6-Methoxy-1H-indol

6-Methoxy-1H-indole

HCID 76659CAS 3189-13-7

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Grundinformationen

Standard-SMILES: COc1ccc2cc[nH]c2c1
InChIKey: QJRWYBIKLXNYLF-UHFFFAOYSA-N
Summenformel: C9H9NO
Durchschnittliche Molmasse: 147,17 g/mol
Monoisotopische Masse: 147,06841391

Namen und Bezeichner

Bevorzugter Name: 6-Methoxy-1H-indole
IUPAC: 6-methoxy-1H-indole
Lokaler Name: 6-Methoxy-1H-indol
Englischer Name: 6-Methoxyindole
Summenformel: C9H9NO
Molmasse: 147.17

Namen und Synonyme

6-Methoxyindole6-Methoxy-1H-indole1H-Indole, 6-methoxy-Indole, 6-methoxy-NSC 925172KJ86X9T9REINECS 221-689-6NSC-92517DTXSID30185738RefChem:104909DTXCID70108229QJRWYBIKLXNYLF-UHFFFAOYSA-N

Weitere Namen anzeigen

SW-62SWF-62AKOS JY20826926-MethoxylindoleMETHOXYINDOLE(6-)Methoxyindole,96%

3189-13-76-Methoxy indole1H-Indol-6-yl methyl etherMFCD00022780MLS000689267HMS2718O18STK893352NCGC00245927-01

Datenbank-Bezeichner

CAS: 3189-13-7
PubChem CID: 76659
DTXSID: DTXSID30185738
ChEMBL: CHEMBL1561619
UNII: 2KJ86X9T9R
EC Number: 221-689-6
Nikkaji: J258.250C

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 2,6
Polarare Oberfläche (TPSA): 25 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 138

Experimentelle und physikochemische Eigenschaften

SpringerMaterials PropertiesChemical shift

Solubility15.3 [ug/mL] (The mean of the results at pH 7.4)

Physikochemische Eigenschaften

Schmelzpunkt: 90 · 90-92 °C (lit.)
Siedepunkt: 105 °C · 105°C 0,2mm
Dichte: 1.169 · 1.169±0.06 g/cm3(Predicted)
Flammpunkt: 105 °C/0.2mm · 105°C/0.2mm
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
Löslichkeit: Methanol (Slightly)
pka: 17.22 · 17.22±0.30(Predicted)
Aggregatzustand: Shiny Crystals
Farbe: White
BRN: 116483 · 116483
InChI: InChI=1S/C9H9NO/c1-11-8-3-2-7-4-5-10-9(7)6-8/h2-6,10H,1H3
InChIKey: QJRWYBIKLXNYLF-UHFFFAOYSA-N
SMILES: N1C2=C(C=CC(OC)=C2)C=C1
CAS Datenbank: 3189 · 3189-13-7(CAS DataBase Reference)
NIST chemische Informationen: 6 · Indole, 6-methoxy-(3189-13-7)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 4 Einträge

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.

Gefahrenhinweise

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Sicherheitsdaten

wgk: 3
hs_code: 29339900
risk_code: 36/37/38
hazard_code: Xi
hazard_note: Irritant/Keep Cold
safety_code: 26-36
hazard_class: IRRITANT, LIGHT SENSITIVE
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

Verwenden6-Methoxyindole was used to study the fluorescence of protonated excited-state forms of serotonin and other related compounds in acid. It was used in the preparation of:tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, potential anticancer immunomodulatorindolylindazoles and indolylpyrazolopyridines, interleukin-2 inducible T cell kinase inhibitorsdiindolyloxyindoles, anticancer agentsbenzoylpiperazinyl-indolyl ethane dione derivatives, HIV-1 inhibitors3-aroylindoles as anticancer agentsindolyl and isoquinolinyl anthranilates, PPARδ partial agonistsheteroaryl ketones, VEGFR-2 inhibitors