Chelirubine Chloride

Base Information

• Chemical Name: Chelirubine Chloride
• CAS No.: 30044-85-0
• Molecular Formula: C₂₁H₁₆NO₅*Cl
• Molecular Weight: 397.815
• Mol file: 30044-85-0.mol

Synonyms:Chelirubine Chloride

Chemical Property of Chelirubine Chloride

Chemical Property:

• PSA: 50.03000
• LogP: 0.44070

Purity/Quality:

98% ^*data from raw suppliers

ChelirubineChloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Chelirubine chloride was claimed for use in the treatment of immunological or metabolic dysfunction, cancer, bacterial, fungal and viral infections, radiation damage, epilepsy, multiple sclerosis, skin diseases, postoperative wounds, pain, sleeping disease, herpes infections, influenza virus infections, skin tumors, allergies, chronic fatigue syndrome, osteoporosis, rheumatic diseases, and scars. Chelidonine quaternary ammonium reaction product with thiotepa was subjected to a number of pharmacological tests including anticancer activity. These quaternized alkaloids were claimed for use in the treatment of immunological or metabolic dysfunction, cancer, bacterial, fungal and viral infections, radiation damage, epilepsy, multiple sclerosis, skin diseases, postoperative wounds, pain, sleeping disease, herpes infections, influenza virus infections, skin tumors, allergies, chronic fatigue syndrome, osteoporosis, rheumatic diseases, and scars.

Technology Process of Chelirubine Chloride

There total 7 articles about Chelirubine Chloride 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: 90.0%

dihydrochelirubine (28342-26-9) → chelirubine chloride (30044-85-0)

Guidance literature:

With sodium hydroxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 2h; Ambient temperature;

DOI:10.1248/cpb.38.3335

Reference yield:

oxychelirubine (55950-31-7) → chelirubine chloride (30044-85-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) LAH, 2) NaBH₄ / 1) THF, r.t., 1 h, 2) MeOH, r.t., 30 min

2: 90 percent / 2,3-dichloro-5,6-dicyano-p-benzoquinone, 5percent aq. NaOH / benzene / 2 h / Ambient temperature

With sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene;

DOI:10.1248/cpb.38.3335

Reference yield:

2-(2-methoxy-4,5-methylenedioxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene (66209-37-8) → chelirubine chloride (30044-85-0)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 3h; Heating;

upstream raw materials:

2-(2-methoxy-4,5-methylenedioxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

dihydrochelirubine

integriamide

2-(2-methoxy-4,5-methylenedioxyphenyl)-6,7-methylenedioxy-3,4-dihydronaphthalen-1(2H)-one

Refernces

• 1、 Ishii, Hisashi,Ishikawa, Tsutomu,Watanabe, Toshiko,Ichikawa, Yuh-Ichiro,Kawanabe, Eri. "Conversion of the Naturally Occurring Amide Alkaloids into O5 Benzophenanthridinium Alkaloids. A New Synthetic Sequence to Antitumour Benzophenanthridine Alkaloids". . p. 2283 - 2290. Retrieved 2007/10/02.