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Merck
CN

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415936

Sigma-Aldrich

3,4-二氢-2(1H)-喹啉酮

98%

别名:

氢化喹诺酮

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关于此项目

经验公式(希尔记法):
C9H9NO
化学文摘社编号:
分子量:
147.17
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22
0

方案

98%

mp

165-167 °C (lit.)

SMILES字符串

O=C1CCc2ccccc2N1

InChI

1S/C9H9NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-4H,5-6H2,(H,10,11)

InChI key

TZOYXRMEFDYWDQ-UHFFFAOYSA-N

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此商品
675369427705337633
assay

98%

assay

97%

assay

99%

assay

97%

mp

165-167 °C (lit.)

mp

233-237 °C

mp

195-197 °C (lit.)

mp

46-48 °C (lit.)

一般描述

合成了一系列具有 sigma-1 受体(σ1R)拮抗剂活性的 3,4-二氢-2(1H)-喹啉酮衍生物。[1]使用N-(1′-烷氧基)环丙基-2-卤代苯胺作为起始试剂合成了 3,4-二氢-2((1)H)-喹啉酮。[2]在钯催化剂的存在下环丙烷环的扩环反应是合成的主要步骤。通过在固相上重排 β-内酰胺中间体合成了 3,4-二氢-2(1H)-喹啉酮的文库 [3]

应用

在富集培养实验中,可以将 3,4-二氢-2(1H)-喹啉酮用作在假单胞菌培养基中的培养基补充剂。[4]

象形图

Exclamation mark

警示用语:

Warning

危险分类

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

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    Fabio Del Bello et al.
    Journal of medicinal chemistry, 63(11), 5763-5782 (2020-05-07)
    A series of novel 1,4-dioxane analogues of the muscarinic acetylcholine receptor (mAChR) antagonist 2 was synthesized and studied for their affinity at M1-M5 mAChRs. The 6-cyclohexyl-6-phenyl derivative 3b, with a cis configuration between the CH2N+(CH3)3 chain in the 2-position and
    Takayuki Tsuritani et al.
    Organic letters, 11(5), 1043-1045 (2009-02-06)
    N-(1'-Alkoxy)cyclopropyl-2-haloanilines are transformed to 3,4-dihydro-2((1)H)-quinolinones via palladium-catalyzed cyclopropane ring expansion. The reaction tolerates a variety of functional groups such as ester, nitrile, ether, and ketone groups.
    Selective removal of nitrogen from quinoline and petroleum by Pseudomonas ayucida IGTN9m.
    Kilbane JJ, et al.
    Applied and Environmental Microbiology, 66(2), 688-693 (2000)
    Synthesis of 4-amino-3, 4-dihydro-2 (1H)-quinolinones via β-lactam intermediates on the solid-phase.
    Pei Y, et al.
    Tetrahedron Letters, 38(19), 3349-3352 (1997)
    So Youn Park et al.
    Behavioural brain research, 365, 133-140 (2019-03-10)
    Cerebrovascular dysfunction is associated with cognitive impairment in vascular dementia patients. This study aimed to explore augmented improvement of cognition and memory by aripiprazole add-on for cilostazol treatment in vascular dementia model. Male C57BL/6 mice were subjected to BCAS, and

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