Cediranib maleate

Base Information

• Chemical Name: Cediranib maleate
• CAS No.: 857036-77-2
• Molecular Formula: C₄H₄O₄*C₂₅H₂₇FN₄O₃
• Molecular Weight: 566.586
• European Community (EC) Number: 642-442-2
• NSC Number: 732208
• UNII: 68AYS9A614
• Wikidata: Q27264241
• NCI Thesaurus Code: C48379
• ChEMBL ID: CHEMBL2103798
• Mol file: 857036-77-2.mol

Synonyms:4-((4-Fluoro-2-methyl-1H-indol-5-yl)oxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline;4-((4-fluoro-2-methyl-1H-indol-5-yl)oxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline (2Z)-but-2-enedioate;4-((4-fluoro-2-methyl-1H-indol-5-yl)oxy)-6-methoxy-7-(3-(pyrrolidin-1-yl)propoxy)quinazoline (2Z)-but-2-enedioate (1:1);AZD 2171;AZD-2171;AZD-2171 maleate;AZD2171;AZD2171 maleate;cediranib;cediranib maleate;Recentin

Chemical Property of Cediranib maleate

Chemical Property:

• Melting Point: 198.3-200.08 °C (polymorph)
• PSA: 147.10000
• LogP: 4.87390
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 10
• Exact Mass: 566.21767750
• Heavy Atom Count: 41
• Complexity: 743

Purity/Quality:

≥99.0% ^*data from raw suppliers

Cediranibmaleate >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(N1)C=CC(=C2F)OC3=NC=NC4=CC(=C(C=C43)OC)OCCCN5CCCC5.C(=CC(=O)O)C(=O)O
• Isomeric SMILES: CC1=CC2=C(N1)C=CC(=C2F)OC3=NC=NC4=CC(=C(C=C43)OC)OCCCN5CCCC5.C(=C\C(=O)O)\C(=O)O
• Recent ClinicalTrials: Comparison of Standard of Care Treatment With a Triplet Combination of Targeted Immunotherapeutic Agents
• Recent EU Clinical Trials: Randomised Phase II Trial of Cediranib and Olaparib Maintenance in Advanced/Recurrent Cervical Cancer (COMICE)

Technology Process of Cediranib maleate

There total 2 articles about Cediranib maleate 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:

cediranib (288383-20-0,557795-03-6) + maleic acid (110-16-7,26099-09-2) → cediranib maleate (857036-77-2)

Guidance literature:

In water; isopropyl alcohol; at 0 - 55 ℃; for 20.25h;

Reference yield:

7-(benzyloxy)-4-[(4-fluoro-2-methyl-1H-indol-5-yl)-oxy]-6-methoxyquinazoline (574745-75-8) → cediranib maleate (857036-77-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: palladium 10% on activated carbon; hydrogen / 1-methyl-pyrrolidin-2-one / 5 h / 20 °C / 760.05 Torr

2.1: potassium carbonate / 1-methyl-pyrrolidin-2-one / 2 h / 80 °C

3.1: pyrographite / isopropyl alcohol / 1 h / Inert atmosphere; Reflux

3.2: 0.08 h / Inert atmosphere; Reflux

With palladium 10% on activated carbon; hydrogen; potassium carbonate; pyrographite; In 1-methyl-pyrrolidin-2-one; isopropyl alcohol;

upstream raw materials:

cediranib

maleic acid

7-(benzyloxy)-4-[(4-fluoro-2-methyl-1H-indol-5-yl)-oxy]-6-methoxyquinazoline

Refernces

• 1、 -. "west Neeb salt and its crystalline form, and its preparation method and pharmaceutical composition (by machine translation)". Paragraph 0127-0129. . Retrieved 2017/03/21.