103923-00-8

Basic information

• Product Name: 2-BROMO-6-PIPERIDIN-1-YLMETHYL-PYRIDINE
• Synonyms: 2-BROMO-6-PIPERIDIN-1-YLMETHYL-PYRIDINE
• CAS NO: 103923-00-8
• Molecular Formula: C₁₁H₁₅BrN₂
• Molecular Weight: 255.15
• Mol File: 103923-00-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-BROMO-6-PIPERIDIN-1-YLMETHYL-PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-BROMO-6-PIPERIDIN-1-YLMETHYL-PYRIDINE(103923-00-8)
• EPA Substance Registry System: 2-BROMO-6-PIPERIDIN-1-YLMETHYL-PYRIDINE(103923-00-8)

Safety Data

• Hazardous Substances Data: 103923-00-8(Hazardous Substances Data)

Usage

General Description

2-Bromo-6-piperidin-1-ylmethyl-pyridine is a chemical compound with the molecular formula C11H15BrN2. It is a pyridine derivative containing a bromine atom and a piperidin-1-ylmethyl group. 2-BROMO-6-PIPERIDIN-1-YLMETHYL-PYRIDINE is commonly used as a building block in organic synthesis for the preparation of pharmaceuticals, agrochemicals, and other fine chemicals. Its versatile reactivity and ability to undergo various chemical reactions make it a valuable intermediate in the production of diverse compounds. Additionally, its structural features make it an attractive target for medicinal chemistry, and it may have potential applications as a drug or a pharmacological tool in the future.

Upstream product

• 110-89-4 piperidine 
• 34160-40-2 6-bromo-2-pyridinecarbaldehyde 

Downstream Products

• 1228660-10-3 1-(4-(6-(piperidin-1-ylmethyl)pyridin-2-yl)benzyl)-3-(2,2,2-trifluoroethyl)imidazolidine-2,4-dione 
• 1228660-02-3 3-cyclobutyl-1-(4-(6-(piperidin-1-ylmethyl)pyridin-2-yl)benzyl)imidazolidine-2,4-dione 
• 1228659-84-4 3-isopropyl1-(4-(6-(piperidin-1-ylmethyl)pyridin-2-yl)benzyl)imidazolidine-2,4-dione 
• 1228659-67-3 3-cyclopropylmethyl-1-(4-(6-(piperidin-1-ylmethyl)pyridin-2-yl)benzyl)imidazolidine-2,4-dione 
• 1228659-64-0 3-(2,2-difluoroethyl)-1-(4-(6-(piperidin-1-ylmethyl)pyridin-2-yl)benzyl)imidazolidine-2,4-dione 
• 1228659-58-2 1-(4-(6-(piperidin-1-ylmethyl)pyridin-2-yl)benzyl)-3-propylimidazolidine-2,4-dione 
• 1338056-01-1 3-methyl-1-(4-(6-(piperidin-1-ylmethyl)pyridin-2-yl)benzyl)imidazolidine-2,4-dione 
• 1228659-38-8 3-isobutyl-1-(4-(6-(piperidin-1-ylmethyl)pyridin-2-yl)benzyl)imidazolidine-2,4-dione 
• 1228660-80-7 4-(6-(piperidin-1-ylmethyl)pyridin-2-yl)benzaldehyde 

Relevant articles and documents

Discovery and optimization of 1-(4-(Pyridin-2-yl)benzyl)imidazolidine-2,4- dione derivatives as a novel class of selective cannabinoid CB2 receptor agonists

Here, we report the identification and optimization of 1-(4-(pyridin-2-yl) benzyl)imidazolidine-2,4-dione derivatives as a novel chemotype with selective cannabinoid CB2 receptor agonist activity. 1 is a potent and selective cannabinoid CB2 receptor agonist (hCB2 pEC50 = 8.6). The compound was found to be metabolically unstable, which resulted in low oral bioavailability in rat (Fpo = 4%) and possessed off-target activity at the hERG ion channel (pKi = 5.5). Systematic modification of physicochemical properties, such as lipophilicity and basicity, was used to optimize the pharmacokinetic profile and hERG affinity of this novel class of cannabinoid CB2 receptor agonists. This led to the identification of 44 as a potent, selective, and orally bioavailable cannabinoid CB2 receptor agonist (hCB2 pEC50 = 8.0; hERG pKi po = 100%), which was active in a rat spinal nerve ligation model of neuropathic pain.

Dual serotonin transporter inhibitor/histamine H3 antagonists: Development of rigidified H3 pharmacophores

A series of tetrahydroisoquinolines acting as dual serotonin transporter inhibitor/histamine H3 antagonists is described. The introduction of polar aromatic spacers as part of the histamine H3 pharmacophore was explored. A convergent synthesis of the final products allowing late stage introduction of the aromatic side chain was developed. In vitro and in vivo data are discussed.