286281
Indole-3-acetamide
98%
Synonym(s):
3-Indolylacetamide, NSC 1969
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Assay
98%
mp
148-150 °C (lit.)
SMILES string
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)
InChI key
ZOAMBXDOGPRZLP-UHFFFAOYSA-N
General description
Indole-3-acetamide is an auxin precursor.
Application
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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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Indole-3-acetic acid (IAA) is an important phytohormone with the capacity to control plant development in both beneficial and deleterious ways. The ability to synthesize IAA is an attribute that many bacteria including both plant growth-promoters and phytopathogens possess. There are
Organic letters, 16(9), 2526-2529 (2014-04-24)
Total syntheses of leuconodine B, melodinine E, and leuconoxine were accomplished via a divergent route. The [5.5.6.6]diazafenestrane skeleton was constructed from an indole-3-acetamide derivative via DMDO oxidation to hydroxylindolenine, TMSOTf/2,6-lutidine mediated cyclic aminal formation, and diastereoseletive ring-closing metathesis of a
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