Fosaprepitant
{{Drugbox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 416448532
| IUPAC_name = [3-{[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl] ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl}-5-oxo- 2H-1,2,4-triazol-1-yl]phosphonic acid
| image = Fosaprepitant.svg
| alt = Skeletal formula of fosaprepitant
| width = 255
| image2 = Fosaprepitant-3D-spacefill.png
| alt2 = Space-filling model of the fosaprepitant molecule
| tradename =
| Drugs.com = Multum Consumer Information
| MedlinePlus = a604003
| licence_EU = Ivemend
| licence_US = Fosaprepitant
| pregnancy_AU =
| pregnancy_US = B
| pregnancy_category =
| legal_AU =
| legal_CA =
| legal_UK = POM
| legal_US = Rx-only
| routes_of_administration = Intravenous
| bioavailability = n/a
| protein_bound = >95% (aprepitant)
| metabolism = To aprepitant
| elimination_half-life = 9 to 13 hours (aprepitant)
| excretion =
| IUPHAR_ligand = 7623
| CAS_number_Ref =
| CAS_number = 172673-20-0
| CAS_supplemental =
265121-04-8 (dimeglumine)
| ATC_prefix = A04
| ATC_suffix = AD12
| PubChem = 219090
| DrugBank_Ref =
| DrugBank = DB06717
| UNII_Ref =
| UNII = 6L8OF9XRDC
| KEGG_Ref =
| KEGG = D06597
| ChEMBL_Ref =
| ChEMBL = 1199324
| ChEBI_Ref =
| ChEBI = 64321
| ChemSpiderID_Ref =
| ChemSpiderID = 189912
| C=23 | H=22 | F=7 | N=4 | O=6 | P=1
| molecular_weight = 614.406 g/mol
| smiles = C[C@H](c1cc(cc(c1)C(F)(F)F)C(F)(F)F)O[C@@H]2[C@@H](N(CCO2)Cc3[nH]c(=O)n(n3)P(=O)(O)O)c4ccc(cc4)F
| StdInChI_Ref =
| StdInChI = 1S/C23H22F7N4O6P/c1-12(14-8-15(22(25,26)27)10-16(9-14)23(28,29)30)40-20-19(13-2-4-17(24)5-3-13)33(6-7-39-20)11-18-31-21(35)34(32-18)41(36,37)38/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H,31,32,35)(H2,36,37,38)/t12-,19+,20-/m1/s1
| StdInChIKey_Ref =
| StdInChIKey = BARDROPHSZEBKC-OITMNORJSA-N
}}
Fosaprepitant (Emend for Injection (US), Ivemend (EU)) is an antiemetic drug, administered intravenously. It is a prodrug of aprepitant.
Fosaprepitant was developed by Merck & Co. and was approved by the United States Food and Drug Administration (FDA) on January 25, 2008[1] and by the European Medicines Agency (EMA) on January 11 of the same year.[2]
See also
References
- ↑ "Drugs.com, FDA Approves Emend (fosaprepitant dimeglumine) for Injection, Merck's New Intravenous Therapy, for Use in Combination with Other Antiemetics for Prevention of Nausea and Vomiting Caused by Chemotherapy". Retrieved 2008-03-15.
- ↑ "European Public Assessment Report for Ivemend (from the EMEA website)". Retrieved 2008-03-15.