67453-80-9

Usage

Uses

Used in Scientific Research:
N-(4-METHOXY-PHENYL)-GUANIDINE is used as a chemical intermediate for various chemical reactions in the field of scientific research. Its unique structure with a 4-methoxy-phenyl group allows it to participate in a wide range of reactions, making it a valuable compound for researchers.
Used in Pharmaceutical Development:
N-(4-METHOXY-PHENYL)-GUANIDINE is used as a building block in the synthesis of pharmaceutical compounds. Its reactivity and structural features make it a potential candidate for the development of new drugs, particularly in the areas of medicinal chemistry and drug discovery.
Used in Chemical Synthesis:
N-(4-METHOXY-PHENYL)-GUANIDINE is used as a reagent in the synthesis of various organic compounds. Its ability to participate in a range of chemical reactions, such as substitution, addition, and condensation, makes it a versatile compound for chemists working in the field of organic synthesis.
Used in Material Science:
N-(4-METHOXY-PHENYL)-GUANIDINE is used as a component in the development of new materials, such as polymers and composites. Its unique chemical properties can contribute to the creation of materials with specific characteristics, such as improved strength, flexibility, or thermal stability, depending on the application.

Upstream product

• 420-04-2 CYANAMID 
• 20265-97-8 p-anisidine hydrochloride 
• 158478-72-9 N,N′-bis(tert-butoxycarbonyl)-N′′-(4-methoxyphenyl)guanidine 
• 100-17-4 para-methoxynitrobenzene 
• 112677-02-8 (4-methoxyphenyl)guanidine carbonate 
• 104-94-9 4-methoxy-aniline 
• 1026100-78-6 C₂₃H₂₀N₂O₃S 
• 14527-26-5 2-methylisothiourea sulphate 
• 10467-10-4 ethylmagnesium iodide 
• 60-29-7 diethyl ether 
• 41988-52-7 N-cyano-N'-(4-methoxyphenyl)guanidine 

Downstream Products

• 51594-51-5 1-(4-methoxyphenyl)-3-(4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)guanidine 
• 66491-63-2 1-(4-methoxy-phenyl)-5-phenyl-biguanide 
• 93002-44-9 1-isopropyl-5-(4-methoxy-phenyl)-biguanide 
• 14294-05-4 N-<(4-Methoxy-phenyl)-carbamimidoyl>-N'-(tert.-butyl)-thioharnstoff 
• 92910-71-9 1,4-dihydro-N²-(4-methoxyphenyl)-6-methyl-4-phenyl-2-pyrimidinamine 
• 23951-85-1 N-(4-methoxylphenyl)-4,6-dimethyl-2-pyrimidinamine 
• 1203795-19-0 N-(4-methoxyphenyl)-4-(2-methylimidazo[1,2-a]pyrimidin-3-yl)pyrimidin-2-amine 
• 1403963-23-4 (E)-ethyl 3-(2-guanidino-5-methoxyphenyl)acrylate hydrochloride 
• 1550369-51-1 2-amino-1-(4-methoxyphenyl)-1H-benzo[d]imidazol-6-ol 

Relevant academic research and scientific papers

Discovery of CDK5 Inhibitors through Structure-Guided Approach

Specific abrogation of cyclin-dependent kinase 5 (CDK5) activity has been validated as a viable approach for the development of anticancer agents. However, no selective CDK5 inhibitor has been reported to date. Herein, a structure-based in silico screenin

One-Pot Evolution of Ageladine A through a Bio-Inspired Cascade towards Selective Modulators of Neuronal Differentiation

A bio-inspired cascade reaction has been developed for the construction of the marine natural product ageladine A and a de novo array of its N1-substituted derivatives. This cascade features a 2-aminoimidazole formation that is modeled after an arginine post-translational modification and an aza-electrocyclization. It can be effectively carried out in a one-pot procedure from simple anilines or guanidines, leading to structural analogues of ageladine A that had been otherwise synthetically inaccessible. We found that some compounds out of this structurally novel library show a significant activity in modulating the neural differentiation. Namely, these compounds selectively activate or inhibit the differentiation of neural stem cells to neurons, while being negligible in the differentiation to astrocytes. This study represents a successful case in which the native biofunction of a natural product could be altered by structural modifications.

IMIDAZOPYRIDINE AMINE COMPOUND, METHOD FOR PRODUCING THE SAME AND USE OF THE SAME

PROBLEM TO BE SOLVED: To provide: an unprecedented imidazopyridine amine compound having excellent neurocyte differentiation promoting activity and high safety; a pharmaceutically acceptable salt or a solvate thereof; an application thereof; and a production method therefor. SOLUTION: There are provided: an imidazopyridine amine compound represented by the formula 1; a pharmaceutical composition comprising a pharmaceutically acceptable salt or a solvate thereof; and a neurocyte differentiation promotor. [R1 to R3 each independently represent H, halogen or the like; R1 and R2 or R1 and R3 may form an unsubstituted/substituted 5- to 8-membered heterocyclic ring together with an N atom; m represents an integer of 0 to 2; and A ring represents a substituted/unsubstituted carbon ring or a hetero ring.] SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2016,JPOandINPIT

Direct guanylation of amino groups by cyanamide in water: Catalytic generation and activation of unsubstituted carbodiimide by scandium(iii) triflate

Guanylation proceeded efficiently upon treatment of the various amines with cyanamide in the presence of catalytic amounts of scandium(III) triflate under mild conditions. The method did not require the guanylation reagents to be preactivated, and the reaction proceeded efficiently in water. The method, therefore, has practical utility for substrates that dissolve only in aqueous solutions, for example, peptides or pharmacologically important compounds. Georg Thieme Verlag Stuttgart New York.

Discovery of 5-(2-(phenylamino)pyrimidin-4-yl)thiazol-2(3H)-one derivatives as potent Mnk2 inhibitors: Synthesis, SAR analysis and biological evaluation

Phosphorylation of eIF4E by human mitogen-activated protein kinase (MAPK)-interacting kinases (Mnks) is crucial for human tumourigenesis and development. Targeting Mnks may provide a novel anticancer therapeutic strategy. However, the lack of selective Mnk inhibitors has so far hampered pharmacological target validation and clinical drug development. Herein, we report, for the first time, the discovery of a series of 5-(2-(phenylamino) pyrimidin-4-yl)thiazole-2(3H)-one derivatives as Mnk inhibitors. Several derivatives demonstrate very potent Mnk2 inhibitory activity. The most active and selective compounds were tested against a panel of cancer cell lines, and the results confirm the cell-type-specific effect of these Mnk inhibitors. Detailed cellular mechanistic studies reveal that Mnk inhibitors are capable of reducing the expression level of anti-apoptotic protein Mcl-1, and of promoting apoptosis in MV4-11 acute myeloid leukaemia cells. Highly active Mnk2 inhibitors: Mnk-related cancer biology is an area of intensive research, but its inhibitor discovery has lagged behind due to a lack of understanding of the protein structure. Herein we report the discovery of Mnk2 inhibitors (e.g. 8 e). These potent and selective inhibitors are extremely valuable for target validation and drug discovery.

Reaction of quinones and guanidine derivatives: Simple access to bis-2-aminobenzimidazole moiety of benzosceptrin and other benzazole motifs

A new strategy for the synthesis of 2-aminobenzimidazol-6-ols via a reaction of quinones with guanidine derivatives is reported. Sequential application of this methodology provided a simple access to the first benzosceptrin analogue bearing a bis-2-aminoimidazole moiety. A concomitant addition of two guanidines to the naphtho[1′,2′:4,5]imidazo[1,2-a] pyrimidine-5,6-dione, which includes the redox neutral debenzylation and guanidine-assisted cleavage of the 2-aminopyrimidine part resulted in the synthesis of the free challenging contiguous bis-2-aminoimidazole moiety of benzosceprins in one step.

Palladium-catalyzed C-H functionalization using guanidine as a directing group: Ortho arylation and olefination of arylguanidines

Palladium-catalyzed C-H functionalization using guanidine as the directing group was achieved under mild reaction conditions. Various guanidine derivatives were produced in moderate to good yields by using simple unactivated arenes or ethyl acrylate as the source of arylation or olefination, respectively.

Ligustrazine derivatives. Part 6: Design, synthesis and evaluation of novel ligustrazinyl acylguanidine derivatives as potential cardiovascular agents

A series of novel Ligustrazinyl acylguanidines was designed, synthesized and evaluated for their protective effect on injured vascular endothelial cell (ECV-304). The preliminary results demonstrated that some compounds possessed more potent activities than that of Ligustrazine in stimulating replication of the injured endothelial cell. Among the active compounds, compounds 8b, 8f and 8l displayed remarkable antioxidative activity with low EC50 values of 0.097, 0.059 and 0.094 mM, respectively. Structure-activity relationships were briefly discussed.

BMI-1 PROTEIN EXPRESSION MODULATORS

The compounds, pharmaceutical compositions, and methods of using such compounds or compositions thereof described herein are useful for treating a disease modulated by B-cell specific Moloney murine leukemia virus integration site 1 (Bmi-1) protein expression.

One-pot two-step solvent-free rapid and clean synthesis of 2-(substituted amino)pyrimidines by microwave irradiation

abs A series of diversely 2-(substituted amino)pyrimidines (along with ring substitution) has been synthesized under solvent- and catalyst-free microwave conditions from substituted guanidines and β-diketones. The substituted guanidines are synthesized from (S)-methylisothiourea sulfate and different amines (various alkyl, aryl, or heterocyclic and also chiral amines) under microwave irradiation. These two-step reactions are performed in one-pot without isolating any intermediate. This protocol has been successfully applied for the synthesis of bisaminopyrimidines and 2-substituted aminopyrimidines containing chiral moiety where chirality remains undisturbed.