CAS 171228-49-2: Posaconazole
Description:Posaconazole is a triazole antifungal agent primarily used for the prevention and treatment of fungal infections, particularly in immunocompromised patients. It exhibits a broad spectrum of activity against various fungi, including Candida and Aspergillus species. The chemical structure of posaconazole features a triazole ring, which is crucial for its mechanism of action, as it inhibits the enzyme lanosterol 14α-demethylase, disrupting ergosterol synthesis in fungal cell membranes. This leads to increased membrane permeability and ultimately cell death. Posaconazole is characterized by its relatively low solubility in water, which can affect its bioavailability; however, it is available in various formulations, including oral suspension and delayed-release tablets. The drug is metabolized primarily in the liver, and its pharmacokinetics can be influenced by factors such as food intake and concomitant medications. Common side effects may include gastrointestinal disturbances and liver enzyme elevations. Overall, posaconazole is a vital therapeutic option in the management of invasive fungal infections, particularly in high-risk populations.
Formula:C37H42F2N8O4
InChI:InChI=1S/C37H42F2N8O4/c1-3-35(26(2)48)47-36(49)46(25-42-47)31-7-5-29(6-8-31)43-14-16-44(17-15-43)30-9-11-32(12-10-30)50-20-27-19-37(51-21-27,22-45-24-40-23-41-45)33-13-4-28(38)18-34(33)39/h4-13,18,23-27,35,48H,3,14-17,19-22H2,1-2H3/t26-,27+,35-,37-/m0/s1
InChI key:InChIKey=RAGOYPUPXAKGKH-XAKZXMRKSA-N
SMILES:O=C1N(N=CN1C2=CC=C(C=C2)N3CCN(C4=CC=C(OCC5COC(C6=CC=C(F)C=C6F)(CN7N=CN=C7)C5)C=C4)CC3)C(CC)C(O)C
- Synonyms:
- (2xi)-1,4-anhydro-2,3,5-trideoxy-4-(2,4-difluorophenyl)-2-({4-[4-(4-{1-[(2S,3S)-2-hydroxypentan-3-yl]-5-oxo-1,5-dihydro-4H-1,2,4-triazol-4-yl}phenyl)piperazin-1-yl]phenoxy}methyl)-5-(1H-1,2,4-triazol-1-yl)-D-glycero-pentitol
- 2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1H-1,2,4-triazol-1-yl)-<span class="text-smallcaps">D</span>-threo-pentitol
- 2,5-Anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1H-1,2,4-triazol-1-yl)-D-threo-pentitol
- 4-[4-[4-[4-[[(3R,5R)-5-(2,4-Difluorophenyl)-5-(1,2,4-triazol-1-ylmethyl)oxolan-3-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-2-[(2S,3S)-2-hydroxypentan-3-yl]-1,2,4-triazol-3-one
- <span class="text-smallcaps">D</span>-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1H-1,2,4-triazol-1-yl)-
- Hydroxypropyl]-2,4-Dihydro-3H-1,2,4-Triazol-3-One
- Noxafil
- Posaconazole SP
- Posaconazole for research
- Sch 56592
- See more synonyms
- D-threo-Pentitol, 2,5-anhydro-1,3,4-trideoxy-2-C-(2,4-difluorophenyl)-4-[[4-[4-[4-[1-[(1S,2S)-1-ethyl-2-hydroxypropyl]-1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl]phenyl]-1-piperazinyl]phenoxy]methyl]-1-(1H-1,2,4-triazol-1-yl)-
- 3H-1,2,4-Triazol-3-one, 4-[4-[4-[4-[[5-(2,4-difluorophenyl)tetrahydro-5-(1H-1,2,4-triazol-1-ylmethyl)-3-furanyl]methoxy]phenyl]-1-piperazinyl]phenyl]-2-(1-ethyl-2-hydroxypropyl)-2,4-dihydro-, [3R-[3α(1S*,2S*),5α]]-
- Posaconazole
![4-[4-[4-[4-[[(3R,5R)-5-(2,4-difluorophenyl)-5-(1,2,4-triazol-1-ylmethyl)oxolan-3-yl]methoxy]phenyl…](https://static.cymitquimica.com/products/IN/thumb/DA0039KV.jpg)
