Nitidine chloride

Modify Date: 2024-01-02 00:24:20

Nitidine chloride Structure
Nitidine chloride structure
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 Chinese USA Flash Point 189.4ºC

 Use of Nitidine chloride


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].

 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 Biological Activity

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
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
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

 Synthetic Route

 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

More Articles
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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