24889-95-0

Usage

Uses

Used in Pharmaceutical Research:
[(4-methoxyphenyl)amino]acetonitrile is utilized as a key building block in the development of various drugs and biologically active molecules. Its unique structure allows for the creation of a wide range of pharmaceutical compounds with potential therapeutic applications.
Used in Organic Synthesis:
[(4-methoxyphenyl)amino]acetonitrile serves as an important intermediate in organic synthesis, enabling the production of a diverse array of chemical products.
Used in Antimicrobial Applications:
[(4-methoxyphenyl)amino]acetonitrile has been studied for its potential antimicrobial properties, making it a candidate for the development of new antimicrobial agents to combat resistant bacteria and other pathogens.
Used in Antitumor Applications:
[(4-methoxyphenyl)amino]acetonitrile has also been investigated for its antitumor properties, indicating its potential use in the development of novel cancer treatments.
Used in Material Science:
Due to its unique chemical structure and properties, [(4-methoxyphenyl)amino]acetonitrile is of interest in the development of new materials, with potential applications in various industries.

InChI:InChI=1/C9H10N2O/c1-12-9-4-2-8(3-5-9)11-7-6-10/h2-5,11H,7H2,1H3

Upstream product

• 50-00-0 formaldehyd 
• 151-50-8 potassium cyanide 
• 104-94-9 4-methoxy-aniline 
• 143-33-9 sodium cyanide 
• 372-09-8 cyanoacetic acid 
• 7677-24-9 trimethylsilyl cyanide 
• 5470-34-8 4-methoxyformanilide 
• 590-17-0 cyanomethyl bromide 
• 107-14-2 chloroacetonitrile 

Downstream Products

• 1204614-42-5 (p-methoxyphenyl)iminoacetonitrile 
• 107551-93-9 2-(p-methoxyphenyl)iminomalononitrile 
• 78367-21-2 8-Methoxy-1,10-diphenyl-3,4-dihydro-pyrazino[1,2-a]indole 
• 78367-12-1 8-Methoxy-1-methyl-10-phenyl-3,4-dihydro-pyrazino[1,2-a]indole 
• 77574-06-2 2-(5-Methoxy-3-phenyl-indol-1-yl)-ethylamine 
• 78367-33-6 N-[2-(5-Methoxy-3-phenyl-indol-1-yl)-ethyl]-benzamide 
• 78367-04-1 N-[2-(5-Methoxy-3-phenyl-indol-1-yl)-ethyl]-acetamide 
• 78367-28-9 (5-Methoxy-3-phenyl-indol-1-yl)-acetic acid 
• 78366-95-7 (5-Methoxy-3-phenyl-indol-1-yl)-acetonitrile 
• 93048-96-5 5-Amino-3-(4-methoxy-phenyl)-[1,2,3]oxadiazol-3-ium; chloride 
• 199278-32-5 2-[N-formyl-N-(4-methoxyphenyl)amino]thioacetamide 
• 199277-39-9 1-(4-methoxyphenyl)-4-mercaptoimidazole 
• 199278-03-0 N-Cyanomethyl-N-(4-methoxy-phenyl)-formamide 
• 78366-91-3 [(4-Methoxy-phenyl)-(2-oxo-2-phenyl-ethyl)-amino]-acetonitrile 

Relevant academic research and scientific papers

Iron-catalyzed reductive strecker reaction

Strecker reaction is widely applied for the synthesis of amino acids from aldehydes, amines and cyanides. Herein, we report the FeI2-catalyzed reductive Strecker type reaction of formamides instead of aldehydes to produce amino acetonitriles. The challenging capture of carbinolamine intermediates by CN? was achieved via Fe catalysis. This approach afforded better yields than the use of Ir- or Rh-catalysts. The application ability of this methodology is demonstrated by 1) one-pot construction of (13C labeled) complex molecules from CO2 via amino acetonitrile intermediates and 2) convenient production of homologated carboxylic acids from aldehydes.

Application and preparation method of oxadiazole hydroxamic acid compound

The invention belongs to the field of biological medicine, and particularly relates to application and a preparation method of an oxadiazole hydroxamic acid anti-tumor metastasis compound. Histone deacetylase (HDAC) and histone acetyltransferase (HAT) have a synergistic effect to jointly regulate and control the acetylation level of histone lysine residues. It is proved that HDACi (histone deacetylase inhibitors) function in the tumor development process through a variety of mechanisms. The oxadiazole hydroxamic acid derivatives have a variety of pharmacological properties, such as anti-tumor, anti-inflammatory and antibacterial activity. According to the invention, an oxadiazole structure is taken as a CAP region and is combined with a hydroxamic acid structure, a novel anti-tumor metastasis histone deacetylase inhibitor is synthesized, and the synthesized compound is subjected to an inhibition experiment on HDAC1 enzyme activity.

Development of hydroxamate-based histone deacetylase inhibitors containing 1,2,4-oxadiazole moiety core with antitumor activities

Histone deacetylases (HDACs) has proved to be promising target for the development of antitumor drugs. In this study, we reported the design and synthesis of a class of novel hydroxamate-based bis-substituted aromatic amide HDAC inhibitors with 1,2,4-oxadiazole core. Most newly synthesized compounds displayed excellent HDAC1 inhibitory effects and significant anti-proliferative activities. Among them, compounds 11a and 11c increased acetylation of histone H3 and H4 in dose-dependent manner. Furthermore, 11a and 11c remarkably induced apoptosis in HepG2 cancer cells. Finally, the high potency of compound 11a was rationalized by molecular docking studies.

Compound, preparation method of compound, application of compound and product using compound (by machine translation)

The invention provides a compound, a preparation method of the compound, an application of the compound and a product applying the compound, and relates to the technical field of small molecule compounds. Experiments prove that the compound has the function of strongly inhibiting histone deacetylase activity. On the cell level, the YF452B growth and movement of breast cancer cells can be significantly inhibited at lower concentrations. In vitro, in vivo experimental study also proves that the method has the activity of resisting breast cancer growth metastasis and relapse. The product containing the compound provided by the invention can also play a role in treating cancer, and the small molecule drug is small in dosage, strong in specificity, small in side effect on the organism and less prone to drug resistance. In addition, the preparation method of the compound is simple and convenient to operate, wide in universality, high in purity and good in quality, and can effectively inhibit growth and metastasis of cancer cells. (by machine translation)

Nitrogen-atom double-substitution hydroxamic acid compound with oxadiazole structure as well as application and preparation method thereof

The invention provides a novel nitrogen-atom double-substitution hydroxamate histone deacetylase inhibitor with an oxadiazole structure. The novel nitrogen-atom double-substitution hydroxamate histonedeacetylase inhibitor is synthesized by taking a nitrogen-atom double-substitution structure with oxadiazole as a CAP zone and combining the nitrogen-atom double-substitution structure with a hydroxamic acid structure. The invention also provides application of the compound used as a novel histone deacetylase inhibitor. The invention further discloses application of the compound or pharmaceuticalcompositions thereof to preparation of medicines for treating diseases such as growth, metastasis and recurrence of various malignant tumors caused by histone acetylation disorder.

Preparation method for alpha-cyanoamine

The invention discloses a preparation method for alpha-cyanoamine. According to the method, the product alpha-cyanoamine is prepared through nucleophilic substitution in a mixed solvent in the presence of an oxidizing agent with an amine compound and cyanoacetic acid as reactants, iodide as a catalyst and sodium acetate as alkali. The catalyst used in the method has high reactivity; reaction conditions are mild; the application scope of a substrate is wide; post-treatment is convenient; the yield of the target product is high; preparation process is simple, green and environment-friendly; and used raw materials are widely available.

Cyanoacetic Acid as a Masked Electrophile: Transition-Metal-Free Cyanomethylation of Amines and Carboxylic Acids

Using cyanoacetic acid as a masked electrophile, a new cyanomethylation reaction of amines and carboxylic acids was developed, producing a variety of α-aminonitriles and cyanomethyl esters with good yields and excellent functionality tolerance. This protocol features simple manipulation, inexpensive reagents, and a wide substrate scope. Iodoacetonitrile was generated in situ from the iodination-decarboxylation of cyanoacetic acid in this transformation.

Synthesis of tetrazole compounds as a novel type of potential antimicrobial agents and their synergistic effects with clinical drugs and interactions with calf thymus DNA

A series of tetrazole derivatives were synthesized and characterized by NMR, IR, MS and HRMS spectroscopy. The bioactive assay manifested that most of the target compounds exhibited good antifungal activity, especially compound 6g displayed comparable or even stronger antifungal efficiency in comparison with the reference drug Fluconazole. The combination of tetrazole derivative 6g with antibacterials Chloromycin and Norfloxacin, or antifungal Fluconazole respectively was more sensitive to methicillin-resistant MRSA and Fluconazole-insensitive Aspergillus flavus. Further research revealed that compound 6g could effectively intercalate into Calf Thymus DNA to form a 6g-DNA complex which might block DNA replication to exert its good antimicrobial activities. This journal is

Design, synthesis and antioxidant properties of ovothiol-derived 4-mercaptoimidazoles

Fourteen 4-mercaptoimidazoles derived from the naturally occurring family of antioxidants, the ovothiols, have been synthesized by cyclization of thioamides with trimethylsilyl trifluoromethane-sulfonate (triflate). These compounds have been assayed for their radical-scavenging activity.