173999-23-0

Basic information

• Product Name: 2-Aminomethyl-5-bromopyridine
• Synonyms: 2-Aminomethyl-5-Bromopyridine;(5-Bromo-2-pyridinyl)methylamine;1-(5-Bromopyridin-2-yl)methanamine;(5-broMopyridin-2-yl)MethanaMine hydrochloride;2-PyridineMethanaMine, 5-broMo-;(5-BroMo-pyridin-2-yl)-MethylaMine dihydrochloride;C-(5-BroMo-pyridin-2-yl)-MethylaMine;2-AMinoMethyl-5-broMopyridine hydrochloride
• CAS NO: 173999-23-0
• Molecular Formula: C₆H₇BrN₂
• Molecular Weight: 187.04
• Product Categories: Building Blocks;Pyridine
• Mol File: 173999-23-0.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 247.2 ºC at 760 mmHg
• Flash Point: 103.3 ºC
• Appearance: /
• Density: 1.574 g/cm³
• Vapor Pressure: 0.026mmHg at 25°C
• Refractive Index: 1.596
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 8.31±0.39(Predicted)
• CAS DataBase Reference: 2-Aminomethyl-5-bromopyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Aminomethyl-5-bromopyridine(173999-23-0)
• EPA Substance Registry System: 2-Aminomethyl-5-bromopyridine(173999-23-0)

Safety Data

• Hazardous Substances Data: 173999-23-0(Hazardous Substances Data)

Usage

General Description

2-Aminomethyl-5-bromopyridine is a chemical compound with the molecular formula C6H7BrN2. It is a brominated pyridine derivative, featuring a pyridine ring substituted with a bromine atom at the 5-position and an aminoethyl group at the 2-position. 2-Aminomethyl-5-bromopyridine has potential applications in organic synthesis and medicinal chemistry, as it can serve as a building block for the construction of various heterocyclic compounds and pharmaceutical agents. Additionally, 2-Aminomethyl-5-bromopyridine may also be used as an intermediate in the production of agrochemicals, dyes, and other specialty chemicals. It is important to handle and use this compound with caution, as it may pose hazards to human health and the environment.

InChI:InChI=1/C6H7BrN2/c7-5-1-2-6(3-8)9-4-5/h1-2,4H,3,8H2

Upstream product

• 31181-90-5 5-bromo-pyridine-2-carbaldehyde 
• 871728-43-7 2-((5-bromopyridin-2-yl)methyl)isoindoline-1,3-dione 
• 88139-91-7 (5-bromopyridin-2-yl)methanol 
• 1188477-11-3 (5-bromopyridin-2-ylmethyl)carbamic acid tert-butyl ester 
• 624-28-2 2,5-dibromopyridine 
• 74-89-5 methylamine 
• 97483-77-7 2-Cyano-5-bromopyridine 

Downstream Products

• 1239880-00-2 6-bromoimidazo[1,5-a]pyridine 
• 1310537-85-9 C₂₉H₂₉Cl₂N₃O₄ 
• 1188477-11-3 (5-bromopyridin-2-ylmethyl)carbamic acid tert-butyl ester 

Relevant articles and documents

AMINOPYRIDINE DERIVATIVES AS PHOSPHATIDYLINOSITOL PHOSPHATE KINASE INHIBITORS

The invention relates to inhibitors of PI5P4K inhibitors useful in the treatment of cancers, neurodegenerative diseases, inflammatory disorders, and metabolic diseases, having the Formula: (I) where A, B, R1, X1, X2, and W are described herein.

Structure-Guided Design of EED Binders Allosterically Inhibiting the Epigenetic Polycomb Repressive Complex 2 (PRC2) Methyltransferase

PRC2 is a multisubunit methyltransferase involved in epigenetic regulation of early embryonic development and cell growth. The catalytic subunit EZH2 methylates primarily lysine 27 of histone H3, leading to chromatin compaction and repression of tumor suppressor genes. Inhibiting this activity by small molecules targeting EZH2 was shown to result in antitumor efficacy. Here, we describe the optimization of a chemical series representing a new class of PRC2 inhibitors which acts allosterically via the trimethyllysine pocket of the noncatalytic EED subunit. Deconstruction of a larger and complex screening hit to a simple fragment-sized molecule followed by structure-guided regrowth and careful property modulation were employed to yield compounds which achieve submicromolar inhibition in functional assays and cellular activity. The resulting molecules can serve as a simplified entry point for lead optimization and can be utilized to study this new mechanism of PRC2 inhibition and the associated biology in detail.

Design, synthesis, and evaluation of novel porcupine inhibitors featuring a fused 3-ring system based on the ‘reversed’ amide scaffold

The Wnt signaling pathway is an essential signal transduction pathway which leads to the regulation of cellular processes such as proliferation, differentiation and migration. Aberrant Wnt signaling is known to have an association with multiple cancers. Porcupine is an enzyme that catalyses the addition of palmitoleate to a serine residue in Wnt proteins, a process which is required for the secretion of Wnt proteins. Here we report the synthesis and structure–activity-relationship of the novel porcupine inhibitors based on a ‘reversed’ amide scaffold. The leading compound 53 was as potent as the clinical compound LGK974 in a cell based STF reporter gene assay. Compound 53 potently inhibited the secretion of Wnt3A, therefore was confirmed to be a porcupine inhibitor. Furthermore, compound 53 showed excellent chemical and plasma stabilities. However, the clearance of compound 53 in liver microsomal tests was moderate to high, and the solubility of compound 53 was suboptimal. Collective efforts toward further optimization of this novel tricyclic template to develop better porcupine inhibitors will be subsequently undertaken and reported in due course.