Fosaprepitant dimeglumine

Base Information

• Chemical Name: Fosaprepitant dimeglumine
• CAS No.: 265121-04-8
• Molecular Formula: 2C₇H₁₇NO₅*C₂₃H₂₂F₇N₄O₆P
• Molecular Weight: 1004.84
• Mol file: 265121-04-8.mol

Synonyms:MK-0517;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);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);

Chemical Property of Fosaprepitant dimeglumine

Chemical Property:

• Boiling Point: 588.9 °C at 760 mmHg
• Flash Point: 310 °C
• PSA: 366.08000
• LogP: -1.63060
• 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

Purity/Quality:

99.5% ^*data from raw suppliers

Fosaprepitant-d4Dimeglumine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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.
• Uses: Fosaprepitant is a water-soluble phosphoryl prodrug for Aprepitant which is a NK1 antagonist 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.

Technology Process of Fosaprepitant dimeglumine

There total 16 articles about Fosaprepitant dimeglumine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

1-deoxy-1-(methylamino)-D-glucitol (6284-40-8,97780-33-1) + aprepitant (170729-80-3,221350-96-5) → Fosaprepitant dimeglumine (265121-04-8)

Guidance literature:

aprepitant; With dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate; sodium hexamethyldisilazane; In tetrahydrofuran; at -3 ℃; for 2h;

1-deoxy-1-(methylamino)-D-glucitol; With palladium 10% on activated carbon; hydrogen; In methanol; water; for 4h;

Reference yield: 98.0%

1-deoxy-1-(methylamino)-D-glucitol (6284-40-8,97780-33-1) + fosaprepitant → fosaprepitant dimeglumine (265121-04-8)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; water; for 4h;

Reference yield: 97.0%

C49H42F7N4O6P + 1-deoxy-1-(methylamino)-D-glucitol (6284-40-8,97780-33-1) → Fosaprepitant dimeglumine (265121-04-8)

Guidance literature:

With 10% palladium hydroxide on charcoal; hydrogen; In methanol; water; at 25 ℃; for 1h; under 1034.32 Torr; Concentration; Reagent/catalyst;

upstream raw materials:

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]phosphonic acid bis(phenylmethyl)ester

aprepitant

6-methylamino-hexane-1,2,3,4,5-pentaol

Refernces

• 1、 -. "Preparation method of NK-1 receptor antagonist". Paragraph 0043; 0046-0050; 0053-0057; 0060-0064; 0067-0072. . Retrieved 2021/03/30.
• 2、 -. "Synthesis method of fosaprepitant dimeglumine (by machine translation)". Paragraph 0015-0025. . Retrieved 2020/09/23.