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

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

CAS No.:
13063-04-2
Catalog Number:
AG000UQA
Molecular Formula:
C21H18ClNO4
Molecular Weight:
383.8249
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Product Description
Catalog Number:
AG000UQA
Chemical Name:
[1,3]Benzodioxolo[5,6-c]phenanthridinium, 2,3-dimethoxy-12-methyl-, chloride (1:1)
CAS Number:
13063-04-2
Molecular Formula:
C21H18ClNO4
Molecular Weight:
383.8249
MDL Number:
MFCD01659688
IUPAC Name:
2,3-dimethoxy-12-methyl-[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium;chloride
InChI:
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
InChI Key:
QLDAACVSUMUMOR-UHFFFAOYSA-M
SMILES:
COc1cc2c[n+](C)c3c(c2cc1OC)ccc1c3cc2OCOc2c1.[Cl-]
UNII:
XO8WQL69T8
NSC Number:
146397
Properties
Complexity:
516  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
383.092g/mol
Formal Charge:
0
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
383.828g/mol
Monoisotopic Mass:
383.092g/mol
Rotatable Bond Count:
2  
Topological Polar Surface Area:
40.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
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Biological activities of nitidine, a potential anti-malarial lead compound. Malaria journal 20120101
Nitidine Chloride inhibits breast cancer cells migration and invasion by suppressing c-Src/FAK associated signaling pathway. Cancer letters 20111227
[Study on the alkaloids from the stem of Zanthoxylum dissitum]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20110401
Formal synthesis of nitidine and NK109 via palladium-catalyzed domino direct arylation/N-arylation of aryl triflates. Organic letters 20110318
Distinct G-quadruplex structures of human telomeric DNA formed by the induction of sanguinarine and nitidine under salt-deficient condition. Fitoterapia 20101201
Tumor-selective cytotoxicity of benzo[c]phenanthridine derivatives from Toddalia asiatica Lam. Cancer chemotherapy and pharmacology 20100301
Gold(I)-catalyzed tandem reactions initiated by hydroamination of alkynyl carbamates: application to the synthesis of nitidine. The Journal of organic chemistry 20091204
[Studies on pharmacokinetics of nitidine chloride in rabbits]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090601
DNA-binding affinities and sequence selectivity of quaternary benzophenanthridine alkaloids sanguinarine, chelerythrine, and nitidine. Bioorganic & medicinal chemistry 20060815
Synthesis and cytotoxic activity of benzo[c][1,7] and [1,8]phenanthrolines analogues of nitidine and fagaronine. Bioorganic & medicinal chemistry 20040715
Cytotoxic and antimicrobial constituents of the bark of Diospyros maritima collected in two geographical locations in Indonesia. Journal of natural products 20040701
Substituted benzo[i]phenanthridines as mammalian topoisomerase-targeting agents. Bioorganic & medicinal chemistry 20030417
Alkaloids, amides and antispasmodic activity of Zanthoxylum hyemale. Planta medica 20020601
[Determination of nitidine in different parts of Zanthoxylum nitidum]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20010901
Comparison of in vitro activities of camptothecin and nitidine derivatives against fungal and cancer cells. Antimicrobial agents and chemotherapy 19991201
The role of the iminium bond in the inhibition of reverse transcriptase by quaternary benzophenanthridines. The Journal of pharmacy and pharmacology 19981101
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase. Journal of natural products 19910101
Properties