6960-45-8

Usage

Uses

Used in Pharmaceutical Industry:
7-Nitroindole-2-carboxylic acid is used as a research chemical for the development of drugs targeting APE1. Its inhibitory properties make it a valuable tool in studying the role of APE1 in various biological processes and its potential as a therapeutic target for diseases.
Used in Biochemical Research:
7-Nitroindole-2-carboxylic acid is used as a biochemical research tool to investigate the function and regulation of APE1 enzyme. By inhibiting APE1, researchers can gain insights into the enzyme's role in DNA repair and other cellular processes, as well as its potential involvement in disease mechanisms.
Used in Drug Discovery:
7-Nitroindole-2-carboxylic acid is used in drug discovery efforts to identify and develop novel APE1 inhibitors with improved potency, selectivity, and pharmacological properties. These inhibitors may have potential applications in the treatment of diseases associated with DNA repair defects or other APE1-related pathways.

Biological Activity

crt0044876 is a potent and selective inhibitor of ape1 with ic50 value of 3.06 μm [1].apurinic/apyrimidinic endonuclease-1 (ape1) is a member of the highly conserved exonucleaseiii family of ap endonucleases and plays an important role in dna repair. ape1 exhibits 3’-phosphodiesterase activity and weak 3’-phosphatase activity, 3’-5’-exonuclease activity and rnaseh activity [1].crt0044876 is a potent and selective ape1 inhibitor. in hela whole cell extract, crt0044876 inhibited apurinic/apyrimidinic (ap) site cleavage catalyzed by ape1. crt0044876 inhibited both the ap endonuclease and exonuclease activities of exonuclease iii, the bacterial homologue of ape1. crt0044876 inhibited the 3’-phosphoglycolate diesterase activity of ape1 with ic50 value of 5 μm and also inhibited 3’-phosphatase activity through binding to dna repair active site of ape1. in ht1080 fibrosarcoma cells, crt0044876 significantly increased ap site accumulation and was non-toxic at concentrations up to 400 μm. also, crt0044876 potentiated the cytotoxicity induced by alkylating agent mms, temozolomide, hydrogen peroxide and hmdurd through specific inhibition of the base excision repair (ber) pathway [1].

references

[1]. madhusudan s, smart f, shrimpton p, et al. isolation of a small molecule inhibitor of dna base excision repair. nucleic acids res, 2005, 33(15): 4711-4724.

InChI:InChI=1/C9H6N2O4/c12-9(13)6-4-5-2-1-3-7(11(14)15)8(5)10-6/h1-4,10H,(H,12,13)/p-1

Upstream product

• 6960-46-9 ethyl 7-nitroindole-2-carboxylate 
• 6293-87-4 o-nitrophenylhydrazine hydrochloride 
• 167027-28-3 7-nitro-1H-indole-2-carboxylic acid methyl ester 
• 292853-66-8 2-(2-(2-nitrophenyl)hydrazono)propionic acid ethyl ester 

Downstream Products

• 6960-42-5 7-nitro-1H-indole 
• 913286-55-2 7-nitro-N-[2-(tritylthio)ethyl]-1H-indole-2-carboxamide 
• 1120345-10-9 2,2-dimethyl-propionic acid (R)-3-(4-methoxy-benzylsulfanyl)-2-[(7-nitro-1H-indole-2-carbonyl)-amino]-propyl ester 
• 165668-23-5 N-(7-indolyl)-4-nitrobenzenesulfonamide 
• 165669-28-3 N-(1H-indole-7-yl)-4-sulfamoylbenzenesulfonamide 
• 5192-04-1 7-aminoindole 
• 247186-85-2 N-(1H-indol-7-yl)-4-methoxybenzenesulfonamide 
• 1334245-93-0 (N-(1H-Indol-7-yl)-benzenesulfonamide) 
• 1334246-06-8 (N-(5,8-Dimethyl-9H-carbazol-1-yl)-3,4,5-trimethoxybenzenesulfonamide) 
• 1334246-07-9 (N-(5,8-Dimethyl-9H-carbazol-1-yl)-3-trifluoromethylbenzenesulfonamide) 
• 1334246-09-1 (3,5-Dichloro-4-(2-chloro-4-nitrophenoxy)-N-(5,8-dimethyl-9H-carbazol-1-yl)benzene-sulfonamide) 
• 1334246-10-4 (1-(5,8-Dimethyl-9H carbazol-1-yl)-3-phenylurea) 
• 1334246-11-5 (1-(5,8-Dimethyl-9H-carbazol-1-yl)-3-(4-methoxyphenyl)urea) 
• 1334246-12-6 (N-(5,8-Dimethyl-9H carbazol-1-yl)-N-methyl-4-methoxybenzenesulfonamide) 

Relevant academic research and scientific papers

Discovery of Potent Succinate-Ubiquinone Oxidoreductase Inhibitors via Pharmacophore-linked Fragment Virtual Screening Approach

Succinate-ubiquinone oxidoreductase (SQR) is an attractive target for fungicide discovery. Herein, we report the discovery of novel SQR inhibitors using a pharmacophore-linked fragment virtual screening approach, a new drug design method developed in our laboratory. Among newly designed compounds, compound 9s was identified as the most potent inhibitor with a Ki value of 34 nM against porcine SQR, displaying approximately 10-fold higher potency than that of the commercial control penthiopyrad. Further inhibitory kinetics studies revealed that compound 9s is a noncompetitive inhibitor with respect to the substrate cytochrome c and DCIP. Interestingly, compounds 8a, 9h, 9j, and 9k exhibited good in vivo preventive effects against Rhizoctonia solani. The results obtained from molecular modeling showed that the orientation of the R2 group had a significant effect on binding with the protein.

Benzenesulfonamide derivatives and pharmaceutical composition thereof

The present invention is related to derivatives of benzenesulfonamide represented by formula (I), and the pharmaceutical composition thereof. In addition, the benzenesulfonamide derivatives disclosed in the present invention can serve as potential cell cycle inhibitors, and thereby these benzenesulfonamide derivatives and the pharmaceutical composition thereof can be antitumor drug candidates, which might aim at cell cycle. Particularly, the benzenesulfonamide derivatives disclosed in the present invention may function as antitumor drugs to treat solid cancers.

INDOLE COMPOUNDS AS AN INHIBITOR OF CELLULAR NECROSIS

The present invention relates to new indole compounds, pharmaceutically acceptable salts or isomers thereof which are useful for the prevention or treatment of cellular necrosis and necrosis-associated diseases. The present invention also relates to a method and a composition for the prevention or treatment of cellular necrosis and necrosis-associated diseases, comprising said indole compounds as an active ingredient.

INDOLE AND INDAZOLE DERIVATIVES HAVING A CELL-, TISSUE- AND ORGAN-PRESERVING EFFECT

The present invention relates to a composition for preserving cells, tissues and organs, comprising as an active ingredient indole and indazole compounds of formula (1), or a pharmaceutically acceptable salt or isomer thereof, which are effective for preventing injury of organs, isolated cell systems or tissues caused by cold storage, transplant operation or post-transplantation reperfusion; a preservation method; and a preparation method of the composition.

GLUCOKINASE ACTIVATORS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME AS AN ACTIVE INGREDIENT

The present invention relates to new compounds of formula (1) exhibiting excellent activity for glucokinase, and pharmaceutical compositions comprising the same as an active ingredient.

INDOLE COMPOUNDS AS AN INHIBITOR OF CELLULAR NECROSIS

The present invention relates to new indole compounds, pharmaceutically acceptable salts or isomers thereof which are useful for the prevention or treatment of cellular necrosis and necrosis-associated diseases. The present invention also relates to a method and a composition for the prevention or treatment of cellular necrosis and necrosis-associated diseases, comprising said indole compounds as an active ingredient.

GLUCOKINASE ACTIVATORS AND PHARMACEUTICAL COMPOSITIONS CONTAINING THE SAME AS AN ACTIVE INGREDIENT

The present invention relates to new compounds of formula (1) exhibiting excellent activity for glucokinase, and pharmaceutical compositions comprising the same as an active ingredient.