4-(phenylmethoxy)-1H-indole

HCID 88465

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Substructure search Find similar structures

Basic information

CAS: 20289-26-3
Standard SMILES: c1ccc(COc2cccc3[nH]ccc23)cc1
InChIKey: LJFVSIDBFJPKLD-UHFFFAOYSA-N
Molecular formula: C15H13NO
Average molar mass: 223.27 g/mol
Monoisotopic mass: 223.09971404

Overview

4-Benzyloxyindole is a member of indoles.

Names & identifiers

Preferred name: 4-(phenylmethoxy)-1H-indole
IUPAC: 4-phenylmethoxy-1H-indole
English name: 4-Benzyloxyindole
Molecular formula: C15H13NO
Molecular weight: 223.27

Names & synonyms

4-(Phenylmethoxy)-1H-indoleNSC 92539EINECS 243-690-0LJFVSIDBFJPKLD-UHFFFAOYSA-DTXSID60174155RefChem:516613DTXCID5096646243-690-0InChI=1/C15H13NO/c1-2-5-12(6-3-1)11-17-15-8-4-7-14-13(15)9-10-16-14/h1-10,16H,11H24-Benzyloxyindole20289-26-34-(Benzyloxy)-1H-indole

Show more names

4-BENZYLOXYLINDOLE4-Benzyloxyindole>4-BENZYLOXYINDOLE 98%4-Benzyloxyindole,99%4-Benzyloxyindole ,98%4-(Benzyloxy)-1H-indole 98%

1H-Indole, 4-(phenylmethoxy)-4-phenylmethoxy-1H-indole4-benzyloxy-1H-indoleMFCD000472004-benzyloxy-indoleNSC92539SCHEMBL746079STK931662

Database identifiers

CAS: 20289-26-3
PubChem CID: 88465
DTXSID: DTXSID60174155
ChEMBL: CHEMBL6151586
ChEBI: CHEBI:231221
EC Number: 243-690-0
Nikkaji: J26.811I

Properties

Computed structural properties

XLogP: 3.5
Topological polar surface area: 25 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 1
Rotatable bonds: 3
Heavy atoms: 17
Formal charge: 0
Complexity: 237

Physicochemical properties

Melting point: 57 · 57-61 °C (lit.)
Boiling point: 364.56 °C · 364.56°C (rough estimate)
Density: 1.0707 · 1.0707 (rough estimate)
refractive index: 1.55 · 1.5500 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
pka: 17.17 · 17.17±0.30(Predicted)
form: Solid
color: Beige to Brown
BRN: 183150 · 183150
InChI: InChI=1S/C15H13NO/c1-2-5-12(6-3-1)11-17-15-8-4-7-14-13(15)9-10-16-14/h1-10,16H,11H2
InChIKey: LJFVSIDBFJPKLD-UHFFFAOYSA-N
SMILES: N1C2=C(C(OCC3=CC=CC=C3)=CC=C2)C=C1
CAS DataBase Reference: 20289 · 20289-26-3(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36-37/39
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 29339990 · 29339990
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

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

Aggregated GHS information provided per 44 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29339990
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36-37/39
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications

UsesIndole derivative as substrate-binding; N297Q and I300V mutants of cytochrome P 450 2A6 display expansion of substrate specificity of cytochrome P 450 2A6 to oxidize substituted indoles

Uses4-Benzyloxyindole was used in the synthesis of 4-alkyloxy-aminoalkyl indole derivatives.