基本情報
- CAS
68302-57-8- 標準SMILES
CC(C)c1ccc2oc3nc(N)c(C(=O)O)cc3c(=O)c2c1- InChIKey
SGRYPYWGNKJSDL-UHFFFAOYSA-N- 分子式
- C16H14N2O4
- 平均分子量
- 298.29 g/mol
- 単同位体質量
- 298.09535693
概要
Amlexanox is a pyridochromene-derived monocarboxylic acid having an amino substituent at the 2-position, an oxo substituent at the 5-position and an isopropyl substituent at the 7-position. It has a role as a non-steroidal anti-inflammatory drug, an anti-ulcer drug and an anti-allergic agent. It is a monocarboxylic acid and a pyridochromene.
名称と識別子
- 優先名称
- Amlexanox
- IUPAC
- 2-amino-5-oxo-7-propan-2-ylchromeno[2,3-b]pyridine-3-carboxylic acid
- 現地名
- アンレキサノクス
- 英語名
- Amlexanox
- 分子式
- C16H14N2O4
- 分子量
- 298.29
名称と別名
amlexanox68302-57-8AmoxanoxAphthasolElicsAA-673AmlexanoxoAmlexanoxumaphthealCHX 3673CHX-3673AA 673
名称をさらに表示
2-アミノ-7-イソプロピル-5-オキソ-5H-[1]ベンゾピラノ[2,3-b]ピリジン-3-カルボン酸アモキサノックスエリックスアムレキサノックスソルファ3-アミノ-7-イソプロピル-9-オキソ-4-アザ-9H-キサンテン-2-カルボン酸アンレキサノクスアムレキサノクス2-アミノ-7-イソプロピル-5-オキソクロメノ[2,3-b]ピリジン-3-カルボン酸アンレキサノクス (JP17)2-アミノ-5-オキソ-7-(プロパン-2-イル)-5H-クロメノ[2,3-b]ピリジン-3-カルボン酸SolfAmlexanox RSAmlexanox (AA-673)NSC7223
2-amino-5-oxo-7-(propan-2-yl)-5H-chromeno[2,3-b]pyridine-3-carboxylic acid2-Amino-7-isopropyl-5-oxo-5H-(1)benzopyrano(2,3-b)pyridine-3-carboxylic acidBRL1C2459K2-Amino-7-(1-methylethyl)-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acidCHEBI:312055H-(1)Benzopyrano(2,3-b)pyridine-3-carboxylic acid, 2-amino-7-(1-methylethyl)-5-oxo-2-Amino-7-isopropyl-5-oxo-5H-[1]benzopyrano[2,3-b]pyridine-3-carboxylic acid2-amino-5-oxo-7-(propan-2-yl)-5H-chromeno(2,3-b)pyridine-3-carboxylic acid
データベース識別子
物性
構造計算による物性
- XLogP
- 3.1
- 極性表面積
- 103 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
- 2
- 重原子数
- 22
- 形式電荷
- 0
- 複雑度
- 467
実験および物理化学的性質
DrugsPharmaceuticals -> Listed in ZINC15
LogP4.1
Solubility1.46e-01 g/L
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Endocrine DisruptorsPotential endocrine disrupting compound
Physical DescriptionSolid
物理化学的性質
- 融点
- 3000 C · >3000C
- 沸点
- 570 · 570.0±50.0 °C(Predicted)
- 比重(密度)
- 1.408 · 1.408±0.06 g/cm3(Predicted)
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- 10 mg/mL、透明 · DMSO: 加温時可溶10mg/mL、透明
- 酸解離定数(Pka)
- 3.95 · 3.95±0.20(Predicted)
- 外見
- 粉
- 色
- 白からベージュ
- Merck
- 14 · 14,490
- 安定性
- -20 °C · -20°C の DMSO 溶液で最大 3 か月間保存できます。
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
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.
危険有害性情報
Hazard Classes and CategoriesAcute Tox. 4 (100%)
安全データ
- wgk
- 3
- rtecs
- DJ3102000
- hs_code
- 29349990
- risk_code
- 22-43
- hazard_code
- Xn
- safety_code
- 36/37-37-36
- Hazard Classifications
- Acute Tox. 4 Oral
- ストレージクラス
- 11 - Combustible Solids
化学と産業
薬理情報
ATC Code
R - Respiratory system
A - Alimentary tract and metabolism
QA - Alimentary tract and metabolism
QR - Respiratory system
Pharmacodynamics
Amlexanox is a mucoadhesive oral paste which has been clinically proven to abort the onset, accelerate healing and resolve the pain of aphthous ulcers (canker sores). It decreases the time ulcers take to heal. Because amlexanox decreases the healing time, it also decreases the pain you feel. Recent studies have also shown that the majority of ulcers can be prevented by application of the paste during the prodromal (pre-ulcerative) phase of the disease. Recurrent Aphthous Ulcers (RAU) also known as Recurrent Aphthous Stomatitis (RAS) is recognized as the most common oral mucosal disease known to man. Estimates suggest that 20% - 25% of the general population suffer at least one incidence of aphthous ulcers each year. Amlexanox is also being investigated for its anti-allergenic and anti-inflammatory properties.
Mechanism of Action
As a benzopyrano-bipyridine carboxylic acid derivative, amlexanox has anti-inflammatory and antiallergic properties. It inhibits chemical mediatory release of the slow-reacting substance of anaphylaxis (SRS-A) and may have antagonistic effects on interleukin-3. When cells are under stress, they release an inactive form of human fibroblast growth factor 1 (FGF-1), a potent mitogen (entity that causes mitosis). Amlexanox binds to FGF1, increasing its conformational stability, sterically blocking Cu(2+) induced oxidation which normally leads to activation of FGF-1.
Biological Half-LifeElimination half-life is 3.5 ± 1.1 hours.
Metabolism/MetabolitesMetabolized to hydroxylated and conjugated metabolites.
FDA Pharmacological Classification
BRL1C2459K
AMLEXANOX
Physiologic Effects [PE] - Decreased Histamine Release
The physiologic effect of amlexanox is by means of Decreased Histamine Release.
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