Basic information Safety Supplier Related

Ebrotidine

Basic information Safety Supplier Related

Ebrotidine Basic information

Product Name:
Ebrotidine
Synonyms:
  • FI 3542
  • FI3542
  • FI-3542
  • Ulsanic
  • Ebrotidine
  • N-(4-bromophenyl)sulfonyl-N'-[2-[[2-(diaminomethylideneamino)-1,3-thiazol-4-yl]methylsulfanyl]ethyl]methanimidamide
  • (E)-N-[[[2-[[[2-[(Aminoiminomethyl)amino]-4-thiazolyl]methyl]thio]ethyl]amino]methylene]-4-bromobenzenesulfonamide
  • FI 3542; ULSANIC; FI-3542; FI3542
CAS:
100981-43-9
MF:
C14H17BrN6O2S3
MW:
477.42
Mol File:
100981-43-9.mol
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Ebrotidine Chemical Properties

Melting point:
142.5-146℃
Boiling point:
633.0±65.0 °C(Predicted)
Density 
1.73±0.1 g/cm3(Predicted)
storage temp. 
Amber Vial, -20°C Freezer, Under inert atmosphere
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
5.25±0.40(Predicted)
form 
Solid
color 
White to Off-White
Stability:
Light Sensitive
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Ebrotidine Usage And Synthesis

Description

Ebrocit was launched in Spain as a gastroprotective agent. It was prepared from 4-bromobenzenesulfonamide in two steps. Ebrocit's activity arises from its ability to antagonize histamine H2-receptors (the first of a new generation) showing 1.5-2.5 times higher affinity than Ranitidine and 2-fold greater affinity than cimetidine which correlates to an antisecretory potency of 1 times and 4-10 times respectively. Cytoand gastroprotection arises from increased gastric mucus production, enhanced physiochemical properties (decreased permeability of H+), and an increase in mucin glycosylation and sulfation. It acts on gastric mucosal EGF and PDGF receptor expression. Nitric oxide was also found to be involved. Ebrocit caused enhanced mucosal blood flow with anti H.pylori activity. It has diminished P450 binding which eliminates the possibility of mutagenic nitrosoamine formation.

Originator

Ferrer (Spain)

Uses

Ebrotidine is a H2 receptor antagonist that has shown gastroprotective properties against gastric mucosal damange.

Definition

ChEBI: Ebrotidine is a sulfonamide.

brand name

Ebrocit

References

[1]. patel s s, wilde m i. ebrotidine. drugs, 1996, 51(6): 974-80; discussion 981.
[2]. romero a, gómez f, villamayor f, et al. study of the population of enterochromaffin-like cells in mouse gastric mucosa after long-term treatment with ebrotidine. toxicologic pathology, 1996, 24(2): 160-165.

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