553-27-5

Usage

Safety Profile

Poison by inhalation, ingestion,and intraperitoneal routes. Mutation data reported. Whenheated to decomposition it emits toxic fumes of Cl- andNOx.

InChI:InChI=1/C10H13Cl2N/c11-6-8-13(9-7-12)10-4-2-1-3-5-10/h1-5H,6-9H2

Upstream product

• 120-07-0 2,2'-(phenylimino)bis[ethanol] 
• 6940-76-7 1-iodo-3-chloro-propane 
• 62-53-3 aniline 
• 91-66-7 N,N-diethylaniline 
• 22964-38-1 N,N-bis<2-<(methylsulfonyl)oxy>ethyl>aniline 
• 124-38-9 carbon dioxide 
• 107-06-2 1,2-dichloro-ethane 
• 1393887-69-8 bis(dimethylamino)methaniminium phenylcarbamate 
• 1422986-68-2 4-(bis(2-chloroethyl)amino)phenylboronic acid 
• 1422986-77-3 N,N-bis(2-chloroethyl)-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline 

Downstream Products

• 28341-02-8 4-cyano-1-phenyl-piperidine-4-carboxylic acid methyl ester 
• 64253-15-2 N,N-bis(2-chloroethyl)-4-(phenyldiazenyl)aniline 
• 66710-74-5 N,N-bis(2-chloroethyl)-4-((4-nitrophenyl)diazenyl)aniline 
• 28005-87-0 4-((4-(bis(2-chloroethyl)amino)phenyl)diazenyl)benzoic acid 
• 6952-14-3 N,N-bis-(2-chloro-ethyl)-4-thiocyanato-aniline 
• 1555-66-4 N,N-bis(2-cyanoethyl)aniline 
• 55330-78-4 4-phenyl-1-thia-4-azacyclohexane 
• 779-28-2 p-Nitroso-N,N-bis(β-chlorethyl)anilin 
• 99169-09-2 N,N-bis(2-azidoethyl)aniline 
• 94206-06-1 N,N-bis-(2-chloro-ethyl)-4-(3,5-dimethyl-isoxazol-4-ylazo)-aniline 
• 38346-50-8 4-{4-[bis-(2-chloro-ethyl)-amino]-phenylazo}-N-thiazol-2-yl-benzenesulfonamide 
• 2159-61-7 N-Phenyl-bis-<2-(4-hydroxy-butyloxy)-aethyl>-amin 
• 14185-99-0 {4-[bis-(2-chloro-ethyl)-amino]-phenyl}-ethenetricarbonitrile 
• 15993-94-9 1-(p--phenyl)-1,1,2,2-tetracyanethan 

Relevant academic research and scientific papers

A squaraine-based colorimetric and "turn on" fluorescent sensor for selective detection of Hg2+ in an aqueous medium

A novel squaraine-based chemosensor SQ-1 has been synthesized, and its sensing behavior toward various metal ions was investigated by UV-vis and fluorescence spectroscopies. In AcOH-H2O (40:60, v/v) solution, Hg2+ ions coordinate with SQ-1 causing a deaggregation which induces a visual color and absorption spectral changes as well as strong fluorescence. In contrast, the addition of other metals (e.g., Pb2+, Cd 2+, Cu2+, Zn2+, Al3+, Ni 2+, Co2+, Fe3+, Ca2+, K+, Mg2+, Na+, and Ag+) does not induce these changes at all. Thus SQ-1 is a specific Hg2+ sensing agent due to the inducing deaggregation of the dye molecule by Hg2+.(Figure Presented)

Synthesis of hyperbranched azo-polymer-grafted graphene oxide hybrid

Hyperbranched azo-polymer-grafted graphene oxide (GO) hybrid was synthesized. Epoxy-based precursor polymer was first covalently attached to GO through an ester linkage. Then the hyperbranched azo-polymer-grafted graphene oxide hybrid can be obtained by azo-coupling reaction between the epoxybased precursor-polymer-functionalized GO and hyperbranched diazonium salts under extremely mild conditions.

Hypoxia-activatable nano-prodrug for fluorescently tracking drug release in mice

Chemotherapy is one of the commonly used methods to treat various types of cancers in clinic by virtue of its high efficiency and universality. However, strong side effects and low concentration of conventional drugs at the tumor site have always been important factors that plague the chemotherapy effects of patients, further precluding their practical applications. Thereof, to solve the above dilemma, by integration of anticancer drug (nitrogen mustard, NM) into an NIR fluorophore (a dicyanoisophorone derivative), an intelligent prodrug NIR-NM was developed via molecular engineering strategy. Prodrug NIR-NM stimulated in hypoxia condition exhibits significantly higher toxicity to cancer cells than normal cells, essentially reducing the collateral damage to healthy cells and tissues of nitrogen mustard. More importantly, the nanoparticle prodrug FA-lip@NIR-NM showed the advantages of the high accumulation of drug at tumor site and long-circulation capacity in vivo, which endowed it the ability to track the release of the active chemotherapeutic drug and further treat solid tumors.[Figure not available: see fulltext.].

Fluorescent probe molecule for detecting azo reductase based on coumarin derivative as well as preparation method and application of fluorescent probe molecule

The invention provides a fluorescent probe molecule for detecting azo reductase based on a coumarin derivative as well as a preparation method and application of the fluorescent probe molecule, and belongs to the technical field of protease detection reagents. The fluorescent probe molecule prepared by the invention can provide a molecule combined with a specific biological enzyme-azo reductase, so that azo groups in a probe structure are reduced by the azo reductase, a fluorophore coumarin derivative is released, fluorescence of the probe molecule is changed, and an anticancer active drug phenylalanine mustard is released at the same time; therefore, the azo reductase in a liquid phase system is selectively identified and detected. Therefore, the invention provides the application of the fluorescent probe molecule in preparation of a reagent for detecting azo reductase and/or detection of Sn in a water body.

Fluorescent probe for detecting tiredness level Preparation method and application thereof

The invention discloses a fluorescence probe for detecting the level of hypoxia, a preparation method and application thereof, and can realize specific response Na. 2 S2 O4 The fluorescence probe is used for detecting the tiredness level, and the structure is as follows. The probe comprises a nitrogen-nitrogen double bond, which can be broken down in a hypoxic environment to cause fluorescence recovery of the compound. The naphthalimide is introduced as a fluorophore, and has the characteristics of stable fluorescence and high fluorescence quantum efficiency. The fluorescent probe is simple and convenient to prepare, obvious in spectral change, good in specificity effect, small in cytotoxicity, good in imaging effect and good in specificity detection Na. 2 S2 O4 , The fluorophore precursor and the anti-tumor drug nitrogen mustard compound can be released under the hypoxic condition, the tumor cell growth can be inhibited while the hypoxia imaging is carried out, the diagnosis and treatment integrated function is achieved, and the application prospect is good.

Synergetic activation of CO2by the DBU-organocatalyst and amine substrates towards stable carbamate salts for synthesis of oxazolidinones

The development of an efficient methodology to transform CO2 into valuable chemicals has attracted increasing attention concerning the challenging issues of CO2-utilization. Herein, an efficient approach for the preparation of oxazolidinones from CO2, primary (aliphatic/aromatic) amines and 1,2-dichloroethane (or its derivatives) catalyzed by DBU organo-superbase was achieved with yields of 47-97% under mild conditions (80-100 °C, 12 h, 1.0 MPa CO2). Control experiments demonstrated that the formation of an ion-pair carbamate salt intermediate IS-B derived from the reaction of CO2, DBU (catalyst) and an amine (substrate) was the key step for this three-component reaction. The available DBU-amine-CO2 adduct intermediate (like IS-B-2) with fair stability will evolve into the thermodynamically stable product oxazolidinones upon attack of 1,2-dichloroethane (or its derivatives), along with the regeneration of the DBU catalyst. Alternatively, the decomposition of the DBU-aryl amine-CO2 adduct (like IS-B-1) with relatively poor stability also could result in the competitive substitution reaction of 1,2-dichloroethane (or its derivatives) with the aryl amine. This work provides insights into synergetic CO2-activation by the DBU-catalyst and a nucleophilic amine-substrate via the formation of robust carbamate salt intermediates responsible for the final production of oxazolidinones. This journal is

Chemoselective detection of Ag+ in purely aqueous solution using fluorescence ‘turn-on’ probe based on crown-containing 4-methoxy-1,8-naphthalimide

A novel derivative of 4-methoxy-1,8-naphthalimide bearing N-phenylazadithia-15-crown-5 ether receptor has been demonstrated as the selective and sensitive fluorescent probe for the detection of silver(I) ions in purely aqueous solution at neutral pH.

Discovery and Optimization of Novel Hydrogen Peroxide Activated Aromatic Nitrogen Mustard Derivatives as Highly Potent Anticancer Agents

We describe several new aromatic nitrogen mustards with various aromatic substituents and boronic esters that can be activated with H2O2 to efficiently cross-link DNA. In vitro studies demonstrated the anticancer potential of these compounds at lower concentrations than those of other clinically used chemotherapeutics, such as melphalan and chlorambucil. In particular, compound 10, bearing an amino acid ester chain, is selectively cytotoxic toward breast cancer and leukemia cells that have inherently high levels of reactive oxygen species. Importantly, 10 was 10-14-fold more efficacious than melphalan and chlorambucil for triple-negative breast-cancer (TNBC) cells. Similarly, 10 is more toxic toward primary chronic-lymphocytic-leukemia cells than either chlorambucil or the lead compound, 9. The introduction of an amino acid side chain improved the solubility and permeability of 10. Furthermore, 10 inhibited the growth of TNBC tumors in xenografted mice without obvious signs of general toxicity, making this compound an ideal drug candidate for clinical development.

Preparation method of anti-tumor medicine chlorambucil

The invention belongs to the field of compound preparation, and specifically discloses a preparation method of an anti-tumor medicine chlorambucil. The preparation method comprises the steps of performing a Vilsmeier reaction on a raw material N,N-dihydroxyethylaniline and phosphorus oxychloride and DMF so as to prepare 4-[bi(2-chloroethyl)amino]benzaldehyde, then performing a witting reaction on4-[bi(2-chloroethyl)amino]benzaldehyde and methoxymethyl triphenylphosphonium chloride so as to prepare 4-[bi(2-chloroethyl)amino]-BETA-methoxystyrene, reacting under an acid condition so as to obtain4-[bi(2-chloroethyl)amino]phenylacetaldehyde, and finally, reacting with Meldrum's acid in triethylamine and formic acid systems so as to prepare a target product. The raw material N,N-dihydroxyethylaniline is cheap, has a wide source and is easy to obtain; the whole reaction process has high yield, production conditions are mild, the steps are short, and post treatment and purification are easyto operate, so that the preparation method is applicable to commercial large scale production, and meets the rapidly growing market demands.

A hypoxia-specific and mitochondria-targeted anticancer theranostic agent with high selectivity for cancer cells

Herein, a novel soluble mitochondria-targeted theranostic compound, HMX-1, was presented, which was selectively activated under hypoxia with excellent mitochondria-targeting ability at the cellular level, accompanied by a dramatic increase in the fluorescence intensity. Moreover, its anti-cancer efficiency was certified both in vitro and in vivo.