9-Methoxyellipticine

Base Information

• Chemical Name: 9-Methoxyellipticine
• CAS No.: 10371-86-5
• Molecular Formula: C18H16 N2 O
• Molecular Weight: 276.338
• Hs Code.: 2933990090
• European Community (EC) Number: 233-812-0
• NSC Number: 69187
• UNII: U0924292N9
• DSSTox Substance ID: DTXSID50146028
• Nikkaji Number: J66.633E
• Wikidata: Q27290521
• Metabolomics Workbench ID: 126035
• ChEMBL ID: CHEMBL19954
• Mol file: 10371-86-5.mol

Synonyms:9-methoxyellipticine;9-methoxyellipticine hydrochloride;9-methoxyellipticine lactate;9-methoxyellipticine lactate (1:1)

Chemical Property of 9-Methoxyellipticine

Chemical Property:

• Vapor Pressure: 1.41E-10mmHg at 25°C
• Melting Point: 286.5°C (rough estimate)
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 524.7°Cat760mmHg
• Flash Point: 168.4°C
• PSA: 37.91000
• Density: 1.256g/cm³
• LogP: 4.49470
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 276.126263138
• Heavy Atom Count: 21
• Complexity: 387

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C=CN=CC2=C(C3=C1NC4=C3C=C(C=C4)OC)C
• Description: An Ochrosia alkaloid present in O. oppositifolia and O. sandwicensis Gray, it occurs mainly in the bark of these species. It forms light yellow crystals and gives an ultraviolet spectrum in EtOH with absorption maxima at 242, 275, 290 and 335 mil. It may be characterized as the hydrochloride which has m.p. 288- 290°C following a change in crystal form at 255-265°C, or as the picrate, m.p. 273-5°C. The structure has been elucidated from the mass spectrum fragmentation pattern.

Technology Process of 9-Methoxyellipticine

There total 50 articles about 9-Methoxyellipticine 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: 94.0%

C28H34N2O5S → 9-methoxyellipticine (10371-86-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 0.25h; Heating;

DOI:10.1016/j.tetlet.2007.07.160

Reference yield: 75.0%

tert-butyl 9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole-6-carboxylate → 9-methoxyellipticine (10371-86-5)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201600246

Reference yield: 73.0%

6-benzyl-9-methoxy-5,11-dimethyl-6H-pyrido[4,3-b]carbazole → 9-methoxyellipticine (10371-86-5)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; for 6h; Reflux;

DOI:10.1055/s-0034-1379305

upstream raw materials:

methyllithium

1-acetyl-3-<1-<3-(4-cyanopyridyl)>ethyl>-5-methoxyindole

5-Methoxy-1-(5,8-Dimethylisoquinolin-6-yl)-1H-benzotriazole

ethyl 9-methoxy-5,11-dimethyl-6H-pyrido<4,3-b>carbazole-1-carboxylate

Downstream raw materials:

9-Methoxy-5,6,11-trimethyl-6H-pyrido<4,3-b>carbazol

6-methyl-9-hydroxyellipticine

C₂₆H₂₀N₂O₂

Acetate₉-methoxy-5,11-dimethyl-2-(4-{3-[4-((5Z,10Z,14Z,19Z)-10,15,20-tri-p-tolyl-porphyrin-5-yl)-phenoxy]-propylcarbamoyl}-butyl)-6H-pyrido[4,3-b]carbazol-2-ium;

Refernces

• 1、 Jasztold-Howorko,Landras,Pierre,Atassi,Guilbaud,Kraus- Berthier,Leonce,Rolland,Prost,Bisagni. "Synthesis and evaluation of 9-hydroxy-5-methyl-(and 5,6-dimethyl)-6H- pyrido[4,3-b]carbazole-1-N-[(dialkylamino)alkyl]carboxamides, a new promising series of antitumor olivacine derivatives". . p. 2445 - 2452. Retrieved 1994.
• 2、 Itoh, Tomoki,Abe, Takumi,Choshi, Tominari,Nishiyama, Takashi,Yanada, Reiko,Ishikura, Minoru. "Concise Total Syntheses of Pyrido[4,3-b]carbazole Alkaloids Using Copper-Mediated 6π-Electrocyclization". . p. 2290 - 2299. Retrieved 2016/05/19.