104599-10-2

Basic information

• Product Name: 1H-Indol-5-ol, 2-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methyl]-3-methyl-
• CAS NO: 104599-10-2
• Molecular Formula: C22H19NO3
• Molecular Weight: 345.398
• Mol File: 104599-10-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1H-Indol-5-ol, 2-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methyl]-3-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indol-5-ol, 2-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methyl]-3-methyl-(104599-10-2)
• EPA Substance Registry System: 1H-Indol-5-ol, 2-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methyl]-3-methyl-(104599-10-2)

Safety Data

• Hazardous Substances Data: 104599-10-2(Hazardous Substances Data)

Usage

General Description

1H-Indol-5-ol, 2-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methyl]-3-methyl- is a chemical compound with a complex and lengthy name. It is a derivative of indol-5-ol, with two hydroxyphenyl groups and a methyl group attached to the indol ring. 1H-Indol-5-ol, 2-(4-hydroxyphenyl)-1-[(4-hydroxyphenyl)methyl]-3-methyl- is commonly referred to as Indirubin, and it has been investigated for its potential medicinal properties. Indirubin has been studied for its anti-inflammatory, anti-cancer, and neuroprotective effects, and it has shown promise in preclinical studies. It is believed to inhibit certain enzymes and pathways involved in inflammation and cancer progression. Indirubin may have potential applications in the development of new therapeutic agents for various diseases.

Upstream product

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• 4495-66-3 4-benzyloxypropiophenone 
• 112772-83-5 4-chloromethyl phenoxy acetonitrile 
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• 623-05-2 (4-hydroxyphenyl)methanol 
• 1165801-37-5 C₂₄H₂₃NO₃ 
• 2746-25-0 p-Methoxybenzyl bromide 
• 91444-18-7 5-methoxy-2-(4-methoxyphenyl)-3-methyl-1H-indole 
• 104598-92-7 5-Methoxy-1-(4-methoxy-benzyl)-2-(4-methoxy-phenyl)-3-methyl-1H-indole 

Relevant articles and documents

Synthesis, antiproliferative and pro-apoptotic activity of 2-phenylindoles

Breast cancer is the second most common cancer worldwide after lung cancer with the vast majority of early stage breast cancers being hormone-dependent. One of the major therapeutic advances in the clinical treatment of breast cancer has been the introduction of selective estrogen receptor modulators (SERMs). We describe the design and synthesis of novel SERM type ligands based on the 2-arylindole scaffold to selectively target the estrogen receptor in hormone dependent breast cancers. Some of these novel compounds are designed as bisindole type structures, while others are conjugated to a cytotoxic agent based on combretastatin A4 (CA4) which is a potent inhibitor of tubulin polymerisation. The indole compounds synthesised within this project such as 31 and 86 demonstrate estrogen receptor (ER) binding and strong antiproliferative activity in the ER positive MCF-7 breast cancer cell line with IC50values of 2.71?μM and 1.86?μM respectively. These active compounds induce apoptotic activity in MCF-7 cells with minimal effects on normal peripheral blood cells. Their strong anti-cancer effect is likely mediated by the presence of two ER binding ligands for 31 and an ER binding ligand combined with a cytotoxic agent for 86.

Tethered indoles as functionalizable ligands for the estrogen receptor

To create ligands for the estrogen receptor that contain pendant groups for tethering to a poly(amido)amine (PAMAM) dendrimer, we have explored a class of N-substituted 2-phenyl indoles. Attachment of tethers of different length and chemical nature to thi