Lurtotecan

Base Information

• Chemical Name: Lurtotecan
• CAS No.: 149882-10-0
• Molecular Formula: C₂₈H₃₀N₄O₆
• Molecular Weight: 518.569
• UNII: 4J1L80T08I
• DSSTox Substance ID: DTXSID30164422
• Nikkaji Number: J658.084J
• Wikipedia: Lurtotecan
• Wikidata: Q6704977
• NCI Thesaurus Code: C1610
• Metabolomics Workbench ID: 153249
• ChEMBL ID: CHEMBL305666
• Mol file: 149882-10-0.mol

Synonyms:7-(4-methylpiperazinomethylene)-10,11-ethylenedioxy-20(S)-camptothecin;GG-211;GG211;GI 147211;GI-147211;GI147211;Gl 147211C;Gl-147211C;Gl147211C;lurtotecan;NX 211;NX-211;NX211 cpd;OSI 211;OSI-211;OSI211

Chemical Property of Lurtotecan

Chemical Property:

• Vapor Pressure: 2.51E-30mmHg at 25°C
• Boiling Point: 844.8°Cat760mmHg
• Flash Point: 464.7°C
• PSA: 106.36000
• Density: 1.5g/cm³
• LogP: 1.47400
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 518.21653469
• Heavy Atom Count: 38
• Complexity: 1070

Purity/Quality:

98% ^*data from raw suppliers

LURTOTECAN 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC6=C(C=C5N=C4C3=C2)OCCO6)CN7CCN(CC7)C)O
• Isomeric SMILES: CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC6=C(C=C5N=C4C3=C2)OCCO6)CN7CCN(CC7)C)O
• Recent ClinicalTrials: Efficacy and Safety Study of OSI-211 (Liposomal Lurtotecan) to Treat Recurrent Small Cell Lung Cancer

Technology Process of Lurtotecan

There total 32 articles about Lurtotecan 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: 78.0%

4(S)-4-ethyl-4-hydroxy-7-[7-bromo-9-(4-methylpiperazin-1-ylmethyl)-2,3-dihydro-[1,4]dioxino[2,3-g]quinolin-8-ylmethyl]-4,7-dihydro-1H-pyrano[3,4-c]pyridine-3,8-dione (173419-36-8) → lurtotecan (149882-10-0)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In acetonitrile; for 12h; Heating;

DOI:10.1016/S0040-4020(97)00357-8

Reference yield: 72.0%

4(S)-4-ethyl-4-hydroxy-7-[7-iodo-9-(4-methyl-piperazin-1-ylmethyl)-2,3-dihydro-[1,4]dioxino[2,3-g]quinolin-8-ylmethyl]-4,7-dihydro-1H-pyrano[3,4-c]pyridine-3,8-dione (173419-32-4) → lurtotecan (149882-10-0)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In acetonitrile; for 16h; Heating;

DOI:10.1016/S0040-4020(97)00357-8

Reference yield: 55.0%

4(S)-4-Ethyl-4-hydroxy-7-[7-chloro-9-(4-methylpiperazin-1-ylmethyl)-2,3-dihydro-[1,4]dioxino[2,3-g]quinolin-8-ylmethyl]-4,7-dihydro-1H-pyrano[3,4-c]pyridine-3,8-dione (195144-41-3) → lurtotecan (149882-10-0)

Guidance literature:

With palladium diacetate; potassium carbonate; triphenylphosphine; In acetonitrile; for 19h; Heating;

DOI:10.1016/S0040-4020(97)00357-8

upstream raw materials:

1-methyl-piperazine

7-(chloromethyl)-10,11-(ethylenedioxy)-(20S)-camptothecin

4(S)-4-Ethyl-4-hydroxy-7-[7-chloro-9-(4-methylpiperazin-1-ylmethyl)-2,3-dihydro-[1,4]dioxino[2,3-g]quinolin-8-ylmethyl]-4,7-dihydro-1H-pyrano[3,4-c]pyridine-3,8-dione

4(S)-4-ethyl-4-hydroxy-7-[7-bromo-9-(4-methylpiperazin-1-ylmethyl)-2,3-dihydro-[1,4]dioxino[2,3-g]quinolin-8-ylmethyl]-4,7-dihydro-1H-pyrano[3,4-c]pyridine-3,8-dione