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N-METHYL-N-(4-NITROBENZYL)AMINE HYDROCHLORIDE, with the chemical formula C8H10ClN2O2, is a white to off-white crystalline solid that exhibits solubility in both water and organic solvents. It is a versatile chemical compound that serves as a fundamental building block in various synthesis processes.

19499-60-6

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19499-60-6 Usage

Uses

Used in Pharmaceutical Synthesis:
N-METHYL-N-(4-NITROBENZYL)AMINE HYDROCHLORIDE is used as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the formation of amine and amide derivatives, which are crucial in the development of various medicinal compounds.
Used in Agrochemical Production:
In the agrochemical industry, N-METHYL-N-(4-NITROBENZYL)AMINE HYDROCHLORIDE is utilized as a building block in the creation of agrochemicals, playing a significant role in the development of substances that contribute to crop protection and enhancement of agricultural yields.
Used in Organic Synthesis as a Reagent:
N-METHYL-N-(4-NITROBENZYL)AMINE HYDROCHLORIDE is employed as a reagent in organic synthesis, particularly for the preparation of amine and amide derivatives, which are essential in the formation of complex organic molecules.
Used in the Production of Dyes and Pigments:
This chemical compound is also used in the production of dyes and pigments, where its properties contribute to the coloration and stability of these products in various applications.
Used in the Manufacture of Specialty Chemicals:
N-METHYL-N-(4-NITROBENZYL)AMINE HYDROCHLORIDE finds application in the manufacture of specialty chemicals, where its unique characteristics are leveraged to produce high-quality and specialized chemical products.
Safety Precautions:
It is important to handle N-METHYL-N-(4-NITROBENZYL)AMINE HYDROCHLORIDE with care due to its potential harmful effects if ingested, inhaled, or absorbed through the skin. Adequate safety measures should be implemented during its use to ensure the well-being of individuals working with N-METHYL-N-(4-NITROBENZYL)AMINE HYDROCHLORIDE.

Check Digit Verification of cas no

The CAS Registry Mumber 19499-60-6 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,4,9 and 9 respectively; the second part has 2 digits, 6 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 19499-60:
(7*1)+(6*9)+(5*4)+(4*9)+(3*9)+(2*6)+(1*0)=156
156 % 10 = 6
So 19499-60-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H10N2O2.ClH/c1-9-6-7-2-4-8(5-3-7)10(11)12;/h2-5,9H,6H2,1H3;1H

19499-60-6Relevant academic research and scientific papers

Design, Synthesis, and Biological Evaluation of Novel 3-Aminomethylindole Derivatives as Potential Multifunctional Anti-Inflammatory and Neurotrophic Agents

Wang, Wei-Wei,Liu, Ting,Lv, Yu-Meng,Zhang, Wu-Yang,Liu, Zhi-Gang,Gao, Jin-Ming,Li, Ding

, p. 1593 - 1605 (2021/05/31)

The development of multifunctional molecules that are able to simultaneously interact with several pathological components has been considered as a solution to treat the complex pathologies of neurodegenerative diseases. Herein, a series of aminomethylindole derivatives were synthesized, and evaluation of their application for antineuroinflammation and promoting neurite outgrowth was disclosed. Our initial screening showed that most of the compounds potently inhibited lipopolysaccharide (LPS)-stimulated production of NO in microglial cells and potentiated the action of NGF to promote neurite outgrowth of PC12 cells. Interestingly, with outstanding NO/TNF-α production inhibition and neurite outgrowth-promoting activities, compounds 8c and 8g were capable of rescuing cells after injury by H2O2. Their antineuroinflammatory effects were associated with the downregulation of the LPS-induced expression of the inflammatory mediators inducible nitric oxide synthase (iNOS) and cyclooxygenase-2 (COX-2). Western blotting and immunofluorescence assay results indicated that the mechanism of their antineuroinflammatory actions involved suppression of the MAPK/NF-κB signal pathways. Further studies revealed that another important reason for the high comprehensive antineuroinflammatory activity was the anti-COX-2 capabilities of the compounds. All these results suggest that the potential biochemical multifunctional profiles of the aminomethylindole derivatives provide a new sight for the treatment of neurodegenerative diseases.

Installation of Pargyline, a LSD1 Inhibitor, in the HDAC Inhibitory Template Culminated in the Identification of a Tractable Antiprostate Cancer Agent

Chen, I-Chung,Chen, Mei-Chuan,Hsieh, Chien-Ming,Hsu, Kai-Cheng,Lai, Row-Wen,Lin, Tony Eight,Liou, Jing-Ping,Nepali, Kunal,Ojha, Ritu,Pan, Shiow-Lin

, p. 17824 - 17845 (2022/01/03)

Pragmatic insertion of pargyline, a LSD1 inhibitor, as a surface recognition part in the HDAC inhibitory pharmacophore was planned in pursuit of furnishing potent antiprostate cancer agents. Resultantly, compound 14 elicited magnificent cell growth inhibi

Epoxide-Mediated Stevens Rearrangements of α-Amino-Acid-Derived Tertiary Allylic, Propargylic, and Benzylic Amines: Convenient Access to Polysubstituted Morpholin-2-ones

Jin, You-Xiang,Yu, Bang-Kui,Qin, Si-Ping,Tian, Shi-Kai

supporting information, p. 5169 - 5172 (2019/03/28)

A new strategy has been established for the synthesis of polysubstituted morpholin-2-ones through Stevens rearrangements of tertiary amines via in situ activation with epoxides. A range of α-amino acid-derived tertiary allylic, propargylic, and benzylic amines reacted with epoxides in the presence of zinc halide catalysts to afford structurally diverse allyl-, allenyl-, and benzyl-substituted morpholin-2-ones, respectively, in moderate-to-good yields with high regioselectivity. The process involves [2,3]- and [1,2]-Stevens rearrangements of quaternary ammonium ylide intermediates and constitutes a very convenient method to prepare polysubstituted morpholin-2-ones through tandem formation of C?N, C?O, and C?C bonds. Moreover, replacing epoxides with aziridines permitted the synthesis of polysubstituted piperazin-2-ones.

A process for preparing 4 - amino - N - alkyl benzyl amine method

-

, (2017/08/26)

The present invention belongs to an organic intermediate preparation, and particularly relates to a 4-amino-N-alkyl benzylamine preparation method. According to the present invention, N-alkyl benzylamine is adopted as a raw material, acetylation, positioning nitrification and deprotection are performed, and hydrogenation reducing is performed in the presence of a multi-component skeleton Ni-Fe-Cu catalyst, wherein the total yield is more than or equal to 90%; and the method has characteristics of simple process, mild operating conditions and low pollution, the catalyst used in the reaction has high activity and high selectivity, the catalytic hydrogenation selectivity is more than or equal to 99.9%, the yield is more than or equal to 99.9%, the catalyst can be repeatedly applied, and the production cost can be effectively reduced compared with the traditional process.

Novel chiral bis-phosphoramides as organocatalysts for tetrachlorosilane-mediated reactions

Rossi, Sergio,Ziliani, Marco,Annunziata, Rita,Benaglia, Maurizio

supporting information, (2018/01/12)

The formation of novel chiral bidentate phosphoroamides structures able to promote Lewis base-catalyzed Lewis acid-mediated reactions was investigated. Two different classes of phosphoroamides were synthetized: the first class presents a phthalic acid/pri

Development and in Vitro Evaluation of a Microbicide Gel Formulation for a Novel Non-Nucleoside Reverse Transcriptase Inhibitor Belonging to the N-Dihydroalkyloxybenzyloxopyrimidines (N-DABOs) Family

Tintori, Cristina,Brai, Annalaura,Dasso Lang, Maria Chiara,Deodato, Davide,Greco, Antonia Michela,Bizzarri, Bruno Mattia,Cascone, Lorena,Casian, Alexandru,Zamperini, Claudio,Dreassi, Elena,Crespan, Emmanuele,Maga, Giovanni,Vanham, Guido,Ceresola, Elisa,Canducci, Filippo,Ari?n, Kevin K.,Botta, Maurizio

, p. 2747 - 2759 (2016/04/10)

Preventing HIV transmission by the use of a vaginal microbicide is a topic of considerable interest in the fight against AIDS. Both a potent anti-HIV agent and an efficient formulation are required to develop a successful microbicide. In this regard, molecules able to inhibit the HIV replication before the integration of the viral DNA into the genetic material of the host cells, such as entry inhibitors or reverse transcriptase inhibitors (RTIs), are ideal candidates for prevention purpose. Among RTIs, S- and N-dihydroalkyloxybenzyloxopyrimidines (S-DABOs and N-DABOs) are interesting compounds active at nanomolar concentration against wild type of RT and with a very interesting activity against RT mutations. Herein, novel N-DABOs were synthesized and tested as anti-HIV agents. Furthermore, their mode of binding was studied by molecular modeling. At the same time, a vaginal microbicide gel formulation was developed and tested for one of the most promising candidates.

Selective monomethylation of primary amines with simple electrophiles

Lebleu, Thomas,Ma, Xiaolu,Maddaluno, Jacques,Legros, Julien

supporting information, p. 1836 - 1838 (2014/02/14)

Direct monomethylation of primary amines with methyl triflate was achieved with high selectivity (up to 96%). The key point of this single methyl transfer stems from the use of HFIP as the solvent that interferes with amines and avoids overmethylation.

Chemoselective reductive nucleophilic addition to tertiary amides, secondary amides, and N-methoxyamides

Nakajima, Minami,Oda, Yukiko,Wada, Takamasa,Minamikawa, Ryo,Shirokane, Kenji,Sato, Takaaki,Chida, Noritaka

supporting information, p. 17565 - 17571 (2015/02/19)

As the complexity of targeted molecules increases in modern organic synthesis, chemoselectivity is recognized as an important factor in the development of new methodologies. Chemoselective nucleophilic addition to amide car-bonyl centers is a challenge because classical methods require harsh reaction conditions to overcome the poor elec-trophilicity of the amide carbonyl group. We have successfully developed a reductive nucleophilic addition of mild nu-cleophiles to tertiary amides, secondary amides, and N-methoxyamides that uses the Schwartz reagent [Cp2ZrHCl]. The reaction took place in a highly chemoselective fashion in the presence of a variety of sensitive functional groups, such as methyl esters, which conventionally require protection prior to nucleophilic addition. The reaction will be applicable to the concise synthesis of complex natural alkaloids from readily available amide groups.

SELECTIVE AZOLE PDE10A INHIBITOR COMPOUNDS

-

Page/Page column 116, (2010/11/29)

The invention pertains to heteroaromatic compounds of the formula I, as defined herein, that serve as effective phosphodiesterase (PDE) inhibitors. In particular, the invention relates to said compounds which are selective inhibitors of PDE10. The invention also relates to pharmaceutical compositions comprising said compounds; and the use of said compounds in a method for treating certain central nervous system (CNS) or other disorders.

CHROMEN-2-ONE DERIVATIVES

-

Page/Page column 20, (2010/11/28)

A compound of formula (I), wherein R1, R2, R3, R4, R5, and ring A are as defined in the specification, processes for their production, their uses, in particular in transplantation, and pharmaceutical

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