5,11-dimethyl-6H-pyrido[4,3-b]carbazol-9-ol

Base Information

• Chemical Name: 5,11-dimethyl-6H-pyrido[4,3-b]carbazol-9-ol
• CAS No.: 51131-85-2
• Molecular Formula: C17H14 N2 O
• Molecular Weight: 262.311
• European Community (EC) Number: 257-000-0
• NSC Number: 237070
• UNII: 9G4A3ET6XG
• DSSTox Substance ID: DTXSID30199153
• Nikkaji Number: J66.638F
• Wikidata: Q27160170
• Pharos Ligand ID: 5X5U3VG3M6N8
• ChEMBL ID: CHEMBL26559
• Mol file: 51131-85-2.mol

Synonyms:9-hydroxyellipticine;9-hydroxyellipticine monohydrochloride;9-hydroxyellipticine, radical ion (1+)

Chemical Property of 5,11-dimethyl-6H-pyrido[4,3-b]carbazol-9-ol

Chemical Property:

• Vapor Pressure: 4.78E-13mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Boiling Point: 557.7°Cat760mmHg
• Flash Point: 291.1°C
• PSA: 48.91000
• Density: 1.349g/cm³
• LogP: 4.19170
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 262.110613074
• Heavy Atom Count: 20
• Complexity: 374

Purity/Quality:

99% ^*data from raw suppliers

9-Hydroxyellipticine ^*data from reagent 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)O)C
• Uses: 9-Hydroxyellipticine exhibits cytotoxic and anti-tumor properties. It also has cardioprotective effects against ischemia /reperfusion injury.

Technology Process of 5,11-dimethyl-6H-pyrido[4,3-b]carbazol-9-ol

There total 17 articles about 5,11-dimethyl-6H-pyrido[4,3-b]carbazol-9-ol 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: 95.0%

9-oxoellipticine (76004-29-0) → 9-hydroxyellipticine (51131-85-2)

Guidance literature:

With ascorbic acid; In ethanol;

DOI:10.1002/ardp.19933260815

Reference yield: 93.0%

9-methoxyellipticine (10371-86-5) → 9-hydroxyellipticine (51131-85-2)

Guidance literature:

With pyridine hydrochloride; at 195 - 205 ℃; for 0.75h; Inert atmosphere;

DOI:10.3987/COM-18-S(F)6

Reference yield: 91.0%

5,11-dimethyl-6H-pyrido[4,3-b]carbazole-9-carbaldehyde (115552-64-2) → 9-hydroxyellipticine (51131-85-2)

Guidance literature:

With sulfuric acid; dihydrogen peroxide; In methanol; for 4h; Heating;

DOI:10.1055/s-1992-26342

upstream raw materials:

methanol

9-oxoellipticine

sodium methylate

5,11-dimethyl-6H-pyrido[4,3-b]carbazole-9-carbaldehyde

Downstream raw materials:

C₂₆H₃₂N₃O₄⁽¹⁺⁾*C₇H₇O₃S^(1-)

Refernces

• 1、 Plug,Koomen,Pandit. "An expedient synthesis of 9-hydroxyellipticine". . p. 1221 - 1222. Retrieved 1992.
• 2、 Sato, Naoya,Kawai, Yu,Akaba, Yosuke,Honma, Shoji,Sakai, Norio,Konakahara, Takeo. "Synthesis and in vitro antitumor activity of 9-hydroxyellipticine derivatives with glucose conjugation via triazolylmethyl succinate linker". . p. 664 - 679. Retrieved 2016/05/09.
• 3、 Mori, Ryota,Kato, Asako,Komenoi, Kousuke,Kurasaki, Haruaki,Iijima, Touru,Kawagoshi, Masashi,Kiran,Takeda, Sho,Sakai, Norio,Konakahara, Takeo. "Synthesis and in vitro antitumor activity of novel 2-alkyl-5- methoxycarbonyl-11-methyl-6H-pyrido[4,3-b]carbazol-2-ium and 2-alkylellipticin-2-ium chloride derivatives". . p. 16 - 35. Retrieved 2014/06/09.