81779-27-3

Basic information

• Product Name: 4-HYDROXY-1H-INDOLE-3-CARBALDEHYDE
• Synonyms: 4-HYDROXY-1H-INDOLE-3-CARBALDEHYDE;4-HYDROXY-1H-INDOLE-3-CARBOXALDEHYDE;4-Hydroxyindole-3-carboxaldehyde;4-Hydroxyindole-3-carboxaldehyde 98%;Zinc02563745;3-Formyl-4-hydroxy-1H-indole;1H-Indole-3-carboxaldehyde,4-hydroxy-;4-hydroxy-1H-indol-3-carbaldehyde
• CAS NO: 81779-27-3
• Molecular Formula: C₉H₇NO₂
• Molecular Weight: 161.16
• Mol File: 81779-27-3.mol
• Article Data: 6

Chemical Properties

• Melting Point: 198-200 °C
• Boiling Point: 426.28 °C at 760 mmHg
• Flash Point: 211.607 °C
• Appearance: /
• Density: 1.439 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.784
• Storage Temp.: Room temperature.
• PKA: 9.17±0.40(Predicted)
• CAS DataBase Reference: 4-HYDROXY-1H-INDOLE-3-CARBALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDROXY-1H-INDOLE-3-CARBALDEHYDE(81779-27-3)
• EPA Substance Registry System: 4-HYDROXY-1H-INDOLE-3-CARBALDEHYDE(81779-27-3)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 81779-27-3(Hazardous Substances Data)

Usage

General Description

4-Hydroxy-1H-Indole-3-Carbaldehyde is a chemical compound that belongs to the class of organic compounds known as indoles, more specifically, it is a hydroxyindole. This substance is recognized for containing an indole, which is a bicyclic compound made up of a benzene ring fused to a pyrrole ring. The hydroxyl component suggests the molecule's alcohol properties while the carbaldehyde aspect indicates that it carries an aldehyde functional group. 4-HYDROXY-1H-INDOLE-3-CARBALDEHYDE might be related to biochemical processes, but it's often used in research and experimental settings. Its molecular formula is C9H7NO2. Since it's a specific compound, its usage and presence in everyday life are limited, and its properties aren't extensively elaborated on in many literature sources.

InChI:InChI=1/C9H7NO2/c11-5-6-4-10-7-2-1-3-8(12)9(6)7/h1-5,10,12H

Upstream product

• 72527-73-2 4-iodo-indole-3-carboxaldehyde 
• 141692-10-6 (3-formylindol-4-yl)thallium (III) bistrifluoroacetate 
• 487-89-8 Indole-3-carboxaldehyde 
• 7042-71-9 4-benzyloxyindole-3-carbaldehyde 
• 2380-94-1 1H-indol-4-ol 
• 68-12-2 N,N-dimethyl-formamide 

Downstream Products

• 405893-10-9 (2-benzenesulfonyl-1-vinyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[c,d]azulen-8-yl)dimethylamine 
• 405891-90-9 (2-benzenesulfonyl-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[c,d]azulen-8-yl)dimethylamine 
• 405892-95-7 ((R)-1-phenylethyl)-(S)-2,7,8,9-tetrahydro-6-oxa-2-azabenzo[c,d]azulen-8-ylamine 
• 404888-03-5 4-benzyloxy-5-bromo-1-tert-butoxycarbonylindole-3-carbaldehyde 
• 404888-01-3 4-benzyloxy-1-tert-butoxycarbonylindole-3-carbaldehyde 
• 404888-04-6 4-benzyloxy-5-bromoindole-3-carbaldehyde 
• 404888-00-2 3-Formyl-4-hydroxyindole-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

A PRACTICAL AND SHORT ACCES TO 4-HYDROXY-3-INDOLECARBALDEHYDE AND ITS APPLICATION FOR THE SYNTHESIS OF PINDOLOL ANALOG

4-Hydroxy-3-indolecarbaldehyde (1) is produced simply by heating (3-formylindol-4-yl)thallium bis-trifluoroacetate with copper sulfate in N,N-dimethylformamide and water.Alkylation of 1 afforded predominantly 1-alkyl derivatives.Utilizing these results pindolol analog, 1-allyl-4-(3-t-butylamino-2-hydroxypropoxy)-3-indolecarbaldehyde was synthesized.

Tricylic indole compounds having affinity for serotonin receptor

Having an affinity against serotonine receptors, compound (I) shown below is useful as a therapeutic agent against various kinds of diseases of central nervous systems. (wherein R1 is hydrogen; R2 is hydrogen or lower alkyl; R3 is hydrogen, —COOR12 and so on; R4 is hydrogen, lower alkyl and so on, or R3 and R4 taken together may form ═O or ═S; R5 is hydrogen, or R3 and R5 taken together may form a bond; R6 is hydrogen, —COOR24 and so on; R7 is hydrogen, halogen, lower alkyl and so on; R8 is hydrogen, lower alkyl, cycloalkyl and so on; R9, R10 and R11 are each independently hydrogen, halogen, lower alkyl and so on)

Preparations of 1-hydroxyindole derivatives and their potent inhibitory activities on platelet aggregation

1-Hydroxymelatonin, 5-bromo- and 5,7-dibromo-1-hydroxytryptamine derivatives, 1,4-dihydroxy-5-nitroindole, 1-hydroxy-3-methylsulfinylmethylindole, and 5-acetyl-1,3,4,5-tetrahydro-1-hydroxypyrrolo[4,3,2-de]quinoline were synthesized for the first time. 1-Hydroxyindoles revealed potent inhibitory activities on platelet aggregation.