Fosaprepitant dimeglumine

Product Name: Fosaprepitant dimeglumine
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
Formula Weight: 809.63
MOL File: 265121-04-8.mol

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Fosaprepitant dimeglumine Property

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.
color: White to off-white

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML2228
Product name: Fosaprepitant dimeglumine
Purity: ≥98% (HPLC)
Packaging: 10MG
Price: $102
Updated: 2024/03/01

Sigma-Aldrich

Product number: SML2228
Product name: Fosaprepitant dimeglumine
Purity: ≥98% (HPLC)
Packaging: 50MG
Price: $411
Updated: 2024/03/01

Cayman Chemical

Product number: 24034
Product name: Fosaprepitant dimeglumine
Packaging: 5mg
Price: $62
Updated: 2024/03/01

Cayman Chemical

Product number: 24034
Product name: Fosaprepitant dimeglumine
Packaging: 10mg
Price: $96
Updated: 2024/03/01

Cayman Chemical

Product number: 24034
Product name: Fosaprepitant dimeglumine
Packaging: 25mg
Price: $225
Updated: 2024/03/01

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Fosaprepitant dimeglumine Chemical Properties,Usage,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.

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-).

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.

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.

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.

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.

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

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Fosaprepitant dimeglumine Suppliers

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View Lastest Price from Fosaprepitant dimeglumine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Fosaprepitant dimeglumine 265121-04-8
Price: US $0.00/g
Min. Order: 1g
Purity: 98.0%
Supply Ability: 10kg/month
Release date: 2021-12-17

BEIJING SJAR TECHNOLOGY DEVELOPMENT CO., LTD.

Product: Fosaprepitant Dimeglumine 265121-04-8
Price: US $0.00/g
Min. Order: 1g
Purity: More Than 99%
Supply Ability: 100kg/Month
Release date: 2024-09-10

Hebei Yanxi Chemical Co., Ltd.

Product: Fosaprepitant dimeglumine 265121-04-8
Price: US $30.00-10.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 10 tons
Release date: 2023-11-24

265121-04-8, Fosaprepitant dimeglumineRelated 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

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

Forxatriptan Meglumine Reference

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

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]

Foxapyrtam dimeglumine

Fosapitam Dimethylglucosamine

MK 0517 dimeglumine

MK0517 dimeglumine

MK-0517 dimeglumine

Fosaprepitant Dimeglumine Impurity

265121-04-8

C23H22F7N4O6P2C7H17NO5

Inhibitors

Other APIs

265121-04-8