186366-84-7

Basic information

• Product Name: 2-[2-((S)-6-Amino-7-hydroxy-heptyl)-benzyl]-malonic acid monomethyl ester
• Synonyms: 2-[2-((S)-6-Amino-7-hydroxy-heptyl)-benzyl]-malonic acid monomethyl ester
• CAS NO: 186366-84-7
• Molecular Weight: 337.416
• Mol File: 186366-84-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2-[2-((S)-6-Amino-7-hydroxy-heptyl)-benzyl]-malonic acid monomethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-((S)-6-Amino-7-hydroxy-heptyl)-benzyl]-malonic acid monomethyl ester(186366-84-7)
• EPA Substance Registry System: 2-[2-((S)-6-Amino-7-hydroxy-heptyl)-benzyl]-malonic acid monomethyl ester(186366-84-7)

Safety Data

• Hazardous Substances Data: 186366-84-7(Hazardous Substances Data)

Upstream product

• 186366-83-6 2-{2-[5-((S)-3-tert-Butoxycarbonyl-2,2-dimethyl-oxazolidin-4-yl)-pentyl]-benzyl}-malonic acid monomethyl ester 
• 66192-11-8 diethyl 2-(2-bromobenzyl)propan-1,3-dioate 
• 15115-58-9 3-(2-bromophenyl)propionic acid 
• 52221-92-8 3-(2-bromo-phenyl)-propan-1-ol 
• 58380-12-4 <(2-bromophenyl)methyl>propanedicarboxylic acid 
• 93098-67-0 diethyl <(2-bromophenyl)methylene>propanedioate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 113163-20-5 1-bromo-2-(3-iodopropyl)benzene 

Relevant articles and documents

Ortho-substituted benzofused macrocyclic lactams as zinc metalloprotease inhibitors

The design and preparation of ortho-substituted benzofused macrocyclic lactams are described. The benzofused macrocyclic lactams were designed as neutral endopeptidase 24.11 (NEP) inhibitors. Docking studies were carried out in a model of thermolysin (TLN) using the MACROMODEL and QXP modeling programs to select suitable ring sizes. These studies predicted that the 11- , 12-, and 13-membered ring macrocyclic lactams would be active in both enzymes TLN and NEP. Good predictability of experimental results, within this series, of binding to thermolysin and to a lesser extent to NEP was observed. A visual comparison, docked at the active site of TLN, is presented for thiorphan, a 10-membered ring macrocycle and an 11-membered ring benzofused macrocyclic lactam. Potent inhibition of both NEP and thermolysin was obtained. The 11-membered ring macrocycle 25a is the most potent inhibitor from this series of compounds (TLN IC50 = 68 nM; NEP IC50 = 0.9 nM). The effects of prodrug 44b administered at 10 mg/kg po on plasma atrial natriuretic peptide (ANP) levels in conscious rats was greater than 200% over a 4 h period.