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361615

Sigma-Aldrich

Palmatine chloride hydrate

97%

Synonym(s):

5,6-Dihydro-2,3,9,10-tetramethoxydibenzo[a,g]quinolizinium chloride hydrate (1:1:1)

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About This Item

Empirical Formula (Hill Notation):
C21H22ClNO4 · xH2O
CAS Number:
171869-95-7
Molecular Weight:
387.86 (anhydrous basis)
MDL number:
MFCD00150276
UNSPSC Code:
12352100
PubChem Substance ID:
24862239
NACRES:
NA.22

Quality Level

100

Assay

97%

impurities

~1.5 mol/mol methanol

mp

206-207 °C (dec.) (lit.)

SMILES string

[Cl-].[H]O[H].COc1cc2CC[n+]3cc4c(OC)c(OC)ccc4cc3-c2cc1OC

InChI

1S/C21H22NO4.ClH.H2O/c1-23-18-6-5-13-9-17-15-11-20(25-3)19(24-2)10-14(15)7-8-22(17)12-16(13)21(18)26-4;;/h5-6,9-12H,7-8H2,1-4H3;1H;1H2/q+1;;/p-1

InChI key

PIQNSCSNSSZUIT-UHFFFAOYSA-M

Related Categories

General description

Palmatine chloride hydrate (Palmatine) is an alkaloid. It is a potential phototoxin, and exhibits low quantum yields for fluorescence. Normal Raman spectra and DFT calculations of palmatine chloride hydrate is reported.

Application

Palmatine chloride hydrate (Palmatine) is suitable for use:
  • as alkaloid standard in the method validation for determination of berberine, hydrastine and canadine in goldenseal (Hydrastis canadensis L.) root powder
  • in the preparation of 8-heteroaryl-7,8-dihydroprotoberberine
  • in a study to investigate the FT-Raman and surface-enhanced Raman scattering (SERS) spectra of three related alkaloid dyes, namely palmatine, jatrorrhizine and coptisine

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H332,H315,H319

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2

WGK

WGK 3

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

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Holly A Weber et al.
Journal of AOAC International, 86(3), 476-483 (2003-07-11)
A fast, practical ambient extraction methodology followed by isocratic liquid chromatography (LC) analysis with UV detection was validated for the determination of berberine, hydrastine, and canadine in goldenseal (Hydrastis canadensis L.) root powder. The method was also validated for palmatine
Surface-enhanced Raman scattering of protoberberine alkaloids.
Canamares MV, et al.
Journal of Raman Spectroscopy, 39(12), 1907-1914 (2008)
Sayaka Shinji et al.
Bioscience, biotechnology, and biochemistry, 84(1), 63-75 (2019-08-30)
A natural isoquinoline alkaloid, berberine, has been known to exhibit anti-tumor activity in various cancer cells via inducing cell cycle arrest. However, it has not been investigated whether berberine and its analogs inhibit the growth of rhabdomyosarcoma (RMS), which is
Fluorescence enhancement for alkaloids by anions: Spectroscopic and electrochemical characterizations.
Chung Y-L, et al.
Journal of Electroanalytical Chemistry, 610(1), 85-89 (2007)
Sayaka Shinji et al.
Frontiers in cell and developmental biology, 8, 616706-616706 (2021-02-16)
Herein we report that the 18-base telomeric oligodeoxynucleotides (ODNs) designed from the Lactobacillus rhamnosus GG genome promote differentiation of skeletal muscle myoblasts which are myogenic precursor cells. We termed these myogenetic ODNs (myoDNs). The activity of one of the myoDNs
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