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Merck

286281

Sigma-Aldrich

Indole-3-acetamide

98%

Sinónimos:

3-Indolylacetamide, NSC 1969

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About This Item

Fórmula empírica (notación de Hill):
C10H10N2O
Número de CAS:
Peso molecular:
174.20
Número CE:
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22

Nivel de calidad

Ensayo

98%

mp

148-150 °C (lit.)

grupo funcional

amide

cadena SMILES

NC(=O)Cc1c[nH]c2ccccc12

InChI

1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)

Clave InChI

ZOAMBXDOGPRZLP-UHFFFAOYSA-N

Descripción general

Indole-3-acetamide is an auxin precursor.

Aplicación

Indole-3-acetamide was used in the synthesis of [5.5.6.6]diazafenestrane skeleton and indole-3-acetic acid.
Reactant for the synthesis of:
  • PET agent for imaging of protein kinase C
  • A potential agent against Prion Disease
  • Protein kinase C (PKC) inhibitor bisindolylmaleimide IV
  • Glycogen synthase kinase-3ß (GSK-3ß) inhibitors
  • Inhibitors of CaMKIId
  • A VEGF inhibitor
  • JAK3 inhibitors
  • Inhibitors of NAD+-Dependent Histone Deacetylases
  • Inhibitors of human adipocyte fatty acid-binding protein
  • Cyclin-dependent kinase inhibitors

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Stephan Pollmann et al.
Phytochemistry, 70(4), 523-531 (2009-03-10)
Plants are suggested to produce their major growth promoting phytohormone, indole-3-acetic acid (IAA), via multiple redundantly operating pathways. Although great effort has been made and plenty of possible routes have been proposed based on experimental evidence, a complete pathway for
Casandra K Gutierrez et al.
Applied and environmental microbiology, 75(8), 2253-2258 (2009-02-17)
Strains of Vibrio spp. isolated from roots of the estuarine grasses Spartina alterniflora and Juncus roemerianus produce the phytohormone indole-3-acetic acid (IAA). The colorimetric Salkowski assay was used for initial screening of IAA production. Gas chromatography-mass spectroscopy (GC-MS) was then
Chuntao Yin et al.
Molecular plant-microbe interactions : MPMI, 27(3), 227-235 (2013-12-20)
The plant hormone indole-3-acetic acid (IAA) is best known as a regulator of plant growth and development but its production can also affect plant-microbe interactions. Microorganisms, including numerous plant-associated bacteria and several fungi, are also capable of producing IAA. The
Stephan Pollmann et al.
Phytochemistry, 62(3), 293-300 (2003-03-07)
Acylamidohydrolases from higher plants have not been characterized or cloned so far. AtAMI1 is the first member of this enzyme family from a higher plant and was identified in the genome of Arabidopsis thaliana based on sequence homology with the
Christian O Dimkpa et al.
Applied and environmental microbiology, 78(5), 1404-1410 (2012-01-03)
The beneficial bacterium Pseudomonas chlororaphis O6 produces indole-3-acetic acid (IAA), a plant growth regulator. However, the pathway involved in IAA production in this bacterium has not been reported. In this paper we describe the involvement of the indole-3-acetamide (IAM) pathway

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