52301-88-9

Usage

Uses

Used in Organic Synthesis:
2-Chloro-4-nitrobenzyl alcohol is used as a protecting group for alcohols in organic chemistry. It is selectively attached to the hydroxyl group to prevent unwanted reactions, ensuring that the alcohol remains intact and unreacted during other chemical processes. This selective protection is crucial for the synthesis of complex organic molecules where precise control over reactions is necessary.
Used in Pharmaceutical Manufacturing:
In the pharmaceutical industry, 2-chloro-4-nitrobenzyl alcohol is utilized in the synthesis of various drugs. Its ability to protect alcohol groups during chemical reactions allows for the creation of specific drug molecules with desired properties, contributing to the development of new and effective medications.
Used in Agrochemical Production:
Similarly, in agrochemical manufacturing, 2-chloro-4-nitrobenzyl alcohol plays a role in the synthesis of pesticides and other agricultural chemicals. Its protective function for alcohol groups is essential in producing agrochemicals with targeted effects on pests or weeds, without causing unwanted side reactions that could affect the environment or non-target organisms.
Used as a Corrosion Inhibitor:
2-Chloro-4-nitrobenzyl alcohol has been studied for its potential as a corrosion inhibitor. It can be applied in industries where metal corrosion is a concern, such as in the automotive, aerospace, and construction sectors, to protect metal surfaces from degradation and extend the lifespan of equipment and structures.
Used for Antimicrobial and Insecticidal Properties:
2-chloro-4-nitrobenzyl alcohol has also been investigated for its antimicrobial and insecticidal properties, making it a potential candidate for use in disinfectants, sanitizers, and pesticides. Its ability to inhibit the growth of microorganisms and control insect populations could contribute to improved hygiene and crop protection, respectively.

InChI:InChI=1/C7H6ClNO3/c8-7-3-6(9(11)12)2-1-5(7)4-10/h1-3,10H,4H2

Upstream product

• 13324-11-3 methyl 2-chloro-4-nitrobenzoate 
• 121-86-8 2-chloro-4-nitrotoluene 
• 99-60-5 2-chloro-4-nitrobenzoic acid 
• 7073-36-1 2-chloro-4-nitrobenzoyl chloride 

Downstream Products

• 42533-63-1 1-(bromomethyl)-2-chloro-4-nitrobenzene 
• 5568-33-2 2-chloro-4-nitrobenzaldehyde 
• 51420-25-8 4-amino-2-chloro-benzyl alcohol 
• 219767-92-7 methyl 3-(2-chloro-4-(N-methyl-N-(n-pentyl)amino)benzyl)-2-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylate 
• 219767-82-5 methyl 3-(4-(N-butyrylamino)-2-chlorobenzyl)-2-methyl-3H-imidazo[4,5-b]pyridine-5-carboxylate 

Relevant academic research and scientific papers

Combined production method for substituted benzaldehyde, substituted benzyl alcohol and substituted benzoic acid

The invention discloses a combined production method for substituted benzaldehyde, substituted benzyl alcohol and substituted benzoic acid. The method comprises the following steps: (1) oxidation: a step of continuously introducing substituted toluene, a catalyst and oxygen-contained gas into an oxidation reactor and carrying out reaction so as to obtain oxidation reaction liquid; (2) hydrolyzation: a step of allowing the oxidation reaction liquid to continuously enter a hydrolysis reactor, and continuously adding water into the hydrolysis reactor and carrying out reaction so as to obtain a hydrolysis reaction mixture; (3) liquid-liquid layering: a step of layering the hydrolysis reaction mixture so as to obtain an oil phase and an aqueous phase; and (4) separation of products: a step of subjecting the oil phase to distillation so as to respectively obtain incompletely-reacted substituted toluene, substituted benzyl alcohol and substituted benzaldehyde, and subjecting the aqueous phase to cooling, crystallizing and filtering so as to obtain filtrate and substituted benzoic acid. The combined production method provided by the invention has the advantages of high raw material conversion rate, few by-products, good selectivity of target products, greenness and environmental protection.

Synthesis and structure-activity relationships of nitrobenzyl phosphoramide mustards as nitroreductase-activated prodrugs

A series of nitrobenzyl phosphoramide mustards and their analogs was designed and synthesized to explore their structure-activity relationships as substrates of nitroreductases from Escherichia coli and trypanosomes and as potential antiproliferative and antiparasitic agents. The position of the nitro group on the phenyl ring was important with the 4-nitrobenzyl phosphoramide mustard (1) offering the best combination of enzyme activity and antiproliferative effect against both mammalian and trypanosomatid cells. A preference was observed for halogen substitutions ortho to benzyl phosphoramide mustard but distinct differences were found in their SAR of substituted 4-nitrobenzyl phosphoramide mustards in E. coli nitroreductase-expressing cells and in trypanosomatids expressing endogenous nitroreductases.

COMPOUNDS, COMPOSITIONS AND METHODS FOR TREATMENT OF PROTOZOAN INFECTIONS

Provided are compounds, compositions and methods for treating protozoan infections.

METHYL SULFANYL PYRMIDMES USEFUL AS ANTIINFLAMMATORIES, ANALGESICS, AND ANTIEPILEPTICS

The present invention relates to pyrimidine derivatives of Formula (Ia) and (Ib) (including tautomers, isomers, prodrugs, and pharmaceutically acceptable salts thereof). Said compounds are useful in the treatment of pain (such as neuropathic pain), inflammation, and epilepsy (by acting as anticonvulsants). Methods of medical treatment making use of said compounds, as well as additional compounds of Formula (IIa) and (IIb), are also disclosed.

INDOLINONE DERIVATIVES AND THEIR USE IN TREATING DISEASE-STATES SUCH AS CANCER

The present invention encompasses compounds of general formula (1) wherein R1 to R4 are defined as in claim 1, which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and their use for preparing a pharmaceutical composition having the above-mentioned properties.

PURINES AS PKC-THETA INHIBITORS

A chemical genus of purines, which are useful as PKCθ inhibitors, is disclosed. The genus is represented by the formula (I); A representative example is: (II)

3- (AMINOMETHYLIDEN) 2-INDOLINONE DERIVATIVES AND THEIR USE AS CELL PROLIFERATION INHIBITORS

The present invention encompasses compounds of general formula (1) wherein R1, R2, R3 and X are defined as in claim 1, which are suitable for the treatment of diseases characterised by excessive or abnormal cell proliferation, and the use thereof for preparing a pharmaceutical composition having the above-mentioned properties.

3-(4-PIPERIDINE-1YLMETHYL-PHENYL)-PROPION ACID-PHENYLAMIDE-DERIVATIVES AND RELATED COMPOUNDS USED IN THE FORM OF MCH ANTAGONISTS (MELANINE CONCENTRATING HORMONE) FOR TREATING EATING DISORDERS

The invention relates to amid compounds of general formula (I), wherein groups and residuals A, B, b, W, X, Y, Z, R1, R2 and R3 have significances given in a claim 1. In addition, said invention relates to drugs containing at least one type of inventive amid. Because of the antagonist activity of an MCH-receptor, the inventive drugs are suitable for treating metabolic disturbances and/or eating disorders, in particular adiposity, bulimia, anorexia, hyperphagia and diabetes.

Orally active CCR5 antagonists as anti-HIV-1 agents 2: Synthesis and biological activities of anilide derivatives containing a pyridine N-oxide moiety

In order to develop orally active CCR5 antagonists, we investigated 1-benzoxepine derivatives containing new polar substituents, such as phosphonate, phosphine oxide or pyridine N-oxide moieties, as replacements for the previoiusly reported quaternary ammonium moiety. Among these compounds, the 2-(α-hydroxybenzyl)pyridine N-oxide 5e exhibited moderate CCR5 antagonistic activity and had an acceptable pharmacokinetic profile in rats. Subsequent chemical modification was performed and compound (S)-5f possessing the (S)-configuration hydroxy group was found to be more active than the (R)-isomer. Replacement of the 1-benzoxepine ring with a 4-methylphenyl group by a 1-benzazepine ring with a 4-[2-(butoxy)ethoxy]phenyl group enhanced the activity in the binding assay. In addition, introduction of a 3-trifluoromethyl group on the phenyl group of the anilide moiety led to greatly increased activity in the HIV-1 envelope-mediated membrane fusion assay. In particular, compound (S)-5s showed the most potent CCR5 antagonistic activity (IC 50=7.2 nM) and inhibitory effect (IC50=5.4 nM) in the fusion assay, together with good pharmacokinetic properties in rats.