110435-89-7

Basic information

• Product Name: Benzene, 1-(2-methoxyethyl)-3-nitro-
• CAS NO: 110435-89-7
• Molecular Formula: C9H11NO3
• Molecular Weight: 181.191
• Mol File: 110435-89-7.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(2-methoxyethyl)-3-nitro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(2-methoxyethyl)-3-nitro-(110435-89-7)
• EPA Substance Registry System: Benzene, 1-(2-methoxyethyl)-3-nitro-(110435-89-7)

Safety Data

• Hazardous Substances Data: 110435-89-7(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 586-39-0 1-nitro-3-vinyl-benzene 
• 3558-60-9 1-methoxy-2-phenylethane 
• 52022-77-2 2-(3-nitrophenyl)ethanol 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 763131-61-9 N-[3-(2-methoxyethyl)phenyl]-1,2,4-benzotriazin-3-amine 1-oxide 
• 114608-73-0 3-(2-methoxyethyl)phenylamine 

Relevant articles and documents

N-Phenyl-N′-(2-chloroethyl)ureas (CEU) as potential antineoplastic agents. Part 2: Role of ω-hydroxyl group in the covalent binding to β-tubulin

Tubulin is the target of many anticancer drugs, including N-phenyl-N′-(2-chloroethyl)urea (CEU). Unlike most anti-β-tubulin agents, CEUs are protein monoalkylating agents binding through their N′-(2-chloroethyl)urea moiety to an amino acid nearby the colchicine-binding site on β-tubulin isoform-2. Following the previously synthesized and attractive N-(3-ω-hydroxyalkylphenyl)-N′-(2-chloroethyl)urea that exhibited growth inhibitory activity at the nanomolar level, we investigated the importance of lower alkyl and alkoxy groups to evaluate the effect of hydroxylated group and chain length on both cell growth inhibition and the mechanism of action of CEU. Here, we describe the preparation of two new series of CEU and show that the most potent CEU derivatives beside the ω-hydroxylated 1f were 2f and 3e, respectively. We have confirmed that the pentyl substituted CEUs 1f, 2f, and 3e are still covalently binding to β-tubulin and still arrest cell division in G2/M phase. Crown Copyright

Benzoazine mono-N-oxides and benzoazine 1,4 dioxides and compositions therefrom for the therapeutic use in cancer treatments

The present invention relates to a synergetistic composition comprising one or more benzoazine-mono-N-oxides, and one or more benzoazine 1,4 dioxides for use in cancer therapy. The invention also provides a range of novel 1,2,4 benzoazine-mono-N-oxides and related analogues. These can be used as potentiators of the cytotoxicity of existing anticancer drugs and therapies for cancer treatment.

Experiments on the Chaperon effect in the nitration of aromatics

A nitro group may be effectively delivered to the ortho position of alkylbenzenes, provided that a suitable chaperon function is located in α- position and a dilute of HNO3 in CH2Cl2 is used. The carbonyl function of an aldehyde or ketone is the best choice, but a carboxyl, alkoxycarbonyl, and amide groups all work well. The ether function showed a less pronounced ortho orientation effect, whereas the hydroxyl group was too prone to oxidation. Side reactions were minimal under the conditions employed. A para chaperon effect was seemingly at work in the CH2Cl2 nitration of benzenepropanenitrile. All the results were compared with the corresponding classical nitration in H2SO4.