Mycophenolate mofetil hydrochloride

Base Information

• Chemical Name: Mycophenolate mofetil hydrochloride
• CAS No.: 116680-01-4
• Molecular Formula: C23H31 N O7 . Cl H
• Molecular Weight: 469.963
• UNII: UXH81S8ZVB
• DSSTox Substance ID: DTXSID101027191
• Wikidata: Q27291325
• NCI Thesaurus Code: C61852
• RXCUI: 237112
• ChEMBL ID: CHEMBL1200955
• Mol file: 116680-01-4.mol

Synonyms:Cellcept;Mofetil Hydrochloride, Mycophenolate;Mofetil, Mycophenolate;mycophenolate mofetil;mycophenolate mofetil hydrochloride;Mycophenolate Sodium;Mycophenolate, Sodium;Mycophenolic Acid;mycophenolic acid morpholinoethyl ester;myfortic;RS 61443;RS-61443;RS61443;Sodium Mycophenolate

Chemical Property of Mycophenolate mofetil hydrochloride

Chemical Property:

• Vapor Pressure: 7.51E-17mmHg at 25°C
• Melting Point: 154-155 °C
• Boiling Point: 637.6°Cat760mmHg
• Flash Point: 339.4°C
• PSA: 94.53000
• Density: 1.222g/cm³
• LogP: 3.26390
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 10
• Exact Mass: 469.1867301
• Heavy Atom Count: 32
• Complexity: 646

Purity/Quality:

99.90% ^*data from raw suppliers

MycophenolateMofetil-d4HCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2COC(=O)C2=C(C(=C1OC)CC=C(C)CCC(=O)OCCN3CCOCC3)O.Cl
• Isomeric SMILES: CC1=C2COC(=O)C2=C(C(=C1OC)C/C=C(\C)/CCC(=O)OCCN3CCOCC3)O.Cl
• Recent ClinicalTrials: Early Use of Long-acting Tacrolimus in Lung Transplant Recipients
• Recent EU Clinical Trials: AN OPEN-LABEL; RANDOMIZED; PROSPECTIVE STUDY TO INVESTIGATE THE SAFETY AND EFFICACY OF CAMPATH-1H AS AN INDUCTION AGENT IN COMBIANTION IWTH TACROLIMUS MONOTHERAPY COMPARED TO SHORT-COURSE ATG-INDUCTION IN COMBINATION WITH TACROLIMUS; MYCOPHENOLATE MOFETIL AND SHORT-TERM STEROIDS APPLICATION IN DE NOVO SPK TRANSPLANTED DIABETIC PATIENTS
• Uses: Transplantation (immunosuppressant).
• Therapeutic Function: Antiarthritic, Immunosuppressive

Technology Process of Mycophenolate mofetil hydrochloride

There total 4 articles about Mycophenolate mofetil hydrochloride 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: 97.6%

mycophenolate mofetil (115007-34-6) → 2-morpholinoethyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoate hydrochloride (116680-01-4)

Guidance literature:

With chloro-trimethyl-silane; acetic acid; In ethyl acetate; at 20 ℃; for 1h;

Reference yield:

2-(morpholin-4-yl)ethanol (622-40-2) + E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid chloride (111512-13-1) → 2-morpholinoethyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoate hydrochloride (116680-01-4)

Guidance literature:

In DMF (N,N-dimethyl-formamide); ethyl acetate; at 20 - 60 ℃; for 20.3333h;

Reference yield:

mycophenolic acid (24280-93-1) → 2-morpholinoethyl (E)-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoate hydrochloride (116680-01-4)

Guidance literature:

Multi-step reaction with 3 steps

1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 3 h / 20 °C / Cooling with ice

2: ethyl acetate / 0.5 h / 20 °C

3: acetic acid; chloro-trimethyl-silane / ethyl acetate / 1 h / 20 °C

With chloro-trimethyl-silane; oxalyl dichloride; acetic acid; N,N-dimethyl-formamide; In dichloromethane; ethyl acetate;

upstream raw materials:

2-(morpholin-4-yl)ethanol

E-6-(1,3-dihydro-4-hydroxy-6-methoxy-7-methyl-3-oxo-5-isobenzofuranyl)-4-methyl-4-hexenoic acid chloride

mycophenolic acid

methyl mycophenolate

Downstream raw materials:

mycophenolate mofetil

Refernces

• 1、 -. "PROCESS FOR THE PRODUCTION OF MYCOPHENOLATE MOFETIL". Page/Page column 14. . Retrieved 2010/02/11.