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Fantofarone

From Wikipedia, the free encyclopedia
Fantofarone
Names
Preferred IUPAC name
N-[2-(3,4-Dimethoxyphenyl)ethyl]-N-methyl-3-{4-[2-(propan-2-yl)indolizine-1-sulfonyl]phenoxy}propan-1-amine
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
UNII
  • InChI=1S/C31H38N2O5S/c1-23(2)27-22-33-18-7-6-9-28(33)31(27)39(34,35)26-13-11-25(12-14-26)38-20-8-17-32(3)19-16-24-10-15-29(36-4)30(21-24)37-5/h6-7,9-15,18,21-23H,8,16-17,19-20H2,1-5H3 ☒N
    Key: ITAMRBIZWGDOHW-UHFFFAOYSA-N ☒N
  • InChI=1/C31H38N2O5S/c1-23(2)27-22-33-18-7-6-9-28(33)31(27)39(34,35)26-13-11-25(12-14-26)38-20-8-17-32(3)19-16-24-10-15-29(36-4)30(21-24)37-5/h6-7,9-15,18,21-23H,8,16-17,19-20H2,1-5H3
    Key: ITAMRBIZWGDOHW-UHFFFAOYAL
  • CC(C)C1=CN2C=CC=CC2=C1S(=O)(=O)C3=CC=C(C=C3)OCCCN(C)CCC4=CC(=C(C=C4)OC)OC
Properties
C31H38N2O5S
Molar mass550.71 g·mol−1
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Fantofarone is acalcium channel blocker.[1]

Comparison with verapamil

[edit]

There are many different calcium channel blockers that show different results in use. Fantofarone andverapamil are both calcium channel blockers that behave differently in different applications.

Fantofarone was shown in use for treatment of angioplasty-inducedvasospasm in an atherosclerotic rabbits.[2] There are many different observations that show a potential cause of vasospasm, such as local injury on the body, but overall mechanism of it is still not fully understood.[2] In order to observe the efficiency of fantofarone in the treatment ofangioplasty-inducedvasospasm (AIV), it was compared to the treatment of verapamil (which is also a calcium channel blocker). Fantofarone showed more effectiveness against a severity of vasospasm than verapamil.[2]

Fantofarone and verapamil were also tested as an attempt of reversing resistance tochloroquine,[3] a medication that is used to treat malaria. In the treatment of reversing the chloroquine resistance it was observed that verapamil was more potent and more efficient than fantofarone.[3]

References

[edit]
  1. ^Rosseels, Gilbert; Houben, Christian; Kerckx, Patricia (1995). "Synthesis of a metabolite of fantofarone".Advances in Organobromine Chemistry II. Industrial Chemistry Library. Vol. 7. pp. 152–159.doi:10.1016/S0926-9614(05)80016-4.ISBN 9780444821058.
  2. ^abcDongay, Bruno; Dol-Gleizes, Frédérique; Herbert, Jean-Marc (1998-06-15)."Effect of Fantofarone, a New Ca2 Channel Antagonist, on Angioplasty-Induced Vasospasm in an Atherosclerotic Rabbit Model".Biochemical Pharmacology.55 (12):2047–2050.doi:10.1016/S0006-2952(98)00026-4.ISSN 0006-2952.PMID 9714327.
  3. ^abAdovelande, Jacques; Delèze, Jean; Schrével, Joseph (1998-02-15)."Synergy between two calcium channel blockers, verapamil and fantofarone (SR33557), in reversing chloroquine resistance in Plasmodium falciparum".Biochemical Pharmacology.55 (4):433–440.doi:10.1016/S0006-2952(97)00482-6.ISSN 0006-2952.PMID 9514077.
Calcium
VDCCsTooltip Voltage-dependent calcium channels
Blockers
Activators
Potassium
VGKCsTooltip Voltage-gated potassium channels
Blockers
Activators
IRKsTooltip Inwardly rectifying potassium channel
Blockers
Activators
KCaTooltip Calcium-activated potassium channel
Blockers
Activators
K2PsTooltip Tandem pore domain potassium channel
Blockers
Activators
Sodium
VGSCsTooltip Voltage-gated sodium channels
Blockers
Activators
ENaCTooltip Epithelial sodium channel
Blockers
Activators
ASICsTooltip Acid-sensing ion channel
Blockers
Chloride
CaCCsTooltip Calcium-activated chloride channel
Blockers
Activators
CFTRTooltip Cystic fibrosis transmembrane conductance regulator
Blockers
Activators
Unsorted
Blockers
Others
TRPsTooltip Transient receptor potential channels
LGICsTooltip Ligand gated ion channels
Retrieved from "https://en.wikipedia.org/w/index.php?title=Fantofarone&oldid=1291871996"
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