59094-50-7

Usage

Uses

Used in Pharmaceutical Industry:
2-(butylamino)naphthalene-1,4-dione is used as a precursor in the synthesis of various pharmaceuticals, contributing to the development of new drugs. Its chemical structure allows for the creation of compounds with potential therapeutic applications.
Used in Cancer Treatment:
2-(butylamino)naphthalene-1,4-dione is used as an anticancer agent, particularly in the investigation of its potential to treat melanoma and other forms of cancer. Its anticancer properties are being studied to understand its effects on tumor growth and progression.
Used in Antimicrobial Applications:
2-(butylamino)naphthalene-1,4-dione is used as an antimicrobial agent, leveraging its ability to inhibit the growth of microorganisms. This makes it a candidate for use in products that require antimicrobial properties, such as disinfectants and sanitizers.
Used in Antiviral Applications:
2-(butylamino)naphthalene-1,4-dione is used in antiviral research, exploring its potential to combat viral infections. Its antiviral properties are of interest in the development of new treatments for viral diseases.
Used in Dye Industry:
In the textile industry, 2-(butylamino)naphthalene-1,4-dione is used as a dye, providing color to fabrics. Its chemical stability and colorfastness make it a valuable component in dye formulations.
Safety Precautions:

Upstream product

• 109-73-9 N-butylamine 
• 130-15-4 [1,4]naphthoquinone 
• 2348-82-5 2-methoxy-1,4-naphthoquinone 

Downstream Products

• 1607448-01-0 C₂₈H₂₁NO₂ 

Relevant academic research and scientific papers

Modified silica nanoparticles with an aminonaphthoquinone

The synthesis and characterization of silica nanoparticles (NPs) covalently modified with an aminonaphthoquinone are reported. The aminopropylsilicagelnaphthoquinone (APSGNQ) was obtained by nucleophilic substitution of 2-methoxy-1,4-naphthoquinone with aminopropylsilicalgel (APSG) NPs. Solid state 13C and 29Si nuclear magnetic resonance spectra confirmed that the naphthoquinone is covalently bonded to APSG. Due to the solubility of APSGNQ in common organic solvents, solution ultraviolet-visible spectroscopy was used to determine the amount of naphthoquinone on the NPs surface (0.56 mmol of incorporated naphthoquinone per gram of APSGNQ) by comparison with the spectrum of 2-aminobutyl-1,4- naphthoquinone (ABNQ). Elemental analysis indicated that about 8percent of the surface propylamine remained unreacted in APSGNQ. These multifunctional silica NPs have potential in medical applications.

A Catalytic Oxidative Quinone Heterofunctionalization Method: Synthesis of Strongylophorine-26

The preparation of heteroatom-substituted p-quinones is ideally performed by direct addition of a nucleophile followed by in situ reoxidation. Albeit an appealing strategy, the reactivity of the p-quinone moiety is not easily tamed and no broadly applicable method for heteroatom functionalization exists. Shown herein is that Co(OAc)2 and Mn(OAc)3?2 H2O act as powerful catalysts for oxidative p-quinone functionalization with a collection of O, N, and S nucleophiles, using oxygen as the terminal oxidant. Preliminary mechanistic observations and the first synthesis of the cytotoxic natural product strongylophorine-26 is presented.

Naphthoquinone-directed C-H annulation and Csp3-H bond cleavage: One-pot synthesis of tetracyclic naphthoxazoles

One-pot synthesis of tetracyclic naphthoxazole derivatives from electron-deficient naphthoquinones and alkynes was achieved via Rh(III)-catalyzed C-H activation and Csp3-H bond cleavage for the first time. This approach proceeds through a tandem cascade process involving substrate tautomerization, C-H activation, oxidative addition, cyclization, and aromatization. In addition, broad substrate scope, simple starting materials, and steric tolerance make this strategy of great practicality.

Synthesis and characterization of 2-(n-alkylamino)-1,4-napthoquinone: Molecular structures of ethyl and hexyl derivatives

We would like to introduce seven analogues of 2-(n-alkylamino)-1,4-napthoquinone (where n-alkyl is methyl in LH-1, ethyl in LH-2, propyl in LH-3, butyl in LH-4, pentyl in LH-5, hexyl in LH-6 and heptyl in LH-7). All the said analogues have been successfully synthesized from 1,4-naphthoquinone and well characterised using different spectroscopic techniques. Furthermore, in order to understand the mechanistic aspects of formation of LH-1-LH-7 compounds we could propose the mechanism. The FT-IR spectroscopic analysis of LH-1-LH-7 compounds indicating that the presence of characteristic band of NH group at ～3340 cm-1. This band could assigned to existence of intramolecular hydrogen bonding interactions. The 13C-NMR spectroscopic technique has been used to study structural feature of LH-1-LH-7 compounds via HSQC, COSY and DEPT experiments. Finally, the structural aspects of the LH-2-LH-6 compounds have been confirmed by single crystal X-ray diffraction studies. We could observed that LH-2 compound crystallises in monoclinic space group P21/c, whereas LH-6 crystallises in triclinic P-1 space group. The molecule of LH-2 and LH-6 compounds forms dimers via NH?O hydrogen bonding interaction while polymeric chains of dimers have been seen via CH?O hydrogen bonding. It is very interesting to note that the molecules of LH-6 possessing a π-π stacking interaction between C?N of the neighbouring chains.

Bifunctionalisation of 1,4-naphthoquinone by the oxidative addition of an alkylamine and iodine

Novel 2-iodo-3-(alkylamino) naphthalene-1,4-diones are formed in 33-70% yield by the reaction of alkylamine and 1, 4-naphthoquinone in the presence of iodine.

Synthesis and screening of substituted 1,4-naphthoquinones (NPQs) as antifilarial agents

Eleven amino-substituted 1,4-naphthoquinones were synthesized via the reaction of 1,4-naphthoquinone with different primary and secondary mono- and diamines in the presence of dichloromethane ethanol (1:2) solvent at room temperature. All compounds were p

Facile synthesis of 2-amino-1,4-naphthoquinones catalyzed by molecular iodine under ultrasonic irradiation

The conjugate addition reactions of amines with 1,4-naphthoquinone were catalyzed efficiently by molecular iodine under ultrasonic irradiation to afford 2-amino-1,4-naphthoquinones in moderate to excellent yields. Copyright Taylor & Francis Group, LLC.