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BERBAMINE

CAS No.
478-61-5
Chemical Name:
BERBAMINE
Synonyms
BERBAINE;Bernadine;BERBAMINE;berberamine;BERBAMINE USP/EP/BP;6,6’,7-trimethoxy-2,2’-dimethylberbaman-12-ol;6,6’,7-trimethoxy-2,2’-dimethyl-berbaman-12-o;BERBAMAN-12-OL,6,6',7-TRIMETHOXY-2,2'-DIMETHYL;BERBAMINE: BERBAMAN-12-OL,6,6',7-TRIMETHOXY-2,2'-DIMETHYL;(4aS,16aR)-3,4,4a,5,16a,17,18,19-Octahydro-21,22,26-trimethoxy-4,17-dimethyl-16H-1,24:6,9-dietheno-11,15-metheno-2H-pyrido[2',3':17,18][1,11]dioxacycloicosino[2,3,4-ij]isoquinoline-12-ol
CBNumber:
CB5413494
Molecular Formula:
C37H40N2O6
Molecular Weight:
608.72
MDL Number:
MFCD11501559
MOL File:
478-61-5.mol
MSDS File:
SDS
Last updated:2023-05-21 10:59:17

BERBAMINE Properties

Melting point 198.5°C
Boiling point 655.15°C (rough estimate)
alpha D20 +114.6° (c = 1.0 in chloroform)
Density 1.1648 (rough estimate)
refractive index 1.5300 (estimate)
storage temp. Store at -20°C, protect from light
solubility DMSO : 125 mg/mL (205.35 mM; Need ultrasonic)
form Powder
pka pKa (20°): 7.33 in aq methanol
CAS DataBase Reference 478-61-5(CAS DataBase Reference)
EWG's Food Scores 1
FDA UNII V5KM4XJ0WM

BERBAMINE price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 299996 Berbamine 478-61-5 20mg $305 2021-12-16 Buy
AK Scientific J98904 Berbamine 478-61-5 2g $500 2021-12-16 Buy
American Custom Chemicals Corporation API0007888 BERBAMINE 95.00% 478-61-5 5G $1127.86 2021-12-16 Buy
Biosynth Carbosynth FB65811 Berbamine 478-61-5 2g $250 2021-12-16 Buy
ChemScene CS-0009732 Berbamine 99.79% 478-61-5 5mg $50 2021-12-16 Buy
Product number Packaging Price Buy
299996 20mg $305 Buy
J98904 2g $500 Buy
API0007888 5G $1127.86 Buy
FB65811 2g $250 Buy
CS-0009732 5mg $50 Buy

BERBAMINE Chemical Properties,Uses,Production

Description

Berbamine is an alkaloid, separated from Berberidaceae, Menispermaceae, or Ranunculaceae plants. Most of Berberidaceae plants have medicinal value, including their root, root bark, and stem. The plants of Berberis L. and Mahonia Nutt. contain many alkaloids, the most important of which are berberine and a small amount of palmatine, jatrorrhizine, berbamine, oxyacanthine, and so on. These compounds have many biological activities and have been used to replace goldthread and golden cypress. Also they are well succedaneums of berberine in Chinese and Western medicine. Traditional Chinese medicine Oregon grape root has different therapeutic effects for dysentery, enteritis, children pneumonia, and chronic bronchitis. The major treatment diseases of Chinese mahonia are bacillary dysentery, acute gastritis, infectious hepatitis, pneumonia, tuberculosis, bronchitis, sore throat, and so on.

Physical properties

Appearance: odorless and bitter white crystalline, powder, belongs to bisbenzylisoquinoline alkaloid. Melting point: 197–210?°C in petroleum ether. Solubility: easily soluble in dilute hydrochloric acid, sulfuric acid, ethanol, chloroform, and acetone; soluble in ether; slightly soluble in boiling water and petroleum ether; but insoluble in cold water, ammonia, sodium carbonate, and calcium hydroxide solution.

History

Berbamine is an alkaloid mainly from Berberis julianae, Berberis wilsonae, Berberis poiretii, and huanglumu, which belong to Berberidaceae berberis and Mahonia. Nowadays, it mainly comes from chemical synthesis. Berbamine hydrochloride is contained in the 13th volume of the book, Hua xue yao ping di biao sheng guo biao. As early as 1940, the United States scholars had obtained berbamine from Mahonia . Chinese scholars began the research of berbamine extraction and pharmacological activities since the 1980s in the last century .
Although the berbamine study in our country later than the west, the traditional Chinese medicine Berberi’s medicinal records can be traced back to the Tang Dynasty. The book Tang Ben Cao recorded that Oregon grape root could be a therapy for aphtha, kill insects, and remove hot gas in the body. In the Ming Dynasty the book Ben Cao Gang Mu recorded that Oregon grape root could treat metrorrhagia. Now, berbamine is widely used for leukopenia.

Uses

antihypertensive, skeletal muscle relaxant

Definition

ChEBI: Berbamine is a member of isoquinolines and a bisbenzylisoquinoline alkaloid.

Indications

Berbamine is contained in the 13th volume of the book, National Standards for Chemical Drugs.
The current clinical dosage is berbamine hydrochloride tablets. It is used in the prevention and treatment of patients with cancer, which is due to radiotherapy- and chemotherapy-induced neutropenia or due to benzene poisoning, radioactive substances, and drug-induced neutropenia.

Pharmacology

Berbamine can promote hematopoietic function, stimulate myeloid proliferation.
Also berbamine can enhance the content of hematopoietic stem cell and granulocyte-colony stimulating factor (G-CSF), then increase the proliferation and differentiation of bone marrow hematopoietic stem cells and granule progenitor cell, which increase the number of peripheral blood leukocytes. Preclinical and clinical studies showed that berbamine was good for the treatment of leukopenia induced by chemotherapy. Berbamine can inhibit the proliferation of many kinds of tumor cells, such as the human high metastatic breast cancer cells MDA-MB-231, non-small cell lung cancer cells A549, liver cancer cells SMMC772l and HepG2, multiple myeloma cells KM3 and RPMl8226, chronic myeloid leukemia (CML) cells KU812, and imatinib-resistant K562 cells .

Clinical Use

Berbamine is used for the prevention and treatment of cancer patients with neutropenia due to radiotherapy, chemotherapy , benzene poisoning, radioactive substances, and drug.

Enzyme inhibitor

This antihypertensive alkaloid (FW = 608.72 g/mol; CAS 478-61-5; Symbol: BBM) from Berberis lyceum and Mahonia swaseyi is a dihydropyridineclass calcium ion blocker. Berbamine also inhibits KM3 cell growth by inducing G1 arrest as well as apoptosis, by blocking NF-kB signaling through up-regulation of A20, down-regulation of IKKa, p-IkBa, and then inhibition of p65 nuclear translocation, all with a resultant decrease in the expression of the downstream targets of NF- kB. BBM potently suppresses liver cancer cell proliferation and induces cancer cell death by targeting Ca2+/calmodulin-dependent protein kinase II (CAMKII). BBM likewise inhibits in vivo tumorigenicity of liver cancer cells in NOD/SCID mice. These effects are recapitulated by short hairpin RNA-mediated CAMKII knockdown, whereas CAMKII overexpression promotes cancer cell proliferation and increases the resistance of liver cancer cells to BBM. CAMKII was hyperphosphorylated in liver tumors compared with the paired peri-tumor tissues, supporting a role of CAMKII in promoting human liver cancer progression and the clinical potential of BBM in liver cancer therapies.

Purification Methods

Crystallise berbamine from pet ether or *C6H6 (with 1*C6H6 m 129-134o). [Bick Aust J Chem 9 111, 118 1956, Beilstein 27 II 891, 27 III/IV 8732.]

BERBAMINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from BERBAMINE manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BERBAMINE DIHYDROCHLORIDE USP/EP/BP pictures 2021-08-05 BERBAMINE DIHYDROCHLORIDE USP/EP/BP
478-61-5
US $1.10 / g 1g 99.9% 100 Tons min Dideu Industries Group Limited
BERBAMINE pictures 2019-07-06 BERBAMINE
478-61-5
US $1.00 / kg 1kg 95%-99% 1000kg Career Henan Chemical Co
  • BERBAMINE pictures
  • BERBAMINE
    478-61-5
  • US $1.00 / kg
  • 95%-99%
  • Career Henan Chemical Co
6,6’,7-trimethoxy-2,2’-dimethyl-berbaman-12-o 6,6’,7-trimethoxy-2,2’-dimethylberbaman-12-ol BERBAMAN-12-OL,6,6',7-TRIMETHOXY-2,2'-DIMETHYL BERBAMINE BERBAMINE: BERBAMAN-12-OL,6,6',7-TRIMETHOXY-2,2'-DIMETHYL BERBAINE (4aS,16aR)-3,4,4a,5,16a,17,18,19-Octahydro-21,22,26-trimethoxy-4,17-dimethyl-16H-1,24:6,9-dietheno-11,15-metheno-2H-pyrido[2',3':17,18][1,11]dioxacycloicosino[2,3,4-ij]isoquinoline-12-ol Bernadine BERBAMINE USP/EP/BP 16H-1,24:6,9-Dietheno-11,15-metheno-2H-pyrido[2',3':17,18][1,11]dioxacycloeicosino[2,3,4-ij]isoquinolin-12-ol, 3,4,4a,5,16a,17,18,19-octahydro-21,22,26-trimethoxy-4,17-dimethyl-, (4aS,16aR)- berberamine 478-61-5 C37H41ClN2O62 C37H40N2O6 chemical reagent pharmaceutical intermediate phytochemical reference standards from Chinese medicinal herbs (TCM). standardized herbal extract Alkaloids Anilines, Aromatic Amines and Nitro Compounds