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SML0610

Sigma-Aldrich

Nitidine chloride

≥97% (HPLC)

Synonyme(s) :

2,3-Dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium chloride, NSC 146397

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About This Item

Formule empirique (notation de Hill):
C21H18NO4 · Cl
Numéro CAS:
13063-04-2
Poids moléculaire :
383.82
Numéro MDL:
MFCD01659688
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Pureté

≥97% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

DMSO: 1 mg/mL, clear (warmed)

Conditions d'expédition

wet ice

Température de stockage

−20°C

Chaîne SMILES 

C[N+]1=CC2=CC(OC)=C(OC)C=C2C3=CC=C4C=C5C(OCO5)=CC4=C31.[Cl-]

InChI

1S/C21H18NO4.ClH/c1-22-10-13-7-17(23-2)18(24-3)8-15(13)14-5-4-12-6-19-20(26-11-25-19)9-16(12)21(14)22;/h4-10H,11H2,1-3H3;1H/q+1;/p-1

Clé InChI

QLDAACVSUMUMOR-UHFFFAOYSA-M

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Actions biochimiques/physiologiques

Nitidine chloride is a natural product with anti-cancer activity. Its mechanism of action likely involves several pathways. Nitidine chloride has been found to inhibit topoisomerase I and topoisomerase II, induce cell apoptosis by activation of the caspase-dependent pathway, suppress c-Src/FAK associated signaling pathways and suppress Janus kinase 2/STAT3 signaling and the expression of STAT3-dependent target genes, including cyclin D1, Bcl-xL, and VEGF. Nitidine chloride has also been found to have anti-malaria activity.

Caractéristiques et avantages

This compound is featured on the Caspases, Fak and JAKs pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictogrammes

Skull and crossbones
GHS06

Mention d'avertissement

Danger

Mentions de danger

H300

Conseils de prudence

P301 + P310 + P330

Classification des risques

Acute Tox. 2 Oral

Code de la classe de stockage

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

X Wang et al.
Biochemistry, 37(8), 2691-2700 (1998-03-28)
The ability of DNA topoisomerase I to mediate the formation of structurally modified DNA duplexes was studied utilizing suicide substrates containing high-efficiency cleavage sites and acceptor oligonucleotides in which the 5'-terminal nucleotides were varied. When the substrates were nicked duplexes
M Del Poeta et al.
Antimicrobial agents and chemotherapy, 43(12), 2862-2868 (1999-12-03)
The activities of a series of camptothecin and nitidine derivatives that might interact with topoisomerase I were compared against yeast and cancer cell lines. Our findings reveal that structural modifications to camptothecin derivatives have profound effects on the topoisomerase I-drug
Jie Feng et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 887-888, 43-47 (2012-02-11)
A new liquid chromatography-electrospray ionization-mass/mass spectrometry (LC-ESI-MS/MS) assay method has been developed and validated for the quantification of nitidine chloride (NC), an anti-cancer bioactive substance of Zanthoxylum nitidum (Roxb.) DC. plants, in rat plasma using carbamazepine as an internal standard
Shu Yang et al.
Fitoterapia, 81(8), 1026-1032 (2010-07-14)
The inducing abilities of two alkaloids, Sanguinarine (San) and Nitidine (Nit), to fold human telomeric DNA d[5'-TTGGG(TTAGGG)(3)A-3'] (H24A) into G-quadruplex structures has been investigated by using CD and (1)H NMR spectroscopy. It is found that, under salt-deficiency condition, San could
Huagang Liu et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 34(11), 1406-1409 (2009-09-24)
A high performance liquid chromatography (HPLC) method was developed to determine the concentration of nitidine chloride in plasma and successfully applied to study pharmacokinetics after i.v. administration in rabbits. Twelve rabbits, randomized into 2 groups , were given i.v. at
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