7-Methylcamptothecin

Base Information

• Chemical Name: 7-Methylcamptothecin
• CAS No.: 78287-26-0
• Molecular Formula: C21H18 N2 O4
• Molecular Weight: 362.385
• DSSTox Substance ID: DTXSID10430915
• Nikkaji Number: J692.870F
• Wikidata: Q82244663
• Mol file: 78287-26-0.mol

Synonyms:7-Methylcamptothecin;7-Methyl Camptothecin;78287-26-0;(19S)-19-ethyl-19-hydroxy-10-methyl-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4,6,8,10,15(20)-heptaene-14,18-dione;(S)-4-Ethyl-4-hydroxy-11-methyl-1,12-dihydro-14H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H)-dione;(S)-4-Ethyl-4-hydroxy-11-methyl-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14(4H,12H)-dione;SCHEMBL4448365;DTXSID10430915;XRCMSKXVQYEFOZ-NRFANRHFSA-N;SB49305;CS-0044427

Chemical Property of 7-Methylcamptothecin

Chemical Property:

• PSA: 81.42000
• LogP: 2.38800
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 362.12665706
• Heavy Atom Count: 27
• Complexity: 772

Purity/Quality:

NLT 98% ^*data from raw suppliers

7-MethylCamptothecin ^*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=CC=CC=C5N=C4C3=C2)C)O
• Isomeric SMILES: CC[C@@]1(C2=C(COC1=O)C(=O)N3CC4=C(C5=CC=CC=C5N=C4C3=C2)C)O
• Uses: Camptothecin analog as DNA topoisomerase I inhibitors: a QSAR study. It may also be useful in the design and development of new camptothecin derivatives as DNA topoisomerase I (topo I) inhibitors. A poorly water soluble camptothecin analogue. Antitumor agent. 7-Methyl Camptothecin is a poorly water soluble camptothecin analogue. It as DNA topoisomerase I inhibitors: a QSAR study. It may also be useful in the design and development of new camptothecin derivatives as DNA topoisomerase I (topo I) inhibitors.

Technology Process of 7-Methylcamptothecin

There total 4 articles about 7-Methylcamptothecin 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: 96.1%

tert.-butylhydroperoxide (75-91-2) + camptothecin (7689-03-4,91926-09-9) → (S)-7-methylcamptothecin (78287-26-0)

Guidance literature:

camptothecin; With sulfuric acid; formamide; trifluoroacetic acid; iron(II) sulfate; In water; at 5 ℃;

tert.-butylhydroperoxide; In water; at 0 ℃; for 1h;

DOI:10.1080/00397910500283263

Reference yield: 86.0%

acetic acid (64-19-7,77671-22-8) + camptothecin (7689-03-4,91926-09-9) → (S)-7-methylcamptothecin (78287-26-0)

Guidance literature:

With tert.-butylhydroperoxide; sulfuric acid; iron(II) sulfate; In water; at 20 ℃; for 60h;

Reference yield: 32.0%

ethanol (64-17-5) + camptothecin (7689-03-4,91926-09-9) → (S)-7-methylcamptothecin (78287-26-0) + 7-(2-Hydroxyethyl)camptothecin (96962-25-3)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; iron(II) sulfate; for 3h; Ambient temperature;

DOI:10.1248/cpb.39.2574

upstream raw materials:

tert.-butylhydroperoxide

camptothecin

ethanol

isopropyl alcohol

Downstream raw materials:

Belotecan hydrochloride