CAS 20289-27-4 7-(Benzyloxy)-1H-indole (HCID 260798)

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Basic information

CAS: 20289-27-4
Standard SMILES: c1ccc(COc2cccc3cc[nH]c23)cc1
InChIKey: DIGZMTAFOACVBW-UHFFFAOYSA-N
Molecular formula: C15H13NO
Average molar mass: 223.27 g/mol
Monoisotopic mass: 223.09971404

Names & identifiers

Preferred name: 7-(Benzyloxy)-1H-indole
IUPAC: 7-phenylmethoxy-1H-indole
English name: 7-Benzyloxyindole
Molecular formula: C15H13NO
Molecular weight: 223.27

Names & synonyms

7-(Benzyloxy)-1H-indoleDTXSID90942425RefChem:545188DTXCID6013708287-Benzyloxyindole20289-27-47-Benzyloxy-1H-indole7-phenylmethoxy-1H-indole7-(phenylmethoxy)indoleMFCD000379741H-INDOLE, 7-(PHENYLMETHOXY)-7-Benzyloxyindole, 96%

Show more names

NSC 925267-Benzyloxyindole >7-BENZYLOXY-1H-INDOLE7-Benzyloxyindole 98%7-BENZYLOXYINDOLE 98+%1H-Indole,7-(phenylMethoxy)-7-benzyloxyindolecrystalline

7-(phenylmethoxy)-1H-indoleDIGZMTAFOACVBW-UHFFFAOYSA-AB01684DS-0068SY018015B-1660EN300-1749967-Benzyloxindole

Database identifiers

CAS: 20289-27-4
PubChem CID: 260798
DTXSID: DTXSID90942425
EC Number: 678-203-4
Nikkaji: J586.352J

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: 70 · 70-74 °C
Boiling point: 411.6 · 411.6±20.0 °C(Predicted)
Density: 1.196 · 1.196±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 16.36 · 16.36±0.30(Predicted)
color: Light Red
InChI: 1S/C15H13NO/c1-2-5-12(6-3-1)11-17-14-8-4-7-13-9-10-16-15(13)14/h1-10,16H,11H2
InChIKey: DIGZMTAFOACVBW-UHFFFAOYSA-N
SMILES: C(Oc1cccc2cc[nH]c12)c3ccccc3
CAS DataBase Reference: 20289 · 20289-27-4(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 33.3% (1 of 3) of reports.

Warning

H315 (66.7%): 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 3 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (66.7%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29339990
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319
Precautionary statements: P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313

Chemistry & industry

Applications · 2 items

UsesIndole analogue as inhibitor

UsesReactant for preparation of pyrazolo-quinoline derivatives as adenosine receptor antagonistsReactant for asymmetric total synthesis of diazonamide AReactant for preparation of HCV inhibitorReactant for preparation of substituted 3-cyanoindoles and 3-(4-pyridinyl)indoles as inhibitors of inosine monophosphate dehydrogenase, with antiproliferative activity on peripheral blood mononuclear cells (PMBC)Reactant for preparation of [(indolyl)methyl]hydantoin and -thiohydantoin derivatives as treatment of necroptosisReactant for preparation of regioisomeric analogs of ED-110, indolocarbazole poisons of human topoisomerase I