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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

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About This Item

Empirical Formula (Hill Notation):
C23H22F7N4O6P · C14H34N2O10
CAS Number:
265121-04-8
Molecular Weight:
1004.83
NACRES:
NA.77
UNSPSC Code:
12352200
Assay:
≥98% (HPLC)
Form:
powder
Storage condition:
desiccated
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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

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.
Substance P/neurokinin-1 (NK1) receptor antagonist; Antiemetic prodrug of aprepitant

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000319227
0000319227
0000450071
0000450071

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Priya Patel et al.
British journal of clinical pharmacology, 83(10), 2148-2162 (2017-05-05)
Aprepitant and fosaprepitant, commonly used for the prevention of chemotherapy-induced nausea and vomiting, alter cytochrome P450 activity. This systematic review evaluates clinically significant pharmacokinetic drug interactions with aprepitant and fosaprepitant and describes adverse events ascribed to drug interactions with aprepitant
Karly P Garnock-Jones
Drugs, 76(14), 1365-1372 (2016-08-12)
Intravenous fosaprepitant dimeglumine (Emend(®) for injection, IVEmend(®); henceforth referred to as fosaprepitant) is a prodrug of and is rapidly converted to the antiemetic aprepitant, and is approved in several countries worldwide (as part of an antiemetic regimen) for the prevention
Christina H Ruhlmann et al.
Expert review of anticancer therapy, 12(2), 139-150 (2012-02-10)
For patients receiving cancer chemotherapy, the ongoing development of antiemetic treatment is of significant importance. Patients consider nausea and vomiting among the most distressing symptoms of chemotherapy, and as new antiemetics have been very successful in prevention of vomiting, agents
Bernardo L Rapoport et al.
Future oncology (London, England), 14(1), 77-92 (2017-11-14)
Chemotherapy-induced nausea and vomiting (CINV) remains a challenge in cancer care. Improved understanding of CINV pathophysiology has triggered the development of new antiemetic therapeutic options, such as selective neurokinin-1 (NK1) receptor antagonists (RAs), which effectively prevent CINV when added to

Global Trade Item Number

SKUGTIN
SML2228-50MG04061835496464
SML2228-10MG04061835496457

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