5-fluoro-1H-indole-2-carboxylic acid

• ChemBase ID: 30152
• Molecular Formular: C9H6FNO2
• Molecular Mass: 179.1478432
• Monoisotopic Mass: 179.03825666
• SMILES: c1([nH]c2c(c1)cc(cc2)F)C(=O)O
• Canonical SMILES: Fc1ccc2c(c1)cc([nH]2)C(=O)O
• InChI: InChI=1S/C9H6FNO2/c10-6-1-2-7-5(3-6)4-8(11-7)9(12)13/h1-4,11H,(H,12,13)
• InChIKey: WTXBRZCVLDTWLP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro-1H-indole-2-carboxylic acid
• IUPAC Traditional name: 5-fluoro-1H-indole-2-carboxylic acid
• Synonyms: 5-Fluoro-1H-indole-2-carboxylic acid; 5-Fluoroindole-2-carboxylic acid; 5-FLUOROINDOLE-2-CARBOXYLIC ACID; 2-Carboxy-5-fluoro-1H-indole; 5-Fluoro-1H-indole-2-carboxylic acid 99%; 2-Carboxy-5-fluoroindole; 5-氟吲哚-2-甲酸

Database IDs

• CAS Number: 399-76-8
• EC Number: 206-919-5
• MDL Number: MFCD00005612
• Beilstein Number: 153217
• PubChem SID: 160993459; 24277978
• PubChem CID: 1820

CALCULATED PROPERTIES

• Acid pKa: 3.6013713
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.10174098
• LogD (pH = 7.4): -1.5502647
• Log P: 1.7922938
• Molar Refractivity: 44.4946 cm^3
• Polarizability: 17.541271 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 258-260°C; 259 - 261°C; 259 °C (dec.)(lit.); ca 259°C dec.
• Hydrophobicity(logP): 2.355

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: IRRITANT; Irritant
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-37; 26-37/39
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: 95%; 98%; 98+%; 99%
• Empirical Formula (Hill Notation): C9H6FNO2

DETAILS

MP Biomedicals - 02153704

Inhibitor of glycine potentiation at NMDA receptor.

Sigma Aldrich - 265128

Packaging
5 g in glass bottle
Application
Reactant for the synthesis of:
• Fungicidal agents1
• Antitumor agents2
• 2,3-dioxygenase (IDO) inhibitors3
• Factor Xa inhibitors4
• Enantioselective D3 receptor antagonists5
• Ligands for hFPRL1 (or ALXR) receptor in inflammation6
• Antibacterial agents7
• Inhibitors of hepatitis C virus NS3·4A protease8
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. 265128.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.