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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/12/10 10:41:21」(JST)
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Clobetasone
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Systematic (IUPAC) name |
(1R,2S,10S,11S,13S,14R,15S)-14-(2-chloroacetyl)-1-fluoro-14-hydroxy-2,13,15-trimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-3,6-diene-5,17-dione
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Clinical data |
Trade names |
Eumovate |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
Routes of
administration |
topical |
Identifiers |
CAS Number |
54063-32-0 Y |
ATC code |
D07AB01 S01BA09 |
PubChem |
CID: 71387 |
ChemSpider |
64482 Y |
UNII |
LT69WY1J6D Y |
KEGG |
D07717 Y |
Synonyms |
(8S,9R,10S,13S,14S,16S,17R)-17-(2-Chloroacetyl)-9-fluoro-17-hydroxy-10,13,16-trimethyl-7,8,12,14,15,16-hexahydro-6H-cyclopenta[a]phenanthrene-3,11-dione |
Chemical data |
Formula |
C22H26ClFO4 |
Molecular mass |
408.891 g/mol |
SMILES
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ClCC(=O)[C@@]2(O)[C@@H](C)C[C@H]1[C@H]4[C@](F)(C(=O)C[C@@]12C)[C@@]/3(/C(=C\C(=O)\C=C\3)CC4)C
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InChI
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InChI=1S/C22H26ClFO4/c1-12-8-16-15-5-4-13-9-14(25)6-7-19(13,2)21(15,24)17(26)10-20(16,3)22(12,28)18(27)11-23/h6-7,9,12,15-16,28H,4-5,8,10-11H2,1-3H3/t12-,15-,16-,19-,20-,21-,22-/m0/s1 Y
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Key:XXIFVOHLGBURIG-OZCCCYNHSA-N Y
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Y (what is this?) (verify) |
Clobetasone (INN[1]) is a corticosteroid used in dermatology, for treating such skin inflammation as seen in eczema, psoriasis and other forms of dermatitis, and ophthalmology. Topical clobetasone butyrate has shown minimal suppression of the Hypothalamic-pituitary-adrenal axis.[2]
It is available as clobetasone butyrate under the brand names Eumosone or Eumovate[3] both manufactured by GlaxoSmithKline.
Trimovate also contains Oxytetracycline, an antibiotic, and nystatin, an antifungal.[4][5][6]
Contents
- 1 Uses
- 2 Adverse effects
- 3 See also
- 4 References
Uses
In dermatology, topical clobestasone butyrate helps to reduce the itchiness and erythema associated with eczema and dermatitis.[7]
In ophthalmology, clobetasone butyrate 0.1% eye drops have been shown to be safe and effective in the treatment of dry eyes in Sjögren's Syndrome. Sjögren's Syndrome is an autoimmune disorder that affects the moisture producing glands of the body causing many symptoms including dry eyes.[8] When compared to other corticosteroid eye drops; clobetasone butyrate showed only minimal rises in intraocular pressure. Increased pressure within the eye can lead to glaucoma.[9][10][11]
Adverse effects
Side effects associated with clobetasone cream and ointment include: burning, irritation, itching, thinning of the skin, and changes in skin color.[12][13]
See also
References
- ^ United Nations Statistics Division - Classifications Registry - Alphabetical index for HS 2002 Entries starting with 'C' (page 310 of 422)
- ^ Munro, D. D.; Wilson, L (1975). "Clobetasone butyrate, a new topical corticosteroid: Clinical activity and effects on pituitary-adrenal axis function and model of epidermal atrophy". British medical journal 3 (5984): 626–8. PMC 1674413. PMID 1164639.
- ^ Eumovate cream/ointment, NetDoctor.co.uk
- ^ 30g Trimovate Cream Box, GSK
- ^ Medicines.org.uk - Trimovate info
- ^ Trimovate cream, NetDoctor.co.uk
- ^ Euvomate Medication Guide, GlaxoSmithKline
- ^ Aragona, P; Spinella, R; Rania, L; Postorino, E; Sommario, M. S.; Roszkowska, A. M.; Puzzolo, D (2013). "Safety and efficacy of 0.1% clobetasone butyrate eyedrops in the treatment of dry eye in Sjögren syndrome". European Journal of Ophthalmology 23 (3): 368–76. doi:10.5301/ejo.5000229. PMID 23225089.
- ^ Ramsell, T. G.; Bartholomew, R. S.; Walker, S. R. (1980). "Clinical evaluation of clobetasone butyrate: A comparative study of its effects in postoperative inflammation and on intraocular pressure". The British journal of ophthalmology 64 (1): 43–5. doi:10.1136/bjo.64.1.43. PMC 1039346. PMID 6986899.
- ^ Wilhelmus, K. R.; Hunter, P. A.; Rice, N. S. (1981). "Equivalence of topical clobetasone and dexamethasone in experimental corneal allograft rejection". The British journal of ophthalmology 65 (10): 699–701. doi:10.1136/bjo.65.10.699. PMC 1039641. PMID 7032579.
- ^ Eilon, L. A.; Walker, S. R. (1981). "Clinical evaluation of clobetasone butyrate eye drops in the treatment of anterior uveitis and its effects on intraocular pressure". The British journal of ophthalmology 65 (9): 644–7. doi:10.1136/bjo.65.9.644. PMC 1039614. PMID 7028089.
- ^ Clobetason Butyrate, WebMD
- ^ Euvomate Medication Guide, GlaxoSmithKline
Glucocorticoids and antiglucocorticoids (H02)
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Agonists |
Pregnene |
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Pregnenedione |
- Hydrocortisone (cortisol)# (Hydrocortisone aceponate
- Hydrocortisone buteprate
- Hydrocortisone butyrate)
- Budesonide
- Ciclesonide
- Deflazacort
- Medrysone
- Tixocortol
- Halogenated at 6: Cloprednol
- Halogenated, with FG at 16: Halcinonide
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Pregnadiene |
- Rimexolone
- Halogenated, with FG at 16: Flunisolide
- Triamcinolone
- Amcinonide
- Fluocinolone acetonide (Fluocinonide)
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Pregnadienediol |
- Prednisone (Meprednisone)
- Halogenated at 9: Fluorometholone
- Halogenated, with FG at 16: Fluocortolone (Clocortolone
- Diflucortolone
- Fluocortin)
- Desoximetasone
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Pregnadienetriol |
- Prednisolone# (Methylprednisolone
- Methylprednisolone aceponate
- Prednicarbate
- Prednylidene)
- Desonide
- Halogenated: Fluprednisolone (Difluprednate
- Fluperolone)
- Halogenated, with FG at 16: Dexamethasone#
- Betamethasone (Clobetasol
- Clobetasone
- Diflorasone
- Halometasone
- Ulobetasol)
- Beclometasone
- Paramethasone
- Alclometasone
- Fluclorolone acetonide
- Flumetasone
- Fluprednidene
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Pregnatriene |
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Androstene |
- Halogenated, with FG at 16: Fluticasone (Fluticasone propionate
- Fluticasone furoate)
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Others/unsorted |
- Halogenated: Loteprednol
- Halogenated, with FG at 16: Fludroxycortide
- Formocortal
- Mometasone furoate
- Promestriene
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Antagonists /
SGRMs |
- Antagonists: Ketoconazole
- Mifepristone
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Synthesis modifiers |
- Acetoxolone
- Aminoglutethimide
- Carbenoxolone
- Enoxolone
- Ketoconazole
- Metyrapone
- Mitotane
- Trilostane
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-
- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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Index of hormones
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|
Description |
- Glands
- Hormones
- thyroid
- mineralocorticoids
- Physiology
- Development
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Disease |
- Diabetes
- Congenital
- Neoplasms and cancer
- Other
- Symptoms and signs
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Treatment |
- Procedures
- Drugs
- calcium balance
- corticosteroids
- oral hypoglycemics
- pituitary and hypothalamic
- thyroid
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Glucocorticoid signaling
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Receptor
(ligands) |
GR
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Agonists
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Mixed (SEGRAs)
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- Dagrocorat
- Fosdagrocorat
- Mapracorat
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Antagonists
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- 3α-Hydroxytibolone
- 3β-Hydroxytibolone
- Aglepristone
- Asoprisnil
- C108297
- C113176
- CORT-108297
- Cyproterone acetate
- Guggulsterone
- Ketoconazole
- Lilopristone
- LLY-2707
- Miconazole
- Mifepristone
- Onapristone
- Org 34850
- Pregnenolone 16α-carbonitrile
- Spironolactone
- Telapristone
- Tibolone
- Toripristone
- Ulipristal acetate
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|
|
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Enzyme |
Modulators
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- See here instead (modulators of 20,22-desmolase, 17α-hydroxylase/17,20-lyase, 3β-HSD, 11β-HSD, 21-hydroxylase, 11β-hydroxylase, and 18-hydroxylase).
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Others |
Precursors/prohormones
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- Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- Pregnenolone sulfate
- 17-Hydroxypregnenolone
- Progesterone
- 17-Hydroxyprogesterone
- 11-Deoxycorticosterone
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Indirect
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- ACTH (corticotropin)
- CRH
- DHEA
- DHEA sulfate
- Plasma proteins (albumin, transcortin)
- Vasopressin
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|
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See also: Androgenics • Estrogenics • Mineralocorticoids • Progestogenics
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UpToDate Contents
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English Journal
- Pruritic eruption on the chest.
- Chwen CC1.
- The Journal of family practice.J Fam Pract.2014 Nov;63(11):677-9.
- The fact that this patient's rash was limited to his chest provided an important diagnostic clue.
- PMID 25362492
- Uptake and biological effects of synthetic glucocorticoids in common carp (Cyprinus carpio).
- Nakayama K1, Inoue Y2, Ikeda N2, Hashizume N2, Murakami H2, Ishibashi T2, Ikeda H3, Isobe T3, Kitamura S3, Suzuki G4.
- Marine pollution bulletin.Mar Pollut Bull.2014 Aug 30;85(2):370-5. doi: 10.1016/j.marpolbul.2014.01.042. Epub 2014 Jan 31.
- Uptake and biological effects of synthetic glucocorticoids (GCs) were analyzed using common carp (Cyprinus carpio). Fish were exposed to clobetasol propionate (CP) or clobetasone butyrate (CB) individually or in mixture at 1 μg L(-1) for 21 days. Bioconcentration factor (BCF) of CB was calculated a
- PMID 24492153
- Comparative pharmaceutical evaluation of brand and generic clobetasone butyrate ointments.
- Yamamoto Y1, Fukami T2, Koide T3, Onuki Y4, Suzuki T2, Metori K2, Katori N3, Hiyama Y3, Tomono K2.
- International journal of pharmaceutics.Int J Pharm.2014 Mar 10;463(1):62-7. doi: 10.1016/j.ijpharm.2013.12.054. Epub 2014 Jan 7.
- In the present study, we performed comprehensive pharmaceutical evaluation among an original clobetasone butyrate (CLB) ointment product and three generic products. Although spherocrystal images were observed under a polarizing microscope for only Kindavate®, the original product, distribution of a
- PMID 24406671
Japanese Journal
- Magnetic Resonance Imaging of the Phase Separation in Mixed Preparations of Moisturizing Cream and Steroid Ointment after Centrifugation
- クロベタゾン酪酸エステル軟膏の製剤学的評価 : 先発品とジェネリック品との比較
- 製剤機械技術学会誌 = Journal of pharmaceutical machinery and engineering 23(4), 336-341, 2014
- NAID 40020345548
- Liquid chromatography-tandem mass spectrometric assay for clobetasol propionate in human serum from patients with atopic dermatitis
- Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 878(23), 2150-2154, 2010-08-01
- NAID 10028039946
Related Links
- Clobetasone butyrate is a moderately potent topical corticosteroid (topical steroid). About Clobetasone butyrate for inflammatory skin conditions ... Clobetasone butyrate is classed as a moderately potent topical corticosteroid. Topical ...
- Find medical information for Clobetasone Butyrate including its uses, side effects and safety, interactions, pictures, and warnings ... CLOBETASONE BUTYRATE INTERACTIONS Your doctor or pharmacist may already be ...
★リンクテーブル★
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- 英
- clobetasone
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- 酪酸クロベタゾン clobetasone butyrate
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- キングローン、キンダベート、キンダロン、クロベタゾン酪酸エステル、クロベタポロン、パルデス、ピータゾン、ミルドベート
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- 鎮痛,鎮痒,収歛,消炎剤
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- クロベタゾン
[★]
酪酸、酪酸エステル、酪酸塩
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- butanoic acid、butyric acid
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クロベタゾン
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- clobetasone butyrate