7546-50-1

Basic information

• Product Name: METHYL (2-METHYL-1H-PYRROLO[2,3B] PYRIDINE 3-YL) ACETIC ACID
• Synonyms: METHYL (2-METHYL-1H-PYRROLO[2,3B] PYRIDINE 3-YL) ACETIC ACID;1H-Pyrrolo[2,3-b]pyridine-3-acetic acid, 2-methyl-;2-Methyl-7-aza-3-indolylacetic Acid;2-Methyl-1H-pyrrolo[2,3-b]pyridine-3-acetic Acid;2-(2-Methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)acetic acid;2-(2-Methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)
• CAS NO: 7546-50-1
• Molecular Formula: C₁₀H₁₀N₂O₂
• Molecular Weight: 190.2
• Product Categories: Amines;Heterocycles;Indole Derivatives;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 7546-50-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 250.6-251.8 °C
• Boiling Point: 498.6±37.0 °C(Predicted)
• Appearance: /
• Density: 1.37g/cm³
• Refractive Index: 1.681
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 4.25±0.10(Predicted)
• CAS DataBase Reference: METHYL (2-METHYL-1H-PYRROLO[2,3B] PYRIDINE 3-YL) ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL (2-METHYL-1H-PYRROLO[2,3B] PYRIDINE 3-YL) ACETIC ACID(7546-50-1)
• EPA Substance Registry System: METHYL (2-METHYL-1H-PYRROLO[2,3B] PYRIDINE 3-YL) ACETIC ACID(7546-50-1)

Safety Data

• Hazardous Substances Data: 7546-50-1(Hazardous Substances Data)

Usage

Uses

An azaindole derivative.

InChI:InChI=1/C10H10N2O2/c1-6-8(5-9(13)14)7-3-2-4-11-10(7)12-6/h2-4H,5H2,1H3,(H,11,12)(H,13,14)

Upstream product

• 23612-48-8 2-methyl-1H-pyrrolo[2,3-b]pyridine 

Downstream Products

• 872365-14-5 2-[2-methyl-1-[[4-methylsulfonyl-2-(trifluoromethyl)phenyl]methyl]pyrrolo[2,3-b]pyridine-3-yl]acetic acid 

Relevant articles and documents

Design, synthesis, and spectroscopic study of 7-azaindolyl hydrazones with anti-breast cancer activity

A series of 7-azaindolyl hydrazones were prepared by reacting of hydrazides of 7-azaindole-3-acetic acids with aromatic aldehydes and N-substituted indolyl-3-carboxyaldehydes. Structure of all the synthesized compounds were satisfactorily correlated by IR, 1H NMR, 13C NMR and mass spectroscopic evidences. The synthesized compounds were evaluated for their possible anticancer potential against MCF-7 induced breast carcinoma. It is worth mentioning that most of the compounds were considerably active against MCF-7 cell line with GI50 values ranging from 22.3–81.0 μM. The hydrazones of N-1-substituted indole-3-carboxyaldehydes 9f, 9g, 9h, 9c, and 9j were active against MCF-7 cell line with GI50 values less than 40 μM (GI50 = 22.3 and 24.9, 29.6, 30.2 and 37.8 μM respectively) with moderate TGI values (TGI = 56.6, 59.5, 65.5, 70.7 and 94.6 μM respectively). The active compounds were also screened against the normal Vero monkey cell line, which showed moderate selectivity against inhibition of cancer cells.

Depsipeptides Featuring a Neutral P1 Are Potent Inhibitors of Kallikrein-Related Peptidase 6 with On-Target Cellular Activity

Kallikrein-related peptidase 6 (KLK6) is a secreted serine protease that belongs to the family of tissue kallikreins (KLKs). Many KLKs are investigated as potential biomarkers for cancer as well as therapeutic drug targets for a number of pathologies. KLK6, in particular, has been implicated in neurodegenerative diseases and cancer, but target validation has been hampered by a lack of selective inhibitors. This work introduces a class of depsipeptidic KLK6 inhibitors, discovered via high-throughput screening, which were found to function as substrate mimics that transiently acylate the catalytic serine of KLK6. Detailed structure-activity relationship studies, aided by in silico modeling, uncovered strict structural requirements for potency, stability, and acyl-enzyme complex half-life. An optimized scaffold, DKFZ-251, demonstrated good selectivity for KLK6 compared to other KLKs, and on-target activity in a cellular assay. Moreover, DKFZ-633, an inhibitor-derived activity-based probe, could be used to pull down active endogenous KLK6.