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Merck

547190

Sigma-Aldrich

Berbamine dihydrochloride

Sinónimos:

berbenine

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About This Item

Fórmula empírica (notación de Hill):
C37H40N2O6 ·2HCl
Número de CAS:
Peso molecular:
681.65
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

form

solid

optical activity

[α]20/D +116°, c = 1% in ethanol

mp

250-253 °C (lit.)

SMILES string

Cl.Cl.COc1cc2CCN(C)[C@H]3Cc4ccc(Oc5cc(C[C@H]6N(C)CCc7cc(OC)c(OC)c(Oc1cc23)c67)ccc5O)cc4

InChI

1S/C37H40N2O6.2ClH/c1-38-14-12-24-19-32(41-3)33-21-27(24)28(38)16-22-6-9-26(10-7-22)44-31-18-23(8-11-30(31)40)17-29-35-25(13-15-39(29)2)20-34(42-4)36(43-5)37(35)45-33;;/h6-11,18-21,28-29,40H,12-17H2,1-5H3;2*1H/t28-,29+;;/m0../s1

InChI key

USRXDYNDPPUBSG-KKXMJGKMSA-N

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Application

Reactant for:
  • Preparation of and anti-leukemia active berbamine derivatives

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Rong Liu et al.
Journal of pharmaceutical sciences, 99(7), 3266-3275 (2010-01-30)
Multidrug resistance (MDR) mediated by the overexpression of the drug efflux protein P-glycoprotein is one of the major obstacles to successful cancer chemotherapy. The development of safe and effective MDR-reversing agents is an important approach to addressing this problem clinically.
Yun Liang et al.
Journal of Zhejiang University. Science. B, 12(7), 568-574 (2011-07-05)
The cytotoxic effect of berbamine on chronic myeloid leukemia (CML) cell line KU812 was evaluated, and the mechanisms of its action were explored. The effect of berbamine on the KU812 cell growth was determined by methyl thiazolyl tetrazolium (MTT) assay.
Yun Liang et al.
Acta pharmacologica Sinica, 30(12), 1659-1665 (2009-12-05)
We sought to investigate the effect of berbamine on the growth of human multiple myeloma cell line KM3 and elucidate the mechanism of its action. MTT assay was used to determine the inhibitory effect of berbamine alone or combined with
Shan Wang et al.
Molecular cancer, 8, 81-81 (2009-10-03)
Breast cancer is the second leading cause of cancer related deaths among females worldwide. Berbamine (BER), a kind of bis-benzylisoquinoline alkaloid, has been used to treat clinical patients with inflammation and cancer for many years in China. The purpose of
Yiping Ren et al.
Journal of immunology (Baltimore, Md. : 1950), 181(2), 1491-1498 (2008-07-09)
Berbamine (BM) is an herbal compound derived from Berberis vulgaris L commonly used in traditional Chinese medicine. In this study, we show that BM has potent anti-inflammatory properties through novel regulatory mechanisms, leading to reduced encephalitogenic T cell responses and

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