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Cepharanthine

Product Name
Cepharanthine
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
Formula Weight
606.71
MOL File
481-49-2.mol
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Cepharanthine Property

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.
InChI
InChI=1S/C37H38N2O6/c1-38-13-11-24-18-31(41-4)33-20-27(24)28(38)16-23-7-10-30(40-3)32(17-23)44-26-8-5-22(6-9-26)15-29-35-25(12-14-39(29)2)19-34-36(37(35)45-33)43-21-42-34/h5-10,17-20,28-29H,11-16,21H2,1-4H3/t28-,29+/m1/s1
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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Cayman Chemical
Product number
19648
Product name
Cepharanthine
Purity
≥98%
Packaging
50mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
19648
Product name
Cepharanthine
Purity
≥98%
Packaging
1g
Price
$201
Updated
2024/03/01
Cayman Chemical
Product number
19648
Product name
Cepharanthine
Purity
≥98%
Packaging
100mg
Price
$55
Updated
2024/03/01
Cayman Chemical
Product number
19648
Product name
Cepharanthine
Purity
≥98%
Packaging
500mg
Price
$122
Updated
2024/03/01
TRC
Product number
C261513
Product name
Cepharanthine
Packaging
100mg
Price
$45
Updated
2021/12/16
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Cepharanthine Chemical Properties,Usage,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.

benefits

When Cepharanthine is absorbed into the body, it acts through multiple biochemical and pharmacological mechanisms and generates a tremendous amount of beneficial effects on one's health.
Regrow hair in a number of patients with different types of alopecia
Inhibit various types of cancerous tumor growth
Prevent cancer metastasis
Stimulate white blood cell production
Induce apoptosis (cell death) and autophagy in cancerous cells
Restore the effectiveness of anticancer drugs for resistant tumors
Boost the effectiveness of certain chemotherapies
Inhibit the replication of HIV-1 virus
Inhibit different types of Coronavirus
Provide relief of allergies by inhibiting the release of histamine
Possess anti-viral and anti-inflammatory effects
Scavenge free radicals and prevent oxidation

Biological Activity

Cepharanthine, a biscoclaurine alkaloid isolated from a Chinese folklore plant Stephania cepharantha, inhibited HIV-1 replication by inhibiting kappa B, a potent inducer of HIV-1 gene expression and displayed potent activity against SARS coronavirus, HSV-1, and coxsackie B3 along with antitumor and immunomodulating activity. As cepharanthine had strong activity against both RNA and DNA viruses it may be a source of potential lead compounds for developing new antivirals.

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.

Side effects

Cepharanthine is an extraordinary medicine from Japan, where it has been widely used for the past seventy years to treat a variety of acute and chronic diseases, with little known side-effects.
Common side effects are reported as below.
loss of appetite, disc omfort in stomach, rash/eruption, itch , nausea, diarrhea, headache, dizziness, swelling in face/hands/feet, irregular menstruation, etc.

References

Rogosnitzky and Dank (2011), Therapeutic potential of the biscoclaurine alkaloid, cepharanthine, for a range of clinical conditions; Pharmacol. Rep., 63 337 Huang et al. (2014), Cepharanthine, an alkaloid from Stephania cepharantha Hayata inhibits the inflammatory response in the RAW264.7 cell and mouse models; Inflammation, 37 235 Wang et al. (2020), Cepharanthine hydrochloride induces mitophagy targeting GPR30 in hepatocellular carcinoma (HCC); Expert Opin. Ther. Targets, 24 389 Zhang et al. (2019), Downregulation of MYO1C mediated by cepharanthine inhibits autophagosome-lysosome fusion through blockade of the F-actin network; J. Exp. Clin. Cancer Res. 38 457 Rosognitzky et al. (2020), Cepharanthine: a review of the antiviral potential of a Japanese-approved alopecia drug in COVID-19; Pharmacol. Rep., 72 1509

Cepharanthine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Cepharanthine manufacturers

Hebei Longbang Technology Co., Ltd
Product
Cepharanthine 481-49-2
Price
US $6.00/kg
Min. Order
1kg
Purity
More than 99%
Supply Ability
2000KG/Month
Release date
2024-05-24
Hebei Zhuanglai Chemical Trading Co Ltd
Product
Cepharanthine 481-49-2
Price
US $99.00-45.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20ton
Release date
2024-11-26
HebeiShuoshengImportandExportco.,Ltd
Product
Cepharanthine 481-49-2
Price
US $6.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000KG/Month
Release date
2024-08-05

481-49-2, CepharanthineRelated Search:


  • 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)-
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  • (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
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  • (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
  • Cepharanthine, Naturally occurring alkaloid
  • 481-49-2
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