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Merck
CN

I7017

Sigma-Aldrich

吲哚-3-丙酮酸

≥97%

别名:

3-(3-吲哚基)-2-氧代丙酸, 3-吲哚丙酮酸

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About This Item

经验公式(希尔记法):
C11H9NO3
CAS号:
分子量:
203.19
Beilstein:
172966
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

质量水平

方案

≥97%

颜色

light yellow

mp

215 °C (dec.) (lit.)

储存温度

−20°C

SMILES字符串

OC(=O)C(=O)Cc1c[nH]c2ccccc12

InChI

1S/C11H9NO3/c13-10(11(14)15)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H,14,15)

InChI key

RSTKLPZEZYGQPY-UHFFFAOYSA-N

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应用

吲哚-3-丙酮酸可作为:
  • 前体,由含血红素的酶合成色吡咯酸。
  • Biginelli类支架合成中的反应物。

联系

色氨酸的 α-酮类似物

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - 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

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Cyclic ketones and substituted α-keto acids as alternative substrates for novel Biginelli-like scaffold syntheses
Abelman, Matthew M, et al.
Tetrahedron Letters, 44(24), 4559-4562 (2003)
L Bacciottini et al.
Pharmacological research communications, 19(11), 803-817 (1987-11-01)
The effects of acute or repeated administration of indole-pyruvic acid (IPA), a keto-analogue of tryptophan (TRP), were studied in various brain areas of rats by measuring the changes of 5-hydroxytryptamine (5-HT) and of norepinephrine (NE) content and metabolism. The analgesic
Direct formation of chromopyrrolic acid from indole-3-pyruvic acid by StaD, a novel hemoprotein in indolocarbazole biosynthesis
Asamizu, S, et al.
Tetrahedron Letters, 47(4), 473-475 (2006)
Linh P Nguyen et al.
Chemical research in toxicology, 22(12), 1897-1904 (2009-10-29)
The aryl hydrocarbon receptor (AHR) is well-known for its role in mediating the toxic and adaptive responses to xenobiotic compounds. Recent studies also indicate that AHR ligands are endogenously produced and may be essential for normal development. Previously, we showed
Anna N Stepanova et al.
Cell, 133(1), 177-191 (2008-04-09)
Plants have evolved a tremendous ability to respond to environmental changes by adapting their growth and development. The interaction between hormonal and developmental signals is a critical mechanism in the generation of this enormous plasticity. A good example is the

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