22717-55-1

Basic information

• Product Name: Methyl 4-chlorosalicylate
• Synonyms: Methyl 4-chloro-2-hydroxybenzoate;Methyl 4-chlorosalicylate;Nsc300575;4-Chloro-2-hydroxy-benzoic acid Methyl ester;Benzoic acid, 4-chloro-2-hydroxy-, Methyl ester
• CAS NO: 22717-55-1
• Molecular Formula: C₈H₇ClO₃
• Molecular Weight: 186.6
• Product Categories: blocks;Carboxes
• Mol File: 22717-55-1.mol
• Article Data: 36

Chemical Properties

• Boiling Point: 244.4°Cat760mmHg
• Flash Point: 101.6°C
• Appearance: /
• Density: 1.354g/cm³
• Vapor Pressure: 0.0195mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 8.79±0.10(Predicted)
• CAS DataBase Reference: Methyl 4-chlorosalicylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-chlorosalicylate(22717-55-1)
• EPA Substance Registry System: Methyl 4-chlorosalicylate(22717-55-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 22717-55-1(Hazardous Substances Data)

Usage

General Description

Methyl 4-chlorosalicylate is a chemically synthesized compound possessing the chemical formula C8H7ClO3. It belongs to the class of chemicals known as the esters of salicylic acid, specifically formulating as an ester derivative of the salicylic acid, where a chloro group substitutes for a hydrogen at the 4- position, and a methoxy group at the acid portion. Methyl 4-chlorosalicylate has applications in the production of various pharmaceutical and cosmetic products. It is known for its antiseptic, disinfectant, and anti-inflammatory properties. However, exposure and consumption could lead to certain health hazards, indicating the need for careful management and handling.

InChI:InChI=1/C8H7ClO3/c1-12-8(11)6-3-2-5(9)4-7(6)10/h2-4,10H,1H3

Upstream product

• 67-56-1 methanol 
• 5106-98-9 4-chlorosalicylic acid 
• 119-36-8 methyl salicylate 
• 74-88-4 methyl iodide 
• 69-72-7 salicylic acid 
• 1126-46-1 Methyl 4-chlorobenzoate 

Downstream Products

• 143277-37-6 4-chloro-2-hydroxy-benzoic acid-(2-hydroxy-ethylamide) 
• 61799-78-8 4-chloro-N,2-dihydroxybenzamide 
• 929301-82-6 methyl 4-chloro-2-[(2-methylprop-2-en-1-yl)oxy]benzoate 
• 219739-74-9 methyl 4-chloro-2-(2-propyn-1-yloxy)benzoate 
• 212892-02-9 methyl 4-chloro-2-(((trifluoromethyl)sulfonyl)oxy)benzoate 
• 64917-81-3 4-chloro-2-hydroxybenzyl alcohol 
• 65920-15-2 4-Chloro-2-hydroxy-benzoic acid hydrazide 
• 949570-69-8 methyl 4-chloro-2-(4-(2-methoxy-2-oxoethyl)-2-nitrophenoxy)benzoate 
• 905303-91-5 acetic acid 5-chloro-2-isocyanato-phenyl ester 
• 905303-89-1 4-chloro-2-hydroxy-benzoyl azide 
• 905303-90-4 acetic acid 2-azidocarbonyl-5-chloro-phenyl ester 
• 905303-92-6 acetic acid 5-chloro-2-(3,3-dimethyl-ureido)-phenyl ester 
• 25546-09-2 N¹N¹-dimethyl-N²-(2-hydroxy-4-chlorophenyl) urea 
• 907587-62-6 2-({[tert-butyl(dimethyl)silyl]oxy}methyl)-5-chlorophenol 

Relevant articles and documents

Synthesis and biological evaluation of novel 5,6,7-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents

5,6,7-Trimethoxy flavonoid salicylate derivatives were designed by the joining of three important pharmacophores (TMP, flavonoid, and SA) according to the combination principle. A series of novel trimethoxy flavonoid salicylate derivatives were synthesized and their in vitro anti-tumor activities were evaluated. Among these derivatives, compound 7f exhibited excellent antiproliferative activity against HGC-27 cells and MGC-803 cells with IC50 values of 10.26 ± 6.94 μM and 17.17 ± 3.03 μM, respectively. Subsequently, the effects on cell colony formation (clonogenic survival assay), cell migration (wound healing assay), cell cycle distribution (PI staining assay), cell apoptosis (Hoechst 33258 staining assay and annexin V-FITC/PI dual staining assay), lactate level (lactate measurement), microtubules disarrangement (immunofluorescence staining analysis) and docking posture (molecular docking simulation) were determined. Further western blot analysis confirmed that compound 7f could effectively down-regulate the expression of glycolysis-related proteins HIF-1α, PFKM and PKM2 and tumor angiogenesis-related proteins VEGF. Overall, these studies suggested that compound 7f, as the representative compound of those, might be a promising candidate for the treatment of gastric cancer and deserved the further studies.

INHIBITORS OF RHO/MRTF/SRF-MEDIATED GENE TRANSCRIPTION AND METHODS FOR USE OF THE SAME

Disclosed herein are inhibitors of Rho/MRTF/SRF-mediated gene transcription, and methods for their use in treating or preventing diseases such as cancer and fibrosis. In particular, disclosed herein are compounds of Formula (I) and pharmaceutically accept

Microwave-Assisted Synthesis of Benzofuran-3(2H)-ones

A new method for the synthesis of benzofuran-3(2H)-ones under microwave conditions was developed. The reaction conditions were screened, and the scope of benzoate substrates was investigated. The results showed that our method could provide rapid access to these important dihydrobenzofuranones in 43% to 58% yields.