26452-81-3

Basic information

• Product Name: 4-Chloro-6-methoxypyrimidine
• Synonyms: 6-CHLORO-4-PYRIMIDINYL METHYL ETHER;4-CHLORO-6-METHOXYPYRIMIDINE;Pyrimidine, 4-chloro-6-methoxy- (6CI,8CI,9CI);4-chloro-6-methoxypyrimidine(SALTDATA: FREE);4-Chloro-6-methoxypyrimidine 98+%;4-Chloro-6-methoxy-1,3-diazine;4-Chloro-6-MethoxypyriMidine, 98.0%(GC);Pyrimidine, 4-chloro-6-methoxy-
• CAS NO: 26452-81-3
• Molecular Formula: C₅H₅ClN₂O
• Molecular Weight: 144.56
• EINECS: 678-369-8
• Product Categories: PYRIMIDINE;APIs & Intermediate;API intermediates;Heterocycle-Pyrimidine series;alkyl chloride
• Mol File: 26452-81-3.mol

Chemical Properties

• Melting Point: 34.5-35.0 °C
• Boiling Point: 80°C/18mmHg(lit.)
• Flash Point: 90.1 °C
• Appearance: /
• Density: 1.292 g/cm³
• Vapor Pressure: 0.13mmHg at 25°C
• Refractive Index: 1.52
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• PKA: -1.59±0.17(Predicted)
• CAS DataBase Reference: 4-Chloro-6-methoxypyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-6-methoxypyrimidine(26452-81-3)
• EPA Substance Registry System: 4-Chloro-6-methoxypyrimidine(26452-81-3)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• Hazardous Substances Data: 26452-81-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-Chloro-6-methoxypyrimidine is used as an intermediate in the synthesis of various pharmaceuticals for its ability to be a versatile building block in the creation of bioactive molecules.
Used in Agrochemical Industry:
4-Chloro-6-methoxypyrimidine is used as a precursor in the production of various pesticides and herbicides, contributing to its role in agriculture for pest and weed control.
Used in Organic Synthesis:
4-Chloro-6-methoxypyrimidine is used as a key intermediate in the synthesis of other organic compounds, leveraging its chloro and methoxy functional groups for the development of new chemical entities with potential applications in various fields.

InChI:InChI=1/C5H5ClN2O/c1-9-5-2-4(6)7-3-8-5/h2-3H,1H3

Upstream product

• 67-56-1 methanol 
• 1193-21-1 4,6-dichloropyrimidine 
• 124-41-4 sodium methylate 
• 7440-44-0 pyrographite 

Downstream Products

• 856694-94-5 4-methoxy-6-(p-methoxyphenyl)pyrimidine 
• 17759-28-3 4-methoxy-6-phenyl-pyrimidine 
• 1544674-09-0 N-[2-(cyclohexylamino)-2-oxo-1-phenylethyl]-N-[4-(6-methoxypyrimidin-4-yl)benzyl]propionamide 
• 1450930-95-6 6-methoxypyrimidine-4-carbonitrile 
• 1802434-18-9 4-chloro-2-(6-methoxypyrimidin-4-yl)aniline 

Relevant articles and documents

PEST CONTROL COMPOSITION AND APPLICATIONS THEREOF

PROBLEM TO BE SOLVED: To provide a pest control composition having excellent efficacy of pest control. SOLUTION: A pest control composition comprises a compound represented by formula (1) and one or more compounds selected from group (a) or group (b). [In the formula, each symbol represents definition described in the specification.] SELECTED DRAWING: None COPYRIGHT: (C)2017,JPOandINPIT

PYRIMIDINONE COMPOUND

A pyrimidinone compound represented by formula (1): wherein: A1 represents a nitrogen atom or a CR4; A2 represents a nitrogen atom and A3 represents a CR3b, or A2 represents a CR3a and A3 represents a nitrogen atom; Q represents an oxygen atom or a sulfur atom; G represents a C2-C10 chain hydrocarbon group having one or more halogen atoms, etc.; R1 represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms; R2 represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, etc.; R4 represents a hydrogen atom, etc.; R3, R3a, and R3b represent independently of each other a hydrogen atom, etc.; n represents 0, 1, or 2; and p represents 0, 1, 2, or 3 has an excellent efficacy for controlling harmful arthropods.

Electron-deficient heteroarenium salts: An organocatalytic tool for activation of hydrogen peroxide in oxidations

A series of monosubstituted pyrimidinium and pyrazinium triflates and 3,5-disubstituted pyridinium triflates were prepared and tested as simple catalysts of oxidations with hydrogen peroxide, using sulfoxidation as a model reaction. Their catalytic efficiency strongly depends on the type of substituent and is remarkable for derivatives with an electron-withdrawing group, showing reactivity comparable to that of flavinium salts which are the prominent organocatalysts for oxygenations. Because of their high stability and good accessibility, 4-(trifluoromethyl)pyrimidinium and 3,5-dinitropyridinium triflates are the catalysts of choice and were shown to catalyze oxidation of aliphatic and aromatic sulfides to sulfoxides, giving quantitative conversions, high preparative yields and excellent chemoselectivity. The high efficiency of electron-poor heteroarenium salts is rationalized by their ability to readily form adducts with nucleophiles, as documented by low pKR+ values (pKR+ red > -0.5 V). Hydrogen peroxide adducts formed in situ during catalytic oxidation act as substrate oxidizing agents. The Gibbs free energies of oxygen transfer from these heterocyclic hydroperoxides to thioanisole, obtained by calculations at the B3LYP/6-311++g(d,p) level, showed that they are much stronger oxidizing agents than alkyl hydroperoxides and in some cases are almost comparable to derivatives of flavin hydroperoxide acting as oxidizing agents in monooxygenases.

Synthesis and characterization of the anticancer and metal binding properties of novel pyrimidinylhydrazone derivatives

Three novel pyrimidinylhydrazones substituted at either the aromatic moiety or at the imine carbon atom were synthesized and characterized by standard analytical methods. All compounds were found to be toxic in the micro- to submicromolar range against a diverse panel of cancer cell lines including multidrug resistant (MDR) derivatives expressing P-glycoprotein (Pgp). UV-visible spectrophotometry experiments demonstrated that the most active compound (3) forms highly stable complexes with iron(III) and copper(II) in a wide pH range with a stronger preference towards iron(III). The redox activity of the iron and copper complexes of ligand 3 was investigated using cyclic voltammetry and was tested with cellular reductants. The impact of reactive oxygen species (ROS) on the mechanism of toxicity was assessed using the ROS-sensitive cell permeable dye 2′,7′-dichlorofluorescin diacetate (DCFDA). Our results demonstrate that the studied pyrimidinylhydrazones form redox-active iron and copper complexes that are capable of producing intracellular ROS, which might lead to cellular damage and cell death in cancer cells regardless of their resistance status.

AROMATIC RING COMPOUND

Provided is an aromatic ring compound having a GPR40 agonist activity. A compound represented by the formula (I): wherein each symbol is as described in the DESCRIPTION, or a salt thereof has a GPR40 agonist activity, and is useful as an agent for the prophylaxis or treatment of diabetes and the like.

NOVEL COMPOUNDS

This invention relates to compounds of formula (I) their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. A, B, Ar, R1, R2, R3 have meanings given in the description.

PIPERAZINE DERIVATIVES AND THEIR USE AS POSITIVE ALLOSTERIC MODULATORS OF MGLU5 RECEPTORS

This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurologic

NOVEL COMPOUNDS

This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. A, B, X, R1, R2, R3 have meanings given in the description.

NOVEL COMPOUNDS

This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurological and psychiatric disorders associated with glutamate dysfunction such as schizophrenia or cognitive decline such as dementia or cognitive impairment. A, B, Ar, R1, R2, R3 have meanings given in the description.

NOVEL COMPOUNDS

This invention relates to compounds of formula I their use as positive allosteric modulators of mGlu5 receptor activity, pharmaceutical compositions containing the same, and methods of using the same as agents for treatment and/or prevention of neurologic