78955-90-5

Basic information

• Product Name: Methyl 4-chloro-2-methoxybenzoate
• Synonyms: Methyl 4-chloro-2-methoxybenzoate;4-chloro-2-Methoxy-benzoicacidMethylester
• CAS NO: 78955-90-5
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.62
• Product Categories: blocks;Carboxes
• Mol File: 78955-90-5.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 271.4 °C at 760 mmHg
• Flash Point: 113.6 °C
• Appearance: /
• Density: 1.228 g/cm³
• Vapor Pressure: 0.00648mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: Methyl 4-chloro-2-methoxybenzoate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 4-chloro-2-methoxybenzoate(78955-90-5)
• EPA Substance Registry System: Methyl 4-chloro-2-methoxybenzoate(78955-90-5)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 78955-90-5(Hazardous Substances Data)

Usage

General Description

Methyl 4-chloro-2-methoxybenzoate is a chemical compound with the molecular formula C9H9ClO3. It is a type of ester, which means it is derived from the reaction between an alcohol and an acid. Methyl 4-chloro-2-methoxybenzoate is commonly used as a pesticide or herbicide in agricultural applications to control the growth of unwanted plants. It has a white crystalline appearance and a slightly sweet, fruity odor. Methyl 4-chloro-2-methoxybenzoate is also used as an intermediate in the synthesis of pharmaceutical compounds. However, it is important to handle this chemical with care as it can be toxic if ingested or inhaled and can cause irritation to the skin and eyes.

InChI:InChI=1/C9H9ClO3/c1-12-8-5-6(10)3-4-7(8)9(11)13-2/h3-5H,1-2H3

Upstream product

• 67-56-1 methanol 
• 57479-70-6 2-methoxy-4-chlorobenzoic acid 
• 22717-55-1 methyl 4-chloro-2-hydroxybenzoate 
• 74-88-4 methyl iodide 
• 5106-98-9 4-chlorosalicylic acid 
• 77-78-1 dimethyl sulfate 

Downstream Products

• 90296-27-8 (4-chloro-2-methoxy-phenyl)methanol 
• 94319-98-9 N-(2-aminoethyl)-4-chloro-2-anisamide hydrochloride 
• 896127-80-3 (4-chloro-2-methoxyphenyl)methanamine 
• 175153-18-1 3-(methyloxy)-4-biphenylcarboxylic acid 
• 76283-12-0 1-(bromomethyl)-4-chloro-2-methoxybenzene 
• 902137-24-0 methyl 4-ethyl-2-methoxybenzoate 
• 53581-86-5 4-chloro-2-methoxybenzaldehyde 
• 175152-70-2 methyl 3-methoxy-[1,1‘-biphenyl]-4-carboxylate 
• 545436-74-6 1-(4-chloro-2-methoxy-phenyl)-2-diazo-ethanone 
• 878465-96-4 4-chloro-2-methoxybenzohydrazide 
• 198351-08-5 8-Allyl-2-(4-chloro-2-methoxy-phenyl)-chromen-4-one 
• 57479-70-6 2-methoxy-4-chlorobenzoic acid 

Relevant articles and documents

Design, synthesis, and preliminary biological evaluation of 3′,4′,5′-trimethoxy flavonoid salicylate derivatives as potential anti-tumor agents

According to the pharmacophore combination principle, a set of new 3′,4′,5′-trimethoxy flavonoid salicylate derivatives were designed, synthesized, and evaluated for biological activity. The cytotoxicity evaluation revealed that compound 10v exhibited higher potency than 5-Fu against HCT-116 cells. Preliminary biological activity studies showed that compound 10v could inhibit the colony formation and migration of HCT-116 cells. Besides, the Hoechst 33258 staining assay and flow cytometry revealed that treatment with compound 10v induced the apoptosis of HCT-116 cells in a concentration-dependent manner, while it had no effect on their cell cycle. The WB analysis suggested that HIF-1α, tubulin, HK-2, and PFK might be the potential pharmacophore targets of compound 10v. Tubulin was a potential drug target for compound 10v, which was explained by analyzing the crystal structure of compound 10v complexed with tubulin. These results indicated that compound 10v might be a promising anti-tumor agent candidate, deserving further optimization and evaluation.

N-Arylsulfonyl Indolines as Retinoic Acid Receptor-Related Orphan Receptor γ (RORγ) Agonists

The nuclear retinoic acid receptor-related orphan receptor γ (RORγ; NR1F3) is a key regulator of inflammatory gene programs involved in T helper 17 (TH17) cell proliferation. As such, synthetic small-molecule repressors (inverse agonists) targeting RORγ have been extensively studied for their potential as therapeutic agents for various autoimmune diseases. Alternatively, enhancing TH17 cell proliferation through activation (agonism) of RORγ may boost an immune response, thereby offering a potentially new approach in cancer immunotherapy. Herein we describe the development of N-arylsulfonyl indolines as RORγ agonists. Structure–activity studies reveal a critical linker region in these molecules as the major determinant for agonism. Hydrogen/deuterium exchange coupled to mass spectrometry (HDX-MS) analysis of RORγ–ligand complexes help rationalize the observed results.

Anion binding of N-(o-Methoxybenzamido)thioureas: Contribution of the intramolecular hydrogen bond in the N-benzamide moiety

N-(o-Methoxybenzamido)- thioureas (2X/2Y) are found to show an enhanced anion binding affinity with binding constants over 107 mol -1L orders of magnitude for AcO- and a redshifted absorption of the anion binding complexes in acetonitrile (MeCN) relative to those of N-benzamidothioureas (1) that bear no o- OMe in the N-benzamide moiety, despite the electron-donating character of o-OMe. Absorption of the anion-2X/ 2Y complex was shown to be of the same charge-transfer nature as that of the anion-1 complex, but its dependence on substituent X is interestingly influenced by the o-MeO···HNC=O six-membered-ring intramolecular hydrogen bond identified in 2X/2Y. Such an intramolecular hydrogen bond is suggested to be responsible for the enhanced anion binding affinity. In the presence of this intramolecular hydrogen bond, the anion binding constant of 2X was found to be independent of substituent X at the N-phenyl ring, as in the case of 1, whereas that of 2Y showed an amplified dependence on substituent Y at the N′-phenyl ring, but to a lower extent than that of 1. A similar ring intramolecular hydrogen bond was purported to exist in 2Za, 2Zd, and 2Ze, which bear NHMe, F, and Cl as the ortho substituent in the N-benzamide moiety. In terms of the current roles of thiourea in not only anion recognition and sensing but also organocatalysis and crystal engineering, the present finding would be of significance for a wider structural diversity of smart thiourea derivatives with predesigned functions.