7556-37-8

Basic information

• Product Name: 1-Methyl-1H-indol-4-ol
• Synonyms: 1-Methyl-1H-indol-4-ol
• CAS NO: 7556-37-8
• Molecular Formula: C₉H₉NO
• Molecular Weight: 147.17386
• Mol File: 7556-37-8.mol

Chemical Properties

• Melting Point: 90 °C
• Boiling Point: 316.8±15.0 °C(Predicted)
• Appearance: /
• Density: 1.15±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 10.07±0.40(Predicted)
• CAS DataBase Reference: 1-Methyl-1H-indol-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-1H-indol-4-ol(7556-37-8)
• EPA Substance Registry System: 1-Methyl-1H-indol-4-ol(7556-37-8)

Safety Data

• Hazardous Substances Data: 7556-37-8(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
1-Methyl-1H-indol-4-ol is used as a key compound in medicinal chemistry for its versatile biological activities. It is employed in the development of new drugs and therapeutic agents, contributing to the advancement of medical treatments.
Used in Drug Development:
1-Methyl-1H-indol-4-ol is used as a building block in drug development, allowing for the creation of novel pharmaceuticals with potential applications in various medical fields. Its unique chemical structure and properties make it a valuable asset in the synthesis of new compounds with therapeutic potential.
Used in Research and Development:
1-Methyl-1H-indol-4-ol is used as a research tool in the field of organic chemistry and biochemistry. It aids in understanding the mechanisms of action of various biological processes and can be used to study the interactions between molecules and their targets, such as enzymes or receptors.
Used in Chemical Synthesis:
1-Methyl-1H-indol-4-ol is used as an intermediate in the synthesis of other organic compounds, particularly those with potential applications in the pharmaceutical industry. Its reactivity and structural features make it a useful component in the preparation of complex molecules.
Used in Safety and Handling:
1-Methyl-1H-indol-4-ol is used as a reference material in the development of safety protocols and handling procedures for chemicals with potential irritant properties. Its known effects on skin, eyes, and respiratory systems help in the establishment of guidelines for safe laboratory practices and industrial applications.

Upstream product

• 1393348-14-5 C₉H₁₀INO 
• 20289-26-3 4-benzyloxy-1H-indole 
• 7556-35-6 4-methoxy-1-methyl-1H-indole 
• 13523-93-8 4-(benzyloxy)-1-methyl-1H-indole 

Downstream Products

• 627501-90-0 2-Amino-3-cyano-4-(3-fluorophenyl)-7-methyl-4H-pyrrolo[2,3-h]chromene 
• 627501-40-0 2-Amino-4-(3-bromo-4-hydroxy-5-methoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene 
• 627501-52-4 2-Amino-4-(4-acetoxy-3-bromo-5-methoxyphenyl)-3-cyano-7-methyl-4H-pyrrolo[2,3-h]chromene 
• 898289-06-0 1-methyl-4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole 
• 475630-10-5 2-amino-3-cyano-4-(3-methoxy-phenyl)-7-methyl-4H-pyrrolo[2,3-h]chromene 

Relevant articles and documents

Application of metallide/palladium compound catalytic reduction system in debenzylation reaction and deuterization reaction

The invention discloses an application of a metallide/palladium compound catalytic reduction system in debenzylation reaction and deuterization reaction of benzyl-containing compounds. The reaction comprises the following steps: under the protection of nitrogen, suspending a palladium compound and a metallide in a solvent, stirring for 5 minutes, adding the benzyl-containing compounds, carrying out a reaction for 0.5 to 48 h at the temperature of -30 DEG C to 150 DEG C, adding ice water to stop the reaction, adjusting the pH value to 3.5 with diluted hydrochloric acid, extracting the reactionsolution by a solvent, drying by distillation, purifying by column chromatography, and thus completing the reaction.

Pd-Catalyzed debenzylation and deallylation of ethers and esters with sodium hydride

Herein we demonstrate simply that the addition of Pd(OAc)2 as a promotor switches the reactivity of a commonly used base NaH to a nucleophilic reductant. The reactivity is engineered into a palladium-catalyzed reductive debenzylation and deallylation of aryl ethers and esters. This operationally simple, mild protocol displays a broad substrate scope and a broad spectrum of functional group tolerance (>50 examples) and high chemoselectivity toward aryl ethers over aliphatic structures. Moreover, the dual reactivity of NaH as a base and a reductant is demonstrated in efficient synthetic elaboration.

Application of metallide/palladium compound catalytic reduction system in reaction of removing allyl groups and deuteration reaction

The invention discloses application of a metallide/palladium compound catalytic reduction system in reaction of removing allyl groups of a compound containing the allyl groups and deuteration reaction. The reaction comprises the following steps: under protection of nitrogen gas, suspending a palladium compound and a metallide in a solvent, stirring for 5 minutes, adding the compound containing theallyl groups, reacting for 0.5-36 hours at the temperature of minus 50-120 DEG C, adding ice water to stop reaction, regulating a pH value to 3.5 by using diluted hydrochloric acid, and carrying outsolvent extraction, drying by steaming and column-chromatography purification on reaction liquid to finish the reaction.

Substituted aromatic four ring anti-fungal compound and its preparation method and application

The invention relates to the technical field of pharmaceuticals, and provides a substituted aryl tetracyclic antifungal compound and pharmaceutically acceptable salts. The substituted aryl tetracyclic antifungal compound is as shown in a structural formula of the description. The invention further provides a preparation method of the compound and an application of the compound in preparing antifungal medicaments.

Scaffold hopping of sampangine: Discovery of potent antifungal lead compound against Aspergillus fumigatus and Cryptococcus neoformans

Discovery of novel antifungal agents against Aspergillus fumigatus and Cryptococcus neoformans remains a significant challenge in current antifungal therapy. Herein the antifungal natural product sampangine was used as the lead compound for novel antifungal drug discovery. A series of D-ring scaffold hopping derivatives were designed and synthesized to improve antifungal activity and water solubility. Among them, the thiophene derivative S2 showed broad-spectrum antifungal activity, particularly for Aspergillus fumigatus and Cryptococcus neoformans. Moreover, compound S2 also revealed better water solubility than sampangine, which represents a promising antifungal lead compound for further structural optimization.

Formation of N-substituted 4- and 7-oxo-4,5,6,7-tetrahydroindoles revisited: A mechanistic interpretation and conversion into 4- and 7-oxoindoles

An efficient method for the preparation of 4-oxo-4,5,6,7-tetrahydroindoles was successfully applied to the synthesis of N-substituted 7-oxo-4,5,6,7- tetrahydroindoles for the first time. Both isomers where converted into their corresponding 4- and 7-oxoindoles in good yields utilizing a novel aromatization protocol. Based on the impurity profile obtained, however, different mechanisms for the formation of the 4- and 7-oxo-4,5,6,7-tetrahydroindole derivatives are discussed. In addition, the reaction sequences appear to be stereospecific allowing for the direct introduction of a chiral center α to the nitrogen and preparation of enantiomerically enriched products.

BRIDGED ARYL PIPERAZINES DERIVATIVES USEFUL FOR THE TREATMENT OF CNS, GI-URINARY AND REPRODUCTIVE DISORDERS

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Discovery of 4-aryl-4H-chromenes as a new series of apoptosis inducers using a cell- and caspase-based high throughput screening assay. 4. Structure-activity relationships of N-alkyl substituted pyrrole fused at the 7,8-positions

In our continuing effort to discover and develop apoptosis inducing 4-aryl-4H-chromenes as novel anticancer agents, we explored the structure-activity relationship (SAR) of alkyl substituted pyrrole fused at the 7,8-positions. A methyl group substituted a

Substituted 4-aryl-4h-pyrrolo[2,3-h]chromenes and analogs as activators of caspases and inducers of apoptosis and the use thereof

The present invention is directed to substituted 4H-chromenes and analogs thereof, represented by the Formula (I): wherein R1, R3-R5, A, D, Y and Z are defined herein. The present invention also relates to the discovery that compounds having Formula (I) are activators of caspases and inducers of apoptosis. Therefore, the activators of caspases and inducers of apoptosis of this invention can be used to induce cell death in a variety of clinical conditions in which uncontrolled growth and spread of abnormal cells occurs.