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2,2'-[(4-nitrophenyl)imino]bisethanol, also known as Nitrobenzene Diethanolamine, is a pale yellow liquid chemical compound with a molecular formula of C14H14N2O6. It is recognized for its role as a chemical intermediate in various industrial applications, particularly in the production of pharmaceuticals and organic synthesis. Due to its corrosive nature to the eyes and skin, it is crucial to handle 2,2'-[(4-nitrophenyl)imino]bisethanol with care and adhere to safety protocols to prevent irritation upon contact.

18226-17-0

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18226-17-0 Usage

Uses

Used in Pharmaceutical Industry:
2,2'-[(4-nitrophenyl)imino]bisethanol is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and reactivity make it a valuable component in the development of new drugs and medicinal agents.
Used in Organic Synthesis:
In the field of organic synthesis, 2,2'-[(4-nitrophenyl)imino]bisethanol serves as a key intermediate for the production of a range of organic compounds. Its versatility in chemical reactions allows for the creation of diverse molecules with potential applications in various industries.
Used in Chemical Research:
2,2'-[(4-nitrophenyl)imino]bisethanol is also utilized in chemical research as a reagent or starting material for the investigation of novel chemical reactions and mechanisms. Its properties and behavior in different reaction conditions contribute to the advancement of knowledge in organic chemistry.

Check Digit Verification of cas no

The CAS Registry Mumber 18226-17-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,2,2 and 6 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 18226-17:
(7*1)+(6*8)+(5*2)+(4*2)+(3*6)+(2*1)+(1*7)=100
100 % 10 = 0
So 18226-17-0 is a valid CAS Registry Number.

18226-17-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(4-Nitrophenyl)diethanolamine

1.2 Other means of identification

Product number -
Other names 2-[N-(2-hydroxyethyl)-4-nitroanilino]ethanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:18226-17-0 SDS

18226-17-0Relevant academic research and scientific papers

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

Hu, Mingxing,Yang, Chao,Luo, Yi,Chen, Fan,Yang, Fangfang,Yang, Shuping,Chen, Hao,Cheng, Zhiqiang,Li, Kun,Xie, Yongmei

, p. 2413 - 2416 (2018)

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.

Rational design, synthesis and preliminary antitumor activity evaluation of a chlorambucil derivative with potent DNA/HDAC dual-targeting inhibitory activity

Xie, Rui,Li, Yan,Tang, Pingwah,Yuan, Qipeng

, p. 4415 - 4420 (2017)

Histone deacetylases (HDACs) play a pivotal role not only in gene expression but also in DNA repair. Herein, we report the successful design, synthesis and evaluation of a chlorambucil derivative named vorambucil with a hydroxamic acid tail as a DNA/HDAC dual-targeting inhibitor. Vorambucil obtained both potent DNA and HDACs inhibitory activities. Molecular docking results supported the initial pharmacophoric hypothesis and rationalized the potent inhibitory activity of vorambucil against HDAC1, HDAC2 and HDAC6. Vorambucil showed potent antiproliferative activity against all the test four cancer cell lines with IC50 values of as low as 3.2–6.2 μM and exhibited 5.0–18.3-fold enhanced antiproliferative activity than chlorambucil. Vorambucil also significantly inhibits colony formation of A375 cancer cells. Further investigation showed that vorambucil remarkably induced apoptosis and arrested the cell cycle of A375 cells at G2/M phase. Vorambucil could be a promising candidate and a useful tool to elucidate the role of those DNA/HDAC dual-targeting inhibitors for cancer therapy.

Synthesis and antiproliferative activity of some new DNA-targeted alkylating pyrroloquinolines

Ferlin,Via, L. Dalla,Gia

, p. 771 - 777 (2004)

Two novel DNA-direct alkylating agents, consisting of aniline mustard linked to an angular 3H-pyrrolo[3,2-f]quinoline nucleus, were synthetized and assayed for their in vitro antiproliferative activity. Simple convergent synthesis, consisting of separate preparation of 9-chloro-3H-pyrrolo[3,2-f] quinoline and p-amino-aniline derivatives, and following their linkage by substitution reactions 8a, b and 10, yielded the corresponding diol derivatives 7b and 9. Biological properties were evaluated with respect to cell growth inhibition, ability to form cross-links with DNA, and capacity to give rise to a molecular complex with the macromolecule for 7b, 8b, 9 and 10.

Host-guest interactions involving cyclodextrins: useful complementary insights achieved by polarimetry

Lo Meo, Paolo,D'Anna, Francesca,Riela, Serena,Gruttadauria, Michelangelo,Noto, Renato

, p. 9163 - 9171 (2007)

By means of simple polarimetry, we studied the binding abilities of native α-, β-, and γ-cyclodextrins toward a group of suitably chosen model guests. We were able to get reliable estimations of the binding constants K, spread over a wide range (from 3.7

Cyanine-based fluorescent indicator for mercury ion and bioimaging application in living cells

Li, Guangjin,Guan, Yihan,Ye, Fengying,Liu, Sheng Hua,Yin, Jun

, (2020/05/29)

A commercial cyanine dye IR-780 and a thioether-containing dicarboxylic acid ligand were used to construct the near-infrared fluorescent probe, which was used as a near-infrared fluorescent indicator for the determination of mercury ions in water and in living cells. This indicator displayed high specificity towards Hg2+ without any interference from other detecting species. Especially, the emission at 790 nm dramatically increased more than 25 times after interacting with Hg2+. The binding experiment showed that the indicator formed 1:1 complex with Hg2+. More, this indicator could be applied in the visualization of Hg2+ in living cells and measuring the Hg2+ concentration of tap-water sample.

Hydrogen peroxide-responsive nitrogen mustard anti-tumor pro-drug and preparation method thereof

-

Paragraph 0073; 0077-0079, (2019/10/17)

The invention discloses a hydrogen peroxide-responsive nitrogen mustard anti-tumor pro-drug and a preparation method thereof, and belongs to the field of pharmaceutical chemistry. The compound contains an alpha-ketoamide structure and a nitrogen mustard structure, can rapidly respond to H2O2, can be used as the nitrogen mustard anti-tumor pro-drug, has good response effect to H2O2, has high cell selectivity and small toxic and side effects, provides an effective, safe and highly selective anti-tumor drug, enriches the types of nitrogen mustard anti-tumor drugs, and has a good market prospect.

N nitrogen mustard derivatives, two N - (2 - chloroethyl) - 1, 4 - phenylenediamine - N' - sixteen-acyl and its preparation method

-

Paragraph 0044-0047; 0057-0060; 0070-0073, (2019/05/15)

The invention discloses a structural formula of a nitrogen mustard derivative N,N-di(2-chloroethyl)-N'-hexadecanoyl-1,4-phenylenediamine, and a preparation method thereof. The preparation method comprises the following steps: preparing N,N-di(2-chloroethyl)-1,4-phenylenediamine; putting the reaction raw materials comprising the N,N-di(2-chloroethyl)-1,4-phenylenediamine, dichloromethane and triethylamine into a reactor, cooling in ice-water bath, stirring, dropwise adding a mixed solution of hexadecanoyl chloride and dichloromethane into the reactor, removing the ice-water bath after addition, conducting reaction at room temperature for 12 to 14 hours, sequentially performing washing, drying and normal-pressure distillation on the reaction liquid after the reaction is conducted completely, and purifying the distilled filter cake to obtain the product. The arylamine nitrogen mustard derivative provided by the invention can effectively reduce the toxic and side effects of nitrogen mustard on the premise of enhancing the treatment index of the nitrogen mustard, and has sterilization and inflammation-diminishing curative effects to reduce the risk of complication caused by the fact that the immunity is reduced after a patient is subjected to chemical therapy.

A new BODIPY-based fluorescent “turn-on” probe for highly selective and rapid detection of mercury ions

Zhou, Baocheng,Qin, Siyao,Chen, Bo,Han, Yifeng

supporting information, p. 4359 - 4363 (2018/11/06)

A new fluorescent sensor based on the BODIPY fluorophore and the carboxyl-thiol metal bonding receptor for Hg2+ was designed and synthesized. The sensor is highly selective for Hg2+ (about 630-fold fluorescence enhancement) over relevant competing metal ions, sensitive to ppb levels of Hg2+ (with detection limit of 5.7 nM), and fast response toward Hg2+ (within 30 s) in aqueous solution.

Two-photon fluorescent probe with Cu identification function as well as preparation method and application thereof

-

Paragraph 0042; 0043; 0044, (2017/09/01)

The invention discloses a two-photon fluorescent probe with a Cu identification function as well as a preparation method and an application thereof. A structural formula of the two-photon fluorescent probe with a Cu identification function is show

Nitrogen mustard compounds containing hydroxamic acid groups as well as preparation method and application of nitrogen mustard compounds

-

Paragraph 0049, (2017/07/20)

The invention discloses nitrogen mustard compounds containing hydroxamic acid groups as well as a preparation method and an application of the nitrogen mustard compounds and relates to the field of medicinal chemistry. The compounds have the capability of inhibiting cancer cell proliferation, achieve the purpose of treating cancer and particularly have excellent cancer cell proliferation inhibition activity for inhibiting human cutaneous melanoma A375, human cervical carcinoma cells HeLa, human liver cancer cells HepG2, human lung cancer cells A549 and human colon cancer cells HCT116. The compounds have the structure shown in a general formula I, wherein X1, X2, X3, X4 and Z are defined in the specification.

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