21217-52-7

Usage

Uses

Used in Organic Synthesis:
2-(propylamino)naphthalene-1,4-dione is used as a building block in the preparation of various organic compounds. Its unique structure allows for the creation of a wide range of chemical products, making it a valuable component in the field of organic synthesis.
Used in Dye Preparation:
2-(propylamino)naphthalene-1,4-dione is used as a key intermediate in the production of dyes. Its yellowish-orange color and chemical properties make it a suitable candidate for the development of new dyes with specific color characteristics and stability.
Used in Pharmaceutical Industry:
2-(propylamino)naphthalene-1,4-dione is used as a pharmaceutical intermediate, playing a crucial role in the synthesis of various drugs. Its presence in the molecular structure of certain pharmaceuticals can contribute to their therapeutic effects and properties.
Used in Materials Science:
2-(propylamino)naphthalene-1,4-dione is used as a component in the development of new materials with specific properties. Its chemical structure and reactivity can be harnessed to create materials with unique characteristics, such as improved stability, conductivity, or optical properties.

Upstream product

• 107-10-8 propylamine 
• 130-15-4 [1,4]naphthoquinone 
• 2065-37-4 2-bromo-1,4-naphthoquinone 
• 58-27-5 menadione 
• 153399-90-7 3-bromo-2-hydroxymethyl-1,4-naphthoquinone 

Downstream Products

• 1607447-89-1 C₂₇H₁₉NO₂ 
• 1607447-90-4 C₂₉H₂₃NO₂ 
• 1607447-91-5 C₂₇H₁₇Cl₂NO₂ 
• 1607447-92-6 C₂₇H₁₇F₂NO₂ 
• 1607447-93-7 C₃₁H₂₇NO₂ 
• 1607447-94-8 C₂₉H₂₃NO₄ 
• 1607447-95-9 C₂₉H₁₇F₆NO₂ 
• 1607447-98-2 C₂₅H₂₃NO₂ 
• 1621384-33-5 (E)-5-(2-(phenylsulfonyl)vinyl)-2-(propylamino)naphthalene-1,4-dione 
• 1621384-31-3 (E)-5-(4-chlorostyryl)-2-(propylamino)naphthalene-1,4-dione 
• 1621384-28-8 (E)-2-(propylamino)-5-styrylnaphthalene-1,4-dione 
• 1621384-08-4 (E)-benzyl 3-(5,8-dioxo-6-(propylamino)-5,8-dihydronaphthalen-1-yl)acrylate 

Relevant academic research and scientific papers

Silver-Catalyzed One-Pot Biarylamination of Quinones with Arylamines: Access to N -Arylamine-Functionalized p -Iminoquinone Derivatives

Concise one-pot biarylamination of quinones with arylamines was developed to synthesize N-arylamine-functionalized p-iminoquinones derivatives. The approach employed AgOAc as the catalyst and (NH4)2S2O8as the oxidant in the presence of 3-chlorophenylboronic acid, giving a series of N-arylamine-functionalized p-iminoquinone derivatives in moderate to good yields whereas reaction in the absence of the 3-chlorophenylboronic acid, gave a series of N-arylamine-functionalized 1,4-naphthoquinone derivatives. This catalytic approach represents a step-economic and convenient strategy for the difunctionalization of quinones.

t-BuOK mediated oxidative coupling amination of 1,4-naphthoquinone and related 3-indolylnaphthoquinones with amines

The transition-metal free amination of 1,4-naphthoquinone and related 3-indolylnaphthoquinones with amines, such as various (hetero)aromatic amine and aliphatic aminevia t-BuOK-mediated oxidative coupling at room temperature has been developed. This react

COMPOSITIONS AND METHODS FOR TREATING NEUROLOGICAL DISEASES OR INJURY

Provided are compounds for the treatment of neurological diseases or injuries, including neurodegenerative diseases, stroke, trauma, epilepsy, acute and chronic kidney injuries, diabetes mellitus, and/or seizures. In some embodiments, derivatives of vitamin K are provided.

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.

Structure-activity relationship study of vitamin K derivatives yields highly potent neuroprotective agents

Historically known for its role in blood coagulation and bone formation, vitamin K (VK) has begun to emerge as an important nutrient for brain function. While VK involvement in the brain has not been fully explored, it is well-known that oxidative stress plays a critical role in neurodegenerative diseases. It was recently reported that VK protects neurons and oligodendrocytes from oxidative injury and rescues Drosophila from mitochondrial defects associated with Parkinson's disease. In this study, we take a chemical approach to define the optimal and minimum pharmacophore responsible for the neuroprotective effects of VK. In doing so, we have developed a series of potent VK analogues with favorable drug characteristics that provide full protection at nanomolar concentrations in a well-defined model of neuronal oxidative stress. Additionally, we have characterized key cellular responses and biomarkers consistent with the compounds' ability to rescue cells from oxidative stress induced cell death.

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

Green protocol for conjugate addition of amines to p-quinones accelerated by water

Amines undergo smooth conjugate addition to p-quinones in H2O at ambient temperature in the absence of a catalyst to produce 2-aminoquinones in excellent yields. Significant rate acceleration of this reaction is observed in H2O compa

Photo-oxidation of 2-methylamino-3-(1-piperidinylmethyl)-1,4-naphthoquinone

2-Methylamino-3-(1-piperidinylmethyl)-1,4 (7) was prepared via several steps from 2-methyl-1,4-naphthoquinone (vitamin K3 3). The quinone (7) was photochemically oxidized to 2-methylamino-3-(1-piperidinylcarbonyl)-1,3-naphthoquinone (8) and/or 2-alkoxycarbonyl-3-methylamino-1,4-naphthoquinone (9), depending on the solvent used.