2-(1H-indol-3-yl)acetonitrile

• ChemBase ID: 74538
• Molecular Formular: C10H8N2
• Molecular Mass: 156.18392
• Monoisotopic Mass: 156.06874827
• SMILES: [nH]1c2c(cccc2)c(c1)CC#N
• Canonical SMILES: N#CCc1c[nH]c2c1cccc2
• InChI: InChI=1S/C10H8N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5H2
• InChIKey: DMCPFOBLJMLSNX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1H-indol-3-yl)acetonitrile
• IUPAC Traditional name: indole-3-acetonitrile
• Synonyms: 3-(Cyanomethyl)-1H-indole; (1H-Indol-3-yl)acetonitrile; β-Indolylacetonitrile; (3-Indolyl)acetonitrile; INDOLE-3-ACETONITRILE; 2-(1H-indol-3-yl)acetonitrile; 3-(Cyanomethyl)indole; IAN; Indolylacetonitrile; NSC 523272; 3-Indoleacetonitrile; 3-INDOLEACETONITRILE; Indolyl-3-acetonitrile; Indole-3-acetonitrile; 吲哚-3-乙腈; 3-吲哚乙腈; 吲哚-3-乙腈

Database IDs

• CAS Number: 771-51-7
• EC Number: 212-232-1
• MDL Number: MFCD00005628
• Beilstein Number: 125488
• PubChem SID: 24847904; 24880661; 162039457
• PubChem CID: 351795

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.767705
• LogD (pH = 7.4): 1.767705
• Log P: 1.767705
• Molar Refractivity: 47.4314 cm^3
• Polarizability: 19.11225 Å^3
• Polar Surface Area: 39.58 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 14.252795

PROPERTIES

Physical Property

• Melting Point: 33-36 °C; 33-36 °C(lit.); 35 - 37°C; 35-37°C; 35-37°C
• Boiling Point: 157-160 °C/0.2 mmHg(lit.); 157-160°C @ 0.2mm; 157-160°C/0.2mm; 158-160°C/0.1mm
• Flash Point: > 110°C; 112 °C; 206°C(402°F); 233.6 °F
• Hydrophobicity(logP): 1.554

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: Toxic/Harmful/Keep Cold
• RTECS: AM0700000
• European Hazard Symbols: X; Harmful (Xn)
• UN Number: UN3439
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Risk Statements: 20/21/22
• Safety Statements: 36/37
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H332; H331-H302-H312
• GHS Precautionary statements: P261-P280-P302+P352-P321-P405-P501A; P280
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥96.0% (GC); 95%; 98%
• Grade: purum
• Empirical Formula (Hill Notation): C10H8N2
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02102039

Crystalline
Natural plant growth hormone.

MP Biomedicals - 05213584

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 129453

Packaging
5, 25 g in glass bottle
Application
Reactant for preparation of:
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Histone deacetylase inhibitors2
• Potential kinase inhibitors3
• Kv7/KCNQ potassium channel activators4
• Kinesin-Specific MKLP-2 Inhibitor5
• Pesticides6
• Potential PET cancer imaging agents7
• Agonists of the Farnesoid X Receptor (FXR) as atherosclerosis treatment8
• Butyrylcholinesterase inhibitors9
• Necroptosis inhibitors10

Sigma Aldrich - 57280

Other Notes
Plant growth activator. Promotes callus growth and shoot formation in tobacco callus11
Application
Reactant for preparation of:
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1
• Histone deacetylase inhibitors2
• Potential kinase inhibitors3
• Kv7/KCNQ potassium channel activators4
• Kinesin-Specific MKLP-2 Inhibitor5
• Pesticides6
• Potential PET cancer imaging agents7
• Agonists of the Farnesoid X Receptor (FXR) as atherosclerosis treatment8
• Butyrylcholinesterase inhibitors9
• Necroptosis inhibitors10