Methyl 1H-indole-2-carboxylate

HCID 70992CAS 1202-04-6

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Basic information

Standard SMILES: COC(=O)c1cc2ccccc2[nH]1
InChIKey: NQPIEWBAWBFGOB-UHFFFAOYSA-N
Molecular formula: C10H9NO2
Average molar mass: 175.18 g/mol
Monoisotopic mass: 175.06332853

Names & identifiers

Preferred name: Methyl 1H-indole-2-carboxylate
IUPAC: methyl 1H-indole-2-carboxylate
English name: Methyl indole-2-carboxylate
Molecular formula: C10H9NO2
Molecular weight: 175.18

Names & synonyms

Methyl 1H-indole-2-carboxylate1202-04-6EINECS 214-861-7DTXSID10152726NSC 78006RefChem:812816DTXCID2075217214-861-7Methyl Indole-2-carboxylateMethyl 2-indolecarboxylateIndole-2-carboxylic Acid Methyl Ester1H-Indole-2-carboxylic acid, methyl ester

Show more names

methyl indoline-2-carboxylateAKOS JY2083539BUTTPARK 99\04-612-(methoxycarbonyl)-indolETHYL-INDOLE-2-CABOXYLATEMETHYL-INDOLE-2-CABOXYLATEMethylindole-2-carboxylicacid

MFCD004607791H-INDOLE-2-CARBOXYLIC ACID METHYL ESTERNSC-78006NSC780062-Methoxycarbonylindole2-(Methoxycarbonyl)indoleMethylindole-2-carboxylateN9H9PEV5QF

Database identifiers

CAS: 1202-04-6
PubChem CID: 70992
DTXSID: DTXSID10152726
ChEMBL: CHEMBL4467578
UNII: N9H9PEV5QF
EC Number: 214-861-7
Nikkaji: J47.057K

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 42.1 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 2
Heavy atoms: 13
Formal charge: 0
Complexity: 205

Experimental & physicochemical properties

LogP2.78

Physicochemical properties

Melting point: 151 °C · 151 °C
Boiling point: 331.7 · 331.7±15.0 °C(Predicted)
Density: 0.47 · 0.47
storage temp.: Sealed in dry,Room Temperature
pka: 14.97 · 14.97±0.30(Predicted)
form: Solid
color: White to Light yellow
Water Solubility: 470 mg/L · 470 mg/L (25 ºC)
CAS DataBase Reference: 1202 · 1202-04-6(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P280a-P304+P340-P305+P351+P338-P405-P501a
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 22 · 22-26-36/37/39
RIDADR: 2811 · 2811
HS Code: 29339900 · 29339900

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (66.7%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 6 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (66.7%)

Safety data

ridadr: 2811
hs_code: 29339900
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 22-26-36/37/39
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P280a-P304+P340-P305+P351+P338-P405-P501a

Chemistry & industry

Applications · 1 item

UsesMethyl Indole-2-carboxylate has been shown to inhibit the production of β-amyloid, an important factor in the pathogenesis of Alzheimer's disease. Methyl indole-2-carboxylate has also been shown to inhibit ion exchange, melatonin synthesis and aziridine production. Methyl indole-2-carboxylate was found to have a very high affinity for aldehydes. It is also able to cross the blood-brain barrier into the brain and has been shown to be effective against pancreatic cancer cells in vitro.