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Substance Name: Halofuginone lactate
RN: 82186-71-8
UNII: 6ZO4HT041C
InChIKey: GATQERNJKZPJNX-LIOBNPLQSA-N

Note

  • NCI: /halofuginone hydrobromide/ The hydrobromide salt of halofuginone, a semisynthetic quinazolinone alkaloid anticoccidial derived from the plant Dichroa febrifuga, with antifibrotic and potential antineoplastic activities. Halofuginone specifically inhibits collagen type I gene expression and matrix metalloproteinase 2 (MMP-2) gene expression, which may result in the suppression of angiogenesis, tumor stromal cell development, and tumor cell growth. These effects appear to be due to halofuginone-mediated inhibition of the collagen type I and MMP-2 promoters. Collagen type I and MMP-2 play important roles in fibro-proliferative diseases. Check for active clinical trials or closed clinical trials using this agent. (NCI Thesaurus)

Molecular Formula

  • C16-H17-Br-Cl-N3-O3.C3-H6-O3

Molecular Weight

  • 504.7627
 
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Names and Synonyms

Name of Substance

  • Halofuginone lactate

Synonyms

  • 7-Bromo-6-chloro-3,3-(3-hydroxy-2-piperidyl)acetonyl-4(3H)-quinazolinone-hydrolactate
  • Halocur
  • Halofuginone lactate
  • UNII-6ZO4HT041C

Systematic Names

  • 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, trans-, mono(2-hydroxypropanoate)(salt)
  • Propanoic acid, 2-hydroxy-, compd. with trans-(+-)-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-4(3H)-quinazolinone (1:1)

Registry Numbers

CAS Registry Number

  • 82186-71-8

FDA UNII

  • 6ZO4HT041C

System Generated Number

  • 0082186718

Molecular Formulas

Molecular Formula

  • C16-H17-Br-Cl-N3-O3.C3-H6-O3

Molecular Formula Fragments

  • C16-H17-Br-Cl-N3-O3
  • C3-H6-O3
  • COMPONENT

Structure Descriptors

InChI

1S/C16H17BrClN3O3.C3H6O3/c17-11-6-13-10(5-12(11)18)16(24)21(8-20-13)7-9(22)4-14-15(23)2-1-3-19-14;1-2(4)3(5)6/h5-6,8,14-15,19,23H,1-4,7H2;2,4H,1H3,(H,5,6)/t14-,15+;/m1./s1

InChIKey

GATQERNJKZPJNX-LIOBNPLQSA-N

Smiles

CC(O)C(=O)O.O[C@H]1CCCN[C@@H]1CC(=O)CN2C=Nc3cc(Br)c(Cl)cc3C2=O