クロベタゾール
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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2012/10/02 17:17:17」(JST)
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Clobetasol propionate
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| Systematic (IUPAC) name |
| [17-(2'-chloroacetyl)- 9-fluoro-11-hydroxy-10,13,16-trimethyl- 3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] propanoate |
| Clinical data |
| AHFS/Drugs.com |
monograph |
| Pregnancy cat. |
C (US) |
| Legal status |
℞ Prescription only |
| Routes |
Topical |
| Identifiers |
| CAS number |
25122-46-7 Y |
| ATC code |
D07AD01 |
| PubChem |
CID 32798 |
| DrugBank |
DB01013 |
| ChemSpider |
30399 Y |
| UNII |
779619577M Y |
| ChEBI |
CHEBI:31414 Y |
| ChEMBL |
CHEMBL1159650 Y |
| Chemical data |
| Formula |
C25H32ClFO5 |
| Mol. mass |
466.97 g/mol |
SMILES
- ClCC(=O)[C@]3(OC(=O)CC)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)CC[C@H]4[C@@H]2C[C@@H]3C)C)C
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InChI
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InChI=1S/C25H32ClFO5/c1-5-21(31)32-25(20(30)13-26)14(2)10-18-17-7-6-15-11-16(28)8-9-22(15,3)24(17,27)19(29)12-23(18,25)4/h8-9,11,14,17-19,29H,5-7,10,12-13H2,1-4H3/t14-,17-,18-,19-,22-,23-,24-,25-/m0/s1 Y
Key:CBGUOGMQLZIXBE-XGQKBEPLSA-N Y
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Y (what is this?) (verify)
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Clobetasol propionate (phonetic pronunciation: kloh-BAY-tuh-sall[1]) is a corticosteroid used to treat various skin disorders including eczema and psoriasis. It is also highly effective for contact dermatitis caused by exposure to poison ivy/oak. Clobetasol belongs to US Class I (Europe: class IV) of the corticosteroids, making it one of the most potent available. It comes in shampoo, mousse, ointment and emollient cream presentations. It has very high potency and typically should not be used with occlusive dressings, or for extended continuous use (beyond two weeks). It is also used to treat several auto-immune diseases including alopecia areata, vitiligo and lichen planus (auto immune skin nodules).[2]
Clobetasol propionate is marketed and sold worldwide under numerous names including Clobex, Clob-x (Colombia), Cormax (Watson, US), Pentasol (Colombia), Cosvate (India), Temovate .In Pakistan it is marketed by Glaxosmithkine as " Dermovate".(US), Olux, Tenovate, Dermovate, Dermatovate, Butavate, Movate, Novate.[3]
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Contents
- 1 Forms
- 2 Uses
- 3 Possible side effects
- 4 Pregnancy
- 5 References
- 6 External links
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Forms
- Clobetasol propionate ointment USP 0.05%, supplied in Olux 15 g, 30 g, 45 g, and 60 g tubes.
- Temovate & emollient 0.05%, supplied in 15 g (NDC 0173-0454-01), 30 g (NDC 0173-0454-02) and 60 g (NDC 0173-0454-03) tubes.
- Clobetasol propionate foam 0.05%
- Clobetasol propionate foam 0.10%
- Clobetasol propionate cream 0.05%
- Clobetasol propionate gel 0.05%
- Clobetasol propionate spray 0.05%
- Dermovate cream and ointment, containing clobetasol propionate 0.05% (UK)
- Dermol cream and ointment (NZ)
Uses
Clobetasol propionate is used for the treatment of various skin disorders including eczema, psoriasis, and lichen sclerosus. It is also used to treat several auto-immune diseases including alopecia areata, vitiligo, lichen planus (auto immune skin nodules), and mycosis fungoides (T-cell skin lymphoma).
Possible side effects
- Osteoporosis
- Acneiform eruptions
- Allergic contact dermatitis
- Burning sensation
- Cracking and fissuring
- Cushing's syndrome
- Dizziness
- Dryness
- Erythema
- Glaucoma
- Folliculitis
- Hypertrichosis
- Hypopigmentation
- Itching
- Irritation
- Lichen sclerosis (of vulva)
- Numbness of fingers
- Perioral dermatitis
- Pruritus
- Secondary infection
- Skin atrophy
- Skin maceration
- Stinging [disambiguation needed]
- Striae
- Telangiectasia[4]
Pregnancy
According to the California Environmental Protection Agency, clobetasol propionate should not be used by pregnant women, or women expecting to become pregnant soon, as studies with rats shows a risk of birth defects:[5]
"Studies in the rat following oral administration at dosage levels up to 50 mg/kg per day revealed that the females exhibited an increase in the number of resorbed embryos and a decrease in the number of living fetuses at the highest dose. Pregnancy: Teratogenic Effects (i.e., possibility of causing abnormalities in fetuses): Pregnancy Category C: Clobetasol propionate has not been tested for teratogenicity when applied topically; however, it is absorbed percutaneously, and when administered subcutaneously it was a significant teratogen in both the rabbit and mouse. Clobetasol propionate has greater teratogenic potential than steroids that are less potent.There are no adequate and well-controlled studies of the teratogenic effects of clobetasol propionate in pregnant women. Temovate Cream and Ointment should be used during pregnancy only if the potential benefit justifies the potential risk to the fetus."
References
- ^ Clobetasol Propionate Topical Ointment 0.05% Information - Drug Encyclopedia
- ^ CLOBETASOL PROPIONATE CREAM USP, 0.05% CLOBETASOL PROPIONATE OINTMENT USP, 0.05%
- ^ • Ulotka Novate / Clobetasoli propionas - leki i suplementy diety, dawkowanie, skład, zastosowanie, opis - DOZ.pl
- ^ Temovate E Top Precautions and Side Effects
- ^ Chemicals Under Consideration For Possible Listing Via The "Formally Required To Be Labeled Or Identified" Mechanism, Office of Environmental Health Hazard Assessment, California Environmental Protection Agency
External links
- Material Safety Data Sheet(MSDS)
- Manufacturers Product Information Sheet
- Manufacturers Product Web Page
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Corticosteroids – glucocorticoids and mineralocorticoids (H02)
(also A07EA, C05AA, D07, D10AA, R01AD, R03BA, S01BA, S02B, and S03B)
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Mineralocorticoids
(3-one, 4-ene,
no FG at 16) |
- Pregnenedione: ALDOSTERONE
- 11-DEOXYCORTICOSTERONE
- HALOGENATED AT 9: Fludrocortisone
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Glucocorticoids
(3-one, 4-ene,
11-FG,
17-hydroxy) |
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Pregnene
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Pregnenedione
(+20-one)
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- 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 (+1-ene)
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- Rimexolone
- HALOGENATED, WITH FG AT 16: Flunisolide
- Triamcinolone
- Amcinonide
- Fluocinolone acetonide (Fluocinonide)
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Pregnadienediol
(+21-hydroxy)
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- Prednisone (Meprednisone)
- HALOGENATED AT 9: Fluorometholone
- HALOGENATED, WITH FG AT 16: Fluocortolone (Clocortolone
- Diflucortolone
- Fluocortin)
- Desoximetasone
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Pregnadienetriol
(+11-hydroxy)
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- 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
(+2-ene)
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Androstene
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- HALOGENATED, WITH FG AT 16: Fluticasone (Fluticasone propionate
- Fluticasone furoate)
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Other/ungrouped
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- HALOGENATED: Loteprednol
- HALOGENATED, WITH FG AT 16: Fludroxycortide
- Formocortal
- Mometasone furoate
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| Aldosterone antagonists |
- Spironolactone
- Eplerenone
- Potassium canrenoate
- Canrenone
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| Synthesis modifiers |
- Trilostane
- Carbenoxolone
- Aminoglutethimide
- Metyrapone
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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noco(d)/cong/tumr, sysi/epon
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proc, drug (A10/H1/H2/H3/H5)
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Glucocorticoids
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| Receptor |
|
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Enzyme
(inhibitors) |
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20,22-Desmolase
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- 22-ABC
- 3,3′-Dimethoxybenzidine
- 3-Methoxybenzidine
- Aminoglutethimide
- Cyanoketone
- Danazol
- Etomidate
- Mitotane
- Trilostane
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17α-Hydroxylase,
17,20-Lyase
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- 22-ABC
- 22-Oxime
- Abiraterone
- Bifonazole
- Clotrimazole
- Cyanoketone
- Cyproterone
- Danazol
- Econazole
- Galeterone
- Gestrinone
- Isoconazole
- Ketoconazole
- L-39
- Liarozole
- LY-207,320
- MDL-27,302
- Miconazole
- Mifepristone
- Orteronel
- Pioglitazone
- Rosiglitazone
- Spironolactone
- Stanozolol
- SU-10,603
- TGF-β
- Tioconazole
- Troglitazone
- VN/87-1
- YM116
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3β-HSD
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- 4-MA
- Azastene
- Cyanoketone
- Danazol
- Epostane
- Genistein
- Gestrinone
- Metyrapone
- Norethisterone
- Oxymetholone
- Pioglitazone
- Rosiglitazone
- Trilostane
- Troglitazone
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21-Hydroxylase
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- Aminoglutethimide
- Amphenone B
- Bifonazole
- Clotrimazole
- Diazepam
- Econazole
- Genistein
- Isoconazole
- Ketoconazole
- Metyrapone
- Miconazole
- Midazolam
- Tioconazole
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11β-Hydroxylase
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- Aminoglutethimide
- Canrenone
- Etomidate
- Fadrozole
- FETO
- Ketoconazole
- Metomidate
- Metyrapone
- Mitotane
- Potassium canrenoate
- Spironolactone
- Trilostane
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18-Hydroxylase
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- Aminoglutethimide
- Canrenone
- FAD286
- Fadrozole
- Ketoconazole
- LCI699
- Metyrapone
- Mespirenone
- Potassium canrenoate
- Spironolactone
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| Other |
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Endogenous
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- Glucocorticoids: Corticosterone
- Cortisone
- Cortodoxone/Deoxycortisol
- Hydrocortisone/Cortisol
- Antiglucocorticoids: 17-Hydroxyprogesterone
- Deoxycorticosterone
- Pregnenolone
- Progesterone
- Precursors: Cholesterol
- 22R-Hydroxycholesterol
- 20α,22R-Dihydroxycholesterol
- Pregnenolone
- 17-Hydroxypregnenolone
- 17-Hydroxyprogesterone
- Progesterone
- Deoxycorticosterone
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Indirect
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- ACTH/Corticotropin
- CRH
- DHEA
- DHEA sulfate
- Plasma proteins (Transcortin, Albumin)
- Vasopressin
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Procedures
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- Adrenalectomy
- Hypophysectomy
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UpToDate Contents
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English Journal
- Topical tacrolimus does not negatively impact acute skin wound healing.
- Namkoong S, Chung J, Yoo J, Jung M, Gye J, Kim JS, Kim JY, Ahn SK, Park BC, Kim MH, Hong SP.SourceDepartment of Dermatology, College of Medicine, Dankook University, Cheonan, Korea.
- Experimental dermatology.Exp Dermatol.2013 May;22(5):369-71. doi: 10.1111/exd.12131.
- Despite the increasing use of topical tacrolimus, there is little information about its effect on skin wound healing. To determine effects on acute cutaneous wound healing, two full-thickness skin wounds were imparted on the backs of 45 hairless mice, which were then divided into vehicle-, topical t
- PMID 23614749
- A multi-centre audit on genital Lichen sclerosus in the North West of England.
- Raj G, Bell HK.SourceLanarkshire centre for Dermatology, Glasgow, UK.
- Journal of the European Academy of Dermatology and Venereology : JEADV.J Eur Acad Dermatol Venereol.2013 Apr 26. doi: 10.1111/jdv.12173. [Epub ahead of print]
- BACKGROUND: Guidelines for the management of genital Lichen sclerosus (LS) have recently been updated.OBJECTIVE: To look at the audit points suggested by the updated guidelines: performance of biopsies in active LS not responding to treatment; clear follow-up arrangements for patients with active di
- PMID 23617714
Japanese Journal
- ステロイド軟膏と保湿剤の併用による塗布順序が及ぼす局所および全身性副作用への影響
- 大谷 道輝,松元 美香,野澤 茜,山村 喜一,江藤 隆史
- 日本皮膚科学会雑誌 123(14), 3117-3122, 2013
- ステロイド外用剤と保湿剤併用時の塗布順序と効果や副作用の関係については報告がほとんどないことから，皮膚科医や薬剤師は塗布順序を経験的に指示している．ステロイドの軟膏と保湿剤の併用について，ヘアレスラットを用いて塗布順序の副作用への影響を調べた．副作用の指標として，体重，脾臓重量，副腎重量および皮膚の厚さを調べた．混合した製剤も塗布順序と比較した．ステロイド外用剤はクロベタゾールプロピオン酸エステル …
- NAID 130004702056
- 右拇指にのみ皮膚病変が限局した Hallopeau 稽留性肢端皮膚炎の 1 例
- 内海 大介,仲村 郁心,山口 さやか,眞鳥 繁隆,宮城 拓也,苅谷 嘉之,高橋 健造,上里 博
- 西日本皮膚科 75(4), 304-308, 2013
- 74 歳，男性。約 5 年前より特に誘因なく右拇指の爪甲が肥厚し，同爪甲下に膿疱が出没を繰り返していた。近医皮膚科にて爪白癬と診断され，抗真菌薬の外用，内服治療を受けていたが，症状が改善しなかったため当科を紹介され受診した。病変は右拇指の 1 指のみに限局し，右拇指末端の腫脹，爪甲の肥厚および粗造化，爪甲下膿疱，爪周囲の紅斑，落屑を認めた。複数回の爪甲の真菌直接鏡検，真菌培養検査はいずれも陰性であ …
- NAID 130004475534
- 実験動物を用いた色彩色差計によるステロイド局所適用による皮膚蒼白化反応の評価
- ISHII Hiroshi,FUJINO Konomi,TODO Hiroaki [他],SUGIBAYASHI Kenji
- Experimental animals 61(2), 147-156, 2012-04-01
- … Hydrophilic creams containing clobetasol propionate (CP) or prednisolone (PS) were selected as model steroid formulations. …
- NAID 10030555926
Related Links
- Keep all appointments with your doctor. Clobetasol is for external use only. Do not let clobetasol get into your eyes, nose, or mouth, and do not swallow it. Do not apply dressings, bandages, cosmetics, lotions, or other ...
- ※この商品に関係するニュース記事へのリンクがページ最下部にあります。 「有効成分」 プロピオン酸クロベタゾール(Clobetasol Propionate) 「同一成分含有商品」 テノベートクリーム 0.05% 30g (30gチューブ) 1150 円 Tenovate Cream ...
Related Pictures
★リンクテーブル★
[★]
- 英
- clobetasol
- 化
- プロピオン酸クロベタゾール clobetasol propionate、クロベタゾールプロピオン酸エステル
- 商
- グリジール、クロベタゾールプロピオン酸エステル、ソルベガ、デルスパート、デルトピカ、デルモベート、マイアロン、マハディ
- 関
- 糖質コルチコイド。鎮痛，鎮痒，収歛，消炎剤
[★]
クロベタゾール。プロピオン酸クロベタゾール