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

• ChemBase ID: 6255
• Molecular Formular: C10H10N2O
• Molecular Mass: 174.1992
• Monoisotopic Mass: 174.07931295
• SMILES: O=C(N)Cc1c[nH]c2c1cccc2
• Canonical SMILES: NC(=O)Cc1c[nH]c2c1cccc2
• InChI: 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)
• InChIKey: ZOAMBXDOGPRZLP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1H-indol-3-yl)acetamide
• IUPAC Traditional name: indole-3-acetamide
• Synonyms: 2-(1H-INDOL-3-YL)ACETAMIDE; (1H-Indol-3-yl)acetamide; 3-Indolylacetamide; NSC 1969; Indole-3-acetamide; Indole-3-acetamide; 3-吲哚乙酰胺

Database IDs

• CAS Number: 879-37-8
• EC Number: 212-904-4
• MDL Number: MFCD00005641
• PubChem SID: 160969680; 99445123; 24857238
• PubChem CID: 397

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.943467
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 0.9028135
• LogD (pH = 7.4): 0.9028135
• Log P: 0.9028135
• Molar Refractivity: 50.2743 cm^3
• Polarizability: 20.440065 Å^3
• Polar Surface Area: 58.88 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.17
• LOG S: -2.02
• Solubility (Water): 1.67e+00 g/l

PROPERTIES

Physical Property

• Melting Point: 148-150 °C(lit.); 148-150°C

Safety Information

• Storage Condition: 0°C
• Storage Warning: IRRITANT; Irritant
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95+%; 98%
• Empirical Formula (Hill Notation): C10H10N2O

DETAILS

MP Biomedicals - 02155022

Crystalline

DrugBank - DB08652

Drug information: experimental

Sigma Aldrich - 286281

Packaging
1, 5 g in glass bottle
Application
Reactant for the synthesis of:
• PET agent for imaging of protein kinase C1
• A potential agent against Prion Disease2
• Protein kinase C (PKC) inhibitor bisindolylmaleimide IV3
• Glycogen synthase kinase-3β (GSK-3β) inhibitors4
• Inhibitors of CaMKIId5
• A VEGF inhibitor6
• JAK3 inhibitors7
• Inhibitors of NAD+-Dependent Histone Deacetylases8
• Inhibitors of human adipocyte fatty acid-binding protein9
• Cyclin-dependent kinase inhibitors10
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 286281.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.