1372187-07-9

Basic information

• Product Name: (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((methylsulfonyloxy)methyl)-1,4-oxazepane-4-carboxylate
• Synonyms: (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((methylsulfonyloxy)methyl)-1,4-oxazepane-4-carboxylate
• CAS NO: 1372187-07-9
• Molecular Weight: 437.917
• Mol File: 1372187-07-9.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((methylsulfonyloxy)methyl)-1,4-oxazepane-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((methylsulfonyloxy)methyl)-1,4-oxazepane-4-carboxylate(1372187-07-9)
• EPA Substance Registry System: (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((methylsulfonyloxy)methyl)-1,4-oxazepane-4-carboxylate(1372187-07-9)

Safety Data

• Hazardous Substances Data: 1372187-07-9(Hazardous Substances Data)

Upstream product

• 1372189-41-7 tert-butyl (6S,7R)-7-(3,4-dichlorophenyl)-6-(hydroxymethyl)-1,4-oxazepane-4-carboxylate 
• 124-63-0 methanesulfonyl chloride 
• 1372186-41-8 methyl 2-[(4-chloro-3-fluorophenyl)(hydroxy)methyl]prop-2-enoate 
• 5527-95-7 4-chloro-3-fluorobenzaldehyde 
• 1372186-35-0 methyl 2-[(3-chloro-4-fluorophenyl)(hydroxy)methyl]prop-2-enoate 
• 34328-61-5 3-Chloro-4-fluorobenzaldehyde 

Downstream Products

• 1372187-16-0 (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((3-(methoxycarbonyl)-2-oxopyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate 
• 1372180-03-4 N-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)-2-methoxyacetamide hydrochloride 
• 1372187-08-0 (6S,7R)-tert-butyl 6-(azidomethyl)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepane-4-carboxylate 
• 1372187-09-1 (6R,7R)-tert-butyl 6-(aminomethyl)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepane-4-carboxylate 
• 1372187-10-4 (6R,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-methoxyacetamido)methyl)-1,4-oxazepane-4-carboxylate 
• 1372180-08-9 3-(1-(((6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl)methyl)-2-oxo-1,2-dihydropyridin-3-yl)-1,2,4-oxadiazol-5(4H)-one hydrochloride 
• 1372187-15-9 (6S,7R)-tert-butyl 7-(4-chloro-3-fluorophenyl)-6-((2-oxo-3-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)pyridin-1(2H)-yl)methyl)-1,4-oxazepane-4-carboxylate 
• 1372180-09-0 1-{[(6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl]methyl}-2-oxo-1,2-dihydropyridine-3-carboxylic acid hydrochloride 

Relevant articles and documents

Design, synthesis, and biological evaluation of a novel series of peripheral-selective noradrenaline reuptake inhibitors - Part 2

Peripherally selective inhibition of noradrenaline reuptake is a novel mechanism for the treatment of stress urinary incontinence to overcome adverse effects associated with central action. Herein, we describe our medicinal chemistry approach to discover peripheral-selective noradrenaline reuptake inhibitors to avert the risk of P-gp-mediated DDI at the blood-brain barrier. We observed that steric shielding of the hydrogen-bond acceptors and donors (HBA and HBD) of compound 1 reduced the multidrug resistance protein 1 (MDR1) efflux ratio; however, the resulting compound 6, a methoxyacetamide derivative, was mainly metabolized by CYP2D6 and CYP2C19 in the in vitro phenotyping study, implying the risk of PK variability based on the genetic polymorphism of the CYPs. Replacement of the hydrogen atom with a deuterium atom in a strategic, metabolically hot spot led to compound 13, which was mainly metabolized by CYP3A4. To our knowledge, this study represents the first report of the effect of deuterium replacement for a major metabolic enzyme. The compound 13, N-{[(6S,7R)-7-(4-chloro-3-fluorophenyl)-1,4-oxazepan-6-yl]methyl}-2-[(2H3)methyloxy]acetamide hydrochloride, which exhibited peripheral NET selective inhibition at tested doses in rats, increased urethral resistance in a dose-dependent manner.

HETEROCYCLIC COMPOUNDS

Provided is a compound having a monoamine reuptake inhibitory activity, which is represented by the formula (I) wherein ring A is an optionally substituted 6-membered aromatic ring, ring B is the substituents on ring A are optionally bonded to form, together with ring A, an optionally substituted 9- or 10-membered aromatic fused ring, and other symbols are as defined in the specification, or a salt thereof.