1194047-63-6

Basic information

• Product Name: (Z)-7-[(1S,5R,6R,7R)-3-butyl-6-[((E,3S)-3-hydroxy-5-phenylpent-1-enyl)]-2,4-dioxa-3-borabicyclo[3.2.1]octan-7-yl]-N-ethylhept-5-enamide
• Synonyms: (Z)-7-[(1S,5R,6R,7R)-3-butyl-6-[((E,3S)-3-hydroxy-5-phenylpent-1-enyl)]-2,4-dioxa-3-borabicyclo[3.2.1]octan-7-yl]-N-ethylhept-5-enamide
• CAS NO: 1194047-63-6
• Molecular Weight: 481.484
• Mol File: 1194047-63-6.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (Z)-7-[(1S,5R,6R,7R)-3-butyl-6-[((E,3S)-3-hydroxy-5-phenylpent-1-enyl)]-2,4-dioxa-3-borabicyclo[3.2.1]octan-7-yl]-N-ethylhept-5-enamide(CAS DataBase Reference)
• NIST Chemistry Reference: (Z)-7-[(1S,5R,6R,7R)-3-butyl-6-[((E,3S)-3-hydroxy-5-phenylpent-1-enyl)]-2,4-dioxa-3-borabicyclo[3.2.1]octan-7-yl]-N-ethylhept-5-enamide(1194047-63-6)
• EPA Substance Registry System: (Z)-7-[(1S,5R,6R,7R)-3-butyl-6-[((E,3S)-3-hydroxy-5-phenylpent-1-enyl)]-2,4-dioxa-3-borabicyclo[3.2.1]octan-7-yl]-N-ethylhept-5-enamide(1194047-63-6)

Safety Data

• Hazardous Substances Data: 1194047-63-6(Hazardous Substances Data)

Upstream product

• 4426-47-5 butylboronic acid 
• 155206-00-1 bimatoprost 

Downstream Products

• 1194047-36-3 (1S,2E)-3-{(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxohept-2-en-1-yl]-3,5-dihydroxycyclopentyl}-1-(2-phenylethyl)prop-2-en-1-yl 4-(nitrooxy)butanoate 
• 1194047-64-7 (S,E)-1-((1S,5R,6R,7R)-3-butyl-7-((Z)-7-(ethylamino)-7-oxohept-2-en-1-yl)-2,4-dioxa-3-borabicyclo[3.2.1]octan-6-yl)-5-phenylpent-1-en-3-yl 6-bromohexanoate 
• 1194047-67-0 (5Z)-N-(6-bromohexanoyl)-7-{(6R,7R)-3-butyl-7-[(1E,3S)-3-hydroxy-5-phenylpent-1-en-1-yl]-2,4-dioxa-3-borabicyclo[3.2.1]oct-6-yl}-N-ethylhept-5-enamide 
• 1194047-68-1 (1S,2E)-3-[(6R,7R)-7-{(2Z)-7-[(6-bromohexanoyl)(ethyl)amino]-7-oxohept-2-en-1-yl}-3-butyl-2,4-dioxa-3-borabicyclo[3.2.1]oct-6-yl]-1-(2-phenylethyl)prop-2-en-1-yl 6-bromohexanoate 
• 1194047-54-5 (1S,2E)-3-{(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxohept-2-en-1-yl]-3,5-dihydroxycyclopentyl}-1-(2-phenylethyl)prop-2-en-1-yl 5-(nitrooxy)pentanoate 
• 1194047-58-9 (1S,2E)-3-{(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxohept-2-en-1-yl]-3,5-dihydroxycyclopentyl}-1-(2-phenylethyl)prop-2-en-1-yI (5R)-5,6-bis(nitrooxy)hexanoate 
• 1194047-60-3 (1S,2E)-3-{(1R,2R,3S,5R)-2-[(2Z)-7-(ethy!amino)-7-oxohept-2-en-1-yl]-3,5-dihydroxycyclopentyl}-1-(2-phenylethyl)prop-2-en-1-yl (5S)-5-(nitrooxy)hexyl carbonate 
• 1194047-37-4 (1S,2E)-3-{(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxohept-2-en-1-yl]-3,5-dihydroxycyclopentyl}-1-(2-phenylethyl)prop-2-en-1-yl 3-(2-{2-[2-(nitrooxy)ethoxy]ethoxy}ethoxy)propanoate 
• 1194047-53-4 (1S,2E)-3-{(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxohept-2-en-1-yl]-3,5-dihydroxycyclopentyl}-1-(2-phenylethyl)prop-2-en-1-yl trans-2-[(nitrooxy)methyl]cyclopropanecarboxylate 
• 1194396-71-8 (1S,2E)-3-[(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxo-2-hepten-1-yl]-3,5-dihydroxycyclopentyl]-1-(2-phenylethyl)-2-propen-1-yl-hexanoic acid 6-(nitrooxy)ester 
• 155206-00-1 bimatoprost 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF A NITRIC OXIDE DONATING PROSTAGLANDIN ANALOGUE

The present invention relates to a process for preparing the hexanoic acid, 6-(nitrooxy)-,(1S,2E)-3-[(1R,2R,3S,5R)-2-[(2Z)-7-(ethylamino)-7-oxo-2-hepten-1-yl]-3,5-dihydroxycyclopentyl]-1-(2-phenylethyl)-2-propen-1-yl ester of formula (I). In accordance with the present invention, the compound (I) can be efficiently prepared with high purity by coupling bimatoprost in a boronate protected form with 6-(nitrooxy)hexanoyl chloride having an high chemical purity and removing the boronate protecting group. The high chemical pure 6-(nitrooxy)hexanoyl chloride is prepared from 6-(nitrooxy)hexanoic acid having a high chemical purity. The invention also relates to a process for the preparation and purification of 6-(nitrooxy) hexanoic acid.

NITRIC OXIDE DONATING PROSTAMIDES

Nitroderivatives of prostaglandins having improved pharmacological activity and enhanced tolerability are described. They can be employed for the treatment of glaucoma and ocular hypertension.