56961-30-9

Usage

Uses

Used in Pharmaceutical Industry:
2-Chloro-5-hydroxybenzoic acid is used as a reagent for the synthesis, structure-activity relationship, and biological evaluation of a series of benzamides. These benzamides have the potential to be developed as multireceptor antipsychotics, which can be used in the treatment of various psychiatric disorders such as schizophrenia and bipolar disorder. 2-CHLORO-5-HYDROXYBENZOIC ACID plays a crucial role in the development of new drugs with improved efficacy and fewer side effects.
Used in Chemical Synthesis:
2-Chloro-5-hydroxybenzoic acid can also be used as a starting material or intermediate in the synthesis of various organic compounds. Its unique structure allows for further functionalization and modification, making it a valuable building block in the chemical industry.
Used in Research and Development:
Due to its unique chemical properties, 2-chloro-5-hydroxybenzoic acid is often utilized in research and development for the study of various chemical reactions and processes. It can be used to investigate the effects of different functional groups on the reactivity and stability of organic compounds, as well as to explore new synthetic routes and methodologies.

InChI:InChI=1/C7H5ClO3/c8-6-2-1-4(9)3-5(6)7(10)11/h1-3,9H,(H,10,11)

Upstream product

• 59-50-7 4-Chloro-3-methylphenol 
• 89-54-3 2-chloro-5-aminobenzoic acid 
• 99-06-9 3-Carboxyphenol 
• 10025-87-3 trichlorophosphate 
• 2516-96-3 2-chloro-5-nitrobenzoic acid 
• 54810-63-8 methyl (2-chloro-5-methoxy)benzoate 
• 19094-56-5 2-chloro-5-iodobenzoic acid 
• 106-48-9 4-chloro-phenol 
• 7782-50-5 chlorine 
• 64-19-7 acetic acid 
• 67-56-1 methanol 
• 394-31-0 2-amino-5-hydroxybenzoic acid 
• 6280-89-3 2-chloro-5-methoxybenzoic acid 
• 7781-98-8 ethyl-3-hydroxybenzoate 

Downstream Products

• 247092-10-0 2-chloro-5-hydroxy-benzoic acid methyl ester 
• 102873-26-7 2-chloro-5-hydroxy-benzoic acid isopentyl ester 
• 105908-99-4 2-chloro-5-hydroxy-benzoic acid isobutyl ester 
• 98555-62-5 2-chloro-5-hydroxy-4-nitro-benzoic acid 
• 105908-98-3 2-chloro-5-hydroxy-benzoic acid butyl ester 
• 106-48-9 4-chloro-phenol 
• 82578-53-8 5-Benzyloxy-N-(4-benzyloxy-3-trifluormethylphenyl)anthranilsaeure 
• 82578-50-5 5-Benzyloxy-2-(3-trifluoromethyl-phenylamino)-benzoic acid 2-(2-hydroxy-ethoxy)-ethyl ester 
• 76874-96-9 5-hydroxy-etofenamate 
• 101284-52-0 2-(carboxymethylamino)-5-(benzyloxy)benzoic acid 
• 39062-64-1 5-(benzyloxy)-2-chlorobenzoic acid 
• 227327-85-7 N-adamantan-1-ylmethyl-(2-chloro-5-hydroxy)-benzamide 
• 1394348-57-2 2-chloro-5-(pyridin-2-yloxy)benzoic acid 
• 1394348-75-4 2-chloro-5-(pyrimidin-4-yloxy)-benzoic acid 

Relevant academic research and scientific papers

ADAMANTANYL-SUBSTITUTED BENZAMIDE COMPOUNDS AND THEIR USE AS P2X7 RECEPTOR ANTAGONISTS

The present invention relates to adamantanyl-substituted benzamide compounds and their use as antagonists of the P2X7 purinoreceptor. The invention further relates to methods for the treatment of disease and conditions associated with the P2X7 purinoreceptor.

Copper and L-(?)-quebrachitol catalyzed hydroxylation and amination of aryl halides under air

L-(?)-Quebrachitol, a natural product obtained from waste water of the rubber industry, was utilized as an efficient ligand for the copper-catalyzed hydroxylation and amination of aryl halides to selectively give phenols and aryl amines in water or 95percent ethanol. In addition, the hydroxylation of 2-chloro-4-hydroxybenzoic acid was validated on a 100-g scale under air.

Application of quebrachitol in hydrolysis reaction of copper-catalyzed aryl halide

The invention belongs to the technical field of drug synthesis, and provides application of quebrachitol in a hydrolysis reaction of a copper-catalyzed aryl halide. According to the hydrolysis reaction, copper serves as a catalyst, quebrachitol serves as a ligand, and the hydrolysis reaction is carried out on the aryl halide. The invention further provides a catalytic system of the hydrolysis reaction of the aryl halide. The reaction system comprises the copper catalyst, the quebrachitol, alkali and water, and the system is environmentally friendly and is suitable for industrial application.

The role of polycyclic frameworks in modulating P2X7 receptor function

Herein we describe our recent attempts to target the P2X7 receptor for potential treatment of neurological disorders. This work focusses on different polycycles including carborane, adamantane or cubane, joined by either a cyanoguanidine or an amide linker to phenyl or isoquinoline moieties. We have demonstrated the superiority of the adamantyl moiety over other polycycles in terms of synthetic accessibility and biological (cellular) activity. We have also shown that an amide or cyanoguanidine linker can greatly alter the biological activity of compounds. This SAR study provides important insights into the types of functionality required to target the P2X7 receptor.

Identification of a Water-Soluble Indirubin Derivative as Potent Inhibitor of Insulin-like Growth Factor 1 Receptor through Structural Modification of the Parent Natural Molecule

Indirubins have been identified as potent ATP-competitive protein kinase inhibitors. Structural modifications in the 5-and 3′-position have been extensively investigated, but the impact of substituents in 5′-position is not equally well-studied. Here, we report the synthesis of new indirubin 3′-and 5′-derivatives in the search of water-soluble indirubins by introducing basic centers. Antiproliferative activity of all compounds in tumor cells was evaluated along with kinase inhibition of selected compounds. The results show the 3′-position to tolerate large substituents without compromising activity, whereas bulk and rigid substituents in 5′-position appear unfavorable. Screening molecular targets of water-soluble 3′-oxime ethers revealed 6ha as preferential inhibitor of insulin-like growth factor 1 receptor (IGF-1R) in a panel of 22 protein kinases and in cells. Consistently, 6ha inhibited tumor cell growth in the NCI 60 cell line panel and induced apoptosis. The results indicate that the 5′-position provides limited space for chemical modifications and identify 6ha as a potent water-soluble indirubin-based IGF-1R inhibitor.

Structure-based design of a potent, selective, and brain penetrating PDE2 inhibitor with demonstrated target engagement

Structure-guided design led to the identification of the novel, potent, and selective phosphodiesterase 2 (PDE2) inhibitor 12. Compound 12 demonstrated a >210-fold selectivity versus PDE10 and PDE11 and was inactive against all other PDE family members up

NOVEL PYRAZOLONE-DERIVATIVES AND THEIR USE AS PD4 INHIBITORS

The compounds of formula (1) wherein R1 represents a phenyl derivative of formulae (a), (b) or (c) R10 is 1-3C-alkyl and R11 is 1-3C-alkyl, or R10 and R11 together with the carbon atom, to which they are bonded, form a spiro-linked 3-, 4-, 5- or 6-membered hydrocarbon ring, A is C(O) or S(O)2, and R12 is phenyl, naphthalenyl, pyridinyl, quinolinyl, isoquinolinyl, quinoxalinyl, 1,6-naphthyridinyl, 1,8-naphthyridinyl, indolyl, phenyl substituted by R13, R14, R15 and R16, pyridinyl substituted by R17 and R18, naphthalenyl substituted by R19 and R20, quinolinyl substituted by R21 or indolyl substituted by R22, are novel effective inhibitors of the type 4 phosphodiesterase.

POLYCYCLIC MOLECULAR COMPOUNDS

This invention relates to compounds of Formula (I), wherein A is a carboaromatic or heteroaromatic ring having one or more substituents; R6 Formula (A) is optionally substituted with one or more substituents; and n is 0, 1 or an integer greater than 1 and when n is 1 or greater the bond or bonds between the carbon atoms may be saturated or unsaturated, which bind the P2X7 receptor with high affinity. This invention also relates to methods for the diagnosis, treatment or monitoring of disorders in which the P2X7 receptor is implicated, in particular the diagnosis, treatment or monitoring of (the progression of) neuroinflammatory and neurodegenerative disorders in a subject.

Cubyl amides: Novel P2X7 receptor antagonists

Polycyclic amides 2 and 5-9 were successfully synthesised and their lipophilicity profiles were evaluated using reverse-phase HPLC. All synthesised compounds possessed P2X7R antagonistic properties when tested on rat spinal cord microglia cells. Extensive screening for binding to other neuroreceptor subtypes demonstrated their P2X7 selectivity.

The site-selective functionalization of halogen-bearing phenols: An exercise in diversity-oriented organometallic synthesis

The organometallic approach to diversity-oriented organic synthesis was subjected to a further test, this time in the phenol series. The model compounds selected were 2,3,6-trifluorophenol, the three isomers of (trifluoromethoxy) phenol and the three isomers of chlorophenol. A combination of optionally site selective metalations and protective group-controlled metalations enabled the selective generation of several isomeric intermediates in each case and their subsequent conversion into functionalized derivatives, in particular hydroxybenzoic acids.