24812-82-6

Usage

Uses

Used in Chemical Industry:
2,2'-(3-NITROPHENYLIMINO)-DIETHANOL is used as a chelating agent and ligand for metal ions in coordination chemistry and metal-based catalysts for various chemical reactions.
Used in Polymer Production:
2,2'-(3-NITROPHENYLIMINO)-DIETHANOL is used as a component in the production of polymers to enhance their properties and performance.
Used in Dye Industry:
2,2'-(3-NITROPHENYLIMINO)-DIETHANOL is used as a component in the production of dyes to improve their color and stability.
Used in Pharmaceutical Industry:
2,2'-(3-NITROPHENYLIMINO)-DIETHANOL is used as a component in the development of pharmaceuticals due to its potential antimicrobial properties.
Used in Analytical Chemistry:
2,2'-(3-NITROPHENYLIMINO)-DIETHANOL is used as a chelating agent for the detection and determination of metal ions in complex samples.

InChI:InChI=1/C10H14N2O4/c13-6-4-11(5-7-14)9-2-1-3-10(8-9)12(15)16/h1-3,8,13-14H,4-7H2

Upstream product

• 75-21-8 oxirane 
• 99-09-2 3-nitro-aniline 
• 62-53-3 aniline 
• 107-07-3 2-chloro-ethanol 

Downstream Products

• 24813-13-6 N,N-di(2-chloroethyl)-3-nitrobenzeneamine 
• 13686-19-6 N¹,N¹-bis(2-chloroethyl)benzene-1,3-diamine 
• 27885-46-7 Ethyl-N-m-(bis-2-chlorethylamino)-phenylcarbamat 
• 27885-47-8 Isopropyl-N-m-(bis-2-chlorethylamino)-phenylcarbamat 
• 27884-89-5 Phenyl-N-m-(bis-2-chlorethylamino)-phenylcarbamat 
• 27884-92-0 3-{3-[Bis-(2-chloro-ethyl)-amino]-phenylcarbamoyloxy}-benzoic acid 
• 27884-90-8 {3-[Bis-(2-chloro-ethyl)-amino]-phenyl}-carbamic acid 4-cyclohexyl-phenyl ester 
• 27884-91-9 3-{3-[Bis-(2-chloro-ethyl)-amino]-phenylcarbamoyloxy}-benzoic acid methyl ester 
• 27921-76-2 2-Benzyloxycarbonylamino-3-{3-[bis-(2-chloro-ethyl)-amino]-phenylcarbamoyloxy}-propionic acid benzyl ester 
• 22974-35-2 N,N-bis(2-(methylsulfonyloxy)ethyl)-3-nitroaniline 
• 1428438-49-6 C₁₈H₁₆N₂O₆ 
• 1447828-82-1 N¹-(6,7-bis(2-methoxyethoxy)quinazolin-4-yl)-N³,N³-bis(2-chloroethyl)benzene-1,3-diamine hydrochloride 

Relevant academic research and scientific papers

Pyrazolo [1, 5 - a] pyrimidine nitrogen mustard derivative and its preparation method and tumor therapeutic use

The invention relates to pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives or medical salts thereof, as well as application of the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives or the medical salts thereof. The pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives and the medical salts thereof have the structure shown as the formula I. Pharmacological experiments show that the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives and the medical salts thereof have inhibiting effects on the proliferation of various tumor cells. Moreover, the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives are small in toxicity, have the advantages of selectivity on tumor cells, and are dual-functional anti-tumor drugs. Meanwhile, the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives are easy to synthesize, and the overall yields are high. All the advantages show that the pyrazolo[1,5-alpha] pyrimidine nitrogen mustard derivatives have great potential of being anti-tumor drugs.

Model quinazoline chlorethazine compound and its preparation method and application for treating tumor (by machine translation)

A novel quinazoline nitrogen mustard compound is characterized in that: one end is provided with a nitrogen mustard alkylating group; the other end is provided with a 6, 7-substituted quinazoline structure; a substituent R1 is located at a site 4 of a quinazoline matrix, and represents 2-, 3-, 4- nitrogen mustard substituent; and substituents R2, R3 are located at site 6 and 7 of a quinazoline matrix, and represent methoxyethoxy, methoxy, morpholine propoxy, 3-etrahydrofuran oxygen group and hydroxyl group. The compound has a structure shown as a formula A. Experiments show that the compound can cause cross-linking of DNA, and is a bifunctional alkylating agent. In vivo antitumor activity experiment show that the compound has good activity; furthermore, the compound has the advantage of low toxicity, which a nitrogen mustard drug is lack of. At the same time, the compound is easy for synthesis, has high total yield. Advantages of the compound show that it has great potential to become a drug for treatment of cancer.

Synthesis, crystal structure and biological activity of novel diester cyclophanes

A series of novel diester cyclophanes was synthesized by esterification of 1,2-benzenedicarbonyl chloride with eight different diols under high dilution conditions. The structures of the compounds were verified by elemental analysis, 1H nuclear magnetic resonance (NMR), IR spectroscopy and high resolution mass spectrometry (HRMS). The crystal structures of two compounds were characterized by single crystal X-ray diffractometry (XRD). All the new cyclophanes were evaluated for biological activities and the results showed that some of these compounds have low antibacterial or antifungal activities.

Synthesis and structure-analgesic activity relationships of a novel series of monospirocyclopiperazinium salts (MSPZ)

A series of monospirocyclopiperazinium salts were designed and synthesized to search for a peripherally-acting analgesic drug with low side effects. Extensive SAR studies revealed that a suitable NR2R3 was critical for the analgesic activity, which might be beneficial to expose the cationic nitrogen to bind to the receptor, and possibly interact with the receptor via π-π interaction. Introduction of substituting group on the N4-phenyl ring could improve the activity, and the best position was the 4-position. Compound 14n showed more potent analgesic activity (63%, 20 μM/kg, sc) and holds promise for development as a mechanically new analgesic drug.

Lewis acids catalyzed ring-opening reactions of methylenecyclopropanes and epoxides in supercritical carbon dioxide or modified supercritical carbon dioxide with perfluorocarbon

The reactions of methylenecyclopropanes (MCPs) and epoxides with alcohols and aromatic amines can be carried out in supercritical carbon dioxide (scCO2) or modified scCO2 with perfluorocarbon which offer a way to synthesize various alcohols, amino-alcohols, homoallylic ethers, and amines under an environmentally benign condition.

Phenylbenzimidazole derivatives

Described herein is an anticancer agent, an antiviral agent or an antimicrobial agent which contains, as an active ingredient for acting on DNA, a compound presented by the following formula (1) or its pharmacologically acceptable salt: STR1

Benzimidazole derivatives

Disclosed are compounds represented by the following chemical formula (I) and pharmacologically acceptable salts thereof which are novel compounds useful as anticancer agents, antiviral agents or antimicrobial agents. STR1

Hypoxia-Selective Antitumor Agents. 3. Relationships between Structure and Cytotoxicity against Cultured Tumor Cells for Substituted N,N-Bis(2-chloroethyl)anilines

A series of aniline mustards with a wide range of electron-donating and -withdrawing substituents in the 3- and 4-positions has been synthesized and evaluated for cytotoxicity in cell culture to examine the potential of using nitro group deactivated nitrogen mustards for the design of novel hypoxia-selective anticancer drugs (Denny, W.A.; Wilson, W.R.J.Med Chem. 1986, 29, 879).Hydrolytic half-lives in tissue culture media, determined by bioassay against a cell line (UV4) defective in the repair of DNA interstrand cross-links showed the expected dependence on the Hammett electronic parameter, ?, varying from 0.13 h for the 4-amino analogue to >100 h for analogues with strongly electron-withdrawing substituents.Cytotoxic potencies in aerobic UV4 cultures showed a similar dependence on ?.This dependence predicted that the 4-nitroaniline mustard would be 7200-fold less potent than its potential six-electron reduction product, the 4-amino compound, in growth inhibition assays using a 1-h drug exposure.The measured differential was much lower (225-fold) because of the instability of the latter compound, but a differential of 17500-fold was observed in the initial rate of killing by using a clonogenic assay.The potential for formation of reactive mustards by reduction to the amine or hydroxylamine was demonstrated by the 4-nitroso compound, which had an aerobic toxicity similar to that of the amine.Although these features confirmed the original rationale, the 3-nitro- and 4-nitroaniline mustards had only minimal hypoxic selectivity against UV cells.Toxicity to hypoxic cells appears to be limited by the low reduction potentials of these compounds and consequent lack of enzymatic nitroreduction.However, this study has demonstrated that nitro groups can be used to latentiate aromatic nitrogen mustards and indicates that examples with higher reduction potentials could provide useful hypoxia-selective therapeutic agents.