| Identification | More | [Name]
4-Hydroxyindole | [CAS]
2380-94-1 | [Synonyms]
1H-INDOL-4-OL
1H-INDOLE-4-OL
4-HYDROXY-1H-INDOLE
4-HYDROXYINDOLE
4-INDOLOL
INDOL-4-OL
4-Hydroxy Indole (4-Indolol)
4-Hydroxxyindole
4-Hydroxyindole>99.0%
4-Hydroxyindole,98%
4-Hydroxylndole
| [EINECS(EC#)]
219-177-2 | [Molecular Formula]
C8H7NO | [MDL Number]
MFCD00005667 | [Molecular Weight]
133.15 | [MOL File]
2380-94-1.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-White Cyrstalline Solid | [Melting point ]
97-99 °C(lit.)
| [Boiling point ]
245.66°C (rough estimate) | [density ]
1.1475 (rough estimate) | [refractive index ]
1.5260 (estimate) | [storage temp. ]
0-6°C | [solubility ]
DMSO (Slightly), Methanol (Slightly) | [form ]
Solid | [pka]
9.89±0.40(Predicted) | [color ]
Dark Yellow to Green-Grey | [Water Solubility ]
slightly soluble | [Sensitive ]
Air Sensitive | [Detection Methods]
HPLC | [BRN ]
114905 | [InChIKey]
NLMQHXUGJIAKTH-UHFFFAOYSA-N | [CAS DataBase Reference]
2380-94-1(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT, KEEP COLD | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
Off-White Cyrstalline Solid | [Uses]
4-Hydroxyindole is a Pindolol (P468000) impurity, which is a mixed adrenergic blocker and serotonin 5HT1A-receptor antagonist. | [Application]
4-Hydroxyindole as simple indoles is the important raw material or intermediate in the synthesis of pharmaceutical products and industrial polymers. It effectively inhibits Abeta peptide-induced amyloid fibril formation and prevent cell death induced by the peptide in culture. It is used for the synthesis of anti-inflammatory angular pyrrolocoumarins. | [Definition]
ChEBI: 4-hydroxyindole is a member of the class of hydroxyindoles that is 1H-indole substituted by a hydroxy group at position 4. It is a member of phenols and a member of hydroxyindoles. | [Preparation]
Synthesis of 4-hydroxyindole: Using resorcinol as raw material, 4-oxotetrahydrocoumarone carboxylic acid is prepared by isomerization, catalytic hydrogenation, and cyclization with ethyl bromopyruvate. It was added to methanol solution saturated with ammonia, and the reaction was heated in an autoclave to generate 4-oxotetrahydroindole. Finally, 4-hydroxyindole is obtained by dehydrogenation and isomerization. | [General Description]
Glucouridination of 4-hydroxyindole by human uridine 5′-diphospho-glucuronosyltransferase has been repotrted. |
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