Indol-5-carbonsure
1H-Indole-5-Carboxylic Acid
Grundinformationen
- CAS
1670-81-1- Standard-SMILES
O=C(O)c1ccc2[nH]ccc2c1- InChIKey
IENZCGNHSIMFJE-UHFFFAOYSA-N- Summenformel
- C9H7NO2
- Durchschnittliche Molmasse
- 161,16 g/mol
- Monoisotopische Masse
- 161,04767847
Überblick
Indole-5-carboxylic acid is an indolecarboxylic acid in which the carboxy group is the only substituent and is located at position 5. It has a role as a plant metabolite.
Namen und Bezeichner
- Bevorzugter Name
- 1H-Indole-5-Carboxylic Acid
- IUPAC
- 1H-indole-5-carboxylic acid
- Lokaler Name
- Indol-5-carbonsure
- Englischer Name
- Indole-5-carboxylic acid
- Summenformel
- C9H7NO2
- Molmasse
- 161.16
Namen und Synonyme
Indole-5-carboxylic acid1H-indole-5-carboxylic acid1670-81-15-indolecarboxylic acidDTXSID80168218CHEBI:131778RefChem:790973DTXCID5090709216-799-65-Carboxyindole142396-03-0MFCD00005678
Weitere Namen anzeigen
JACS-1670-81-15-Carboxy-1H-indoleRARECHEM AL BO 0206TIMTEC-BB SBB003951Indolecarboxylicacid,5-INDOLE-5-CARBOXYLIC AICD
Indole-5-carboxylic acid, 98%1H-Indole-5-carboxylic acid, radical ion(1+)indol-5-carboxylic acid5-indole carboxylic acidSCHEMBL105928CHEMBL20181585-Carboxyindole;AKOS000265424
Datenbank-Bezeichner
- CAS
1670-81-1- PubChem CID
- 74280
- DTXSID
DTXSID80168218- ChEMBL
CHEMBL2018158- ChEBI
CHEBI:131778- EC Number
- 216-799-6
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,5
- Polarare Oberfläche (TPSA)
- 53,1 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 1
- Schwere Atome
- 12
- Formalladung
- 0
- Komplexität
- 193
Physikochemische Eigenschaften
- Schmelzpunkt
- 211 · 211-213 °C (lit.)
- Siedepunkt
- 287.44 °C · 287.44°C (rough estimate)
- Dichte
- 1.248 · 1.2480 (rough estimate)
- Brechungsindex
- 1.505 · 1.5050 (estimate)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- Löslichkeit
- Soluble in ethanol (50 mg/ml), dimethyl sulfoxide and methanol.
- Aggregatzustand
- Powder
- pka
- 4.4 · 4.40±0.30(Predicted)
- Farbe
- Light beige to yellow
- BRN
- 124391 · 124391
- InChI
- InChI=1S/C9H7NO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,(H,11,12)
- InChIKey
- IENZCGNHSIMFJE-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(C(O)=O)C=C2)C=C1
- CAS Datenbank
- 1670 · 1670-81-1(CAS DataBase Reference)
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
GHS-Klassifizierung
GHS Classification
Warning
H302 (25%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 8 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Gefahrenhinweise
Hazard Classes and CategoriesAcute Tox. 4 (25%)
Sicherheitsdaten
- wgk
- 3
- hs_code
- 2933990099
- risk_code
- 36/37/38-21/22
- hazard_code
- Xn,Xi
- safety_code
- 22-24/25-36/37/39-26
- hazard_class
- IRRITANT
- Speicherklasse
- 13 - Non Combustible Solids
Chemie und Industrie
Anwendungen
VerwendenIndole-5-carboxylic acid is the suitable reagent used to study the intermolecular excited state proton transfer in indole-2-carboxylic acid and indole-5-carboxylic acid in various solvents in acidic, basic, and neutral media by steady state and time resolved fluorescence spectroscopy. It may be used in the electrochemical synthesis of poly(indole-5-carboxylic acid) (PICA) films. Also used as reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles, as potential anticancer immunomodulators, synthesis of indirubin derivatives and amide conjugates with ketoprofen, as inhibitors of Gli1-mediated transcription in Hedgehog pathway.
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