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129445

Sigma-Aldrich

吲哚-3-甲醛

97%

别名:

β-吲哚甲醛, 3-吲哚甲醛, 3-甲酰基吲哚, NSC 10118, 吲哚-3-甲醛

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5 G
$72.80
25 G
$221.00

$72.80

国内现货，预计发货时间2025年4月25日详情

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5 G
$72.80
25 G
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About This Item

经验公式（希尔记法）:
C9H7NO
CAS号:
487-89-8
分子量:
145.16
Beilstein:
114117
EC 号:
207-665-8
MDL编号:
MFCD00005622
UNSPSC代码:
12352100
PubChem化学物质编号:
24847903
NACRES:
NA.22

$72.80

国内现货，预计发货时间2025年4月25日详情

获取大包装报价

质量水平

200

方案

97%

表单

solid

mp

193-198 °C (lit.)

官能团

aldehyde

SMILES字符串

O=Cc1c[nH]c2ccccc12

InChI

1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H

InChI key

OLNJUISKUQQNIM-UHFFFAOYSA-N

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相关类别

一般描述

吲哚-3-甲醛可进行席夫碱缩合，从而形成多功能二氧化硅纳米载体和磁性纳米粒子[1]。

应用

其是制备如下化合物所需的反应物：
  • 镇痛剂
  • 降糖药
  • 色氨酸双加氧酶抑制剂吡啶基-乙烯基-吲哚（作为潜在的抗癌免疫调节剂）
  • 抗菌和抗真菌剂
  • 抗变形虫药和细胞毒性剂
  • 登革病毒蛋白酶的抑制剂（在细胞培养中具有抗病毒活性）
  • 姜黄素类似物（可能的抗增殖 & 抗炎剂）
  • Bcl-2家族蛋白的抑制剂
  • RNA聚合酶IIC末端结构域的抑制剂（作为抗肿瘤剂）
  • TNF-α和IL-6的抑制剂（具有抗结核活性）
吲哚-3-甲醛可用于制备带有NR1R2基团的吲哚植物抗毒素环油菜素的类似物[2]。它也被用作合成高阶吲哚的起始材料，包括异吲哚[2,1-a]吲哚、[3] aplysinopsins、[4] 以及4-取代四氢苯并[cd]吲哚。[5]

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
STBL2801
STBK6091
STBJ6140
STBH2859
STBH5988

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Heterocycles, 38, 1479-1479 (1994)
Indian J. Chem. B, 33, 4-4 (1994)
Mariana Budovská et al.
Bioorganic & medicinal chemistry, 21(21), 6623-6633 (2013-09-10)
An effective synthesis of analogs of the indole phytoalexin cyclobrassinin with NR1R2 group instead of SCH3 was developed starting from indole-3-carboxaldehyde. The target compounds were prepared by spirocyclization of 1-Boc-thioureas with the formation of isolable spiroindoline intermediates, followed by the
Qiu-Yun Chen et al.
Colloids and surfaces. B, Biointerfaces, 114, 158-163 (2013-11-05)
Multifunctional silica nano-vehicles (SiO2@indol-IL) and magnetic nanoparticles (Fe3O4@indol-IL) were constructed through the Schiff bases condensation of indole-3-carboxaldehyde and 4-acetyl-N-allyl pyridinium chloride (ILs) with the amine groups of silica and magnetic nanoparticles. SiO2@indol-IL can inhibit the proliferation of HepG-2 cells in
Synthetic Communications, 23, 55-55 (1993)
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  1. How can I determine the shelf life / expiration / retest date of this product?

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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