Fagaronine chloride

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 407365

CAS#: 52259-64-0 (chloride)

Description: Fagaronine chloride is a potent Topoisomerases I inhibitor.


Price and Availability

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Fagaronine chloride is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 407365
Name: Fagaronine chloride
CAS#: 52259-64-0 (chloride)
Chemical Formula: C21H20ClNO4
Exact Mass:
Molecular Weight: 385.844
Elemental Analysis: C, 65.37; H, 5.22; Cl, 9.19; N, 3.63; O, 16.59


Related CAS #: 52259-65-1 (cation)   52259-64-0 (Chloride)  

Synonym: Fagaronine chloride; NSC 157995; NSC-157995; NSC157995.

IUPAC/Chemical Name: 2-Hydroxy-3,8,9-trimethoxy-5-methylbenzo(c)phenanthridinium chloride

InChi Key: VVEPUJCLNRDIEQ-UHFFFAOYSA-N

InChi Code: InChI=1S/C21H19NO4.ClH/c1-22-11-13-8-19(25-3)20(26-4)9-15(13)14-6-5-12-7-17(23)18(24-2)10-16(12)21(14)22;/h5-11H,1-4H3;1H

SMILES Code: C[N+]1=CC2=CC(OC)=C(OC)C=C2C3=C1C4=CC(OC)=C(O)C=C4C=C3.[Cl-]


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Pérez-Chiesa Y, Narváez Z. Evaluation of genotoxicity of the indenoisoquinoline analogues of fagaronine and nitidine in Drosophila melanogaster. Mutat Res. 1993 Apr;301(4):207-12. PubMed PMID: 7680753.

2: Cushman M, Mohan P. Synthesis and antitumor activity of structural analogues of the anticancer benzophenanthridine alkaloid fagaronine chloride. J Med Chem. 1985 Aug;28(8):1031-6. PubMed PMID: 4020826.

3: Janin YL, Croisy A, Riou JF, Bisagni E. Synthesis and evaluation of new 6-amino-substituted benzo[c]phenanthridine derivatives. J Med Chem. 1993 Nov 12;36(23):3686-92. PubMed PMID: 8246238.

4: Tan GT, Lee S, Lee IS, Chen J, Leitner P, Besterman JM, Kinghorn AD, Pezzuto JM. Natural-product inhibitors of human DNA ligase I. Biochem J. 1996 Mar 15;314 ( Pt 3):993-1000. PubMed PMID: 8615799; PubMed Central PMCID: PMC1217154.

5: Sethi VS. Base specificity in the inhibition of oncornavirus reverse transcriptase and cellular nucleic acid polymerases by antitumor drugs. Ann N Y Acad Sci. 1977 Mar 4;284:508-24. PubMed PMID: 81641.

6: Sethi VS. Inhibition of mammalian and oncornavirus nucleic acid polymerase activities by alkoxybenzophenanthridine alkaloids. Cancer Res. 1976 Jul;36(7 PT 1):2390-5. PubMed PMID: 58719.