2-メトキシエチル4-(3-ヒドロキシフェニル)-7-(2-メトキシフェニル)-2-メチル-5-オキソ-1,4,5,6,7,8-ヘキサヒドロキノリン
2-Methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
基本情報
- CAS
599150-20-6- 標準SMILES
COCCOC(=O)C1=C(C)NC2=C(C(=O)CC(c3ccccc3OC)C2)C1c1cccc(O)c1- InChIKey
ZXSWZQSYZYMZKS-UHFFFAOYSA-N- 分子式
- C27H29NO6
- 平均分子量
- 463.5 g/mol
- 単同位体質量
- 463.19948764
概要
HPI-1 is a quinolone that is 4,6,7,8-tetrahydroquinolin-5(1H)-one substituted by methyl, (2-methoxyethoxy)carbonyl, 3-hydroxyphenyl, and 2-methoxyphenyl groups at positions 2, 3, 4, and 7, respectively. It is a Hedgehog signaling pathway inhibitor. It has a role as a Hedgehog signaling pathway inhibitor and an antineoplastic agent. It is a quinolone, a monomethoxybenzene, an ether, a member of phenols and an enoate ester.
名称と識別子
- 優先名称
- 2-Methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate
- IUPAC
- 2-methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate
- 現地名
- 2-メトキシエチル4-(3-ヒドロキシフェニル)-7-(2-メトキシフェニル)-2-メチル-5-オキソ-1,4,5,6,7,8-ヘキサヒドロキノリン
- 英語名
- 2-Methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphe nyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinolin
- 分子式
- C27H29NO6
- 分子量
- 463.52
名称と別名
599150-20-6HPI 1HPI-1GLI antagonist-12-methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate2-methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylateMFCD03312466ST0935532-METHOXYETHYL 1,4,5,6,7,8-HEXAHYDRO-4-(3-HYDROXYPHENYL)-7-(2-METHOXYPHENYL)-2-METHYL-5-OXO-3-QUINOLINECARBOXYLATE2-Methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphe nyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydroquinolin2-methoxyethyl 4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-1,4,5,6,7,8-hexahydro-3-quinolinecarboxylate3-quinolinecarboxylic acid, 1,4,5,6,7,8-hexahydro-4-(3-hydroxyphenyl)-7-(2-methoxyphenyl)-2-methyl-5-oxo-, 2-methoxyethyl ester
名称をさらに表示
2-メトキシエチル4-(3-ヒドロキシフェニル)-7-(2-メトキシフェニル)-2-メチル-5-オキソ-1,4,5,6,7,8-ヘキサヒドロキノリンHPI 1, 10 mM in DMSOHh Signaling Antagonist XII, HPI-1
物性
構造計算による物性
- XLogP
- 3.3
- 極性表面積
- 94.1 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
- 8
- 重原子数
- 34
- 形式電荷
- 0
- 複雑度
- 833
物理化学的性質
- 沸点
- 638.2 · 638.2±55.0 °C(Predicted)
- 比重(密度)
- 1.28 · 1.28±0.1 g/cm3(Predicted)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- Soluble in DMSO
- 酸解離定数(Pka)
- 9.67 · 9.67±0.10(Predicted)
- 外見
- 淡黄色固体
- 色
- Light yellow to yellow
- InChI
- 1S/C27H29NO6/c1-16-24(27(31)34-12-11-32-2)25(17-7-6-8-19(29)13-17)26-21(28-16)14-18(15-22(26)30)20-9-4-5-10-23(20)33-3/h4-10,13,18,25,28-29H,11-12,14-15H2,1-3H3
- InChIKey
- ZXSWZQSYZYMZKS-UHFFFAOYSA-N
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, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 38 reports by companies from 1 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 CategoriesAcute Tox. 4 (100%)
安全データ
- wgk
- 2
- ridadr
- UN 3077 9 / PGIII
- risk_code
- 22-50/53
- hazard_code
- Xn,N
- safety_code
- 60-61
- hazard_class
- IRRITANT
- ストレージクラス
- 11 - Combustible Solids
化学と産業
応用分野
使用HPI-1 is a Hedgehog pathway inhibitor; Gli1/Gli2 inhibitor.
一般的な説明A cell-permeable oxo-tetrahydroquinolinecarboxylate compound that acts as a downstream Hh (Hedgehog) pathway blocker, effectively inhibiting Gli-dependent transcription activity in both Sufu+/+ NIH 3T3 (shh-LIGHT2) and Sufu-/- fibroblast cultures (IC50 = 1.5 & 3 μM, respectively) in a manner similar to two other Hh downstream blockers, HPI-3 (Cat. No. 373276) and GANT-61 (Cat. No. 373401). However, only HPI-1, but not HPI-3 or GANT-61 (no effect at 30 μM), remains effective against Sufu-/- fibroblasts overexpressing Gli1 or Gli2 (IC50 = 6 & 4 μM, respectively). HPI-1 is also shown to inhibit the ligand-independent Hh pathway activation in SmoM2-expressing primary murine CGNPs (Cerebellar Granule Neuron Precursors) and NIH 3T3 (smoM2-LIGHT) cultures.
関連反応
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