基本情報
- CAS
2135-17-3- 標準SMILES
C[C@@H]1C[C@H]2[C@@H]3C[C@H](F)C4=CC(=O)C=C[C@]4(C)[C@@]3(F)[C@@H](O)C[C@]2(C)[C@@]1(O)C(=O)CO- InChIKey
WXURHACBFYSXBI-GQKYHHCASA-N- 分子式
- C22H28F2O5
- 平均分子量
- 410.5 g/mol
- 単同位体質量
- 410.19048031
概要
Flumethasone is a primary alpha-hydroxy ketone, a tertiary alpha-hydroxy ketone, a glucocorticoid, a 17alpha-hydroxy steroid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid, a fluorinated steroid and a 3-oxo-Delta(1),Delta(4)-steroid. It has a role as an anti-inflammatory drug. It derives from a hydride of a pregnane.
名称と識別子
- 優先名称
- Flumethasone
- IUPAC
- (6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13,16-trimethyl-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-3-one
- 現地名
- フルメタゾン
- 英語名
- Flumethasone
- 分子式
- C22H28F2O5
- 分子量
- 410.45
名称と別名
flumethasone2135-17-3FlumetasoneFlucortFlumetasonaFlumetasonumFluorodexamethasoneDTXSID20453656alpha,9-Difluoro-11beta,17,21-trihydroxy-16alpha-methylpregna-1,4-diene-3,20-dioneBimasoneFlucort TabletsFlucort Solution
名称をさらに表示
アニプリムフルメタソンフルメタゾンメタゴン6α,9-ジフルオロ-11β,17,21-トリヒドロキシ-16α-メチルプレグナ-1,4-ジエン-3,20-ジオンコルテキシラールアナプリムフルコルチシン6α,9-ジフルオロ-16α-メチルプレドニソロンフルベット(1R,2R,3aS,3bS,5S,9aS,9bR,10S,11aS)-5,9b-ジフルオロ-1,10-ジヒドロキシ-1-(2-ヒドロキシアセチル)-2,9a,11a-トリメチル-1H,2H,3H,3aH,3bH,4H,5H,7H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-7-オンfluvetrs-2177ANIPRIMEanaprimemethagonCORTEXILARha-methyl-
U-10974LR3CD8SX89Anaprime Suspensionflumethasoni pivalasNSC-54702U-10,974DTXCID0025365CHEBI:34764
物性
構造計算による物性
- XLogP
- 1.9
- 極性表面積
- 94.8 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 7
- 回転可能結合数
- 2
- 重原子数
- 29
- 形式電荷
- 0
- 複雑度
- 839
実験および物理化学的性質
Drugs
Pharmaceuticals -> Antibiotics
Pharmaceuticals -> Listed in ZINC15
LogP1.94
Human DrugsPharmaceuticals
Animal DrugsFDA approved animal drugs -> Active ingredient
Collision Cross Section
213.7 Ų [M+Na]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
193.2 Ų [M+H]+ [CCS Type: TW]
189.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
191.31 Ų [M+H]+
物理化学的性質
- 融点
- 237 · 237-240°C
- 沸点
- 569.8 · 569.8±50.0 °C(Predicted)
- 比重(密度)
- 1.1621 · 1.1621 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 10 mg/mL · 酢酸：可溶10mg/mL
- 外見
- 個体
- 酸解離定数(Pka)
- 11.98 · 11.98±0.70(Predicted)
- 色
- 白い
- 水溶解度
- 1 mg/L · 1mg/L(20℃)
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H351 (89.1%): Suspected of causing cancer [Warning Carcinogenicity]
P203, P280, P318, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 8 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory Information
REACH registered substance: Flumetasone (EC: 218-370-9)
Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,17,21-trihydroxy-16-methyl-, (6.alpha.,11.beta.,16.alpha.)-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - Pregna-1,4-diene-3,20-dione, 6,9-difluoro-11,17,21-trihydroxy-16-methyl-, (6.alpha.,11.beta.,16.alpha.)-: Human health tier I assessment
Hazard Classes and CategoriesCarc. 2 (89.1%)
安全データ
- wgk
- 3
- rtecs
- TU3832000
- hs_code
- 29144000
- risk_code
- 40
- 化審法
- (9)-2154
- hazard_code
- Xn
- safety_code
- 22-36
- Hazard Classifications
- Carc. 2
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
D - Dermatologicals
D - Dermatologicals
QD - Dermatologicals
QH - Systemic hormonal preparations, excl. sex hormones and insulin
QD - Dermatologicals
Pharmacodynamics
Flumethasone pivalate is a moderately potent difluorinated corticosteroid ester with anti-inflammatory, antipruritic and vasoconstrictive properties. As it is a privalate salt, its anti-inflammatory action is concentrated at the site of application. This local effect on diseased areas results in a prompt decrease in inflammation, exudation and itching.
Mechanism of Action
Flumethasone is a glucocorticoid receptor agonist. This complex binds to the nucleus causing a variety of genetic activation and repressions. The antiinflammatory actions of corticosteroids are thought to involve lipocortins, phospholipase A2 inhibitory proteins which, through inhibition arachidonic acid, control the biosynthesis of prostaglandins and leukotrienes. The immune system is suppressed by corticosteroids due to a decrease in the function of the lymphatic system, a reduction in immunoglobulin and complement concentrations, the precipitation of lymphocytopenia, and interference with antigen-antibody binding. Flumethasone binds to plasma transcortin, and it becomes active when it is not bound to transcortin.
Metabolism/MetabolitesPrimarily hepatic
MeSH Pharmacological Classification
Substances that reduce or suppress INFLAMMATION.
A group of CORTICOSTEROIDS that affect carbohydrate metabolism (GLUCONEOGENESIS, liver glycogen deposition, elevation of BLOOD SUGAR), inhibit ADRENOCORTICOTROPIC HORMONE secretion, and possess pronounced anti-inflammatory activity. They also play a role in fat and protein metabolism, maintenance of arterial blood pressure, alteration of the connective tissue response to injury, reduction in the number of circulating lymphocytes, and functioning of the central nervous system.
Absorption, Distribution and ExcretionMinimal if applied topically
関連反応
2 件
化合物ノート
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