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Fosaprepitant dimeglumine

Fosaprepitant dimeglumine Structure
Fosaprepitant dimeglumine structure
CAS No.
265121-04-8
Chemical Name:
Fosaprepitant dimeglumine
Synonyms
CS-275;Mk-0517;L785298;Unii-D35fm8T64x;MK0517 dimeglumine;MK 0517 dimeglumine;MK-0517 dimeglumine;Foxapyrtam dimeglumine;osaprepitant Dimeglumine;Fosaprepitant dimeglumine
CBNumber:
CB61105364
Molecular Formula:
C30H39F7N5O11P
Molecular Weight:
809.63
MDL Number:
MFCD23102059
MOL File:
265121-04-8.mol
Last updated:2023-11-24 18:23:39
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Fosaprepitant dimeglumine Properties

storage temp. Sealed in dry,Store in freezer, under -20°C
solubility ≥50.24 mg/mL in DMSO; insoluble in EtOH; ≥13.16 mg/mL in H2O with ultrasonic
form Powder
pka Fosaprepitant dimeglumine has four functional groups which have pKa values of 3.05 ± 0.03, 4.92 ± 0.02, 9.67 ± 0.01 and 10.59 ± 0.03. The pka value of 3.05 corresponds to the morpholinium group, the pka of 4.92 corresponds to the monophosphonate group, the pka of 9.67 corresponds to the meglumine counter ion, and the pka of 10.59 corresponds to the triazolinone NH group.
FDA UNII D35FM8T64X
NCI Dictionary of Cancer Terms fosaprepitant dimeglumine
NCI Drug Dictionary fosaprepitant dimeglumine

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319
Precautionary statements  P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
NFPA 704
0
3 0

Fosaprepitant dimeglumine price More Price(45)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML2228 Fosaprepitant dimeglumine ≥98% (HPLC) 265121-04-8 10MG $102 2024-03-01 Buy
Sigma-Aldrich SML2228 Fosaprepitant dimeglumine ≥98% (HPLC) 265121-04-8 50MG $411 2024-03-01 Buy
Cayman Chemical 24034 Fosaprepitant dimeglumine 265121-04-8 5mg $62 2024-03-01 Buy
Cayman Chemical 24034 Fosaprepitant dimeglumine 265121-04-8 10mg $96 2024-03-01 Buy
Cayman Chemical 24034 Fosaprepitant dimeglumine 265121-04-8 25mg $225 2024-03-01 Buy
Product number Packaging Price Buy
SML2228 10MG $102 Buy
SML2228 50MG $411 Buy
24034 5mg $62 Buy
24034 10mg $96 Buy
24034 25mg $225 Buy

Fosaprepitant dimeglumine Chemical Properties,Uses,Production

Description

Fosaprepitant dimeglumine belongs to the group of antiemetics. The active substance inhibits part of the vomiting centre. It is used for the treatment of postoperative or chemotherapyinduced nausea and vomiting.

Chemical Properties

Fosaprepitant dimeglumine is a white to off-white amorphous powder. It is freely soluble in water. The pH of a 1.0 g sample of fosaprepitant dimeglumine, dissolved in 25 mL of water, is approximately 8.3. Fosaprepitant, a prodrug of aprepitant, when administered intravenously is rapidly converted to aprepitant.

Originator

Merck (United States)

Uses

Fosaprepitant is a water-soluble phosphoryl prodrug for Aprepitant which is a NK1 antagonist

Uses

Fosaprepitant-d4 Dimeglumine is a labeled analogue of Fosaprepitant Dimeglumine (F727305), a selective neurokinin-1 (NK-1) receptor antahonist. Fosaprepitant is an antiemetic drug, a Aprepitant (A729800) prodrug.

Indications

Fosaprepitant dimeglumine is a new drug indicated to prevent nausea and vomiting associated with highly emetogenic cisplatin-based and moderately emetogenic cancer chemotherapy in adults.

Definition

ChEBI: Fosaprepitant dimeglumine is 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 It has a role as a prodrug, an antiemetic and a neurokinin-1 receptor antagonist. It contains a fosaprepitant(2-).

brand name

IvEmend

Biological Activity

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.
Fosaprepitant dimeglumine is a water-soluble prodrug form of the neurokinin-1 receptor antagonist aprepitant. Formulations containing fosaprepitant dimeglumine have been used to prevent chemotherapy-induced nausea and vomiting.

Side effects

Most common adverse reactions in adults (≥2%) are: fatigue, diarrhea, neutropenia, asthenia, anemia, peripheral neuropathy, leukopenia, dyspepsia, urinary tract infection, pain in extremity.
Adverse reactions in pediatrics are similar to adults.

Clinical claims and research

One of the most debilitating side effects of cancer treatment is CINV. Although concomitant anti-emetic agents have been prevalent for the past two decades, 50 60% of patients are still plagued by CINV. To meet this need, fosaprepitant dimeglumine has been launched as a water-soluble, phosphoryl pro-drug of aprepitant for intravenous applications. This pro-drug is rapidly converted to aprepitant in vivo, which has a high affinity for the NK-1 receptor (IC50= 90 50 pM for the displacement of [125I]-substance P from hNK-1 expressed in CHO cells); antagonism 606 Shridhar Hegde and Michelle Schmidt of NK-1 prevents binding of the endogenous substance P that is known to induce vomiting. Fosaprepitant is prepared by the regioselective phosphorylation of aprepitant with dibenzylphosphoryl chloride followed by catalytic hydrogenolysis in the presence of N-methyl-Dglucamine. It is approved for the prevention of acute and delayed nausea and vomiting associated with initial and repeat courses of highly and moderately emetogenic cancer chemotherapy.

Mode of action

Fosaprepitant is a prodrug of aprepitant and accordingly, its antiemetic effects are attributable to aprepitant. 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 (CINV). Aprepitant has been shown in animal models to inhibit emesis induced by cytotoxic chemotherapeutic agents, such as cisplatin, via central actions. Animal and human Positron Emission Tomography (PET) studies with aprepitant have shown that it crosses the blood brain barrier and occupies brain NK1 receptors. Animal and human studies have shown that aprepitant augments the antiemetic activity of the 5-HT3-receptor antagonist ondansetron and the corticosteroid dexamethasone and inhibits both the acute and delayed phases of cisplatin-induced emesis.

References

[1] van belle sj1, cocquyt v. fosaprepitant dimeglumine (mk-0517 or l-785,298), an intravenous neurokinin-1 antagonist for the prevention of chemotherapy induced nausea and vomiting.expert opin pharmacother. 2008 dec; 9(18):3261-70.

Fosaprepitant dimeglumine Preparation Products And Raw materials

Raw materials

Preparation Products

Fosaprepitant dimeglumine Suppliers

Global( 308)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei baicao biology science and technology co., ltd
+86-19131911055 +8617824879454 zhang@hbbocao.com China 1035 58
Hebei Yanxi Chemical Co., Ltd. 		+8617531190177 peter@yan-xi.com China 5993 58
Changzhou Rokechem Technology Co., Ltd. 		18758118018 sales001@rokechem.com China 255 58
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Nanjing ChemLin Chemical Industry Co., Ltd. 		025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32480 60
Lianyungang happen teng technology co., LTD 		15950718863 wang666xt@163.com CHINA 295 58
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Supplier Advantage
Hebei baicao biology science and technology co., ltd
58
Hebei Yanxi Chemical Co., Ltd. 		58
Changzhou Rokechem Technology Co., Ltd. 		58
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55
Nanjing ChemLin Chemical Industry Co., Ltd. 		60
ATK CHEMICAL COMPANY LIMITED 		60
Lianyungang happen teng technology co., LTD 		58
career henan chemical co 		58

View Lastest Price from Fosaprepitant dimeglumine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Fosaprepitant dimeglumine pictures 2023-11-25 Fosaprepitant dimeglumine
265121-04-8
 US $30.00-10.00 / kg 1kg 0.99 10 tons Hebei Yanxi Chemical Co., Ltd.
Fosaprepitant Dimeglumine pictures 2023-07-19 Fosaprepitant Dimeglumine
265121-04-8
 US $0.00-0.00 / Kg 1Kg 99% 1-10000kgs Changzhou Rokechem Technology Co., Ltd.
Fosaprepitant dimeglumine salt pictures 2023-02-13 Fosaprepitant dimeglumine salt
265121-04-8
 US $11.00 / kg 1kg 99% 50MT Hebei baicao biology science and technology co., ltd

Fosaprepitant dimeglumine Spectrum

Fosaprepitant dimeglumine(265121-04-8)MSFosaprepitant dimeglumine(265121-04-8)1HNMR

265121-04-8(Fosaprepitant dimeglumine)Related Search:

Fosaprepitant Benzyl Ester Aprepitant Impurity 17 (2R)-2-[(1R)-1-[3,5-Bis(trifluoroMethyl)phenyl]ethoxy]-3-(4-fluorophenyl)-5,6-dihydro-2H-1,4-oxazine (2R,3R)-2-[(1S)-1-[3,5-Bis(trifluoroMethyl)phenyl]ethoxy]-3-(4-fluorophenyl)Morpholine hydrochloride Aprepitant
(2R,3S)-2-[(1R)-1-[3,5-Bis(trifluoroMethyl)phenyl]ethoxy]-3-(phenyl)Morpholine hydrochloride Aprepitant Impurity 6 Aprepitant Aprepitant Eszopiclone
fosaprepitant dibenzyl ester Aprepitant 5-[[(2S,3R)-2-[(1S)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl]-1,2-dihydro-1,2,4-triazol-3-one (2S,3R)-2-((S)-1-(3,5-bis(trifluoroMethyl)phenyl)ethoxy)-3-(4-fluorophenyl)Morpholine Benzyl dihydrogen phosphate
(2R,3R)-2-[(1R)-1-[3,5-Bis(trifluoroMethyl)phenyl]ethoxy]-3-(4-fluorophenyl)Morpholine Meglumine Fosaprepitant

1of4

Phosphonic acid, (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)-, compd. with 1-deoxy-1-(methylamino)-D-glucitol (1:2) Unii-D35fm8T64x [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 1-Deoxy-1-(MethylaMino)-D-glucitol 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 1-DEOXY-1-(METHYLAMINO)-D-GLUCITOL [[(2R,3S]-2-[(1R)-1-[3,5-BIS (TRIFLUOROMETHYL)PHENYL] PHENYL]ETHOXY]-(4-FLUOROPHENYL) 3-[2(R)-[1(R)-[3,5-Bis(trifluoroMethyl)phenyl]ethoxy]-3(S)-(4-fluorophenyl)Morpholin-4-ylMethyl]-5-oxo-4,5-dihydro-1H-1,2,4-triazole-1-phosphinic acid bis(N-Methyl-D-glucaMine) salt Fosaprepitant diMegluMine salt Fosaprepitant dimeglumine, >=99% Fosaprepitant dimegluminer Fosaprepitant dimeglumine D-Glucitol, 1-deoxy-1-(methylamino)-, (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) Mk-0517 Forxatriptan Meglumine Reference Fosaprepitant dimeglumine(MK-0517) Fosaprepitant dimeglumine(MK0517,Emend, Inemend) [5-[[(2R,3S)-2-[(1R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholin-4-yl]methyl]-3-oxo-1H-1,2,4-triazol-2-yl]phosphonic acid,(2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentol Fosaprepitant-d4 Dimeglumine CS-275 L785298 FOSAPREPITANT DIMEGLUMINE 265121-04-8 Fosaprepitant dimeglumine USP/EP/BP Fosaprepitant dimeglumine dimeglumine osaprepitant Dimeglumine Fosaprepitant D4 DimeglumineQ: What is Fosaprepitant D4 Dimeglumine Q: What is the CAS Number of Fosaprepitant D4 Dimeglumine Q: What is the storage condition of Fosaprepitant D4 Dimeglumine Q: What are the applications of Fosaprepitant D4 Dimeglumine Fosaprepitant dimeglumineQ: What is Fosaprepitant dimeglumine Q: What is the CAS Number of Fosaprepitant dimeglumine Q: What is the storage condition of Fosaprepitant dimeglumine Q: What are the applications of Fosaprepitant dimeglumine 265121-04-8 Fosaprepitant dimeglumine (3-(((2R,3S)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholino)methyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phosphonic acid bis (2R,3R,4R,5S)-6-(methylamino)hexane-1,2,3,4,5-pentaol (2R,3R,4R,5S)-6-(Methylamino)hexane-1,2,3,4,5-pentaol ((3-(((2R,3S)-2-((R)-1-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(4-fluorophenyl)morpholino)methyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl)phosphonate)(2:1) 1- deoxy -1- (methylamino) -D- glucitol [3-[(2r, 3s)-2-[(1r) -1- [3,5-bis (trifluoromethyl) phenyl] ethoxy ]-3-(4- fluorophenyl) -4- morpholinyl] Fosaprepitant Dimeglumine Impurity Foxapyrtam dimeglumine Fosapitam Dimethylglucosamine MK 0517 dimeglumine MK0517 dimeglumine MK-0517 dimeglumine 265121-04-8 C23H22F7N4O6P2C7H17NO5 Inhibitors Other APIs 265121-04-8