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Substance Name: Halofuginone hydrobromide [USAN]
RN: 64924-67-0
UNII: PTC2969MV1
InChIKey: SJUWEPZBTXEUMU-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.Br-H

Molecular Weight

  • 495.5972
 

Classification Code

  • Antiprotozoal
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Names and Synonyms

Name of Substance

  • Halofuginone
  • Halofuginone hydrobromide
  • Halofuginone hydrobromide [USAN]

Synonyms

  • (+-)-trans-7-Bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3H)-quinazolinone monohydrobromide
  • (+/-)-trans-7-Bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3H)-quinazolinone monohydrobromide
  • 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, hydrobromide, trans-(+-)-
  • 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, hydrobromide, trans-(+/-)-
  • Halofuginone hydrobromide
  • Ru 19110
  • RU-19110
  • Stenorol
  • Tempostatin
  • UNII-PTC2969MV1

Systematic Names

  • 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(2R,3S)-3-hydroxy-2-piperidinyl)-2-oxopropyl)-, monohydrobromide, rel-
  • 4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, hydrobromide, trans-(+-)-

Registry Numbers

CAS Registry Number

  • 64924-67-0

FDA UNII

  • PTC2969MV1

System Generated Number

  • 0064924670

Molecular Formulas

Molecular Formula

  • C16-H17-Br-Cl-N3-O3.Br-H

Molecular Formula Fragments

  • Br-H
  • C16-H17-Br-Cl-N3-O3
  • COMPONENT

Structure Descriptors

InChI

1S/C16H17BrClN3O3.BrH/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;/h5-6,8,14-15,19,23H,1-4,7H2;1H/t14-,15+;/m1./s1

InChIKey

SJUWEPZBTXEUMU-LIOBNPLQSA-N

Smiles

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