Factors influencing the interconversion of a new class of dibenzodiazepine sulfonamide atropisomers.
A novel family of atropisomers based on a conformationally constrained seven membered ring system is investigated using a combination of preparative chiral chromatography, circular dichroism, and other analytical techniques. The influence of structure on the rate of atropisomer interconversion was explored with a series of analogs showing a range of interconversion rates ranging from very fast (undetectable on the HPLC timescale) to very slow (half life of many days).
Welch
Christopher J
CJ
Merck Research Laboratories, Merck & Co., Inc., Rahway, New Jersey, USA. christopher_welch@merck.com
Gong
Xiaoyi
X
Schafer
Wes
W
Chobanian
Harry
H
Lin
Linus
L
Biba
Mirlinda
M
Liu
Ping
P
Guo
Yan
Y
Beard
Adam
A
D014150:Antipsychotic Agents / Q000737:chemistry* / Q000145:classification*; D002851:Chromatography, High Pressure Liquid / Q000379:methods; D002942:Circular Dichroism / Q000379:methods; D006207:Half-Life; D008968:Molecular Conformation; D015394:Molecular Structure; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D013449:Sulfonamides / Q000737:chemistry* / Q000145:classification*
D014150:Antipsychotic Agents; D013449:Sulfonamides