89-54-3

Usage

Chemical Description

5-amino-2-chlorobenzoic acid is an organic compound with the molecular formula C7H6ClNO2.

Uses

Used in Pharmaceutical Industry:
5-Amino-2-chlorobenzoic acid is used as a reagent in the preparation of potent and selective benzothiazole hydrazone inhibitors of Bcl-XL. Bcl-XL is an anti-apoptotic protein that plays a crucial role in the regulation of programmed cell death, and its inhibition can lead to the induction of apoptosis in cancer cells. The benzothiazole hydrazone inhibitors synthesized using 5-Amino-2-chlorobenzoic acid have shown promising results in preclinical studies as potential anticancer agents.

InChI:InChI=1/C7H6ClNO2/c8-6-2-1-4(9)3-5(6)7(10)11/h1-3H,9H2,(H,10,11)

Upstream product

• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 1843-35-2 3-azidobenzoic acid 
• 7647-01-0 hydrogenchloride 
• 13290-74-9 1-chloro-2-methyl-4-nitrobenzene 
• 118-91-2 ortho-chlorobenzoic acid 
• 135812-31-6 1-Methylethyl 2-chloro-5-[[1-methylethoxycarbonyl]amino]benzoate 
• 719282-11-8 5-acetylamino-2-chloro-benzoic acid 

Downstream Products

• 99-05-8 meta-aminobenzoic acid 
• 89891-83-8 2-chloro-5-cyanobenzoic acid 
• 56961-30-9 2-chloro-5-hydroxybenzoic acid 
• 50-79-3 2,5-dichlorobenzoic acid 
• 719282-11-8 5-acetylamino-2-chloro-benzoic acid 
• 27917-01-7 α-chloro-β-(3-carboxy-4-chlorophenyl)propionitrile 
• 2252-50-8 2-chloro-5-fluoro-benzoic acid 
• 42122-75-8 methyl 2-chloro-5-aminobenzoate 
• 577780-72-4 2-chloro-5-(4,6-dichloro-[1,3,5]triazin-2-ylamino)-benzoic acid 
• 184163-49-3 2-chloro-5-hydrazinobenzoic acid hydrochloride 
• 896160-35-3 2-chloro-5-{[3-(trifluoromethyl)benzoyl]amino}benzoic acid 
• 1001339-85-0 5-(3-methylbenzamido)-2-chlorobenzoic acid 
• 933244-13-4 2-chloro-5-[(thiophene-2-carbonyl)amino]-benzoic acid 
• 1001340-11-9 2-chloro-5-(4-cyano-benzoylamino)-benzoic acid 

Relevant academic research and scientific papers

Preparation of Well-Ordered Mesoporous-Silica-Supported Ruthenium Nanoparticles for Highly Selective Reduction of Functionalized Nitroarenes through Transfer Hydrogenation

MCM-41-type mesoporous silica (OMS-IL) was prepared by using an ionic liquid (1-hexadecyl-3-methylimidazolium bromide) as a template. The XRD and TEM results demonstrated that OMS-IL was more stable than the MCM-41 material. Ru nanoparticles were supported on OMS-IL (Ru/OMS-IL) by impregnating OMS-IL with a RuCl3 aqueous solution, and the resulting material was used for the selective reduction of nitroarenes. The effects of the components of the catalysts and the reaction conditions on the catalytic behavior of the prepared catalysts were investigated in detail. Ru/OMS-IL exhibited high catalytic activity and chemoselectivity for the reduction of various substituted nitroarenes to the corresponding aromatic amines in ethanol with hydrazine hydrate as a hydrogen donor under mild conditions. The Ru/OMS-IL catalysts were highly stable and could easily be recovered by simple filtration over at least six recycling reactions without any observable loss in catalytic performance.

Preparation method for 2-chloro-5-iodobenzoic acid

The invention discloses a preparation method for 2-chloro-5-iodobenzoic acid. The preparation method is characterized in that cheap o-chlorobenzoic acid is taken as a starting material to obtain 2-chloro-5-iodobenzoic acid through nitration, reduction and diazotization iodination. The method shortens reaction steps, increases the yield and is suitable for industrial production.

Selective deprotection of isopropyl esters, carbamates and carbonates with aluminum chloride

The O-isopropyl bond of isopropyl esters, carbamates, and carbonates has been effectively and selectively cleaved by treatment with AlCl3 in nitromethane at 0-50 °C to give carboxylic acids, amines, and alcohols, respectively, in good to excell

Transfer catalysis between two solids: Application to the reduction of nitroarenes

A wide range of aromatic nitro compounds can be reduced to anilines through the use of a Cr(II)/Mn0 redox couple in the presence of trimethylsilyl chloride [TMSCl, Eq. (1)]. Only 0.25 equivalents of chromium are required to reduce solid-supported nitroarenes (R = solid support); this represents a rare case of transfer catalysis between two solid phases. The reaction is also amenable to solution-phase synthesis (R = OH).

Therapeutic derivatives of diphosphonates

Novel chemotherapeutic agents having utility in treating infectious diseases such as periodontal disease, certain urinary tract infections, infectious urinary tract stones, and bone cancer, are obtained by combining chemically a diphosphonate compound with a therapeutic agent effective against the foregoing diseases.

Synthesis and properties of nuclear hydroxylated derivatives of flufenamic acid and etofenamate

Synthesis of six nuclear hydroxylated derivatives of flufenamic acid and etofenamate (5-OH-, 4'-OH and 5,4'-(OH2) on a preparative scale is described. All compounds show low toxicity, by only weak anti-inflammatory activity in the rat paw kaolin edema test as compared to 2-(2-hydroxyethoxy)ethyl-N-(α,α,α-trifluoro-m-tolyl)-anthranilate (etofenamate, active substance of Rheumon Gel).