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Merck
CN

547190

Sigma-Aldrich

Berbamine dihydrochloride

Synonym(s):

berbenine

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About This Item

Empirical Formula (Hill Notation):
C37H40N2O6 ·2HCl
CAS Number:
6078-17-7
Molecular Weight:
681.65
MDL number:
MFCD11982910
UNSPSC Code:
12352005
PubChem Substance ID:
24878760
NACRES:
NA.22

Key Documents

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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
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
06306KO

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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
Xiao-Xia Cheng et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 72(5), 922-928 (2009-02-03)
Berbamine, a naturally occurring isoquinoline alkaloid extracted from Berberis sp., is the active constituent of some Chinese herbal medicines and exhibits a variety of pharmacological activities. The effects of berbamine on the structure of bovine serum albumin (BSA) were investigated
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
Xiao-ying Zhao et al.
Chinese medical journal, 120(9), 802-806 (2007-05-29)
Currently, resistance and relapse are still major problems in acute promyelocytic leukemia (APL) cases. Thus, new agents that override the resistance are crucial to the development of curative therapies for APL. In this study, we investigated the effects of berbamine
Guan-Yu Wang et al.
Journal of Asian natural products research, 11(3), 219-228 (2009-05-02)
Berbamine, a natural compound from the plant Berberis amurensis, is a traditional Chinese medicine mainly used in stimulating normal hematopoiesis in clinic. Our previous studies demonstrated that berbamine has anti-leukemia activity. In this study, we investigated the anticancer activity of
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