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142396-03-0 molecular structure
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1H-indole-5-carboxylic acid

ChemBase ID: 13652
Molecular Formular: C9H7NO2
Molecular Mass: 161.15738
Monoisotopic Mass: 161.04767847
SMILES and InChIs

SMILES:
OC(=O)c1ccc2c(c1)cc[nH]2
Canonical SMILES:
OC(=O)c1ccc2c(c1)cc[nH]2
InChI:
InChI=1S/C9H7NO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,(H,11,12)
InChIKey:
IENZCGNHSIMFJE-UHFFFAOYSA-N

Cite this record

CBID:13652 http://www.chembase.cn/molecule-13652.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1H-indole-5-carboxylic acid
IUPAC Traditional name
1H-indole-5-carboxylic acid
Synonyms
5-Carboxy-1H-indole
1H-Indole-5-carboxylic acid
5-Carboxyindole
Indole-5-carboxylic acid
Indole-5-carboxylic acid
吲哚-5-羧酸
CAS Number
142396-03-0
1670-81-1
EC Number
216-799-6
MDL Number
MFCD00005678
Beilstein Number
124391
PubChem SID
24874796
24895968
24896068
160976959
PubChem CID
74280

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.6314352  H Acceptors
H Donor LogD (pH = 5.5) -0.13543293 
LogD (pH = 7.4) -1.6022191  Log P 1.7295908 
Molar Refractivity 44.4007 cm3 Polarizability 17.855188 Å3
Polar Surface Area 53.09 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
208-212°C expand Show data source
211-213 °C(lit.) expand Show data source
211-213°C expand Show data source
211-214 °C expand Show data source
212-213°C expand Show data source
Partition Coefficient
1.989 expand Show data source
Hydrophobicity(logP)
2.067 expand Show data source
Storage Warning
IRRITANT expand Show data source
Irritant expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-37 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305+P351+P338-P302+P352-P321-P405-P501A expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
~95% (TLC) expand Show data source
≥98.0% (T) expand Show data source
95% expand Show data source
95+% expand Show data source
98% expand Show data source
99% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Empirical Formula (Hill Notation)
C9H7NO2 expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 05204697 external link
MP Biomedicals Rare Chemical collection
MP Biomedicals - 02155027 external link
Purity: 98% Crystalline
Sigma Aldrich - I2250 external link
Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators1
• Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction2
• Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst3
• Reactant for synthesis of indirubin derivatives4
• Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway5
• Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity6
Sigma Aldrich - I5400 external link
Packaging
1 g in glass bottle
5 g in poly bottle
Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators1
• Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction2
• Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst3
• Reactant for synthesis of indirubin derivatives4
• Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway5
• Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity6
Sigma Aldrich - 57230 external link
Application

• Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators1
• Reactant for preparation of indolyl-quinolines via metal- and solvent-free autoxidative coupling reaction2
• Reactant for preparation of anthranilic acids using bromamine-B oxidant and palladium chloride catalyst3
• Reactant for synthesis of indirubin derivatives4
• Reactant for preparation of amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway5
• Reactant for preparation of piperazine-bisamide analogs as human growth hormone secretagogue receptor antagonists for treatment of obesity6

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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