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361615

Sigma-Aldrich

Palmatine chloride hydrate

97%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C21H22ClNO4 · xH2O
Numéro CAS:
171869-95-7
Poids moléculaire :
387.86 (anhydrous basis)
Numéro MDL:
MFCD00150276
Code UNSPSC :
12352100
ID de substance PubChem :
24862239
Nomenclature NACRES :
NA.22

Pureté

97%

Impuretés

~1.5 mol/mol methanol

Pf

206-207 °C (dec.) (lit.)

Chaîne SMILES 

[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

Clé InChI

PIQNSCSNSSZUIT-UHFFFAOYSA-M

Description générale

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302 + H332,H315,H319

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

235.4 °F - closed cup

Point d'éclair (°C)

113 °C - closed cup

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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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)
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
Fluorescence enhancement for alkaloids by anions: Spectroscopic and electrochemical characterizations.
Chung Y-L, et al.
Journal of Electroanalytical Chemistry, 610(1), 85-89 (2007)
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
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