Indole-5-carboxaldehyde

HCID 589040CAS 1196-69-6

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: O=Cc1ccc2[nH]ccc2c1
InChIKey: ADZUEEUKBYCSEY-UHFFFAOYSA-N
Summenformel: C9H7NO
Durchschnittliche Molmasse: 145,16 g/mol
Monoisotopische Masse: 145,05276384

Namen und Bezeichner

Bevorzugter Name: Indole-5-carboxaldehyde
IUPAC: 1H-indole-5-carbaldehyde
Englischer Name: Indole-5-carboxaldehyde
Summenformel: C9H7NO
Molmasse: 145.16

Namen und Synonyme

Indole-5-carboxaldehyde1196-69-6DTXSID20343325RefChem:790972DTXCID80294405627-955-11H-Indole-5-carbaldehyde5-Formylindole1h-indole-5-carboxaldehydeIndole-5-aldehydeMFCD02093664indole-5-carbaldehyde

Weitere Namen anzeigen

CL092e-5-carboxaL5-INDOLE ALDEHYDE5-Formyl-1H-indoleIndole-5-Carboxadehyde1H-indol-5-carbaldehyde

SCHEMBL97208CHEMBL3358223ADZUEEUKBYCSEY-UHFFFAOYSA-NCGC00188180-02SY014625F0001-0322Z2541983285-formyl-indole

Datenbank-Bezeichner

CAS: 1196-69-6
PubChem CID: 589040
DTXSID: DTXSID20343325
ChEMBL: CHEMBL3358223
EC Number: 627-955-1
Nikkaji: J1.795.864J

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,8
Polarare Oberfläche (TPSA): 32,9 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 1
Frei drehbare Bindungen: 1
Schwere Atome: 11
Formalladung: 0
Komplexität: 158

Physikochemische Eigenschaften

Schmelzpunkt: 100 · 100-103 °C(lit.)
Siedepunkt: 339.1 · 339.1±15.0 °C(Predicted)
Dichte: 1.278 · 1.278±0.06 g/cm3(Predicted)
storage temp.: Keep in dark place,Sealed in dry,Room Temperature
Löslichkeit: DMSO, Methanol
Aggregatzustand: Powder
pka: 16.14 · 16.14±0.30(Predicted)
Farbe: Orange or tan
Wasserlöslichkeit: Insoluble in water.
InChI: 1S/C9H7NO/c11-6-7-1-2-9-8(5-7)3-4-10-9/h1-6,10H
InChIKey: ADZUEEUKBYCSEY-UHFFFAOYSA-N
SMILES: O=Cc1ccc2[nH]ccc2c1
CAS Datenbank: 1196 · 1196-69-6(CAS DataBase Reference)

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 46 reports by companies from 6 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: 26-36/37/39
hazard_class: IRRITANT
Speicherklasse: 11 - Combustible Solids
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3

Chemie und Industrie

Anwendungen · 1 Eintrag

VerwendenIndole-5-carboxaldehyde is used as a reactant in preparation of curcumin derivatives as anti-proliferative & anti-inflammatory agents; and in synthesis of para-para stilbenophanes by McMurry coupling. It is also used as a reactant in stereoselective synthesis of dibenzylideneacetone derivatives as β-amyloid imaging probes and in structure-based drug design of aurora kinase A inhibitors.