Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Halofuginone [INN:BAN]
RN: 55837-20-2
UNII: L31MM1385E
InChIKey: LVASCWIMLIKXLA-CABCVRRESA-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

Molecular Weight

  • 414.6853
 

Classification Codes

  • Angiogenesis Inhibitors
  • Angiogenesis Modulating Agents
  • Anti-Infective Agents
  • Antineoplastic Agents
  • Antiparasitic Agents
  • Antiprotozoal Agents
  • Coccidiostats
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Growth Inhibitors
  • Growth Substances
  • Protein Synthesis Inhibitors
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Halofuginone
  • Halofuginone [INN:BAN]

Synonyms

  • (+-)-trans-7-Brom-6-chlor-3-(3-(3-hydroxy-2-piperidyl)acetonyl-4(3H)-chinazolinon
  • (+-)-trans-7-Bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)acetonyl-4(3H)-quinazolinone
  • (+/-)-trans-7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidyl)-acetonyl)-4(3H)-quinazolinone
  • 4(3H4(3H)-Quinazolinone, 7-bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-, trans-(+/-)-
  • Halofuginona
  • Halofuginona [INN-Spanish]
  • Halofuginone
  • Halofuginonum
  • Halofuginonum [INN-Latin]
  • Tempostatin
  • trans-7-Bromo-6-chloro-3-(3-(3-hydroxy-2-piperidinyl)-2-oxopropyl)-4(3H)-quinazolinone
  • UNII-L31MM1385E

Systematic Names

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

Registry Numbers

CAS Registry Number

  • 55837-20-2

FDA UNII

  • L31MM1385E

System Generated Number

  • 0055837202

Structure Descriptors

InChI

1S/C16H17BrClN3O3/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/t14-,15+/m1/s1

InChIKey

LVASCWIMLIKXLA-CABCVRRESA-N

Smiles

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

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 unreported 17600ug/kg (17.6mg/kg)   United States Patent Document. Vol. #4632926,