146564-06-9

Basic information

• Product Name: 1H-Indole, 4-methyl-1-(phenylsulfonyl)-
• CAS NO: 146564-06-9
• Molecular Formula: C15H13NO2S
• Molecular Weight: 271.34
• Mol File: 146564-06-9.mol

Chemical Properties

• CAS DataBase Reference: 1H-Indole, 4-methyl-1-(phenylsulfonyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Indole, 4-methyl-1-(phenylsulfonyl)-(146564-06-9)
• EPA Substance Registry System: 1H-Indole, 4-methyl-1-(phenylsulfonyl)-(146564-06-9)

Safety Data

• Hazardous Substances Data: 146564-06-9(Hazardous Substances Data)

Upstream product

• 146564-05-8 1-Benzenesulfonyl-7-(4-chloro-phenylsulfanyl)-4-methyl-4,5,6,7-tetrahydro-1H-indol-4-ol 
• 16096-32-5 4-methyl-1H-indole 
• 98-09-9 benzenesulfonyl chloride 
• 157396-11-7 7-(4-chlorophenylthio)-6,7-dihydro-1-(phenylsulfonyl)-1H-indol-4(5H)-one 
• 16851-82-4 N-phenylsulfonylpyrrole 
• 157396-14-0 4-(4-chlorophenylthio)-4-(1-phenylsulfonyl-1H-pyrrol-2-yl)butanoyl chloride 
• 157396-13-9 ethyl 4-(4-chlorophenylthio)-4-(1-phenylsulfonyl-1H-pyrrol-2-yl)butanoate 

Downstream Products

• 177210-25-2 1-phenylsulfonyl-4-(bromomethyl)indole 
• 896137-95-4 (5-fluoro-1-phenylsulfonyl-1H-indol-2-yl)-(4-methyl-1-phenylsulfonyl-1H-indol-2-yl)methanone 
• 896137-84-1 (5-methoxy-1-phenylsulfonyl-1H-indol-2-yl)-(4-methyl-1-phenylsulfonyl-1H-indol-2-yl)methanone 
• 896137-96-5 (5-benzyloxy-1-phenylsulfonyl-1H-indol-2-yl)-(4-methyl-1-phenylsulfonyl-1H-indol-2-yl)methanone 
• 146073-06-5 1-(benzenesulphonyl)-1H-indole-4-carboxaldehyde 
• 896138-24-2 (5-benzyloxy-1H-indol-2-yl)-(4-methyl-1H-indol-2-yl)methanone 
• 856111-26-7 1-benzenesulfonyl-4-phenylsulfanylmethyl-1H-indole 
• 1262322-64-4 C₁₇H₁₅NO₃S 
• 10299-61-3 2,4-dimethyl-1H-indole 
• 1542708-19-9 N-benzyl-2-(2,4-dimethyl-1H-indol-1-yl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine 

Relevant articles and documents

Cu-Catalyzed Oxidation of C2 and C3 Alkyl-Substituted Indole via Acyl Nitroso Reagents

The selective oxidation of C2-alkyl-substituted indoles to 3-oxindole and the selective C-H oxygenation or amination of C2,C3-dialkyl-substituted indoles at C2 are reported under mild conditions. The position of the alkyl substitution on the indole directs the reaction to different pathways under similar conditions.

Regioselective Functionalization of 4-Methyl-1H-indole for Scalable Synthesis of 2-Cyano-5-formyl-4-methyl-1H-indole

We report a five-step synthesis of 2-cyano-5-formyl-4-methyl-1H-indole through sequential functionalization of readily available 4-methyl-1H-indole. Cyano and aldehyde functionalities are regioselectively installed at the 2 and 5 position, respectively. T

Discovery of a First-in-Class, Potent, Selective, and Orally Bioavailable Inhibitor of the p97 AAA ATPase (CB-5083)

The AAA-ATPase p97 plays vital roles in mechanisms of protein homeostasis, including ubiquitin-proteasome system (UPS) mediated protein degradation, endoplasmic reticulum-associated degradation (ERAD), and autophagy. Herein we describe our lead optimization efforts focused on in vitro potency, ADME, and pharmaceutical properties that led to the discovery of a potent, ATP-competitive, D2-selective, and orally bioavailable p97 inhibitor 71, CB-5083. Treatment of tumor cells with 71 leads to significant accumulation of markers associated with inhibition of UPS and ERAD functions, which induces irresolvable proteotoxic stress and cell death. In tumor bearing mice, oral administration of 71 causes rapid accumulation of markers of the unfolded protein response (UPR) and subsequently induces apoptosis leading to sustained antitumor activity in in vivo xenograft models of both solid and hematological tumors. 71 has been taken into phase 1 clinical trials in patients with multiple myeloma and solid tumors.

Antifungal agents. Part 5: Synthesis and antifungal activities of aminoguanidine derivatives of N-arylsulfonyl-3-acylindoles

In order to discover more promising antifungal agents, a series of aminoguanidine derivatives of N-arylsulfonyl-3-acylindoles (5a-r) were prepared and evaluated in vitro for their antifungal activities against seven phytopathogenic fungi. Especially compo

Substituted 4-aminocyclohexane derivatives

Substituted 4-aminocyclohexane derivatives having the formula I: [image] wherein R1-R4 are as described herein, methods for their preparation, medicinal products and pharmaceutical compositions containing these compounds and the use of substituted 4-amino

INDOLE SULFONAMIDES AS SFRP-1 MODULATORS

Indole sulfonamide compounds or pharmaceutically acceptable salts thereof, are provided, which are modulators of secreted frizzled related protein-1. The compounds, and compositions containing the compounds, can be used to treat a variety of disorders, in

Novel bis(1H-indol-2-yl)methanones as potent inhibitors of FLT3 and platelet-derived growth factor receptor tyrosine kinase

FLT3 receptor tyrosine kinase is aberrantly active in many cases of acute myeloid leukemia (AML). Recently, bis(1H-indol-2-yl)methanones were found to inhibit FLT3 and PDGFR kinases. To optimize FLT3 activity and selectivity, 35 novel derivatives were synthesized and tested for inhibition of FLT3 and PDGFR autophosphorylation. The most potent FLT3 inhibitors 98 and 102 show IC 50 values of 0.06 and 0.04 μM, respectively, and 1 order of magnitude lower PDGFR inhibiting activity. The derivatives 76 and 82 are 20- to 40-fold PDGFR selective. Docking at the recent FLT3 structure suggests a bidentate binding mode with the backbone of Cys-694. Activity and selectivity can be related to interactions of one indole moiety with a Hydrophobic pocket including Phe-691, the only different binding site residue (PDGFR Thr-681). Compound 102 inhibited the proliferation of 32D cells expressing wildtype FLT3 or FLT3-ITD similarly as FLT3 autophosphorylation, and induced apoptosis in primary AML patient blasts.

NOVEL TETRAYDROSPIRO{PIPERIDINE-2,7’ -PYRROLO[3,2-b]PYRIDINE DERIVATIVES AND NOVEL INDOLE DERIVATIVES USEFUL IN THE TREATMENT OF 5-HT6 RECEPTOR -RELATED DISORDERS

The present invention relates to compounds of formula (I): Formula (I) wherein U, P, W1, W2, W3, v, Y, Z, Rm, and Rm’ are as described herein, to pharmaceutical compositions comprising the compounds, to processes for their preparation, as well as to the use of the compounds for the preparation of a medicament against 5-HT6 receptor-related disorders.

Convenient synthesis of 4-alkyl, alkenyl, and alkynyl substituted N-(phenylsulfonyl)indoles

The indolone 1 reacted with organomagnesium or lithium reagents to give the carbinols 6 and 10, which, upon treatment under appropriate acidic conditions or neutral thermal conditions, gave the 1-phenylsulfonylindoles 8 and 11 bearing various kinds of alk

A new, general entry to 4-substituted indoles. Synthesis of (S)-(-)-pindolol and (±)-chuangxinmycin

A new method for synthesis of 4-substituted indoles has been developed by using the 7-arylthio-6-7-dihydroindol-4(5H) one 5 as a common intermediate. The method was applied to the synthesis of (S)-(-)-pindolol (11) and (±)-chuangxinmycin (16).