Morpholinyl doxorubicin

Base Information

• Chemical Name: Morpholinyl doxorubicin
• CAS No.: 80790-68-7
• Molecular Formula: C31H38NO12
• Molecular Weight: 616.70
• UNII: X0N4EFN4AI
• DSSTox Substance ID: DTXSID501001529
• Nikkaji Number: J261.868K
• Wikidata: Q76005567
• NCI Thesaurus Code: C1442
• Mol file: 80790-68-7.mol

Synonyms:3'-deamino-3'-(4-morpholinyl)adriamycin;3'-deamono-3'-(4''-morpholinyl)doxorubicin;morpholinodoxorubicin;morpholinyldoxorubicin;NSC 354646;NSC-354646

Chemical Property of Morpholinyl doxorubicin

Chemical Property:

• Vapor Pressure: 3.87E-30mmHg at 25°C
• Boiling Point: 842.4°Cat760mmHg
• Flash Point: 463.2°C
• Density: 1.57g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 6
• Exact Mass: 613.21592555
• Heavy Atom Count: 44
• Complexity: 1100

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1C(C(CC(O1)OC2CC(CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N6CCOCC6)O
• Isomeric SMILES: C[C@H]1[C@H]([C@H](C[C@@H](O1)O[C@H]2C[C@@](CC3=C2C(=C4C(=C3O)C(=O)C5=C(C4=O)C(=CC=C5)OC)O)(C(=O)CO)O)N6CCOCC6)O

Technology Process of Morpholinyl doxorubicin

There total 2 articles about Morpholinyl doxorubicin 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: 30.0%

2,2'-oxybis(acetaldehyde) (7456-83-9) + doxorubicin hydrochloride (25316-40-9) → 3'-deamino-3'-(3-cyano-4-morpholinyl)-13-dihydrodoxorubicin (89164-77-2,89164-78-3,89673-78-9) + 3'-deamino-3'-(4-morpholinyl)-13-dihydrodoxorubicin (80875-73-6) + 3'-deamino-3'-(4-morpholinyl)doxorubicin (80790-68-7) + 3'-deamino-3'-(3-cyano-4-morpholinyl)doxorubicin (88254-07-3,114414-57-2,89196-07-6)

Guidance literature:

With sodium cyanoborohydride; In water; acetonitrile;

DOI:10.1021/jm00371a014

Reference yield: 30.0%

2,2'-oxybis(acetaldehyde) (7456-83-9) + doxorubicin hydrochloride (25316-40-9) + acetonitrile (75-05-8,26809-02-9) → 3'-deamino-3'-(3-cyano-4-morpholinyl)-13-dihydrodoxorubicin (89164-77-2,89164-78-3,89673-78-9) + 3'-deamino-3'-(4-morpholinyl)-13-dihydrodoxorubicin (80875-73-6) + 3'-deamino-3'-(4-morpholinyl)doxorubicin (80790-68-7) + 3'-deamino-3'-(3-cyano-4-morpholinyl)doxorubicin (88254-07-3,114414-57-2,89196-07-6)

Guidance literature:

With citrate buffer; sodium cyanoborohydride; Yield given. Multistep reaction; 1.) H₂O;

DOI:10.1021/jm00371a014

upstream raw materials:

2,2'-oxybis(acetaldehyde)

doxorubicin hydrochloride

acetonitrile

Refernces