1H-Indol-3-ol

Base Information

• Chemical Name: 1H-Indol-3-ol
• CAS No.: 480-93-3
• Molecular Formula: C8H7NO
• Molecular Weight: 133.15
• Hs Code.: 2933990090
• European Community (EC) Number: 689-424-0
• DSSTox Substance ID: DTXSID20861998
• Nikkaji Number: J6.171I
• Wikipedia: Indoxyl
• Wikidata: Q423256
• Metabolomics Workbench ID: 38465
• Mol file: 480-93-3.mol

Synonyms:1H-indol-3-ol;indoxyl

Chemical Property of 1H-Indol-3-ol

Chemical Property:

• Appearance/Colour: yellow -green powder.
• Melting Point: 85-87 °C
• Refractive Index: 1.5260 (estimate)
• Boiling Point: 343.192 °C at 760 mmHg
• PKA: 10.10±0.40(Predicted)
• Flash Point: 161.357 °C
• PSA: 36.02000
• Density: 1.327 g/cm³
• LogP: 1.87350
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly, Sonicated)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 133.052763847
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99%, ^*data from raw suppliers

3-Hydroxyindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• 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.; S37/39:Wear suitable g

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=CN2)O
• Uses: 1H-INDOL-3-OL is a mutation product of toluene-4-monooxygenase (T4MO), that gets spontaneously converted to indigo. Used in the preparation of indolyl-oxadiazoles with anticonvulsant activity. 3-Hydroxyindole is a mutation product of toluene-4-monooxygenase (T4MO), that gets spontaneously converted to indigo. Used in the preparation of indolyl-oxadiazoles with anticonvulsant activity.

Technology Process of 1H-Indol-3-ol

There total 72 articles about 1H-Indol-3-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

3-methylbenzo[c]isoxazole (4127-53-1) → indoxyl (480-93-3)

Guidance literature:

at 575 ℃;

DOI:10.24820/ARK.5550190.P011.239

Reference yield:

1-(2-azido-phenyl)-ethanone (16714-26-4) → indolin-3-one (3260-61-5) + indoxyl (480-93-3)

Guidance literature:

at 650 ℃; under 0.02 Torr; Flash vacuum pyrolysis;

DOI:10.1055/s-0029-1218668

Reference yield:

indole (120-72-9) → 2-Hydroxyindole (16990-73-1) + indoxyl (480-93-3) + indirubin (479-41-4) + 1H,1H'-2,2'-Biindolylidene-3,3'-dione (482-89-3,12626-73-2)

Guidance literature:

With P₄₅₀ BM-3 mutant; NADPH; In water; dimethyl sulfoxide; for 0.333333h; pH=8.2; Further Variations:; Reagents; Kinetics;

DOI:10.1002/(SICI)1521-3765(20000502)6:9<1531::AID-CHEM1531>3.3.CO;2-4

upstream raw materials:

indole

3-hydroxy-1H-indole-2-carboxylic acid

1-phenylhydantoin

2-( N-ethylanilino)ethanol

Downstream raw materials:

indole

3-methoxyindole

2,4,6-tribromoaniline

indirubin

Refernces

• 1、 Correia, Mário S.P.,Ballet, Caroline,Meistermann, Hannes,Conway, Louis P.,Globisch, Daniel. "Comprehensive kinetic and substrate specificity analysis of an arylsulfatase from Helix pomatia using mass spectrometry". . p. 955 - 962. Retrieved 2019/02/09.
• 2、 Ballet, Caroline,Correia, Mário S. P.,Conway, Louis P.,Locher, Theresa L.,Lehmann, Laura C.,Garg, Neeraj,Vujasinovic, Miroslav,Deindl, Sebastian,L?hr, J.-Matthias,Globisch, Daniel. "New enzymatic and mass spectrometric methodology for the selective investigation of gut microbiota-derived metabolites". . p. 6233 - 6239. Retrieved 2018/08/07.