Ethyl 5-methoxyindole-2-carboxylate

HCID 20926

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 4792-58-9
Standard SMILES: CCOC(=O)c1cc2cc(OC)ccc2[nH]1
InChIKey: NPIUAXNFAUGNHP-UHFFFAOYSA-N
Molecular formula: C12H13NO3
Average molar mass: 219.24 g/mol
Monoisotopic mass: 219.08954328

Overview

ethyl 5-methoxyindole-2-carboxylate has been reported in Solanum lycopersicum with data available.

Names & identifiers

Preferred name: Ethyl 5-methoxyindole-2-carboxylate
IUPAC: ethyl 5-methoxy-1H-indole-2-carboxylate
English name: Ethyl 5-methoxyindole-2-carboxylate
Molecular formula: C12H13NO3
Molecular weight: 219.24

Names & synonyms

4792-58-9ethyl 5-methoxy-1H-indole-2-carboxylateEthyl 5-methoxyindole-2-carboxylate5-Methoxyindole-2-carboxylic acid ethyl esterEthyl 5-methoxy-2-indolecarboxylateNSC 30929D63U367GNZ5-METHOXY-2-CARBETHOXYINDOLEUNII-D63U367GNZBRN 0178104Methoxy-5 indole carboxylate d'ethyle-2INDOLE-2-CARBOXYLIC ACID, 5-METHOXY-, ETHYL ESTER

Show more names

5-MeO-ICA-OEt2-CARBETHOXY-5-METHOXYINDOLE2-Ethoxycarbonyl-5-methoxyindoleethyl5-methoxy-2-indolecarboxylatemethoxy-5indolecarboxylated’ethyle-2Ethyl 5-methoxyindole-2-carboxylate-98%

NSC-30929Methoxy-5 indole carboxylate d'ethyle-2 [French]DTXSID301973515-22-05-00181 (Beilstein Handbook Reference)RefChem:138825DTXCID40119842InChI=1/C12H13NO3/c1-3-16-12(14)11-7-8-6-9(15-2)4-5-10(8)13-11/h4-7,13H,3H2,1-2HNPIUAXNFAUGNHP-UHFFFAOYSA-N

Database identifiers

CAS: 4792-58-9
PubChem CID: 20926
DTXSID: DTXSID30197351
ChEMBL: CHEMBL1366214
UNII: D63U367GNZ
Nikkaji: J26.043F

Properties

Computed structural properties

XLogP: 3.2
Topological polar surface area: 51.3 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 16
Formal charge: 0
Complexity: 257

Physicochemical properties

Melting point: 154 · 154-157°C
Boiling point: 380.2 · 380.2±22.0 °C(Predicted)
Density: 1.216 · 1.216±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
form: crystalline
pka: 14.72 · 14.72±0.30(Predicted)
color: yellow to orange
Water Solubility: Insoluble in water.
BRN: 178104 · 178104
InChI: InChI=1S/C12H13NO3/c1-3-16-12(14)11-7-8-6-9(15-2)4-5-10(8)13-11/h4-7,13H,3H2,1-2H3
InChIKey: NPIUAXNFAUGNHP-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(OC)C=C2)C=C1C(OCC)=O
CAS DataBase Reference: 4792 · 4792-58-9(CAS DataBase Reference)
FDA UNII: 63 U367GNZ · D63U367GNZ
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P280-P305+P351+P338-P304+P340-P405-P501
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
RTECS: 6010000 · NL6010000
HazardClass: IRRITANT
Storage Class: 13 · 13 - Non Combustible Solids

Safety & regulation

Safety data

wgk: 3
rtecs: NL6010000
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
hazard_class: IRRITANT
Storage Class: 13 - Non Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P280-P305+P351+P338-P304+P340-P405-P501

Chemistry & industry

Applications · 1 item

UsesIt is reactant for preparation of ligands with binding specificity towards the GABA receptor, sodium-dependent glucose co-transporter 2 (SGLT2) inhibitors for the management of hyperglycemia in diabetes, anticancer agents,integrase strand-transfer inhibitors (INSTIs),inhibitor of Proliferation of Colon Cancer Cells ,isomeridianin G as GSK-3 inhibitors, HIV-1 integrase inhibitors and inhibitors of mitogen activated protein kinase-activated protein kinase 2 (MK-2).