基本情報
- CAS
112529-15-4- 標準SMILES
CCc1ccc(CCOc2ccc(CC3SC(=O)NC3=O)cc2)nc1.Cl- InChIKey
GHUUBYQTCDQWRA-UHFFFAOYSA-N- 分子式
- C19H21ClN2O3S
- 平均分子量
- 392.9 g/mol
- 単同位体質量
- 392.09614121
概要
Pioglitazone hydrochloride is an aromatic ether.
名称と識別子
- 優先名称
- Pioglitazone Hydrochloride
- IUPAC
- 5-[[4-[2-(5-ethyl-2-pyridinyl)ethoxy]phenyl]methyl]-1,3-thiazolidine-2,4-dione;hydrochloride
- 現地名
- ピオグリタゾン塩酸塩
- 英語名
- Pioglitazone hydrochloride
- 分子式
- C19H21ClN2O3S
- 分子量
- 392.9
名称と別名
名称をさらに表示
データベース識別子
- CAS
112529-15-4- PubChem CID
- 60560
- DTXSID
DTXSID3044203- ChEMBL
CHEMBL1715- ChEBI
CHEBI:8229- UNII
- JQT35NPK6C
- EC Number
- 629-731-9
物性
構造計算による物性
- 極性表面積
- 93.6 Ų
- 水素結合供与体数
- 2
- 水素結合受容体数
- 5
- 回転可能結合数
- 7
- 重原子数
- 26
- 形式電荷
- 0
- 複雑度
- 466
実験および物理化学的性質
Human Drugs
FDA approved drugs -> Active ingredient
EMA approved medicines: Human medicine
EMA approved medicines: Human medicine
EMA approved medicines: Human medicine
FDA approved drugs -> Active ingredient
物理化学的性質
- 融点
- 193 · 193-194°C
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- 10 mg/mL以上 · DMSO:10mg/mL以上
- 外見
- 粉
- 色
- ホワイトからオフホワイト
- 水溶解度
- 水 (<1mg/ml、25°C)、DMF、メタノール、エタノール (4mg/ml、25°C)、DMSO (79mg/ml、25°C) に可溶。
- Merck
- 14 · 14,7452
- BCS Class
- 2 · 2
- 安定性
- -20 °C · -20°C の DMSO 溶液で最大 3 か月間保存できます。
- 主な用途
- 医薬品(低分子化合物)
- InChI
- InChI=1S/C19H20N2O3S.ClH/c1-2-13-3-6-15(20-12-13)9-10-24-16-7-4-14(5-8-16)11-17-18(22)21-19(23)25-17;/h3-8,12,17H,2,9-11H2,1H3,(H,21,22,23);1H
- InChIKey
- GHUUBYQTCDQWRA-UHFFFAOYSA-N
- SMILES
- S1C(CC2=CC=C(OCCC3=NC=C(CC)C=C3)C=C2)C(=O)NC1=O.[H]Cl
- CAS データベース
- 112529 · 112529-15-4(CAS DataBase Reference)
化学的性質
化学的特性Colourless Prisms
安全と法規制
GHS分類
GHS Classification
Warning
H302 (12.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P264, P264+P265, P270, P280, P301+P317, P305+P351+P338, P318, P330, P337+P317, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 57 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
毒性情報
Exposure Routes
Following oral administration, in the fasting state, pioglitazone is first measurable in serum within 30 minutes, with peak concentrations observed within 2 hours. Food slightly delays the time to peak serum concentration to 3 to 4 hours, but does not alter the extent of absorption.
Toxicity Summary
Pioglitazone acts as an agonist at peroxisome proliferator activated receptors (PPAR) in target tissues for insulin action such as adipose tissue, skeletal muscle, and liver. Activation of PPAR-gamma receptors increases the transcription of insulin-responsive genes involved in the control of glucose production, transport, and utilization. In this way, pioglitazone both enhances tissue sensitivity to insulin and reduces hepatic gluconeogenesis. Thus, insulin resistance associated with type 2 diabetes mellitus is improved without an increase in insulin secretion by pancreatic β cells.
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Pioglitazone hydrochloride
vLess-DILI-concern
3
Warnings & precautions
DOI:10.1016/j.drudis.2016.02.015
安全データ
- wgk
- 3
- hs_code
- 29341000
- risk_code
- 36/38-36
- hazard_code
- Xi
- safety_code
- 22-24/25-26
- hazard_class
- IRRITANT
- Hazard Classifications
- Acute Tox. 4 OralCarc. 2
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
FDA Pharmacological Classification
PIOGLITAZONE HYDROCHLORIDE
Peroxisome Proliferator Receptor gamma Agonist [EPC]; Peroxisome Proliferator-activated Receptor gamma Agonists [MoA]; Peroxisome Proliferator Receptor alpha Agonist [EPC]; Thiazolidinediones [CS]; Thiazolidinedione [EPC]; Peroxisome Proliferator-activated Receptor alpha Agonists [MoA]
用途と製造
応用分野
用途チアゾリジン系PPARγ 作用 剤です。インスリン抵抗性を改善し、血糖低 下作用を示します。
用途チアゾリジン系PPARγ作用 剤です。インスリン抵抗性を改善し、血糖低 下作用を示します。
説明Pioglitazone is a new orally active thiazolidinedione (TZD) launched in the US for the treatment of non-insulin dependent diabetes mellitus (NIDDM). It can be synthesized in 4 steps, the last one transforming an alphabromoester into thiazolidine with thiourea. As with other representatives in this class, it potently activates the nuclear receptor peroxisome proliferator-activated receptor gamma which is believed to be involved in the regulation of insulin resistance and adipogenesis. In several obese and obese diabetic animal models, treatment with Pioglitazone resulted in reductions in plasma glucose and serum lipids. In clinical studies, Pioglitazone at a once daily oral dose of 15-45 mg, as monotherapy or in combination with non-TZDs or insulin, was shown to significantly improve glycemic control in type-2 diabetes and demonstrated a beneficial effect on insulin resistance and other clinically relevant parameters as plasma levels of triglycerides or HDL-cholesterol. Pioglitazone is reported to be safe and well tolerated and is said to have a lower occurrence of hepatic toxicity as well as a low probability for drug interaction.
使用Pioglitazone hydrochloride is a euglycemic agent,used as an antidiabetic.
一般的な説明Pioglitazone hydrochloride is an oral antidiabetic agent used in the treatment of type 2 diabetes mellitus (also known as non-insulin-dependent diabetes mellitus (NIDDM) or adult-onset diabetes.
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