HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 74280Erstellt: 27. Oktober 2026
Indol-5-carbonsure
1H-INDOLE-5-CARBOXYLIC ACID · JACS-1670-81-1 · 5-CARBOXYINDOLE · 5-Carboxy-1H-indole · RARECHEM AL BO 0206 · TIMTEC-BB SBB003951 · Indolecarboxylicacid,5- · 5-INDOLECARBOXYLIC ACID
https://huagongshe.com/de/chemical/74280
Identifikatoren & physikalische Daten
| CAS No. | 1670-81-1 |
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| Summenformel | C9H7NO2 |
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| Durchschnittliche Molmasse | 161,16 g/mol |
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| Monoisotopische Masse | 161,04767846 g/mol |
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| SMILES | O=C(O)c1ccc2[nH]ccc2c1 |
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| InChIKey | IENZCGNHSIMFJE-UHFFFAOYSA-N |
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| PubChem CID | 74280 |
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| ChEMBL | CHEMBL2018158 |
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| ChEBI | CHEBI:131778 |
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| EC No. | 216-799-6 |
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| DTXSID | DTXSID80168218 |
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| Lokaler Name | Indol-5-carbonsure |
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Chemische & physikalische Eigenschaften
| XLogP | 1,5 |
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| Polarare Oberfläche (TPSA) | 53,1 |
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| H-Brücken-Donoren | 2 |
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| H-Brücken-Akzeptoren | 2 |
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| Frei drehbare Bindungen | 1 |
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| Schwere Atome | 12 |
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| Formalladung | 0 |
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| Komplexität | 193 |
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| Schmelzpunkt | 211-213 °C (lit.) |
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| Siedepunkt | 287.44°C (rough estimate) |
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| Dichte | 1.2480 (rough estimate) |
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| Brechungsindex | 1.5050 (estimate) |
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| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
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| Löslichkeit | Soluble in ethanol (50 mg/ml), dimethyl sulfoxide and methanol. |
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| Aggregatzustand | Powder |
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| pKa (Säurekonstante) | 4.40±0.30(Predicted) |
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| Farbe | Light beige to yellow |
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| BRN | 124391 |
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| InChI | InChI=1S/C9H7NO2/c11-9(12)7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,(H,11,12) |
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| InChIKey | IENZCGNHSIMFJE-UHFFFAOYSA-N |
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| SMILES | N1C2=C(C=C(C(O)=O)C=C2)C=C1 |
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| CAS Datenbank | 1670-81-1(CAS DataBase Reference) |
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Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (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. |
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| Hazard Classes and Categories | Acute Tox. 4 (25%) |
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| Wassergefährdungsklasse (WGK) | 3 |
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| Zollcode | 29339990 |
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| R-Sätze (R) | 36/37/38-21/22 |
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| Gefahrensymbole | Xn,Xi |
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| Sicherheitshinweise (S) | 22-24/25-36/37/39-26 |
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| Gefahrenklasse | IRRITANT |
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| Lagerklasse | 13 - Non Combustible Solids |
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Anwendungen & Verwendung
Verwenden
Indole-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.
