59807-19-1

Basic information

• Product Name: 4-(4-Methoxyphenyl)-6-phenylpyriMidin-2-aMine
• Synonyms: 4-(4-Methoxyphenyl)-6-phenylpyriMidin-2-aMine;4-(4-Methoxyphenyl)-6-phenyl-2-pyriMidinaMine;4-(4-methoxyphenyl)-6-
• CAS NO: 59807-19-1
• Molecular Formula: C₁₇H₁₅N₃O
• Molecular Weight: 277.3205
• Mol File: 59807-19-1.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 4-(4-Methoxyphenyl)-6-phenylpyriMidin-2-aMine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-Methoxyphenyl)-6-phenylpyriMidin-2-aMine(59807-19-1)
• EPA Substance Registry System: 4-(4-Methoxyphenyl)-6-phenylpyriMidin-2-aMine(59807-19-1)

Safety Data

• Hazardous Substances Data: 59807-19-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(4-Methoxyphenyl)-6-phenylpyrimidin-2-amine is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure allows it to be a building block in the creation of new drugs, particularly those targeting specific diseases and conditions.
Used in Medicinal Research:
In the field of medicinal research, 4-(4-Methoxyphenyl)-6-phenylpyrimidin-2-amine serves as a valuable compound for studying its potential bioactivity and exploring its applications in drug development. Further research is needed to fully understand its capabilities and optimize its use in medicine.

Upstream product

• 22252-15-9 trans-4-methoxychalcone 
• 113-00-8 guanidine nitrate 
• 22966-19-4 trans-4'-methoxychalcone 
• 1000385-97-6 2-amino-6-(4-methoxyphenyl)pyrimidin-4-yl 4-methylbenzenesulfonate 
• 98-80-6 phenylboronic acid 
• 1000385-96-5 2-amino-6-phenylpyrimidin-4-yl 4-methylbenzenesulfonate 
• 5720-07-0 4-methoxyphenylboronic acid 
• 50-01-1 guanidine hydrochloride 
• 506-93-4 guanidine nitrate 
• 959-23-9 4'-methoxychalcone 
• 123-11-5 4-methoxy-benzaldehyde 
• 98-86-2 acetophenone 
• 116460-49-2 1-(4-methoxyphenyl)-3-phenylprop-2-yn-1-ol 
• 959-33-1 3-(4-methoxyphenyl)-1-phenylprop-2-en-1-one 

Downstream Products

• 59807-14-6 2-acetamido-6-(p-methoxyphenyl)-4-phenylpyrimidine 
• 1127559-83-4 N-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)-N'-(4'-(p-methoxyphenyl)-6'-diphenylpyrimidin-2'-yl)thiourea 
• 1223546-49-3 C₁₉H₁₆ClN₃O₂ 
• 1195977-47-9 3-[4'-(4''-methoxyphenyl)-6'-phenylpyrimidin-2'-yl]-2-phenylthiazolidin-4-one 
• 1377325-04-6 C₂₄H₂₇N₅O₂ 
• 1446752-08-4 C₂₇H₂₂ClN₃O₃ 
• 1446751-98-9 C₂₇H₂₃N₃O₃ 
• 186886-02-2 C₂₅H₂₁N₃O₂ 

Relevant articles and documents

Polysubstituted Pyrimidines as Potent Inhibitors of Prostaglandin E2 Production: Increasing Aqueous Solubility

Water solubility is one of the key features of potential therapeutic agents. In order to enhance the low water solubility of the parent 5-butyl-4-(4-methoxyphenyl)-6-phenylpyrimidin-2-amine, a potent inhibitor of prostaglandin E2 (PGE2) production, we synthesized and evaluated a new series of derivatives in which the butyl group at the C5 position of the pyrimidine ring was replaced with a less lipophilic substituent, preferably with a hydrophilic aliphatic moiety. Except for the 5-cyanopyrimidine derivative, all target compounds exhibited increased (2.7 – 87-fold) water solubility relative to the parent compound. Although nontoxic in mouse peritoneal cells, the prepared compounds were either equipotent or weaker inhibitors of PGE2 production than the parent compound. The most promising compound from the series was found to be the 5-(2,5,8,11-tetraoxadodecyl)pyrimidine derivative (with three polyethylene glycol units at the C5 position), which exhibited 32-fold higher water solubility and only slightly weaker inhibitory activity (22 % of remaining PGE2 production) compared with the parent compound (15 % of remaining PGE2 production).

Metal-free cascade synthesis of unsymmetrical 2-aminopyrimidines from imidazolate enaminones

A convenient metal-free synthesis of unsymmetrical 2-aminopyrimidines from imidazolate enaminones has been developed. In this procedure, various structural 2-aminopyrimidines, as well as 4,5-dihydroisoxazol-5-ols and pyrazoles were synthesized in moderate to excellent yields. A plausible mechanism was also proposed for the cascade reaction. This method represents an effective strategy towards the synthesis of unsymmetrical 2-aminopyrimidines.

Iron-Catalyzed Alkyne-Based Multicomponent Synthesis of Pyrimidines under Air

An iron-catalyzed sustainable, economically affordable, and eco-friendly synthetic protocol for the construction of various trisubstituted pyrimidines is described. A wide range of trisubstituted pyrimidines were prepared using a well-defined, easy to prepare, bench-stable, and phosphine-free iron catalyst featuring a redox-noninnocent tridentate arylazo pincer under comparatively mild aerobic conditions via dehydrogenative functionalization of alcohols with alkynes and amidines.

Direct access to 2-(N-alkylamino)pyrimidines via ruthenium catalyzed tandem multicomponent annulation/N-alkylation

2-(N-alkylamino)pyrimidines are important heterocycles widely found in various pharmaceutically important drugs. Here, we have disclosed a new cooperative ruthenium complex catalyzed tandem multicomponent synthesis of 2-(N-alkylamino)pyrimidines directly from guanidine salt and alcohols. The reactions proceeded through the dehydrogenation of alcohols, followed by C[sbnd]C coupling and sequential C[sbnd]N coupling with guanidine and primary alcohol, with the elimination of three equivalents of hydrogen gas. In this work, application of both the acceptorless dehydrogenative coupling (ADC) and borrowing hydrogen (BH) strategies were accomplished in a single reaction. This catalytic method tolerated a wide range of substrates. The viability of the current method was demonstrated by preparative scale synthesis of a few products. A plausible catalytic cycle was proposed based on various control experiments, mechanistic studies and DFT calculations. Remarkably, 42 new 2-(N-alkylamino)pyrimidines were synthesized following this catalytic protocol.

Iron Catalyzed Synthesis of Pyrimidines Under Air

Herein we report an iron-catalyzed multicomponent dehydrogenative functionalization of alcohols to pyrimidines under atmospheric conditions. Using a well-defined Fe(II)-complex featuring redox noninnocent 2-phenylazo-(1,10-phenanthroline) ligand, as a cat

Photocatalytic synthesis of 2-amino-4,6-diarylpyrimidines using nanoTiO2

Photocatalytic synthesis of 2-amino-4,6-diarylpyrimidines was carried out by using nano TiO2. The method follows a green route by avoiding the use of toxic organic solvents and tedious experimental conditions. Compared with conventional methods the present strategy offers excellent yield under UV irradiation for a period of 20 min in ethanolic medium. Only a small quantity of nanocatalyst (1 mol%) is sufficient to achieve the completion of the reaction. The nanocatalyst can be reused up to four reaction cycles without much loss in the activity.

Influence of the C-5 substitution in polysubstituted pyrimidines on inhibition of prostaglandin E2 production

As a part of a broader structure-activity relationship study of substituted 2-aminopyrimidines, the influence of the C-5 substitution on inhibition of prostaglandin E2 (PGE2) production was studied. Thirty compounds were prepared sta

Synthesis and biological evaluation of pyrimidine bridged combretastatin derivatives as potential anticancer agents and mechanistic studies

A number of pyrimidine bridged combretastatin derivatives were designed, synthesized and evaluated for anticancer activities against breast cancer (MCF-7) and lung cancer (A549) cell lines using MTT assays. Most of the synthesized compounds displayed good

Manganese-Catalyzed Multicomponent Synthesis of Pyrimidines from Alcohols and Amidines

The development of catalytic reactions for synthesizing different compounds from alcohols to save fossil carbon feedstock and reduce CO2emissions is of high importance. Replacing rare noble metals with abundantly available 3d metals is equally important. We report a manganese-complex-catalyzed multicomponent synthesis of pyrimidines from amidines and up to three alcohols. Our reaction proceeds through condensation and dehydrogenation steps, permitting selective C?C and C?N bond formations. β-Alkylation reactions are used to multiply alkylate secondary alcohols with two different primary alcohols to synthesize fully substituted pyrimidines in a one-pot process. Our PN5P-Mn-pincer complexes efficiently catalyze this multicomponent process. A comparison of our manganese catalysts with related cobalt catalysts indicates that manganese shows a reactivity similar to that of iridium but not cobalt. This analogy could be used to develop further (de)hydrogenation reactions with manganese complexes.

CsOH/γ-Al2O3: A heterogeneous reusable basic catalyst for one-pot synthesis of 2-amino-4,6-diaryl pyrimidines

A new strategy for a one-pot synthesis of 2-amino-4, 6-diaryl pyrimidines using CsOH/γ-Al2O3 as a heterogeneous, reusable basic catalyst is presented. The developed synthetic protocol for pyrimidines is a one-pot three-component reac