December 23, 2024, 02:27:02 AM
Forum Rules: Read This Before Posting


Topic: Sulphur dioxide and fluorine functional groups  (Read 5374 times)

0 Members and 1 Guest are viewing this topic.

Harold77

  • Guest
Sulphur dioxide and fluorine functional groups
« on: March 23, 2006, 03:29:50 AM »
Hey, I need some help concerning the drug celebrex. I've attatched a picture of its structure. I am curious about the effects of the sulphur dioxide and fluorine functional groups on the drug's chemical and physical properties. Am I correct in saying that the amine group is very polar allowing for hydrogen bonding and increasing the solubillity of the drug? Any general help on these functional groups would be greatly appreciated.

Offline AWK

  • Retired Staff
  • Sr. Member
  • *
  • Posts: 7976
  • Mole Snacks: +555/-93
  • Gender: Male
Re:Sulphur dioxide and fluorine functional groups
« Reply #1 on: March 23, 2006, 03:54:48 AM »
Amide and amine groups increase solubility in water, CF3 group incresase solubility in lipids
AWK

Offline Albert

  • Lonely Wanderer
  • Retired Staff
  • Sr. Member
  • *
  • Posts: 1050
  • Mole Snacks: +112/-22
  • Gender: Male
  • Half Decent Pharmaceutical Chemist
Re:Sulphur dioxide and fluorine functional groups
« Reply #2 on: March 23, 2006, 08:07:10 AM »
Celecoxib is one of the few Non-Steroidal Anti-Inflammatory Drug (aka FANS) which is designed for reactiong ONLY with COX2 enzyme, which is specific of the inflammatory process, and not a constitutive enzyme as COX1.

If you know the difference in between COX1 and 2, you know that they have different active sites. The SO2 group is of paramount importance because it binds with an arginine and this is a key factor for the stability of the molecule in the active site.

Because of its properties, celebrex (celecoxib capsules) is a gastro-resistant capsule as pharmaceutical form and is soluble in digestive fluids.

Offline movies

  • Organic Minion
  • Retired Staff
  • Sr. Member
  • *
  • Posts: 1973
  • Mole Snacks: +222/-21
  • Gender: Male
  • Better living through chemistry!
Re:Sulphur dioxide and fluorine functional groups
« Reply #3 on: March 23, 2006, 12:07:37 PM »
Sulfonamides have been common motifs in pharmaceutical compounds for a long time.  One of the first sulfa drugs was used to treat wounds during World War I.

Sponsored Links