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16732-73-3 molecular structure
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6-methoxy-1H-indole-2-carboxylic acid

ChemBase ID: 14686
Molecular Formular: C10H9NO3
Molecular Mass: 191.18336
Monoisotopic Mass: 191.05824315
SMILES and InChIs

SMILES:
c12c(cc([nH]1)C(=O)O)ccc(c2)OC
Canonical SMILES:
COc1ccc2c(c1)[nH]c(c2)C(=O)O
InChI:
InChI=1S/C10H9NO3/c1-14-7-3-2-6-4-9(10(12)13)11-8(6)5-7/h2-5,11H,1H3,(H,12,13)
InChIKey:
XNBGANWAZJWOHS-UHFFFAOYSA-N

Cite this record

CBID:14686 http://www.chembase.cn/molecule-14686.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
6-methoxy-1H-indole-2-carboxylic acid
IUPAC Traditional name
6-methoxy-1H-indole-2-carboxylic acid
Synonyms
NSC 27988
6-Methoxyindole-2-carboxylic acid
6-Methoxyindole-2-carboxylic acid
6-Methoxy-1H-indole-2-carboxylic acid
CAS Number
16732-73-3
MDL Number
MFCD01548823
PubChem SID
160977993
PubChem CID
410327

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.6008055  H Acceptors
H Donor LogD (pH = 5.5) -0.40265995 
LogD (pH = 7.4) -1.850835  Log P 1.4919206 
Molar Refractivity 50.7414 cm3 Polarizability 20.37871 Å3
Polar Surface Area 62.32 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
190 - 192°C expand Show data source
198-203 °C expand Show data source
Partition Coefficient
1.943 expand Show data source
Hydrophobicity(logP)
2.135 expand Show data source
Storage Warning
IRRITANT expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
- expand Show data source
TSCA Listed
false expand Show data source
Purity
95% expand Show data source
95+% expand Show data source
Empirical Formula (Hill Notation)
C10H9NO3 expand Show data source
Classification
Derivatives & analogs of Natural Compounds expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 722014 external link
Packaging
1 g in glass bottle
Application

• Reactant for demethylation reactions using ionic liquids under microwave irradiation1
• Reactant for preparation of pyrazinoindoledione via Ugi reaction and microwave-assisted cyclization2
• Reactant for preparation of isoquinolinecarboxamides and their derivatives as opioid receptor antagonists3
• Synthetic intermediate for preparation of indole fatty alcohol derivatives4
• Reactant for preparation of acylaminoalkylindoles as MT2-selective melatonin antagonists5

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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