CHEBI:64311 - fosaprepitant dimeglumine

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ChEBI Name fosaprepitant dimeglumine
ChEBI ID CHEBI:64311
Definition An organoammonium salt obtained by reaction of fosaprepitant with two equivalents of 1-deoxy-1-(methylamino)-D-glucitol. A substance P/neurokinin 1 (NK1) receptor antagonist. Aprepitant is a selective high-affinity antagonist of human substance P/neurokinin 1 (NK1) receptors. Aprepitant has little or no affinity for serotonin (5-HT3), dopamine, and corticosteroid receptors, the targets of existing therapies for chemotherapy-induced nausea and vomiting and postoperative nausea and vomiting
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anonymous
Supplier Information
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Formula C37H56F7N6O16P
Net Charge 0
Average Mass 1004.83370
Monoisotopic Mass 1004.33786
InChI 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
InChIKey VRQHBYGYXDWZDL-OOZCZQCLSA-N
SMILES CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CNC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.C[C@@H](O[C@H]1OCCN(Cc2nn(c(=O)[nH]2)P(O)(O)=O)[C@H]1c1ccc(F)cc1)c1cc(cc(c1)C(F)(F)F)C(F)(F)F
Roles Classification
Biological Role(s): neurokinin-1 receptor antagonist
An antagonist at the neurokinin-1 receptor.
Application(s): prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
antiemetic
A drug used to prevent nausea or vomiting. An antiemetic may act by a wide range of mechanisms: it might affect the medullary control centres (the vomiting centre and the chemoreceptive trigger zone) or affect the peripheral receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing fosaprepitant dimeglumine (CHEBI:64311) has part fosaprepitant(2−) (CHEBI:64322)
fosaprepitant dimeglumine (CHEBI:64311) has role antiemetic (CHEBI:50919)
fosaprepitant dimeglumine (CHEBI:64311) has role neurokinin-1 receptor antagonist (CHEBI:55350)
fosaprepitant dimeglumine (CHEBI:64311) has role prodrug (CHEBI:50266)
fosaprepitant dimeglumine (CHEBI:64311) is a organoammonium salt (CHEBI:46850)
IUPAC Name
(3-{[(2R,3S)-2-{(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)morpholin-4-yl]methyl}-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phosphonic acid—1-deoxy-1-(methylamino)-D-glucitol (1/2)
Synonyms Sources
bis[1-deoxy-1-(methylazaniumyl)-D-glucitol] (3-{[(2R,3S)-2-{(1R,)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy}-3-(4-fluorophenyl)morpholin-4-yl]methyl}-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phosphonate IUPAC
Fosaprepitant meglumine KEGG DRUG
MK-0517 ChemIDplus
Manual Xrefs Databases
D06597 KEGG DRUG
EP2303901 Patent
US2011130366 Patent
WO2010018595 Patent
View more database links
Registry Numbers Types Sources
265121-04-8 CAS Registry Number KEGG DRUG
265121-04-8 CAS Registry Number ChemIDplus
8608007 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16524680 PubMed citation Europe PMC
19040346 PubMed citation Europe PMC
20533894 PubMed citation Europe PMC
20795794 PubMed citation Europe PMC
Last Modified
23 April 2013