CAS 13063-04-2|Nitidine chloride

Introduction：Basic information about CAS 13063-04-2|Nitidine chloride, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Nitidine chloride BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Customs
7. Articles23
8. Synonyms

Common Name	Nitidine chloride
CAS Number	13063-04-2	Molecular Weight	383.825
Density	1.35g/cm3	Boiling Point	619ºC at 760 mmHg
Molecular Formula	C₂₁H₁₈ClNO₄	Melting Point	281-282ºC
MSDS	ChineseUSA	Flash Point	189.4ºC

Names

Name	2,3-Dimethoxy-12-methyl-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]phenanthridin-12-ium chloride
Synonym	More Synonyms

Nitidine chloride BiologicalActivity

Description	Nitidine chloride, a potential anti-malarial lead compound derived from Zanthoxylum nitidum (Roxb) DC, exerts potent anticancer activity through diverse pathways, including inducing apoptosis, inhibiting STAT3 signaling cascade, DNA topoisomerase 1 and 2A, ERK and c-Src/FAK associated signaling pathway. Nitidine chloride inhibits LPS-induced inflammatory cytokines production via MAPK and NF-kB pathway[1][2][3][4][5][6].
Related Catalog	Signaling Pathways >>Apoptosis >>ApoptosisSignaling Pathways >>Stem Cell/Wnt >>STATResearch Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>TopoisomeraseSignaling Pathways >>JAK/STAT Signaling >>STATSignaling Pathways >>Protein Tyrosine Kinase/RTK >>FAKSignaling Pathways >>MAPK/ERK Pathway >>p38 MAPKResearch Areas >>Inflammation/ImmunologySignaling Pathways >>MAPK/ERK Pathway >>ERKSignaling Pathways >>Stem Cell/Wnt >>ERK
References	[1]. Chen J, et al. Inhibition of STAT3 signaling pathway by nitidine chloride suppressed the angiogenesis and growth of human gastric cancer. Mol Cancer Ther. 2012 Feb;11(2):277-87. [2]. Wang Z, et al. Nitidine chloride inhibits LPS-induced inflammatory cytokines production via MAPK and NF-kappaB pathway in RAW 264.7 cells. J Ethnopharmacol. 2012 Oct 31;144(1):145-50. [3]. Pan X, et al. Nitidine Chloride inhibits breast cancer cells migration and invasion by suppressing c-Src/FAK associated signaling pathway. Cancer Lett. 2011 Dec 27;313(2):181-91. [4]. Fang Z, et al. Nitidine chloride induces apoptosis and inhibits tumor cell proliferation via suppressing ERK signaling pathway in renal cancer. Food Chem Toxicol. 2014 Apr;66:210-6. [5]. Liu LM, et al. DNA topoisomerase 1 and 2A function as oncogenes in liver cancer and may be direct targets of nitidine chloride. Int J Oncol. 2018 Nov;53(5):1897-1912. [6]. Bouquet J, et al. Biological activities of nitidine, a potential anti-malarial lead compound. Malar J. 2012 Mar 9;11:67.

Description

Nitidine chloride, a potential anti-malarial lead compound derived from Zanthoxylum nitidum (Roxb) DC, exerts potent anticancer activity through diverse pathways, including inducing apoptosis, inhibiting STAT3 signaling cascade, DNA topoisomerase 1 and 2A, ERK and c-Src/FAK associated signaling pathway. Nitidine chloride inhibits LPS-induced inflammatory cytokines production via MAPK and NF-kB pathway[1][2][3][4][5][6].

Related Catalog

Signaling Pathways >>Apoptosis >>ApoptosisSignaling Pathways >>Stem Cell/Wnt >>STATResearch Areas >>CancerSignaling Pathways >>Cell Cycle/DNA Damage >>TopoisomeraseSignaling Pathways >>JAK/STAT Signaling >>STATSignaling Pathways >>Protein Tyrosine Kinase/RTK >>FAKSignaling Pathways >>MAPK/ERK Pathway >>p38 MAPKResearch Areas >>Inflammation/ImmunologySignaling Pathways >>MAPK/ERK Pathway >>ERKSignaling Pathways >>Stem Cell/Wnt >>ERK

References

[1]. Chen J, et al. Inhibition of STAT3 signaling pathway by nitidine chloride suppressed the angiogenesis and growth of human gastric cancer. Mol Cancer Ther. 2012 Feb;11(2):277-87.

[2]. Wang Z, et al. Nitidine chloride inhibits LPS-induced inflammatory cytokines production via MAPK and NF-kappaB pathway in RAW 264.7 cells. J Ethnopharmacol. 2012 Oct 31;144(1):145-50.

[3]. Pan X, et al. Nitidine Chloride inhibits breast cancer cells migration and invasion by suppressing c-Src/FAK associated signaling pathway. Cancer Lett. 2011 Dec 27;313(2):181-91.

[4]. Fang Z, et al. Nitidine chloride induces apoptosis and inhibits tumor cell proliferation via suppressing ERK signaling pathway in renal cancer. Food Chem Toxicol. 2014 Apr;66:210-6.

[5]. Liu LM, et al. DNA topoisomerase 1 and 2A function as oncogenes in liver cancer and may be direct targets of nitidine chloride. Int J Oncol. 2018 Nov;53(5):1897-1912.

[6]. Bouquet J, et al. Biological activities of nitidine, a potential anti-malarial lead compound. Malar J. 2012 Mar 9;11:67.

Chemical & Physical Properties

Density	1.35g/cm3
Boiling Point	619ºC at 760 mmHg
Melting Point	281-282ºC
Molecular Formula	C₂₁H₁₈ClNO₄
Molecular Weight	383.825
Flash Point	189.4ºC
Exact Mass	383.092438
PSA	40.80000
LogP	3.71660
Appearance of Characters	white to beige
Vapour Pressure	3.01E-15mmHg at 25°C
Index of Refraction	1.696
InChIKey	QLDAACVSUMUMOR-UHFFFAOYSA-M
SMILES	COc1cc2c[n+](C)c3c4cc5c(cc4ccc3c2cc1OC)OCO5.[Cl-]
Storage condition	?20°C
Water Solubility	DMSO: soluble1mg/mL, clear (warmed)

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DF4935500

CHEMICAL NAME :: (1,3)-Benzodioxolo(5,6-c)phenanthridinium, 2,3-dimethoxy-12-methyl-, chloride

CAS REGISTRY NUMBER :: 13063-04-2

LAST UPDATED :: 199410

DATA ITEMS CITED :: 3

MOLECULAR FORMULA :: C21-H18-N-O4.Cl

MOLECULAR WEIGHT :: 383.85

WISWESSER LINE NOTATION :: T G5 E6 B666 HO JO OK IHJ O1 SO1 TO1 &G

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 98980 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 40 ug/plate

REFERENCE :: JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc., 2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961- Volume(issue)/page/year: 66,1781,1977

Safety Information

Safety Phrases	24/25
RIDADR	NONH for all modes of transport
RTECS	DF4935500
HS Code	2933990090

Customs

HS Code	2933990090
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Articles23

Nitidine chloride inhibits hepatocellular carcinoma cell growth in vivo through the suppression of the JAK1/STAT3 signaling pathway.

Int. J. Mol. Med. 32(1) , 79-84, (2013)

Signal transducer and activator of transcription 3 (STAT3) is persistently activated in cancer cells and contributes to malignant progression in various types of cancer. The Janus-activated kinase (JA...

Alkaloids, amides and antispasmodic activity of Zanthoxylum hyemale.

Planta Med. 68(6) , 534-8, (2002)

Two quinoline alkaloids, (-)-R-geilbalansine (1) and hyemaline (2), as well as aromatic amide, N-[2-(3,4-dimethoxyphenyl)-2-methoxyethyl)-2-methoxyethyl]benzamide (O-methylbalsamide) (3), were isolate...

The role of the iminium bond in the inhibition of reverse transcriptase by quaternary benzophenanthridines.

J. Pharm. Pharmacol. 50(11) , 1307-15, (1998)

The quaternary benzo[c]phenanthridines fagaronine, nitidine and O-methylfagaronine have been reviewed as potential antitumour and antiviral agents. Their mode of action has not been established, but t...

Synonyms

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

[1,3]Benzodioxolo[5,6-c]phenanthridinium, 2,3-dimethoxy-12-methyl-, chloride (1:1)

2,3-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium chloride

Nitidine chloride

2,3-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium,chloride

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