during pregnancy.[3] It works as an antiinflammatory and by immune suppression.[2]

Hydrocortisone was patented in 1936 and approved for medical use in 1941.[4] It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system.[5] It is available as a generic medication.[2] The wholesale cost in the developing world is about 0.27 USD per day as of 2014 for the form taken by mouth.[6] In the United States, it costs less than 25 USD for a typical month of treatment.[7] In 2016, it was the 143rd most prescribed medication in the United States, with more than 4 million prescriptions.[8]

Pharmacology

Hydrocortisone is the pharmaceutical term for cortisol used in oral administration, intravenous injection, or topical application. It is used as an immunosuppressive drug, given by injection in the treatment of severe allergic reactions such as anaphylaxis and angioedema, in place of prednisolone in patients needing steroid treatment but unable to take oral medication, and perioperatively in patients on long-term steroid treatment to prevent Addisonian crisis. It may also be injected into inflamed joints resulting from diseases such as gout.

Compared to hydrocortisone, prednisolone is about four times as strong and dexamethasone about forty times as strong in their anti-inflammatory effect.[9] Prednisolone can also be used as cortisol replacement, and at replacement dose levels (rather than anti-inflammatory levels), prednisolone is about eight times more potent than cortisol.[10] For side effects, see corticosteroid and prednisolone.

It may be used topically for allergic rashes, eczema, psoriasis, itching and other inflammatory skin conditions. Topical hydrocortisone creams and ointments are available in most countries without prescription in strengths ranging from 0.05% to 2.5% (depending on local regulations) with stronger forms available by prescription only. Covering the skin after application increases the absorption and effect. Such enhancement is sometimes prescribed, but otherwise should be avoided to prevent overdose and systemic impact.

Protein binding

Most serum cortisol (all but about 4%) is bound to proteins, including corticosteroid binding globulin (CBG) and serum albumin. Free cortisol passes easily through cellular membranes, where they bind intracellular cortisol receptors.[11]

Chemistry

Hydrocortisone, also known as 11β,17α,21-trihydroxypregn-4-ene-3,20-dione, is a naturally occurring pregnane steroid.[12]

See also

  • List of corticosteroids

References

1. ^{{cite book|last1=Becker|first1=Kenneth L.|title=Principles and Practice of Endocrinology and Metabolism|date=2001|publisher=Lippincott Williams & Wilkins|isbn=9780781717502|page=762|url=https://books.google.ca/books?id=FVfzRvaucq8C&pg=PA762|language=en|deadurl=no|archiveurl=https://web.archive.org/web/20160914013845/https://books.google.ca/books?id=FVfzRvaucq8C&pg=PA762|archivedate=2016-09-14|df=}}
2. ^{{cite web|title=Hydrocortisone|url=https://www.drugs.com/monograph/hydrocortisone.html|website=Drugs.com|publisher=American Society of Health-System Pharmacists|accessdate=30 August 2016|date=February 9, 2015|deadurl=no|archiveurl=https://web.archive.org/web/20160920063137/https://www.drugs.com/monograph/hydrocortisone.html|archivedate=20 September 2016|df=}}
3. ^{{cite web|title=Hydrocortisone Pregnancy and Breastfeeding Warnings|url=https://www.drugs.com/pregnancy/hydrocortisone.html|website=Drugs.com|accessdate=1 September 2016|deadurl=no|archiveurl=https://web.archive.org/web/20160920090158/https://www.drugs.com/pregnancy/hydrocortisone.html|archivedate=20 September 2016|df=}}
4. ^{{cite book |last1=Fischer |first1=Jnos |last2=Ganellin |first2=C. Robin |title=Analogue-based Drug Discovery |date=2006 |publisher=John Wiley & Sons |isbn=9783527607495 |page=484 |url=https://books.google.ca/books?id=FjKfqkaKkAAC&pg=PA484 |language=en}}
5. ^{{cite web|title=WHO Model List of Essential Medicines (19th List)|url=http://www.who.int/medicines/publications/essentialmedicines/EML_2015_FINAL_amended_NOV2015.pdf?ua=1|work=World Health Organization|accessdate=8 December 2016|date=April 2015|deadurl=no|archiveurl=https://web.archive.org/web/20161213052708/http://www.who.int/medicines/publications/essentialmedicines/EML_2015_FINAL_amended_NOV2015.pdf?ua=1|archivedate=13 December 2016|df=}}
6. ^{{cite web|title=Hydrocortisone|url=http://mshpriceguide.org/en/single-drug-information/?DMFId=1422&searchYear=2014|website=International Drug Price Indicator Guide|accessdate=1 September 2016}}
7. ^{{cite book|last1=Hamilton|first1=Richart|title=Tarascon Pocket Pharmacopoeia 2015 Deluxe Lab-Coat Edition|date=2015|publisher=Jones & Bartlett Learning|isbn=9781284057560|page=202}}
8. ^{{cite web |title=The Top 300 of 2019 |url=https://clincalc.com/DrugStats/Top300Drugs.aspx |website=clincalc.com |accessdate=22 December 2018}}
9. ^{{cite web|title=Dexamethasone|url=https://www.drugs.com/pro/dexamethasone.html|publisher=drugs.com|accessdate=14 June 2013|deadurl=no|archiveurl=https://web.archive.org/web/20130621041355/http://www.drugs.com/pro/dexamethasone.html|archivedate=21 June 2013|df=}}
10. ^{{Cite journal|last=Caldato|first=Milena C. F.|last2=Fernandes|first2=Vânia T.|last3=Kater|first3=Claudio E.|date=2004-10-01|title=One-year clinical evaluation of single morning dose prednisolone therapy for 21-hydroxylase deficiency|journal=Arquivos Brasileiros de Endocrinologia e Metabologia|volume=48|issue=5|pages=705–712|doi=10.1590/S0004-27302004000500017|issn=0004-2730|pmid=15761542}}
11. ^{{cite book |vauthors=Boron WF, Boulpaep EL | title = Medical Physiology | edition = 2nd | publisher = Saunders | location = Philadelphia | year = 2011 | pages = | isbn = 1-4377-1753-5 }}
12. ^{{cite book|author=J. Elks|title=The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies|url=https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA316|date=14 November 2014|publisher=Springer|isbn=978-1-4757-2085-3|pages=316|deadurl=no|archiveurl=https://web.archive.org/web/20170908213347/https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA316|archivedate=8 September 2017|df=}}
{{Glucocorticoids and antiglucocorticoids}}{{Glucocorticoid receptor modulators}}{{portal bar|Pharmacy and pharmacology|Medicine}}

4 : Glucocorticoids|Pregnanes|World Health Organization essential medicines|RTT

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