54870-28-9

Basic information

• Product Name: Meglitinide
• Synonyms: Meglitinide;4-[2-[(5-Chloro-2-methoxybenzoyl)amino]ethyl]benzoic acid;HB-699;LH-29;Megutinide;SWLAMJPTOQZTAE-UHFFFAOYSA-N
• CAS NO: 54870-28-9
• Molecular Formula: C₁₇H₁₆ClNO₄
• Molecular Weight: 333.769
• Mol File: 54870-28-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 536.5°C at 760 mmHg
• Flash Point: 278.3°C
• Appearance: /
• Density: 1.306g/cm³
• Vapor Pressure: 2.43E-12mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: Meglitinide(CAS DataBase Reference)
• NIST Chemistry Reference: Meglitinide(54870-28-9)
• EPA Substance Registry System: Meglitinide(54870-28-9)

Safety Data

• Hazardous Substances Data: 54870-28-9(Hazardous Substances Data)

Usage

InChI:InChI=1/C17H16ClNO4/c1-23-15-7-6-13(18)10-14(15)16(20)19-9-8-11-2-4-12(5-3-11)17(21)22/h2-7,10H,8-9H2,1H3,(H,19,20)(H,21,22)

Upstream product

• 1199-69-5 4-(2-aminoethyl)benzoic acid 
• 29568-33-0 2-methoxy-5-chlorobenzoyl chloride 
• 60531-37-5 4-(2-<5-chloro-2-methoxy-benzamido>-ethyl)-acetophenone 
• 33924-49-1 DK₁₃ 
• 60531-36-4 4-(2-amino-ethyl)-benzoic acid hydrochloride 

Downstream Products

• 60531-25-1 4-(2-<5-Chloro-2-methoxy-benzamido>-ethyl)-benzoic acid propyl ester 
• 60531-26-2 4-(2-<5-chloro-2-methoxy-benzamido>-ethyl)-benzoic acid-isopropyl ester 
• 60531-27-3 4-(2-<5-chloro-2-methoxy-benzamido>-ethyl)-benzoic acid-n-butyl ester 
• 1398080-27-7 2-(((4-(2-(5-chloro-2-methoxybenzamido)ethyl)benzoyl)oxy)-methoxy)-1-(pyrrolidin-1-yl)diazene oxide 
• 1398080-29-9 1-(((4-(2-(5-chloro-2-methoxybenzamido)ethyl)benzoyl)oxy)-methoxy)-3,3-diethyltriaz-1-ene 2-oxide 
• 1398080-31-3 C₁₉H₁₉ClN₂O₇ 

Relevant articles and documents

Preparation of phenylethylbenzamide derivatives as modulators of DNMT3 activity

DNA-methyltransferases (DNMTs) are a class of epigenetic enzymes that catalyze the transfer of a methyl moiety from the methyl donor S-adenosyl-l-methionine onto the C5 position of cytosine in DNA. This process is dysregulated in cancers and leads to the hypermethylation and silencing of tumor suppressor genes. The development of potent and selective inhibitors of DNMTs is of utmost importance for the discovery of new therapies for the treatment of cancer. We report herein the synthesis and DNMT inhibitory activity of 29 analogues derived from NSC 319745. The effect of selected compounds on the methylation level in the MDA-MB-231 human breast cancer cell line was evaluated using a luminometric methylation assay. Molecular docking studies have been conducted to propose a binding mode for this series.

Receptor Binding Sites of Hypoglycemic Sulfonylureas and Related benzoic Acids

The blood glucose level lowering activity of benzoic acid, such as p-benzoic acid (HB699, 2), is discussed in terms of binding at putative insulin-releasing receptor sites of pancreatic β cells.The hypoglycemic potencies fuond for synthetic analogues of 2 indicate that high hypoglycemic activity is only found when a carboxyl group or a group that is readily oxidized to carboxyl in vivo, such as methyl, is attached to the aromatic ring of the phenethyl group.It is proposed that this carboxyl group is able to bind at the same receptor site as the SO2NHCONH group of the sulfonylurea drugs, such as tolbutamide (3).The role of the benzamide group in 2 was attributed to protein binding.