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グリキドン

Gliquidone

HCID 91610
ノート反応
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
33342-05-1
標準SMILES
COc1ccc2c(c1)C(=O)N(CCc1ccc(S(=O)(=O)NC(=O)NC3CCCCC3)cc1)C(=O)C2(C)C
InChIKey
LLJFMFZYVVLQKT-UHFFFAOYSA-N
分子式
C27H33N3O6S
平均分子量
527.6 g/mol
単同位体質量
527.20900695

概要

1-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-2-isoquinolinyl)ethyl]phenyl]sulfonylurea is a member of isoquinolines.

名称と識別子

優先名称
Gliquidone
IUPAC
1-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxoisoquinolin-2-yl)ethyl]phenyl]sulfonylurea
現地名
グリキドン
英語名
Gliquidone
分子式
C27H33N3O6S
分子量
527.63

名称と別名

Gliquidone33342-05-1GlurenormGliquidonumGliquidonaARDF 26ARDF-26DTXSID4023096N-(Cyclohexylcarbamoyl)-4-(2-(7-methoxy-4,4-dimethyl-1,3-dioxo-3,4-dihydroisoquinolin-2(1H)-yl)ethyl)benzenesulfonamideC7C2QDD75PDTXCID403096glikvidon
名称をさらに表示
グルレノルムN-[(シクロヘキシルアミノ)カルボニル]-4-[2-(3,4-ジヒドロ-7-メトキシ-4,4-ジメチル-1,3-ジオキソイソキノリン-2(1H)-イル)エチル]ベンゼンスルホンアミドグリキドン1-シクロヘキシル-3-{4-[2-(7-メトキシ-4,4-ジメチル-1,3-ジオキソ-1,2,3,4-テトラヒドロイソキノリン-2-イル)エチル]ベンゼンスルホニル}尿素ardf26ardf26seGliquidone>Gliquidone D6D6-GliquidoneGLIQUIDONE 99%Gliquidone powderGliquidone Tablets
glycvidon1-Cyclohexyl-3-(p-beta-(4,4-dimethyl-2-methoxy-1,3-(2H,4H)-isoquinolinedione-2-yl)phenethyl)sulfonylurea3-cyclohexyl-1-((4-(2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl)benzene)sulfonyl)urea3-cyclohexyl-1-({4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxo-1,2,3,4-tetrahydroisoquinolin-2-yl)ethyl]benzene}sulfonyl)ureaRefChem:143382A10BB08251-463-21-cyclohexyl-3-[4-[2-(7-methoxy-4,4-dimethyl-1,3-dioxoisoquinolin-2-yl)ethyl]phenyl]sulfonylurea

物性

構造計算による物性

XLogP
4.6
極性表面積
130 Ų
水素結合供与体数
2
水素結合受容体数
6
回転可能結合数
7
重原子数
37
形式電荷
0
複雑度
948

実験および物理化学的性質

Drugs · 2 件

Pharmaceuticals

Pharmaceuticals -> Listed in ZINC15

LogP4.5
Solubility · 2 件

2.20e-03 g/L

69.5 [ug/mL] (The mean of the results at pH 7.4)

Endocrine DisruptorsPotential endocrine disrupting compound
Melting Point · 2 件

180-182

181 °C

Physical DescriptionSolid

物理化学的性質

融点
179 °C · 179 °C
比重(密度)
1.34 · 1.34±0.1 g/cm3(Predicted)
貯蔵温度
Inert atmosphere,Room Temperature
溶解性
22.4 mg/mL · ≥22.4 mg/mL in DMSO; insoluble in H2O; ≥2.455 mg/mL in EtOH with gentle warming and ultrasonic
外見
powder to crystal
酸解離定数(Pka)
5.12 · 5.12±0.10(Predicted)
色
White to Almost white
Merck

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 ClassificationNot Classified

危険有害性情報

Hazard Classes and CategoriesNot Classified

安全データ

wgk
WGK 3
rtecs
DB1584250
hs_code
29147000
safety_code
24/25
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

ATC Code · 3 件

A10BB08

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

Pharmacodynamics · 1 件

Gliquidone is an anti-diabetic drug in the sulfonylurea class. In patients with diabetes mellitus, there is a deficiency or absence of a hormone manufactured by the pancreas called insulin. Insulin is the main hormone responsible for the control of sugar in the blood. Gliquidone is an antidiabetic medication which is used in those patients with adult maturity onset or non-insulin dependent diabetes (NIDDM). It works by lowering blood sugar levels by stimulating the production and release of insulin from the pancreas. It also promotes the movement of sugar from the blood into the cells in the body which need it.

Mechanism of Action · 1 件

The mechanism of action of gliquidone in lowering blood glucose appears to be dependent on stimulating the release of insulin from functioning pancreatic beta cells, and increasing sensitivity of peripheral tissues to insulin. Gliquidone likely binds to ATP-sensitive potassium channel receptors on the pancreatic cell surface, reducing potassium conductance and causing depolarization of the membrane. Membrane depolarization stimulates calcium ion influx through voltage-sensitive calcium channels. This increase in intracellular calcium ion concentration induces the secretion of insulin.

Biological Half-LifeThe mean terminal half-life was approximately 8 hours (range 5.7-9.4 hours)
MeSH Pharmacological ClassificationSubstances which lower blood glucose levels.
Cellular LocationsMembrane

用途と製造

UsesUse (kg; approx.) in Germany (2009): >250
応用分野 · 2 件

関連反応

0 件
反応記録を作成

現在のフィルター条件では反応記録がありません。

化合物ノート

読み込み中…

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

データベース識別子

CAS
33342-05-1
PubChem CID
91610
DTXSID
DTXSID4023096
ChEMBL
CHEMBL383634
ChEBI
CHEBI:93416
UNII
C7C2QDD75P
EC Number
251-463-2
Nikkaji
J19.880C
14 · 14,4443
InChIKey
LLJFMFZYVVLQKT-UHFFFAOYSA-N
SMILES
C1(S(NC(NC2CCCCC2)=O)(=O)=O)=CC=C(CCN2C(=O)C(C)(C)C3=C(C2=O)C=C(OC)C=C3)C=C1
CAS データベース
33342 · 33342-05-1(CAS DataBase Reference)

説明Gliquidone is a second generation sulfonylurea that selectively inhibits ATP-sensitive potassium channel currents (IKATP) in pancreatic β-cells (IC50s = 0.45, 119.1, and 149.7 μM for HIT-T15 cells, cardiomyocytes, and vascular smooth muscle cells, respectively). It is also a peroxisome proliferator-activated receptor γ (PPARγ) agonist (EC50 = 10 μM in a transactivation assay). Gliquidone (0.2 nmol/g) decreases plasma levels of D-glucose and stimulates insulin release in anesthetized rats. It decreases blood glucose levels, serum alkaline phosphatase (ALP), aspartate aminotransferase (AST), and alanine aminotransferase (ALT) activities, and hepatic lipid peroxidation and increases hepatic glutathione (GSH) levels in a rat model of diabetes induced by streptozotocin (STZ; ) when administered at a dose of 10 mg/kg.

使用Gliquidone is an anti diabetic agent used in the treatment of hypoglycemia which leads to an increased risk in diabetic cardiovascular disease. Also used in the treatment diabetic nephropathy.

上流・下流製品情報

上流原料

イソシアン酸 シクロヘキシル6-ブロモ-1,2,3,4-テトラヒドロ-4,4-ジメチルキノリン塩酸塩ビス(4-ヒドロキシフェニル)スルホンPotassium T-Butylatep-[2-[(3,4-ジヒドロ-7-メトキシ-4,4-ジメチル-1,3-ジオキソ-1H-イソキノリン)-2-イル]エチル]ベンゼンスルホンアミド

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