219915-13-6

Basic information

• Product Name: 5-Iodo-4-methoxypyrimidine
• CAS NO: 219915-13-6
• Molecular Weight: 236.012
• Mol File: 219915-13-6.mol

Chemical Properties

• CAS DataBase Reference: 5-Iodo-4-methoxypyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Iodo-4-methoxypyrimidine(219915-13-6)
• EPA Substance Registry System: 5-Iodo-4-methoxypyrimidine(219915-13-6)

Safety Data

• Hazardous Substances Data: 219915-13-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
5-Iodo-4-methoxypyrimidine is used as a reagent and precursor in organic synthesis for the preparation of pharmaceuticals, agrochemicals, and materials science products. Its unique structure allows for versatile chemical reactions, making it a valuable component in the synthesis of a wide range of compounds.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 5-Iodo-4-methoxypyrimidine is studied for its potential use in the development of new drugs for various therapeutic applications. Its unique chemical properties and reactivity make it a promising candidate for the design and synthesis of novel pharmaceutical agents.
Used in Antimicrobial Agents:
5-Iodo-4-methoxypyrimidine is known for its antimicrobial properties, making it a valuable ingredient in the development of antimicrobial agents. Its ability to inhibit the growth of bacteria and other microorganisms can be utilized in the formulation of disinfectants, sanitizers, and preservatives.
Used in Anti-Fungal Agents:
Additionally, 5-Iodo-4-methoxypyrimidine exhibits antifungal properties, which can be leveraged in the development of antifungal agents. Its effectiveness against fungal infections can be applied in the creation of treatments for various fungal diseases and in the preservation of materials susceptible to fungal degradation.
Used in Pesticides:
5-Iodo-4-methoxypyrimidine's antimicrobial and antifungal properties also make it a valuable component in the development of pesticides. Its ability to control the growth and spread of harmful microorganisms can contribute to the protection of crops and the enhancement of agricultural productivity.

Upstream product

• 67-56-1 methanol 
• 63558-65-6 4-chloro-5-iodopyrimidine 
• 124-41-4 sodium methylate 

Downstream Products

• 219915-22-7 4,4'-dimethoxy-2,5'-(1,4-phenylenedi-2,1-ethynediyl)bispyrimidine 
• 219915-15-8 4-methoxy-5-(2-phenylethyl)pyrimidine 
• 219915-20-5 5-ethynyl-4-methoxypyrimidine 
• 219915-14-7 4-methoxy-5-(phenylethynyl)pyrimidine 

Relevant articles and documents

Probing the effects of pyrimidine functional group switches on acyclic fleximer analogues for antiviral activity

Due to their ability to inhibit viral DNA or RNA replication, nucleoside analogues have been used for decades as potent antiviral therapeutics. However, one of the major limitations of nucleoside analogues is the development of antiviral resistance. In that regard, flexible nucleoside analogues known as “fleximers” have garnered attention over the years due to their ability to survey different amino acids in enzyme binding sites, thus overcoming the potential development of antiviral resistance. Acyclic fleximers have previously demonstrated antiviral activity against numerous viruses including Middle East Respiratory Syndrome coronavirus (MERS-CoV), Ebola virus (EBOV), and, most recently, flaviviruses such as Dengue (DENV) and Yellow Fever Virus (YFV). Due to these interesting results, a Structure Activity Relationship (SAR) study was pursued in order to analyze the effect of the pyrimidine functional group and acyl protecting group on antiviral activity, cytotoxicity, and conformation. The results of those studies are presented herein.

SULFONAMIDE COMPOUNDS USEFUL AS CYP17 INHIBITORS

Disclosed are sulfonamide compounds of Formula (I): or stereoisomers, N-oxides, prodrugs, or pharmaceutically acceptable salts thereof, wherein ring A, R1, R2, R3, R4 and R5 are defined herein. Also disclosed are methods of using such compounds in the treatment of conditions related to CYP17 enzyme, such as cancer, and pharmaceutical compositions comprising such compounds.

Synthesis and self-association of 4-pyrimidinones

Crystallization of 4-pyrimidinone from CHCl3 produced colorless needles that were shown by X-ray crystallography to consist of cyclic hydrogen- bonded dimers 2 of the 4(3H)-pyrimidinone tautomer 1. Vapor-pressure osmometry established that a simple derivative, 5-(2-phenylethyl)- 4(3H)pyrimidinone (5), self-associates in solution with a value of K(a) (220 ± 110 m-1 at 26 °C in CH2Cl2) close to that measured for 2-pyridinone under similar conditions. These observations suggest that 4-pyrimidinones and 2-pyridinones have similar modes and degrees of association and should be equally suitable for use as sticky functional groups that can be incorporated in complex molecules to make them associate in particular ways. This hypothesis was tested by synthesizing three dipyrimidinones (12, 16, and 21) designed to form strongly hydrogen-bonded dimers and by making a tetrapyrimidinone (26) designed to self-associate and to thereby generate a three-dimensional hydrogen-bonded network. In all cases, however, the compounds proved to have very low solubilities in organic solvents, and crystals suitable for X-ray diffraction could not be obtained despite intensive effort. It is possible that the simultaneous presence of multiple tautomers, all capable of strong intermolecular association, disfavors the sustained growth of single crystalline phases.