SML2228

Fosaprepitant dimeglumine

≥98% (HPLC)

• Synonym(s): 1-Deoxy-1(methylamino)-D-glucitol[3-[[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)4-morpholinyl]methyl]-2,5-dihydro-5-oxo-1H-1,2,4-triazol-1-yl]phosphonate (2:1) (salt), L-758,298, MK-0517, [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
• Empirical Formula (Hill Notation): C₂₃H₂₂F₇N₄O₆P · C₁₄H₃₄N₂O₁₀
• CAS Number: 265121-04-8
• Molecular Weight: 1004.83
• NACRES: NA.77

Properties

• Assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D +27 to +34°, c = 0.5 in methanol
• storage condition: desiccated
• color: white to beige
• solubility: H₂O: 2 mg/mL, clear
• shipped in: wet ice
• storage temp.: −20°C
• SMILES string: FC1=CC=C([C@@H]2N(CCO[C@@H]2O[C@@H](C3=CC(C(F)(F)F)=CC(C(F)(F)F)=C3)C)CC(NC4=O)=NN4P(O)(O)=O)C=C1.CNC[C@@H]([C@H]([C@@H]([C@@H](CO)O)O)O)O
• InChI: 1S/C23H22F7N4O6P.2C7H17NO5/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;2*1-8-2-4(10)6(12)7(13)5(11)3-9/h2-5,8-10,12,19-20H,6-7,11H2,1H3,(H,31,32,35)(H2,36,37,38);2*4-13H,2-3H2,1H3/t12-,19+,20-;2*4-,5+,6+,7+/m100/s1
• InChI key: VRQHBYGYXDWZDL-OOZCZQCLSA-N

Description

Biochem/physiol Actions

Fosaprepitant dimeglumine acts as a therapeutic agent to treat chemotherapy-induced nausea and vomiting. It also acts as a weak inhibitor of cytochrome P450 3A4 (CYP3A4).

Fosaprepitant dimeglumine is a Substance P/neurokinin-1 (NK1) receptor antagonist. It is a water soluble prodrug of the antiemetic drug aprepitant.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable