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メドリソン

Medrysone

HCID 247839
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
2668-66-8
標準SMILES
CC(=O)[C@H]1CC[C@H]2[C@@H]3C[C@H](C)C4=CC(=O)CC[C@]4(C)[C@H]3[C@@H](O)C[C@]12C
InChIKey
GZENKSODFLBBHQ-ILSZZQPISA-N
分子式
C22H32O3
平均分子量
344.5 g/mol
単同位体質量
344.23514488

概要

Medrysone is a corticosteroid hormone.

名称と識別子

優先名称
Medrysone
IUPAC
(6S,8S,9S,10R,11S,13S,14S,17S)-17-acetyl-11-hydroxy-6,10,13-trimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
現地名
メドリソン
英語名
MEDRYSONE
分子式
C22H32O3
分子量
344.5

名称と別名

medrysone2668-66-8HydroxymesteroneU-8471NSC-6327811beta-Hydroxy-6alpha-methylpregn-4-ene-3,20-dioneDTXSID6045371(6S,8S,9S,10R,11S,13S,14S,17S)-17-acetyl-11-hydroxy-6,10,13-trimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-oneD2UFC189XF6-alpha-Methyl-11-beta-hydroxyprogesteroneDTXCID4025371NSC63278
名称をさらに表示
6α-メチル-11β-ヒドロキシプロゲステロン11β-ヒドロキシ-6α-メチルプレグナ-4-エン-3,20-ジオンメドリソンメドリゾン(1S,3aS,3bS,5S,9aR,9bS,10S,11aS)-1-アセチル-10-ヒドロキシ-5,9a,11a-トリメチル-1H,2H,3H,3aH,3bH,4H,5H,7H,8H,9H,9aH,9bH,10H,11H,11aH-シクロペンタ[a]フェナントレン-7-オンMderysoneu8471hmsliquifilmMedrysone (500 mg)inhibit,Medrysone,HMS,InhibitorMethylprednisolone Impurity DZ026A-methyl-11B-hydroxyprogesterone6α-methyl-11β-Hydroxyprogesterone
11-beta-Hydroxy-6-alpha-methylpregn-4-ene-3,20-dioneHMS suspensionPregn-4-ene-3,20-dione, 11-hydroxy-6-methyl-, (6alpha,11beta)-11-hydroxy-6-methylprogesterone(1S,2R,8S,10S,11S,14S,15S,17S)-14-acetyl-17-hydroxy-2,8,15-trimethyltetracyclo(8.7.0.0^(2,7).0^(11,15))heptadec-6-en-5-one(1S,2R,8S,10S,11S,14S,15S,17S)-14-acetyl-17-hydroxy-2,8,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one(6S,8S,9S,10R,11S,13S,14S,17S)-17-acetyl-11-hydroxy-6,10,13-trimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta(a)phenanthren-3-oneRefChem:55563

物性

構造計算による物性

XLogP
2.7
極性表面積
54.4 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
1
重原子数
25
形式電荷
0
複雑度
650

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
LogP · 2 件

3.2

3.25

Solubility3.37e-02 g/L
Human Drugs · 3 件

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Pharmaceuticals

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point156.5 °C
Physical DescriptionSolid
Collision Cross Section · 2 件

183.2 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

177.09 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点
155 · 155-158°
比旋光度
189 ° · D +189° (in chloroform)
沸点

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。

危険有害性情報

Other Safety InformationIMAP assessments - Pregn-4-ene-3,20-dione, 11-hydroxy-6-methyl-, (6.alpha.,11.beta.)-: Environment tier I assessment

安全データ

wgk
3
rtecs
TU5250000

化学と産業

薬理情報

ATC Code · 2 件

S - Sensory organs

QS - Sensory organs

Pharmacodynamics · 1 件

Medrysone is a topical anti-inflammatory corticoidsteroids for ophthalmic use. In patients with increased intraocular pressure and in those susceptible to a rise in intraocular pressure, there is less effect on pressure with medrysone than with dexamethasone or betamethasone. Corticoidsteroids inhibit the edema, fibrin deposition, capillary dilation, and phagocytic migration of the acute inflammatory response, as well as capillary proliferation, deposition of collagen, and scar formation.

Mechanism of Action · 1 件

There is no generally accepted explanation for the mechanism of action of ocular corticosteroids. However, corticosteroids are thought to act by the induction of phospholipase A2 inhibitory proteins, collectively called lipocortins. It is postulated that these proteins control the biosynthesis of potent mediators of inflammation such as prostaglandins and leukotrienes by inhibiting the release of their common precursor, arachidonic acid. Arachidonic acid is released from membrane phospholipids by phospholipase A2. Initially, the drug binds to the glucocorticoid receptor in the cytosol. This migrates to the nucleus and binds to genetic elements which cause activation and repression of the involved genes in the inflammatory pathway.

FDA Pharmacological Classification · 5 件

D2UFC189XF

MEDRYSONE

Established Pharmacologic Class [EPC] - Corticosteroid

Mechanisms of Action [MoA] - Corticosteroid Hormone Receptor Agonists

Medrysone is a Corticosteroid. The mechanism of action of medrysone is as a Corticosteroid Hormone Receptor Agonist.

MeSH Pharmacological Classification · 1 件

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.

関連反応

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化合物ノート

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データベース識別子

CAS
2668-66-8
PubChem CID
247839
DTXSID
DTXSID6045371
ChEMBL
CHEMBL1201173
ChEBI
CHEBI:34829
UNII
D2UFC189XF
EC Number
220-208-7
Nikkaji
J7.644I
492.3 · 492.3±45.0 °C(Predicted)
比重(密度)
1.13 · 1.13±0.1 g/cm3(Predicted)
貯蔵温度
2 · 2-8°C
溶解性
アセトン(微量)、クロロホルム(微量)、メタノール(微量、超音波処理)
外見
個体
酸解離定数(Pka)
14.53 · 14.53±0.70(Predicted)
色
ホワイトからオフホワイト
Absorption, Distribution and ExcretionRapidly absorbed following oral administration.
Cellular LocationsCytoplasm

用途と製造

Use ClassificationPharmaceuticals
応用分野 · 2 件

説明6α-methyl-11β-hydroxy Progesterone is an anti-inflammatory steroid. It is a hydroxylated progesterone that lacks progestational and androgenic activity. It inhibits phytohemagglutinin-activated T cell proliferation in vitro with an IC50 value of 2.9 μg/ml. 6α-methyl-11β-hydroxy Progesterone also inhibits TNF-α production in LPS-stimulated THP-1 cells (IC50 = 30.54 μg/ml). Topical formulations containing 6α-methyl-11β-hydroxyprogesterone have been used to treat inflammatory ocular diseases.

使用Medrysone is a corticosteroid that is seen to increase intraocular pressure.

上流・下流製品情報

上流原料

エチレングリコール水素化リチウムアルミニウム