| Identification | More | [Name]
6-Hydroxyindole | [CAS]
2380-86-1 | [Synonyms]
1H-INDOL-6-OL
6-HYDROXYINDOLE
6-INDOLOL
INDOLOL
5.7-dichloroindole 2380-86-1
6-Hydroyindole
Indolol，6-Hydroxyindole
6-Hydroxyindole ,98% | [EINECS(EC#)]
417-020-4 | [Molecular Formula]
C8H7NO | [MDL Number]
MFCD00152101 | [Molecular Weight]
133.15 | [MOL File]
2380-86-1.mol |
| Chemical Properties | Back Directory | [Appearance]
White to off-white shiny crystalline powder | [Melting point ]
125-128 °C | [Boiling point ]
343.2±15.0 °C(Predicted) | [density ]
1.327±0.06 g/cm3(Predicted) | [storage temp. ]
Keep Cold | [solubility ]
Chloroform (Slightly, Heated), Methanol (Slightly) | [form ]
Shiny Crystalline Powder | [pka]
10.07±0.40(Predicted) | [color ]
White to off-white | [Detection Methods]
HPLC | [Cosmetics Ingredients Functions]
HAIR DYEING | [InChI]
InChI=1S/C8H7NO/c10-7-2-1-6-3-4-9-8(6)5-7/h1-5,9-10H | [InChIKey]
XAWPKHNOFIWWNZ-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC(O)=C2)C=C1 | [CAS DataBase Reference]
2380-86-1(CAS DataBase Reference) | [Storage Precautions]
Store under nitrogen |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,N,Xn | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
R43:May cause sensitization by skin contact.
R41:Risk of serious damage to eyes.
R22:Harmful if swallowed. | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S61:Avoid release to the environment. Refer to special instructions safety data sheet .
S24:Avoid contact with skin .
S2:Keep out of the reach of children . | [RIDADR ]
UN 3077 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
9 | [HazardClass ]
IRRITANT, KEEP COLD | [PackingGroup ]
Ⅲ | [HS Code ]
29339900 |
| Hazard Information | Back Directory | [Chemical Properties]
White to off-white shiny crystalline powder | [Uses]
- Reactant for preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
- Reactant for asymmetrical synthesis of notoamide J as a potential biosynthetic precursor of prenylated indole alkaloids
- Reactant for preparation of (quinolinyloxymethyl)isoxazolecarboxylate esters antituberculosis agents
- Reactant for preparation of indolyl(propanolamine) derivatives as HIV inhibitors
- Reactant for preparation of indoleoxyacetic acid derivatives as peroxisome proliferator-activated receptor agonists
- Reactant for preparation of 1-aroylindole 3-aroylindoles combretastatin A-4 analogs as antitumor agents and tubulin polymerization inhibitors
| [Synthesis Reference(s)]
Journal of Medicinal Chemistry, 35, p. 2419, 1992 DOI: 10.1021/jm00091a010 | [Synthesis]
Regioselective chloroacetylation of 1-pivaloylindole followed by Baeyer-Villiger oxidation offers introduction of an oxygen function into the 6-position of the indole ring. Deacylation of 6-chloroacetyl-1-pivaloylindole gives 6-hydroxyindole. The overall yield of 6-hydroxyindole from indole is 54%.
[1] K. TERANISHI; T. G; S I NAKATSUKA. ChemInform Abstract: Facile Synthesis of 6-Hydroxyindole (VII) and 6-Methoxyindole (IX) via Regioselective Friedel-Crafts Acylation and Baeyer-Villiger Oxidation.[J]. ChemInform, 1995, 26 9. DOI:10.1002/chin.199509120. |
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