155-90-8

Basic information

• Product Name: 2-Pyrimidinamine, 4-methoxy- (9CI)
• Synonyms: 2-Pyrimidinamine, 4-methoxy- (9CI);4-methoxy-2-aminopyrimidine;2-Methoxy-4-aminopyrimidi...;2-Methoxy-4-aMinopyriMidine;4-Methoxypyrimidin-2-amine, 4-Methoxy-1,3-diazin-2-amine;2-AMino-4-Methoxy-pyriMidin
• CAS NO: 155-90-8
• Molecular Formula: C₅H₇N₃O
• Molecular Weight: 125.12858
• Product Categories: PYRIMIDINE;Amines;Imidazoles & Benzimidazoles;Pyrazines, Pyrimidines & Pyridazines;Heterocycle-Pyrimidine series
• Mol File: 155-90-8.mol
• Article Data: 19

Chemical Properties

• Melting Point: 119-120 °C
• Boiling Point: 313.131 °C at 760 mmHg
• Flash Point: 143.177 °C
• Appearance: /
• Density: 1.225 g/cm³
• Vapor Pressure: 0.000506mmHg at 25°C
• Refractive Index: 1.566
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 5?+-.0.10(Predicted)
• CAS DataBase Reference: 2-Pyrimidinamine, 4-methoxy- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Pyrimidinamine, 4-methoxy- (9CI)(155-90-8)
• EPA Substance Registry System: 2-Pyrimidinamine, 4-methoxy- (9CI)(155-90-8)

Safety Data

• Hazardous Substances Data: 155-90-8(Hazardous Substances Data)

Usage

General Description

2-Pyrimidinamine, 4-methoxy- (9CI) is a chemical compound categorized under the pyrimidinamine class. It can also be referred to as 4-Methoxy-2-Pyrimidinamine. This organic compound is particularly known for its structural relationship to pyrimidine, a molecule with hydrogen, carbon, and nitrogen atoms which serves as a fundamental unit for many essential biological substances such as nucleic acids. The methoxy group in the molecule refers to a functional group consisting of a methyl group bound to an oxygen atom, enhancing its molecular properties. Despite the limited available literature, this compound may be applicable in scientific research settings, possibly in fields like molecular biology or organic chemistry. However, its exact uses and properties require further investigation.

InChI:InChI=1/C5H7N3O/c1-9-4-2-3-7-5(6)8-4/h2-3H,1H3,(H2,6,7,8)

Upstream product

• 90982-32-4 chlorimuron ethyl 
• 6104-41-2 4-methoxypyrimidine 
• 36082-45-8 5-bromo-4-methoxypyrimidine-2-ylamine 
• 73183-34-3 bis(pinacol)diborane 
• 43212-41-5 2,4-dichloro-6-methoxypyrimidine 
• 5734-64-5 2-amino-4-chloro-6-methoxypyrimidine 
• 7781-26-2 2-amino-5-bromo-4,6-dichloropyrimidine 
• 3934-20-1 2,6-Dichloropyrimidine 
• 124-41-4 sodium methylate 
• 3993-78-0 2-amino-4-chloropyrimidine 
• 67-56-1 methanol 

Downstream Products

• 858498-77-8 4-chloro-benzenesulfonic acid-(4-methoxy-pyrimidin-2-ylamide) 
• 3213-22-7 4-amino-N-(4-methoxy-pyrimidin-2-yl)-benzenesulfonamide 
• 36082-45-8 5-bromo-4-methoxypyrimidine-2-ylamine 
• 873398-28-8 benzyl-(4-methoxy-pyrimidin-2-yl)-amine 
• 108-53-2 isocytosine 
• 102362-08-3 7-methoxy-2-(2-methoxy-4-methylthiophenyl)imidazo<1,2-a>pyrimidine 
• 121583-54-8 N-<(4-Methoxypyrimidin-2-ylamino)-2,2,2-trichlorethyl>-2-nitrobenzolsulfonsaeureamid 
• 156-81-0 2,4-diaminopyrimidine 
• 89322-66-7 2-amino-5-iodo-4-methoxypyrimidine 
• 102361-52-4 7-methoxy-2-(2-methoxy-4-methylsulphinylphenyl)imidazo<1,2-a>pyrimidine 
• 1355999-83-5 {1-[4-(7-methoxy-3-phenyl-imidazo[1,2-a]pyrimidin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester 
• 1355999-84-6 {1-[4-(7-hydroxy-3-phenyl-imidazo[1,2-a]pyrimidin-2-yl)-phenyl]-cyclobutyl}-carbamic acid tert-butyl ester 
• 1355999-88-0 5-[4-(7-methoxy-3-phenyl-imidazo[1,2-a]pyrimidin-2-yl)-phenyl]-2-oxa-4-aza-bicyclo[3.1.1]heptan-3-one 
• 1370347-32-2 N-(4-chloro-3-(N-(4-methoxypyrimidin-2-ylcarbamoyl)sulfamoyl)phenyl)acetamide 

Relevant articles and documents

Highly efficient, chemoselective syntheses of 2-methoxy-4-substituted pyrimidines

Three 2-methoxy-4-substituted pyrimidine compounds were chemoselectively synthesized by diazotization, using 2,4-dichloropyrimidine as the starting material. In nonaqueous diazotization reaction system, halo-substituted 6 and 7 were efficiently prepared, and in aqueous medium, hydrolysis product 8 was afforded.

Phototransformation of Chlorimuron-ethyl in Aqueous Solution

Chlorimuron-ethyl is relatively stable in water buffered to pH 7.0 and 9.0, but hydrolyzes readily (half-life, 14 d) in water buffered to pH 4.0. In addition, chlorimuron-ethyl photodegrades rapidly and extensively in aqueous solution. The predominant photoproducts are 4-methoxy-6-chloro-2-aminopyrimidine, ethyl 2-aminosulfonylbenzoate, N-(4-methoxy-6-chloropyrimidin-2-yl)methyl urea, and o-benzoic sulfimide (saccharin). A minor deesterified product (chlorimuron) was evident. The decrease in chlorimuron-ethyl concentration in aqueous solutions followed first-order kinetics. The rate of degradation in different types of water followed the order irrigation water > tap water > distilled water. Chlorimuron-ethyl photodegraded in pH 4, 7, and 9 buffer solutions under both UV and sunlight. A faster degradation rate in pH 4.0 buffer solution was observed.

C2-Selective, Functional-Group-Divergent Amination of Pyrimidines by Enthalpy-Controlled Nucleophilic Functionalization

Synthesis of heteroaryl amines has been an important topic in organic chemistry because of their importance in small-molecule discovery. In particular, 2-Aminopyrimidines represent a highly privileged structural motif that is prevalent in bioactive molecules, but a general strategy to introduce the pyrimidine C2-N bonds via direct functionalization is elusive. Here we describe a synthetic platform for site-selective C-H functionalization that affords pyrimidinyl iminium salt intermediates, which then can be transformed into various amine products in situ. Mechanism-based reagent design allowed for the C2-selective amination of pyrimidines, opening the new scope of site-selective heteroaryl C-H functionalization. Our method is compatible with a broad range of pyrimidines with sensitive functional groups and can access complex aminopyrimidines with high selectivity.

Peptide deformylase inhibitors

The present invention relates to a compound of Formula (I): or a pharmaceutically acceptable salt thereof, corresponding pharmaceutical compositions, compound preparation and treatment methods directed to bacterial infections and inhibition of bacterial peptide deformylase (PDF) activity.