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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

Wuhan Dingtong Pharmaceutical Co., Ltd
Tel
027-59207795 18327179646
Fax
027-59207795
Email
18327179646@163.com
Country
China
ProdList
1989
Advantage
58
Zhejiang Warrant Pharmaceutical Co.,Ltd.
Tel
0512-85180611 17312581805
Fax
0512-89171181
Email
felix@lanxite.com
Country
China
ProdList
6
Advantage
55
Jinan Sanyuan Chemical Co. LTD
Tel
0531-58585914 13335164090
Fax
0531-58585914
Email
1660423085@qq.com
Country
China
ProdList
411
Advantage
58
YICHANG TIANRUI BIOPHARM CO., LTD
Tel
18671799682
Email
2416114196@qq.com
Country
China
ProdList
28
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
Chemvon Biotechnology Co., Ltd
Tel
021-50790412
Fax
+86-21-50790419
Email
info@chemvon.com
Country
China
ProdList
371
Advantage
57
Chemsky(shanghai)International Co.,Ltd.
Tel
021-50135380
Email
shchemsky@sina.com
Country
China
ProdList
32321
Advantage
50
Shandong Xiya Chemical Co., Ltd
Tel
4009903999 13355009207
Fax
0539-6365991
Email
3007715519@qq.com
Country
China
ProdList
18738
Advantage
57
Shanghai Fuhe Chemistry Technology Co., Ltd.
Tel
0086-21-67651709
Fax
0086-21-67651705
Email
cfx759@hotmail.com
Country
China
ProdList
410
Advantage
57
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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:


  • 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
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  • 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
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  • 265121-04-8