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Merck
CN

139858

6-甲氧基吲哚

98%

别名:

NSC 92517

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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
UNSPSC Code:
12352100
PubChem Substance ID:
EC Number:
221-689-6
MDL number:
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InChI key

QJRWYBIKLXNYLF-UHFFFAOYSA-N

InChI

1S/C9H9NO/c1-11-8-3-2-7-4-5-10-9(7)6-8/h2-6,10H,1H3

SMILES string

COc1ccc2cc[nH]c2c1

assay

98%

mp

90-92 °C (lit.)

Application

6-甲氧基吲哚可用于在酸中研究血清素和其他相关化合物质子激发态形式的荧光。它用于制备:
  • 色氨酸双加氧酶抑制剂吡啶基-乙烯基-吲哚,潜在的抗癌免疫调节剂
  • 吲哚基吲唑和吲哚基吡唑吡啶,白介素-2诱导型T细胞激酶抑制剂
  • 二吲哚基氧基吲哚,抗癌剂
  • 苯甲酰基哌嗪基吲哚基乙烷二酮衍生物,HIV-1抑制剂
  • 3-芳酰基吲哚,抗癌剂
  • 吲哚基和异喹啉基的邻氨苯甲酸,PPARδ部分激动剂
  • 杂芳基酮,VEGFR-2抑制剂
  • 作为反应物,用于制备色氨酸双加氧酶抑制剂吡啶基-乙烯基-吲哚——一种潜在的抗癌免疫调节剂
  • 作为反应物,用于合成吲哚基吲唑和吲哚基吡唑吡啶,作为白介素-2诱导型T细胞激酶抑制剂
  • 作为反应物制备抗癌剂二吲哚基氧基吲哚
  • 作为反应物制备苯甲酰基哌嗪基吲哚基乙烷二酮衍生物,作为HIV-1抑制剂
  • 作为反应物制备抗癌剂3-芳酰基吲哚
  • 作为反应物制备吲哚基和异喹啉基的邻氨苯甲酸,作为PPARδ部分激动剂
  • 作为反应物制备杂芳基酮,作为VEGFR-2抑制剂

Biochem/physiol Actions

6-甲氧基吲哚抑制髓过氧化物酶的氯化活性,并抑制活化白细胞的次氯酸产生

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

法规信息

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Eugene L Piatnitski Chekler et al.
Bioorganic & medicinal chemistry letters, 18(15), 4344-4347 (2008-07-22)
We have discovered novel inhibitors of VEGFR-2 kinase with low nanomolar potency in both enzymatic and cell-based assays. Active series are heteroaryl-ketone compounds containing a central aromatic ring with either an indazolyl or indolyl keto group in the ortho orientation
V F Ximenes et al.
Brazilian journal of medical and biological research = Revista brasileira de pesquisas medicas e biologicas, 38(11), 1575-1583 (2005-11-01)
Hypochlorous acid (HOCl) released by activated leukocytes has been implicated in the tissue damage that characterizes chronic inflammatory diseases. In this investigation, 14 indole derivatives, including metabolites such as melatonin, tryptophan and indole-3-acetic acid, were screened for their ability to
Fluorescence of protonated excited-state forms of 5-hydroxytryptamine (serotonin) and related indoles.
R F Chen
Proceedings of the National Academy of Sciences of the United States of America, 60(2), 598-605 (1968-06-01)
Ahmed Kamal et al.
Bioorganic & medicinal chemistry letters, 20(17), 5229-5231 (2010-08-03)
A simple and highly efficient method has been developed for the synthesis of 3,3-diindolyl oxyindoles by the reaction of indoles with isatin or 5-fluoro isatin using a catalytic amount (5 mol%) of FeCl(3) at room temperature in a short reaction
Barry G Shearer et al.
Bioorganic & medicinal chemistry letters, 18(18), 5018-5022 (2008-08-30)
Anthranilic acid GW9371 was identified as a novel class of PPARdelta partial agonist through high-throughput screening. The design and synthesis of SAR analogues is described. GSK1115 and GSK7227 show potent partial agonism of the PPARdelta target genes CPT1a and PDK4

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