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Cepharanthine

Cepharanthine Structure
CAS No.
481-49-2
Chemical Name:
Cepharanthine
Synonyms
CEPHARANTHIN;cepharantin;(15S,31R)-36,54-Dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane;NSC-623442;Stephanotis;Stephanolin;CEPHARANTHINE;CEPHARANTHINUM;SinoInterme? CPHE;CEPHARANTHINE (RG)
CBNumber:
CB3670192
Molecular Formula:
C37H38N2O6
Molecular Weight:
606.71
MOL File:
481-49-2.mol
MSDS File:
SDS
Modify Date:
2024/8/5 12:01:54

Cepharanthine Properties

Melting point 145-155°
alpha D20 +277° (c = 2 in chloroform)
Boiling point 654.03°C (rough estimate)
Density 1.1761 (rough estimate)
refractive index 1.5300 (estimate)
storage temp. under inert gas (nitrogen or Argon) at 2-8°C
solubility Soluble in DMSO (35 mg/mL) or ethanol (20 mg/mL)
form solid
pka 7.61±0.20(Predicted)
color Pale yellow
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
InChIKey YVPXVXANRNDGTA-WDYNHAJCSA-N
SMILES C1CC2C=C3OCOC3=C3OC4C(OC)=CC5CCN(C)[C@]([H])(CC6=CC(=C(OC)C=C6)OC6C=CC(C[C@@]([H])(C=23)N1C)=CC=6)C=5C=4

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P330-P501
NFPA 704
0
2 0

Cepharanthine Chemical Properties,Uses,Production

Description

Cepharanthine is diclofenac quinoline alkaloid isolated from rhizome of Stephania japonica, which was first recorded in “Bencao shiyi” and functions as clearing heat, promoting diuresis and detumescence in traditional Chinese medicine. Cepharanthine is a pure and natural extract of the Stephania cepharantha Hayata plant, a rare species that is native to Kotosho Island, southeast of Taiwan. In 1914, the renowned botanist, Bunzo Hayata reported the plant for the first time. Two decades later, Dr. Heisaburo Kondo purified its active ingredient and named it “Cepharanthine.” Stephania japonica was used to treat tuberculosis and other consumptive diseases which provided a clue for its development on lung disease.

Physical properties

Appearance: light yellow or yellow powder. Solubility: soluble in acidic aqueous solution and ether, acetone, and other organic solvents; insoluble in petroleum ether. Melting point: 148–150?°C. Specific optical rotation: +277°.

History

Promoting leukocytosis of cepharanthine in tuberculosis patients was first recorded in the proceeding Institute of Chemotherapy by the Japanese scholar Yamaguchi in 1946. In 1948, Chinese scholar Yuhuang Zhao also received this compound and published it in D.M.?Med.
It is thought that cepharanthine may stimulate the reticuloendothelial system, then activate hematopoietic tissue, and promote myeloproliferation. Therefore, the number of white blood cells in the peripheral blood increased significantly. Due to its good safety, cepharanthine is currently widely used in cancer patients with granulocytopenia or leukopenia embolism after radiotherapy and chemotherapy and so on.
In addition, Chinese scientists extracted five kinds of dibenzylisoquinoline alkaloids from Chinese herbal medicine in 1977, which could significantly improve the silicosis symptoms in rat . In 1993, it was issued as anti-pneumoconiosis drug by CFDA and is used for delaying the progress of pneumoconiosis in clinic.

Uses

Cepharanthine is a biscoclaurine alkaloid that has antiinflammatory, antineoplastic, hepatoprotectant, radiopropective and other biological functions. It is used to treat many acute and chronic diseases, including pit viper bites, alopecia areata, and leucopenia in radiation therapy.

Definition

ChEBI: Cepharanthine is a bisbenzylisoquinoline alkaloid from tubers of Stephania; stimulates recovery of immunologic function in lymphatic system after administration of antineoplastic agents or x-irradiation. It is a member of isoquinolines and a bisbenzylisoquinoline alkaloid.

Pharmacology

The pharmacological effects of cepharanthine are very broad, mainly for the promotion of leukocytosis, antitumor, anti-inflammation, improvement of the body immunity, and other aspects of efficacy. Improvement of leukocytosis is the most widely studied among them, and the mechanism may be to stimulate the reticular endothelium system, activate hematopoietic tissue, and promote bone marrow hyperplasia .
Cepharanthine is also a good antitumor drug sensitizer. It can significantly improve their efficacy and reduce their side effects when combined with other antitumor drugs, as manifested by increasing the concentration of FT-207 metabolite (5-Fu) in tumor tissue under cepharanthine and FT-207 combination therapy, which was significantly higher than that in blood , suggesting that cepharanthine has the potential to improve the efficacy of antitumor drugs.

Clinical Use

The major clinical application of cepharanthine is to improve their immunity impaired by chemotherapy or radiotherapy in tumor patients. In addition, cepharanthine can increase the sensitivity to antitumor drugs, and itself also has a certain antitumor effect. Now, it is commonly used as adjuvant drug for anticancer treatment.

Cepharanthine Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 312)Suppliers
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A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
Xiamen Wonderful Bio Technology Co., Ltd. +8613043004613 China 305 58 Inquiry
Wuhan Haorong Biotechnology Co.,ltd +86-18565342920; +8618565342920 China 289 58 Inquiry
Hebei Jingbo New Material Technology Co., Ltd +8619931165850 China 1000 58 Inquiry
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Hebei Longbang Technology Co., LTD +86-18032476855 +86-18032476855 China 939 58 Inquiry
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HebeiShuoshengImportandExportco.,Ltd +86-18532138899 +86-18532138899 China 931 58 Inquiry
Hangzhou FandaChem Co.,Ltd. 008657128800458; +8615858145714 China 9343 55 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29888 58 Inquiry

Cepharanthine Spectrum

1H-4,6:16,19-Dietheno-21,25-metheno-12H-[1,3]dioxolo[4,5-g]pyrido[2',3':17,18][1,10]dioxacycloeicosino[2,3,4-ij]isoquinoline, 2,3,13,14,14a,15,26,26a-octahydro-22,30-dimethoxy-1,14-dimethyl-, (14aS,26aR)- Cepharanthine, >=98% CEPHARANTHINE OXYACANTHAN,6',12'-DIMETHOXY-2,2'-DIMETHYL-6,7-(METHYLLENEBIS (OXY))- o-methylcepharanoline 6',12'-DIMETHOXY-2,2'-DIMETHYL-6,7-(METHYLENEBIS(OXY)OXYACANTHAN) CEPHARANTHINE95%,98% CEPHARANTHINE: OXYACANTHAN,6'',12''-DIMETHOXY-2,2''-DIMETHY1-6,7-(METHYLLENEBIS (OXY))-, [methylenebis(oxy)]- Oxyacanthan,6',12'-dimethoxy-2,2'-dimethyl-6,7- 12-O-Methylcepharanoline Stephanotis Oxyacanthan, 6',12'-dimethoxy-2,2'-dimethyl-6,7-(methylenebis(oxy))- NSC-623442 CEPHARANTHINE (RG) CEPHARANTHINUM Cepharanthin, 98%, from Stephania japonica (Thunb.) Miers Cepharanthine|||CEPHARANTHINE 6',12'-Dimethoxy-2,2'-dimethyl-6,7-[methylenebis(ox Cepharanthine USP/EP/BP CepharanthineWIDELY Stephania extract   Cepharanthine CEPHARANTHIN cepharantin (15S,31R)-36,54-Dimethoxy-16,32-dimethyl-15,16,17,18,31,32,33,34-octahydro-2,6-dioxa-1(4,5)-[1,3]dioxolo[4,5-g]isoquinolina-3(7,1)-isoquinolina-5(1,3),7(1,4)-dibenzenacyclooctaphane (15S, 31R) -36,54-dimethoxy-16,32-dimethyl-15,16,17,18,31,32,32,33,34-octahydro-2,6-dioxa-1 (4,5) - [1,3] dioxane [4,5-g] isoquinoline-3 (7,1) - isoquinoline-5 (1,3), 7 (1,4) - dibenzocyclooctane Stephanolin SinoInterme? CPHE 481-49-2 C46H50N2O7 C37H38N2O6 Inhibitors Other APIs standardized herbal extract Alkaloids chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM).