17474-44-1

Usage

Uses

Used in Dye Industry:
4,4'-methylenebis[2-nitroaniline] is used as a dye for vinegar and polyamide fiber dyeing. It provides good colorfastness properties, making it suitable for various applications.
Used in Standard Vinegar Fiber:
4,4'-methylenebis[2-nitroaniline] is used as a dye for standard vinegar fiber, offering good light fastness and perspiration fastness. It ensures that the dyed fabric maintains its color even when exposed to sunlight and sweat.
Used in Ironing Fastness:
4,4'-methylenebis[2-nitroaniline] is used to enhance the ironing fastness of dyed fabrics. It helps prevent color fading and staining when the fabric is ironed, ensuring a long-lasting and vibrant color.
Used in Washing Fastness:
4,4'-methylenebis[2-nitroaniline] is used to improve the washing fastness of dyed fabrics. It helps maintain the color and prevents staining during the washing process, making it suitable for fabrics that require frequent washing.
According to the provided materials, 4,4'-methylenebis[2-nitroaniline] has a rating of 4-5 on the ISO scale for light fastness and perspiration fastness, and a rating of 4 for washing fastness.

Preparation

2-Nitrobenzenamine (2 Moore) and Formaldehyde?(1 Moore) condensation

StandardVinegar fiber

Ironing Fastness

Fading

Stain

Upstream product

• 19014-15-4 bis-(4-acetylamino-3-nitro-phenyl)-methane 
• 50-00-0 formaldehyd 
• 88-74-4 2-nitro-aniline 
• 17465-20-2 N,N'-bis(2-nitrophenyl)methanediamine 
• 58217-77-9 bis-(3-nitro-4-phthalimido-phenyl)-methane 
• 2973-18-4 4,4'-Dichloro-3,3'-dinitrodiphenylmethane 
• 7647-01-0 hydrogenchloride 
• 2719-05-3 N,N’-(methylenebis(4,1-phenylene))diacetamide 
• 101-77-9 4,4'-diamino diphenyl methane 
• 39673-98-8 N,N'-(4,4'-methylidenediphenylene)-bis-(2-phenyl-isoindole-1,3-dione) 

Downstream Products

• 1779-05-1 3,3',4,4'-tetraaminodiphenylmethane 
• 15805-10-4 5,5'-methylene-bis(benzotriazole) 
• 19014-15-4 bis-(4-acetylamino-3-nitro-phenyl)-methane 
• 4164-43-6 bis(3-nitrophenyl)methane 

Relevant academic research and scientific papers

A polyoxyethylene-substituted bimetallic europium helicate for luminescent staining of living cells

The homoditopic ligand H2LC3 has been designed to form neutral triple-stranded bimetallic helicates of overall composition [Ln2(LC3)3]. The grafting of the polyoxyethylene fragments ensures water solubility and also favors cell penetration while being amenable to further derivatization. The ligand pK a values have been determined by spectrophotometric titration and range from 3.5 (sum of the first two) to 10.3. The thermodynamic stability of the helicates is large at physiological pH (logβ23 in the range 22-23). The ligand triplet state has an adequate energy (0-phonon transition at ≈20800 cm-1) for sensitizing the luminescence of EuIII (Q = 11%). Analysis of the EuIII emission spectrum points to an overall pseudo D3 symmetry for the metal environment. No significant effect of [Eu2(LC3)3] is observed on the viability of several cancerous cell lines (MCF-7, HeLa, Jurkat, and 5D10). The cell imaging properties of the EuIII helicate are demonstrated for the HeLa cell line by luminescence microscopy. Bright EuIII emission is seen for helicate concentration > 50 μM and after 20-30 min loading time. The helicate stains the cytoplasm and the permeation mechanism is likely to be endocytosis.

Chemotherapeutically active nitro compounds. I. Nitroanilines

More than 200 nitro compounds, most of them nitroaniline derivatives substituted with one or more radicals having a basic reaction, were prepared and investigated as to their therapeutic activity against bacteria, fungi, protozoa, helminths, viruses and tumors. Several mono nitrobenzenes with a radical having a basic reaction showed a weak in vitro activity against gram positive bacteria and against Crocker's sarcoma 180; they also showed systemic activity against nematodes (Aspiculuris tetraptera) and viruses. The majority of therapeutically active compounds with pronounced in vitro activity against Trichomonas fetus, Entamoeba histolytica, Schistosoma mansoni, cestodes, nematodes (Ancylostoma caninum), viruses (influenza, MHV, SAV and EMC) and various types of carcinoma (Ehrlich's carcinoma, leukemia 1210, Crocker's sarcoma 180) were dinitrobenzene derivatives with one radical having a basic reaction and electropositive groups or unreactive or reactive chlorine atom, and di nitrobenzene with two equal or two different radicals having a basic reaction. Compound No. 70 revealed a marked in vitro activity against fungi (Trichophyton; Microsporum, Candida albicans). Other nitro compounds such as bis mono and bis dinitrobenzene derivatives likewise showed a systemic action against E. histolytica, viruses and, in particular, carcinoma (Crocker's sarcoma 180, Ridgway's osteosarcoma). Oxygen and sulfur analogue compounds as well as compounds produced by reduction also possessed a distinct activity against E. histolytica and viruses. On the basis of the present results, the dinitrobenzenes substituted with two radicals having a basic reaction include a number which have in common a recognizable structure/activity relationship in respect to E. histolytica, Schistosoma mansoni and different types of viruses. The activity against viruses in this class of compounds is probably due to an increased interferon production in the host animal. Whether the mechanism of action is the same against E. histolytica or Schistosoma mansoni has not been determined so far. A tumorigenic effect was observed mainly in those di nitrobenzenes which are classed as alkylating compounds. Because of the small chemotherapeutic index, the trials were not continued with the most effective compounds mentioned.