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Merck
CN

361615

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)
NACRES:
NA.22
PubChem Substance ID:
24862239
UNSPSC Code:
12352100
MDL number:
MFCD00150276
Assay:
97%

Key Documents

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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

SMILES string

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

InChI key

PIQNSCSNSSZUIT-UHFFFAOYSA-M

assay

97%

impurities

~1.5 mol/mol methanol

mp

206-207 °C (dec.) (lit.)

Quality Level

100

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

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV0587
MKCS8394
MKCQ5411
MKCM5133
MKCJ2826

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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
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
Surface-enhanced Raman scattering of protoberberine alkaloids.
Canamares MV, et al.
Journal of Raman Spectroscopy, 39(12), 1907-1914 (2008)
Lenka Grycová et al.
Magnetic resonance in chemistry : MRC, 46(12), 1127-1134 (2008-09-11)
Adducts of the quaternary protoberberine alkaloids (QPA) berberine, palmatine, and coptisine were prepared with nucleophiles derived from pyrrole, pyrazole, imidazole, and 1,2,4-triazole. The products, 8-substituted 7,8-dihydroprotoberberines, were identified by mass spectrometry and 1D and 2D NMR spectroscopy, including (1)H--(15)N shift
Fluorescence enhancement for alkaloids by anions: Spectroscopic and electrochemical characterizations.
Chung Y-L, et al.
Journal of Electroanalytical Chemistry, 610(1), 85-89 (2007)
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