15196-83-5

Basic information

• Product Name: 5-Chlorosalicylic Acid Ethyl Ester
• Synonyms: 5-Chlorosalicylic Acid Ethyl Ester;5-Chloro-2-hydroxy-benzoic Acid Ethyl Ester
• CAS NO: 15196-83-5
• Molecular Formula: C₉H₉ClO₃
• Molecular Weight: 200.61896
• Product Categories: Aromatics;Miscellaneous Reagents;Aromatics, Miscellaneous Reagents
• Mol File: 15196-83-5.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 276.5°C at 760 mmHg
• Flash Point: 121°C
• Appearance: /
• Density: 1.3g/cm³
• Vapor Pressure: 0.00283mmHg at 25°C
• Refractive Index: 1.554
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Dichloromethane, Ethyl Acetate
• CAS DataBase Reference: 5-Chlorosalicylic Acid Ethyl Ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chlorosalicylic Acid Ethyl Ester(15196-83-5)
• EPA Substance Registry System: 5-Chlorosalicylic Acid Ethyl Ester(15196-83-5)

Safety Data

• Hazardous Substances Data: 15196-83-5(Hazardous Substances Data)

Usage

Chemical Properties

Off-white Solid

Uses

Different sources of media describe the Uses of 15196-83-5 differently. You can refer to the following data:
1. 5-Chlorosalicylic Acid Ethyl Ester can be used as an intermediate in the preparation of quinoline derivatives as TGFβ inhibitors.
2. Can be used as an intermediate in the preparation of quinoline derivatives as TGFβ inhibitors.

InChI:InChI=1/C9H9ClO3/c1-2-13-9(12)7-5-6(10)3-4-8(7)11/h3-5,11H,2H2,1H3

Upstream product

• 7664-93-9 sulfuric acid 
• 321-14-2 5-chloro-2-hydroxybenzoic acid 
• 64-17-5 ethanol 
• 1128-76-3 3-chloro-benzoic acid ethyl ester 
• 118-61-6 2-hydroxy-benzoic acid ethyl ester 

Downstream Products

• 57202-99-0 (2-carbethoxy-4-chlorophenoxy)-acetic acid ethyl ester 
• 5022-48-0 5-chlorosalicylhydrazide 
• 159323-96-3 ethyl 5-chloro-2-hydroxy-3-nitrobenzoate 
• 73050-77-8 chloro-5 α,α-diethyl hydroxy-2 benzene methanol 
• 81028-88-8 3-(2-carboxy-4-chlorophenoxy)thiophene 
• 115438-07-8 5-Chloro-2-sulfamoyloxy-benzoic acid ethyl ester 
• 88599-38-6 2-Carbamoyloxy-5-chloro-benzoic acid ethyl ester 
• 38524-72-0 5-Chloro-2-(ethoxy-propylsulfanyl-phosphoryloxy)-benzoic acid ethyl ester 
• 68215-73-6 2-(4-amino-6-morpholin-4-ylamino-[1,3,5]triazin-2-yl)-4-chloro-phenol 
• 73119-79-6 ethyl 5-chloro-2-ethoxybenzoic acid 
• 7120-43-6 5-chlorosalicylamide 
• 62871-12-9 5-chloro-2-ethoxybenzoic acid 

Relevant articles and documents

Discovery of Isatin-Based Carbohydrazones as Potential Dual Inhibitors of Fatty Acid Amide Hydrolase and Monoacylglycerol Lipase

Using ligand-based design strategy, a set of isatin-3-carbohydrazones was designed, synthesized and evaluated for dual fatty acid amide hydrolase (FAAH) and monoacylglycerol lipase (MAGL) inhibition properties. Compound 5-chloro-N′-(5-chloro-2-oxoindolin-3-ylidene)-2-hydroxybenzohydrazide (13 b) emerged as a potent MAGL inhibitor with nanomolar activity (IC50=3.33 nM), while compound 5-chloro-N′-(1-(4-fluorobenzyl)-2-oxoindolin-3-ylidene)-2-hydroxybenzohydrazide (13 j) was the most potent selective FAAH inhibitor (IC50=37 nM). Compound 5-chloro-N′-(6-chloro-2-oxoindolin-3-ylidene)-2-hydroxybenzohydrazide (13 c) showed dual FAAH-MAGL inhibitory activity with an IC50 of 31 and 29 nM respectively. Enzyme kinetics studies revealed that the isatin-based carbohydrazones are reversible inhibitors for both FAAH and MAGL. Further, blood-brain permeability assay confirmed that the lead compounds (13 b, 13 c, 13 g, 13 m and 13 q) are suitable as CNS candidates. Molecular dynamics simulation studies revealed the putative binding modes and key interactions of lead inhibitors within the enzyme active sites. The lead dual FAAH-MAGL inhibitor 13 c showed significant antioxidant activity and neuroprotection in the cell-based cytotoxicity assay. In summary, the study yielded three potent FAAH/MAGL inhibitor compounds (13 b, 13 c and 13 j) with acceptable pharmacokinetic profile and thus can be considered as promising candidates for treating neurological and mood disorders.

Ruthenium(II)-catalyzed synthesis of hydroxylated arenes with ester as an effective directing group

An unprecedented Ru(II) catalyzed ortho-hydroxylation has been developed for the facile synthesis of a variety of multifunctionalized arenes from easily accessible ethyl benzoates with ester as an efficient directing group. Both the TFA/TFAA cosolvent system and oxidants serve as the critical success factors in this transformation. The reaction demonstrates excellent reactivity, good functional group tolerance, and high yields.

BENZOXAZOLE DERIVATIVES AND DRUGS CONTAINING THE SAME AS THE ACTIVE INGREDIENT

A compound represented by the following general formula (1) : wherein R1 represents a halogen atom, R2 represents hydrogen atom or a lower alkyl group, and R3 represents hydrogen atom, a lower alkyl group, a lower alkoxyl group, a hydroxy lower alkyl group, a halogen atom, or a substituted or unsubstituted amino group, wherein a substituent on the amino group is selected from the group consisting of a lower alkyl group, a lower alkenyl group, a lower alkylcarbonyl group, and an amino protective group, or a salt thereof. The compound of the present invention or a salt thereof is useful as an active ingredient of medicaments for preventive and/or therapeutic treatment of conditions of irritable bowel syndrome and digestive tract functional disorder, or condition of diarrhea.