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16136-58-6 molecular structure
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1-methyl-1H-indole-2-carboxylic acid

ChemBase ID: 15623
Molecular Formular: C10H9NO2
Molecular Mass: 175.18396
Monoisotopic Mass: 175.06332853
SMILES and InChIs

SMILES:
c1ccc2c(c1)n(c(c2)C(=O)O)C
Canonical SMILES:
OC(=O)c1cc2c(n1C)cccc2
InChI:
InChI=1S/C10H9NO2/c1-11-8-5-3-2-4-7(8)6-9(11)10(12)13/h2-6H,1H3,(H,12,13)
InChIKey:
MAHAMBLNIDMREX-UHFFFAOYSA-N

Cite this record

CBID:15623 http://www.chembase.cn/molecule-15623.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-methyl-1H-indole-2-carboxylic acid
IUPAC Traditional name
1-methylindole-2-carboxylic acid
Synonyms
1-Methyl-1H-indole-2-carboxylic acid
NSC 68357
1-Methylindole-2-carboxylic acid
1-甲基吲哚-2-甲酸
CAS Number
16136-58-6
MDL Number
MFCD00005801
PubChem SID
24848134
160978930
PubChem CID
27695

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.3870225  H Acceptors
H Donor LogD (pH = 5.5) -0.22671048 
LogD (pH = 7.4) -1.5328915  Log P 1.8732679 
Molar Refractivity 49.1749 cm3 Polarizability 19.6268 Å3
Polar Surface Area 42.23 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
210 - 212°C expand Show data source
212-213 °C (dec.)(lit.) expand Show data source
Hydrophobicity(logP)
2.51 expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
NL6012400 expand Show data source
European Hazard Symbols
Harmful Harmful (Xn) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
22-36/37/38 expand Show data source
Safety Statements
26 expand Show data source
TSCA Listed
false expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H302-H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves expand Show data source
Purity
95% expand Show data source
98% expand Show data source
Empirical Formula (Hill Notation)
C10H9NO2 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 134155 external link
Packaging
1, 5 g in glass bottle
Application

• Reactant for preparation of keto-indoles as novel indoleamine 2,3-dioxygenase (IDO) inhibitors1
• Reactant for synthesis of fenbufen and ethacrynic acid derivatives as potential antitumor agents via amide coupling reactions2
• Reactant for diastereoselective synthesis of vinylated heterocycles via ruthenium-catalyzed oxidative vinylation with alkenes3
• Reactant for synthesis of 2,3-dihalo indoles via hypervalent iodine mediated decarboxylative halogenation4
• Reactant for preparation of α-ketoamides as cathepsin S inhibitors with potential applications against tumor invasion and angiogenesis5
• Reactant for preparation of anthranilic acid mimics as bacterial translation inhibitors6

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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