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129453

3-Indoleacetonitrile

98%

Synonym(s):

(3-Indolyl)acetonitrile, 3-(Cyanomethyl)indole, IAN, Indolylacetonitrile, NSC 523272

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About This Item

Empirical Formula (Hill Notation):
C10H8N2
CAS Number:
771-51-7
Molecular Weight:
156.18
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847904
EC Number:
212-232-1
Beilstein/REAXYS Number:
125488
MDL number:
MFCD00005628
Assay:
98%
Form:
solid
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Quality Segment

100

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

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