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Substance Name: Vosaroxin [USAN:INN]
RN: 175414-77-4
UNII: K6A90IIZ19
InChIKey: XZAFZXJXZHRNAQ-STQMWFEESA-N

Note

  • Has antineoplastic activity; vosaroxin was formerly voreloxin.

    NCI: A small molecule and a naphthyridine analogue with antineoplastic activity. Vosaroxin intercalates into DNA in a site-specific manner and blocks the re-ligation process carried out by topoisomerase II during DNA replication. As a result, inhibition of DNA replication, RNA and protein synthesis occurs, followed by cell cycle arrest at G2 phase and induced p53-independent apoptosis. This agent shows a favorable toxicity profile in several aspects: it does not generate reactive oxygen species, as do anthracyclines, hence reducing the risk of cardiotoxicity; it is not a P-glycoprotein (P-gp) substrate, and thereby evades the common mechanism for multidrug resistance; and it has limited distribution to normal tissues and a more chemically stable molecular structure. (NCI Thesaurus)

Molecular Formula

  • C18-H19-N5-O4-S

Molecular Weight

  • 401.4451
 

Classification Code

  • Antineoplastic
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Names and Synonyms

Name of Substance

  • Vosaroxin
  • Vosaroxin [USAN:INN]

Synonyms

  • (+)-AG-7352
  • AG 7352
  • Quinprezo
  • SNS 595
  • SNS-595
  • SPC 595
  • UNII-K6A90IIZ19
  • Voreloxin
  • Vosaroxin

Systematic Name

  • 1,8-Naphthyridine-3-carboxylic acid, 1,4-dihydro-7-(3-methoxy-4-(methylamino)-1-pyrrolidinyl)-4-oxo-1-(2-thiazolyl)-, (3S-trans)-

Registry Numbers

CAS Registry Number

  • 175414-77-4

FDA UNII

  • K6A90IIZ19

System Generated Number

  • 0175414774

Structure Descriptors

InChI

1S/C18H19N5O4S/c1-19-12-8-22(9-13(12)27-2)14-4-3-10-15(24)11(17(25)26)7-23(16(10)21-14)18-20-5-6-28-18/h3-7,12-13,19H,8-9H2,1-2H3,(H,25,26)/t12-,13-/m0/s1

InChIKey

XZAFZXJXZHRNAQ-STQMWFEESA-N

Smiles

CN[C@H]1CN(C[C@@H]1OC)c2ccc3c(=O)c(cn(c3n2)c4nccs4)C(=O)O