From Wikipedia, the free encyclopedia
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Betamethasone
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| Systematic (IUPAC) name |
| (8S,9R,10S,11S,13S,14S,16S,17R)-9-fluoro- 11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl- 6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro- 3H-cyclopenta[a]phenanthren-3-one |
| Identifiers |
| CAS number |
378-44-9 |
| ATC code |
A07EA04 C05AA05 D07AC01 D07XC01 H02AB01 R01AD06 R03BA04 S01BA06 S01CB04 S02BA07 S03BA03 |
| PubChem |
9782 |
| DrugBank |
APRD00513 |
| ChemSpider |
9399 |
| Chemical data |
| Formula |
C22H29FO5 |
| Mol. mass |
392.461 |
| Pharmacokinetic data |
| Bioavailability |
? |
| Metabolism |
hepatic CYP3A4 |
| Half life |
5.6 hours |
| Excretion |
? |
| Therapeutic considerations |
| Pregnancy cat. |
C(US)
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| Legal status |
℞ Prescription only
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| Routes |
oral or topical |
Betamethasone is a moderately potent glucocorticoid steroid with anti-inflammatory and immunosuppressive properties. Unlike other drugs with these effects, betamethasone does not cause water retention. It is applied as a topical cream, ointment, foam, lotion or gel to treat itching (e.g. from eczema). Betamethasone sodium phosphate is sometimes prescribed as an intramuscular injection (I.M) for itching from various ailments including allergic reactions to poison ivy and similar plants.
The compound is available as a number of ester derivatives: betamethasone dipropionate (branded as Diprosone, Diprolene and others), sodium phosphate and valerate (branded as Betnovate, Celestone and others). In the United States and Canada, betamethasone is mixed with clotrimazole and sold as Lotrisone.
[edit] Indications
Betamethasone is a corticosteroid used to stimulate fetal lung maturation, and to decrease the incidence and mortality from intracranial hemorrhage in premature infants.
It is also used as a topical cream to relieve skin irritation. The tablet form, available in Japan, eradicates eczematous rash within 24 hours, far more rapidly than the ointment.
A cream with 0.05% betamethasone appears effective in treating phimosis in boys, and often averts the need for circumcision.
Betamethasone sodium phosphate is used orally and via injection with the same indications as other steroids.
Betamethasone dipropionate and salicylic acid can be used as a treatment for local psoriasis.
[edit] Side effects
The side effects of betamethasone (as every glucocorticoid) are very severe: diabetes mellitus type 2, insulin resistance, hypogonadism, osteoporosis, depression.[citation needed] While betamethasone is commonly applied topically to treat skin inflammation, persistent application of large quantities may result in a more severe rebound inflammation when the medication is withdrawn, sometimes called "Betnovate face".[citation needed]
[edit] Fetal risk
As it crosses the placenta, which is required for its beneficial effects, it may also be associated with complications, such as hypoglycemia and leucocytosis in newborns exposed in utero.
[edit] References
[edit] External links
Corticosteroids - glucocorticoid/receptor and mineralocorticoid/receptor
(A07EA, C05AA, D07, D10AA, H02, R01AD, R03BA, S01BA, S02B, and S03B) (Endogenous in CAPS) |
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Mineralocorticoids
(3-one, 4-ene,
no FG at 16) |
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Glucocorticoids
(3-one, 4-ene,
11-FG,
17-hydroxy) |
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| Aldosterone antagonists |
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| Synthesis |
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Antidiarrheals, intestinal anti-inflammatory/anti-infective agents (A07) |
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| Intestinal anti-infectives |
Antibiotics ( Neomycin, Nystatin, Natamycin, Streptomycin, Polymyxin B, Paromomycin, Amphotericin B, Kanamycin, Vancomycin, Colistin, Rifaximin)
Sulfonamides (Phthalylsulfathiazole, Sulfaguanidine, Succinylsulfathiazole)
Nitrofuran (Nifuroxazide, Nifurzide)
Imidazole (Miconazole)
Arsenical (Acetarsol)
Oxyquinoline ( Broxyquinoline)
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| Intestinal adsorbents |
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| Antipropulsives (opioids) |
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| Intestinal anti-inflammatory agents |
corticosteroids acting locally ( Prednisolone, Hydrocortisone, Prednisone, Betamethasone, Tixocortol, Budesonide, Beclometasone)
antiallergic agents, excluding corticosteroids (Cromoglicic acid)
aminosalicylic acid and similar agents ( Sulfasalazine, Mesalazine, Olsalazine, Balsalazide)
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| Antidiarrheal micro-organisms |
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| Other antidiarrheals |
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Vasoprotectives (C05) |
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| Antihemorrhoidals for topical use |
corticosteroids ( Hydrocortisone, Prednisolone, Betamethasone, Fluorometholone, Fluocortolone, Dexamethasone, Fluocinolone acetonide, Fluocinonide)
local anesthetics (Lidocaine, Tetracaine, Benzocaine, Cinchocaine, Procaine, Oxetacaine, Pramocaine)
other ( Tribenoside)
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| Antivaricose therapy |
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| Capillary stabilising agents |
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