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プレドニカルバート

Prednicarbate

HCID 6714002
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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
73771-04-7
標準SMILES
CCOC(=O)O[C@]1(C(=O)COC(=O)CC)CC[C@H]2[C@@H]3CCC4=CC(=O)C=C[C@]4(C)[C@H]3[C@@H](O)C[C@@]21C
InChIKey
FNPXMHRZILFCKX-KAJVQRHHSA-N
分子式
C27H36O8
平均分子量
488.6 g/mol
単同位体質量
488.2410181

概要

Prednicarbate is a corticosteroid hormone.

名称と識別子

優先名称
Prednicarbate
IUPAC
[2-[(8S,9S,10R,11S,13S,14S,17R)-17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoate
現地名
プレドニカルバート
英語名
Prednicarbate
分子式
C27H36O8
分子量
488.57

名称と別名

PREDNICARBATE73771-04-7DermatopHoe-777Hoe 777PrednicarbatoDermatop E emollientPrednicarbatumDTXSID9045502V901LV1K7DS-770777LAS189961
名称をさらに表示
17-[(エトキシカルボニル)オキシ]-11β-ヒドロキシ-21-(1-オキソプロポキシ)-プレグナ-1,4-ジエン-3,20-ジオン17-[(エトキシカルボニル)オキシ]-11β-ヒドロキシ-21-(1-オキソプロポキシ)プレグナ-1,4-ジエン-3,20-ジオンプレドニカルバートプレドニカルベート2-[(1R,3aS,3bS,9aR,9bS,10S,11aS)-1-[(エトキシカルボニル)オキシ]-10-ヒドロキシ-9a,11a-ジメチル-7-オキソ-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-1-イル]-2-オキソエチル プロパノアートRegemtRegenitPrednitopUNII-V901LV1K7DPrednicarbate CRSPrednicarbate, >=98%
LAS-189961NSC-760042[2-[(8S,9S,10R,11S,13S,14S,17R)-17-ethoxycarbonyloxy-11-hydroxy-10,13-dimethyl-3-oxo-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]-2-oxoethyl] propanoateDTXCID7025502S 77 0777S-77 0777S-77-0777LAS-41003 COMPONENT PREDNICARBATE

データベース識別子

物性

構造計算による物性

XLogP
4.2
極性表面積
116 Ų
水素結合供与体数
1
水素結合受容体数
8
回転可能結合数
9
重原子数
35
形式電荷
0
複雑度
982

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
LogP2.9
Human Drugs · 3 件

Breast Feeding; Lactation; Corticosteroids, Topical

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

物理化学的性質

融点
110 · 110-112°; mp 183°
比旋光度
20 · D20 +63° (c = 0.1 in ethanol)
沸点
640.7 · 640.7±55.0 °C(Predicted)
比重(密度)
1.25 · 1.25±0.1 g/cm3(Predicted)
貯蔵温度
Refrigerator
溶解性
水にほとんど溶けず、アセトン、エタノール(96%)に溶けやすく、プロピレングリコールに溶けにくい。
酸解離定数(Pka)
14.05 · 14.05±0.70(Predicted)
外見
Solid
色
ホワイトからオフホワイト
InChIKey
FNPXMHRZILFCKX-IVRISGIPNA-N
SMILES
[C@@]1(OC(=O)OCC)(C(=O)COC(=O)CC)CC[C@@]2([H])[C@]3([H])CCC4=CC(=O)C=C[C@]4(C)[C@@]3([H])[C@@H](O)C[C@]12C |&1:0,17,19,29,31,33,36,r|

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 · 5 件

This chemical does not meet GHS hazard criteria for 42.9% (3 of 7) of reports.

Danger

H360 (14.3%): May damage fertility or the unborn child [Danger Reproductive toxicity]

P203, P260, P280, P318, P319, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 7 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesRepr. 1B (14.3%)

毒性情報

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

安全データ

hs_code
2937290000

化学と産業

薬理情報

ATC Code · 2 件

D - Dermatologicals

QD - Dermatologicals

Pharmacodynamics · 1 件

Corticosteroids diffuse across cell membranes and complex with specific cytoplasmic receptors. These complexes then enter the cell nucleus, bind to DNA (chromatin), and stimulate transcription of messenger RNA (mRNA) and subsequent protein synthesis of various inhibitory enzymes responsible for the anti-inflammatory effects of topical corticosteroids. These anti-inflammatory effects include inhibition of early processes such as edema, fibrin deposition, capillary dilatation, movement of phagocytes into the area, and phagocytic activities. Later processes, such as capillary production, collagen deposition, and keloid formation also are inhibited by corticosteroids.

Mechanism of Action · 1 件

In common with other topical corticosteroids, prednicarbate has anti-inflammatory, antipruritic, and vasoconstrictive properties. In general, the mechanism of the anti-inflammatory activity of topical steroids is unclear. 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.

Metabolism/MetabolitesPrimarily in skin
FDA Pharmacological Classification · 5 件

V901LV1K7D

PREDNICARBATE

Established Pharmacologic Class [EPC] - Corticosteroid

Mechanisms of Action [MoA] - Corticosteroid Hormone Receptor Agonists

Prednicarbate is a Corticosteroid. The mechanism of action of prednicarbate is as a Corticosteroid Hormone Receptor Agonist.

MeSH Pharmacological Classification · 2 件

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.

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化合物ノート

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このページの内容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
CAS
73771-04-7
PubChem CID
6714002
DTXSID
DTXSID9045502
ChEMBL
CHEMBL1200386
ChEBI
CHEBI:135791
UNII
V901LV1K7D
EC Number
277-590-3
Nikkaji
J12.640C

化学的性質

化学的特性White or almost white, crystalline powder.

Absorption, Distribution and ExcretionAbsorbed systemically across the stratum corneum.

用途と製造

UsesUse (kg; approx.) in Germany (2009): >100
応用分野 · 3 件

説明Prednicarbate is a potent topical antiinflammatory agent with minimal systemic effects. It is useful in the treatment of cutaneous inflammatory disorders such as eczema and psoriasis.

使用Topical anti-inflammatory agent. Glucocorticoid. Prednicarbate (Dermatop E) is a synthetic nonfluorinated topical corticosteroid.

一般的な説明Prednicarbate, 17-[(ethoxycarbonyl)oxy]-11β-hydroxy-21-(1-oxopropoxy)pregna-1,4-diene-3,20-dione, is a prednisolone derivative with a C21 propionateester and a C17 ethyl carbonate group. It is availablefor use only in a 0.1% topical cream. Prednicarbate is amedium-potency GC.

上流・下流製品情報

上流原料

シリカゲル無水酢酸プロピオニルクロリドプレドニゾロンテトラエトキシメタンPara toluene炭酸水素ナトリウムAnhydrous pyridine