基本情報
- CAS
76-25-5- 標準SMILES
CC1(C)O[C@@H]2C[C@H]3[C@@H]4CCC5=CC(=O)C=C[C@]5(C)[C@@]4(F)[C@@H](O)C[C@]3(C)[C@]2(C(=O)CO)O1- InChIKey
YNDXUCZADRHECN-JNQJZLCISA-N- 分子式
- C24H31FO6
- 平均分子量
- 434.5 g/mol
- 単同位体質量
- 434.21046693
概要
Triamcinolone acetonide is a synthetic glucocorticoid that is the 16,17-acetonide of triamcinolone. Used to treat various skin infections. It has a role as an anti-inflammatory drug and an anti-allergic agent. It is a primary alpha-hydroxy ketone, a glucocorticoid, a 21-hydroxy steroid, an 11beta-hydroxy steroid, a 20-oxo steroid, a 3-oxo-Delta(4) steroid, a fluorinated steroid and a cyclic ketal. It is functionally related to a triamcinolone. It derives from a hydride of a pregnane.
名称と識別子
- 優先名称
- Triamcinolone Acetonide
- IUPAC
- (1S,2S,4R,8S,9S,11S,12R,13S)-12-fluoro-11-hydroxy-8-(2-hydroxyacetyl)-6,6,9,13-tetramethyl-5,7-dioxapentacyclo[10.8.0.02,9.04,8.013,18]icosa-14,17-dien-16-one
- 現地名
- トリアムシノロンアセトニド
- 英語名
- Triamcinolone acetonide
- 分子式
- C24H31FO6
- 分子量
- 434.5
名称と別名
TRIAMCINOLONE ACETONIDE76-25-5AzmacortNasacortVetalogSolodelfTricinolonKenacort-AVolon AAristogelTramacinZilretta
名称をさらに表示
トリアムシノロンアセトニドクエヤンシュソンAアリストコルトアセトニドアフタシール9-フルオロ-11β,21-ジヒドロキシ-16α,17α-イソプロピリデンビスオキシプレグナ-1,4-ジエン-3,20-ジオンアフタシール-Sアフタッチ9-フルオロ-11β,21-ジヒドロキシ-16α,17-(イソプロピリデンジオキシ)プレグナ-1,4-ジエン-3,20-ジオンベタログアドコルチルAソロデルフボロンAケナコルトAケナコルト-AパラレンノギロンオルテクサーアリストデルムワプロンPケナログ10TRIAMCINOLONE ACETONIDE ACETATERefrigeratorTriamKENALOGTriamsinolone acetonideTriamcinolone acetonide CRSFluocinolone Acetonide EP Impurity H
物性
構造計算による物性
- XLogP
- 2.5
- 極性表面積
- 93.1 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 7
- 回転可能結合数
- 2
- 重原子数
- 31
- 形式電荷
- 0
- 複雑度
- 925
実験および物理化学的性質
DrugsPharmaceuticals -> Dermatologicals -> Corticosteroids, dermatological preparations
LogP2.53
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Animal Drugs
Active Ingredients (Triamcinolone Acetonide) -> FDA Greenbook
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
Endocrine DisruptorsPotential endocrine disrupting compound
Collision Cross Section
290.1 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID6021371]
197.1 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 274 · 274-278°C (dec.)
- 比旋光度
- 23 · D23 +109° (c = 0.75 in chloroform)
- 沸点
- 576.9 · 576.9±50.0 °C(Predicted)
- 比重(密度)
- 1.1517 · 1.1517 (estimate)
- 屈折率
- 1.598 · 1.5980 (estimate)
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 1.8% (1 of 55) of reports.
Danger
H302 (12.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P264, P270, P280, P301+P317, P318, P319, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 55 reports by companies from 16 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
危険有害性情報
Regulatory InformationTriamcinolone acetonide: Non hazardous
Other Safety InformationIMAP assessments - Pregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (11.beta.,16.alpha.)-: Human health tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (12.7%)
安全データ
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- TU3920000
- 毒性
- LD50 oral in mouse: 5gm/kg
- hs_code
- 29372290
- risk_code
- 61
- hazard_code
- T
- safety_code
- 53-45
化学と産業
薬理情報
FDA Pharmacological Classification
F446C597KA
TRIAMCINOLONE ACETONIDE
Established Pharmacologic Class [EPC] - Corticosteroid
Mechanisms of Action [MoA] - Corticosteroid Hormone Receptor Agonists
Triamcinolone acetonide is a Corticosteroid. The mechanism of action of triamcinolone acetonide is as a Corticosteroid Hormone Receptor Agonist.
ALLERGY NASAL
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.
Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging.
用途と製造
UsesUse (kg; approx.) in Germany (2009): >100
Use Classification
Animal Drugs -> FDA Approved Animal Drug Products (Green Book) -> Active Ingredients
Pharmaceuticals -> Animal Drugs -> Approved in Taiwan
General Manufacturing InformationPregna-1,4-diene-3,20-dione, 9-fluoro-11,21-dihydroxy-16,17-[(1-methylethylidene)bis(oxy)]-, (11.beta.,16.alpha.)-: INACTIVE
応用分野
関連反応
11 件
化合物ノート
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