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2-吲哚酮

2-吲哚酮用途

Oxindole (Indolin-2-one) 是芳族杂环砌块。 Oxindole衍生物已成为激酶抑制剂研究中的主要化合物。

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2-吲哚酮名称

[ CAS 号 ]:
59-48-3

[ 中文名 ]:
2-吲哚酮

[ 英文名 ]:
Oxindole

[中文别名 ]:

[英文别名 ]:

Oxindole
3H-Indol-2-ol
2-INDOLINONE
2-indolinon
2-Oxindoline
2-oxo-indoline
EINECS 200-429-5
OXINDOL
indolinone
1,3-Dihydro-2H-indol-2-one

2-吲哚酮生物活性

[ 描述 ]:

Oxindole (Indolin-2-one) 是芳族杂环砌块。 Oxindole衍生物已成为激酶抑制剂研究中的主要化合物。

[ 相关类别 ]:

信号通路 >> 其他 >> 其他

天然产物 >> 生物碱

研究领域 >> 癌症

研究领域 >> 代谢疾病

研究领域 >> 内分泌

研究领域 >> 炎症/免疫

研究领域 >> 感染

研究领域 >> 神经疾病

[体外研究]

羟吲哚(吲哚啉-2-酮)是由与2-吡咯烷酮稠合的苯环组成的双环结构。取代的吲哚啉酮可称为“特殊结构”,因为它们对许多受体具有出色的结合亲和力,并且含有该支架的批准药物的数量[1]。已经在哺乳动物的组织和液体中发现了Oxindole以及由一系列植物,细菌和无脊椎动物产生的天然产物。 2-吲哚啉酮衍生物具有多种药理活性,包括抗癌,抗HIV,抗糖尿病,抗菌,抗氧化,激酶抑制,AChE抑制,抗利什曼原虫,b3肾上腺素受体激动剂,磷酸酶抑制剂,镇痛剂,杀精子剂,血管加压素拮抗剂,孕激素拮抗剂,神经保护,NMDA阻滞剂和睡眠诱导活性[2]。

[参考文献]

[1]. Leoni A, et al. 2-Indolinone a versatile scaffold for treatment of cancer: a patent review (2008-2014). Expert Opin Ther Pat. 2016;26(2):149-73.

[2]. Kaur M, et al. Oxindole: A chemical prism carrying plethora of therapeutic benefits. Eur J Med Chem. 2016 Nov 10;123:858-894.

[相关活性小分子]

2-吲哚酮物理化学性质

[ 密度 ]:
1.3±0.1 g/cm3

[ 沸点 ]:
312.8±45.0 °C at 760 mmHg

[ 熔点 ]:
123-128 °C(lit.)

[ 分子式 ]:
C₈H₇NO

[ 分子量 ]:
133.147

[ 闪点 ]:
190.0±18.0 °C

[ 精确质量 ]:
133.052765

[ PSA ]:
29.10000

[ LogP ]:
0.61

[ 外观性状 ]:
灰白色结晶粉末

[ 蒸汽压 ]:
0.0±0.7 mmHg at 25°C

[ 折射率 ]:
1.640

[ 储存条件 ]:
Refrigerator

[ 水溶解性 ]:
insoluble

2-吲哚酮MSDS

详细MSDS(安全技术说明书)

2-吲哚酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: NM2080500

CHEMICAL NAME :: 2-Indolinone

CAS REGISTRY NUMBER :: 59-48-3

BEILSTEIN REFERENCE NO. :: 0114692

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C8-H7-N-O

MOLECULAR WEIGHT :: 133.16

WISWESSER LINE NOTATION :: T56 BMV DHJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - changes in motor activity (specific assay) Behavioral - ataxia

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 152,121,1964

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 400 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - changes in motor activity (specific assay) Behavioral - ataxia

REFERENCE :: AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 152,121,1964

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2-吲哚酮安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Faceshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful;

[ 风险声明 (欧洲) ]:
R22

[ 安全声明 (欧洲) ]:
S22-S24/25

[ 危险品运输编码 ]:
2811

[ WGK德国 ]:
3

[ RTECS号 ]:
NM2080500

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

[ 海关编码 ]:
29337900

2-吲哚酮合成路线

详细合成路线

2-吲哚酮上下游产品

2-吲哚酮上游产品

2-吲哚酮下游产品

2-吲哚酮海关

[ 海关编码 ]: 2933790090

[ 中文概述 ]:
2933790090 其他内酰胺. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:9.0% 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期

[ Summary ]:
2933790090. other lactams. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:9.0%. General tariff:20.0%

2-吲哚酮文献

Cytotoxic and antimicrobial evaluations of novel apoptotic and anti-angiogenic spiro cyclic 2-oxindole derivatives of 2-amino-tetrahydroquinolin-5-one.

Arch. Pharm. (Weinheim) 348(2) , 113-24, (2015)

A novel series of cyclic 2-oxindole derivatives incorporating 2-amino-tetrahydroquinolin-5-one were prepared. The structures of the prepared compounds were elucidated using different spectral tools. T...

Synthesis and biological evaluation of new pyridone-annelated isoindigos as anti-proliferative agents.

Molecules 19(9) , 13076-92, (2014)

A selected set of substituted pyridone-annelated isoindigos 3a-f has been synthesized via interaction of 5- and 6-substituted oxindoles 2a-f with 6-ethyl-1,2,9-trioxopyrrolo[3,2-f]quinoline-8-carboxyl...

Synthesis and receptor binding assay of indolin-2-one derivatives as dopamine D4 receptor ligands.

Pharmazie 70 , 511-4, (2015)

Five indolin-2-one derivatives bearing piperazinylbutyl side chains attached to the amide nitrogen were synthesized from 2-indolinone. 1-(4-Bromobutyl)-indolin-2-one was reacted with 1-piperazinecarbo...

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