129453
3-Indoleacetonitrile
98%
Synonym(s):
(3-Indolyl)acetonitrile, 3-(Cyanomethyl)indole, IAN, Indolylacetonitrile, NSC 523272
Sign In to View Organizational & Contract Pricing.
Select a Size
Change View
About This Item
Empirical Formula (Hill Notation):
C10H8N2
CAS Number:
Molecular Weight:
156.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
212-232-1
Beilstein/REAXYS Number:
125488
MDL number:
Assay:
98%
Form:
solid
Quality Level
assay
98%
form
solid
bp
157-160 °C/0.2 mmHg (lit.)
mp
33-36 °C (lit.)
functional group
nitrile
SMILES string
N#CCc1c[nH]c2ccccc12
InChI
1S/C10H8N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5H2
InChI key
DMCPFOBLJMLSNX-UHFFFAOYSA-N
General description
3-Indoleacetonitrile (Indolylacetonitrile) is a light-induced auxin-inhibitory substance that is isolated from light-grown cabbage (Brassica olearea L.) shoots. It inhibits the biofilm formation of both E. coli O157:H7 and P. aeruginosa without affecting its growth.
Application
Reactant for preparation of:
- Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
- Histone deacetylase inhibitors
- Potential kinase inhibitors
- Kv7/KCNQ potassium channel activators
- Kinesin-Specific MKLP-2 Inhibitor
- Pesticides
- Potential PET cancer imaging agents
- Agonists of the Farnesoid X Receptor (FXR) as atherosclerosis treatment
- Butyrylcholinesterase inhibitors
- Necroptosis inhibitors
Storage Class
11 - Combustible Solids
flash_point_f
233.6 °F - closed cup
flash_point_c
112 °C - closed cup
ppe
dust mask type N95 (US), Eyeshields, Gloves
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Light-induced auxin-inhibiting substance from cabbage (Brassica oleacea L.) shoots.
Kosemura S, et al.
Tetrahedron Letters, 38(48), 8327-8330 (1997)
Martin de Vos et al.
Plant physiology, 146(3), 916-926 (2008-01-15)
Like many crucifer-specialist herbivores, Pieris rapae uses the presence of glucosinolates as a signal for oviposition and larval feeding. Arabidopsis thaliana glucosinolate-related mutants provide a unique resource for studying the in vivo role of these compounds in affecting P. rapae
Nicole K Clay et al.
Science (New York, N.Y.), 323(5910), 95-101 (2008-12-20)
The perception of pathogen or microbe-associated molecular pattern molecules by plants triggers a basal defense response analogous to animal innate immunity and is defined partly by the deposition of the glucan polymer callose at the cell wall at the site
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 616520-10MG | 04055977185249 |
| R0658-25MG | 04061832559476 |
| R0658-5MG | 04061836693947 |
| 129453-25G | 04061832841496 |
| 129453-5G | 04061838726247 |