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

• ChemBase ID: 37063
• Molecular Formular: C10H11N3O
• Molecular Mass: 189.21384
• Monoisotopic Mass: 189.09021199
• SMILES: c1ccc2[nH]cc(c2c1)CC(=O)NN
• Canonical SMILES: NNC(=O)Cc1c[nH]c2c1cccc2
• InChI: InChI=1S/C10H11N3O/c11-13-10(14)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5,11H2,(H,13,14)
• InChIKey: GYHLCXMCGCVVCG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(1H-indol-3-yl)acetohydrazide
• IUPAC Traditional name: 3-indoleacetic acid hydrazide
• Synonyms: Indole-3-acetic acid hydrazide; INDOLE-3-ACETHYDRAZIDE; 2-(1H-Indol-3-yl)acetohydrazide; (1H-Indol-3-yl)acetic acid hydrazide; 3-Indolylacetic acid hydrazide; NSC 17812; NSC 63799; Indole-3-acetic hydrazide; 吲哚-3-乙酸肼; 吲哚-3-乙酰肼

Database IDs

• CAS Number: 5448-47-5
• EC Number: 226-672-7
• MDL Number: MFCD00005634
• PubChem SID: 24896047; 161000370
• PubChem CID: 21589

CALCULATED PROPERTIES

• Acid pKa: 13.085875
• H Acceptors: 2
• H Donor: 3
• LogD (pH = 5.5): 0.6045652
• LogD (pH = 7.4): 0.6063146
• Log P: 0.6063378
• Molar Refractivity: 54.7584 cm^3
• Polarizability: 21.858023 Å^3
• Polar Surface Area: 70.91 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 142-145 °C(lit.); 142-145°C; 142-145°C

Safety Information

• Storage Warning: IRRITANT; Irritant
• RTECS: NL3600000
• German water hazard class: 3
• TSCA Listed: false; 否

Product Information

• Purity: 97%; 98%
• Empirical Formula (Hill Notation): C10H11N3O

DETAILS

MP Biomedicals - 05221039

MP Biomedicals Rare Chemical collection

Sigma Aldrich - I3777

Packaging
1, 10 g in glass bottle
Application
Reactant for preparation of:
• Antifungal agents1
• Anticonvulsant agents2
• Alpha-4 (α4) integrin antagonists3
• A fluorescent analogue of UDP-N-acetylglucosamine4
• Antioxidant agents with myocardial protection properties5
• Antagonist agents of neuropeptide Y receptors6
• Antibacterial agents7
• Potential monoamine oxidase inhibitors8