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

• ChemBase ID: 34720
• Molecular Formular: C9H6ClNO2
• Molecular Mass: 195.60244
• Monoisotopic Mass: 195.00870612
• SMILES: c1([nH]c2c(c1)cc(cc2)Cl)C(=O)O
• Canonical SMILES: Clc1ccc2c(c1)cc([nH]2)C(=O)O
• InChI: InChI=1S/C9H6ClNO2/c10-6-1-2-7-5(3-6)4-8(11-7)9(12)13/h1-4,11H,(H,12,13)
• InChIKey: FUQOTYRCMBZFOL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-1H-indole-2-carboxylic acid
• IUPAC Traditional name: 5-chloroindole-2-carboxylate
• Synonyms: 5-Chloroindole-2-carboxylic acid; 5-Chloro-1H-indole-2-carboxylic acid; 5-Chloroindole-2-carboxylic acid; 5-氯吲哚-2-羧酸; 5-氯吲哚-2-甲酸

Database IDs

• CAS Number: 10517-21-2
• EC Number: 234-050-1
• MDL Number: MFCD00005613
• Beilstein Number: 153229
• PubChem SID: 160998027; 24892724
• PubChem CID: 82693

CALCULATED PROPERTIES

• Acid pKa: 3.6000593
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.358336
• LogD (pH = 7.4): -1.0893793
• Log P: 2.2536366
• Molar Refractivity: 49.083 cm^3
• Polarizability: 19.735752 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 287 - 289°C; 287 °C (dec.)(lit.); 287°C dec.
• Hydrophobicity(logP): 2.925

Safety Information

• Storage Condition: 2-8°C
• Storage Warning: IRRITANT
• RTECS: NL5998400
• European Hazard Symbols: X; Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26-36; 26-36/37
• TSCA Listed: false; 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-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%
• Empirical Formula (Hill Notation): C9H6ClNO2

DETAILS

MP Biomedicals - 02159746

Antagonist of NMDA receptor at the glycine site.

MP Biomedicals - 05206197

MP Biomedicals Rare Chemical collection

Sigma Aldrich - C47809

Packaging
1, 5 g in glass bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. C47809.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

• Huettner, Science , 243 : 1611 (1989).