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Merck

547190

Berbamine dihydrochloride

Sinónimos:

berbenine

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About This Item

Fórmula empírica (notación de Hill):
C37H40N2O6 ·2HCl
Número CAS:
6078-17-7
Peso molecular:
681.65
NACRES:
NA.22
PubChem Substance ID:
24878760
UNSPSC Code:
12352005
MDL number:
MFCD11982910

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

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 key

USRXDYNDPPUBSG-KKXMJGKMSA-N

form

solid

optical activity

[α]20/D +116°, c = 1% in ethanol

mp

250-253 °C (lit.)

Quality Level

100

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Categorías relacionadas

Application

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
06306KO

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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
Yanli Cui et al.
European journal of medicinal chemistry, 54, 867-872 (2012-05-29)
A series of berbamine glycosides was designed, synthesized and evaluated as a new class of antitumor agents. An efficient glycosylation route was developed for berbamide derivatives. The newly synthesized glycosides were evaluated for their cytotoxic activity in vitro against a
Sangkil Nam et al.
Molecular oncology, 6(5), 484-493 (2012-06-22)
Persistent Jak/Stat3 signal transduction plays a crucial role in tumorigenesis and immune development. Activated Jak/Stat3 signaling has been validated as a promising molecular target for cancer therapeutics discovery and development. Berbamine (BBM), a natural bis-benzylisoquinoline alkaloid, was identified from the
Yan-lin Wei et al.
Acta pharmacologica Sinica, 30(4), 451-457 (2009-03-10)
The aim of this study was to explore the effects and mechanism of berbamine on imatinib-resistant BCR-ABL-positive human leukemia K562 (K562-r) cells in vitro and in vivo. Cell viability was measured by MTT assay, and apoptotic morphology changes were detected
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