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HomeProduct name listFudosteine

Fudosteine

  • CAS NO.:13189-98-5
  • Empirical Formula: C6H13NO3S
  • Molecular Weight: 179.24
  • MDL number: MFCD00899873
  • EINECS: 1592732-453-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-04-18 22:50:56
Fudosteine Structural

What is Fudosteine?

Description

Fudosteine is a cysteine derivative that interferes with the increase in goblet cell number, expression of the mucin MUC5AC, and subsequent mucin secretion, in airways agonized with tobacco smoke, isoproterenol, lipopolysaccharide, TNF-α, or oxidants. Fudosteine, which is a thiol compound with antioxidant properties, limits NF-κB signaling and reduces inflammatory gene expression. It has greater bioavailability than N-acetyl-cysteine and increases cysteine levels in cells.

Description

Fudostein was launched in Japan as a new mucoactive agent for the treatment of bronchitis and respiratory congestion. This cysteine derivative was obtained from L-cysteine by condensation with either allylic alcohol in the presence of potassium persulfate or the corresponding bromoalcohol in the presence of a base. Fudostein was shown to significantly reduce mucus glycoprotein hypersecretion and inhibit infiltration of airway mucosa by lymphocytes and inflammatory cells in bronchitic rats. When given to bronchitic rabbits, an oral dose of 500 mg/kg daily potently decreased the fucose/ N-acetylneuraminic acid in sputa, so exhibiting mucoregulatory properties. In another study with SO2-exposed rabbits, fudostein suppressed blood flow of tracheal microvasculature increased by SO2, partly due to scavenging of superoxide anion.

Chemical properties

Off-White Powder

Originator

SS Pharmaceutical/Mitsubishi Pharma (Japan)

The Uses of Fudosteine

Fudosteine is a cysteine derivative that interferes with the increase in goblet cell number, expression of the mucin MUC5AC, and subsequent mucin secretion, in airways agonized with tobacco smoke, isoproterenol, lipopolysaccharide, TNF-α, or oxidants. Fudosteine, which is a thiol compound with antioxidant properties, limits NF-κB signaling and reduces inflammatory gene expression. It has greater bioavailability than N-acetyl-cysteine and increases cysteine levels in cells.

The Uses of Fudosteine

An antiinflammatory expectorant MUC5 mucin obstructive pulmonary disease.

The Uses of Fudosteine

Fudosteine is a novel mucoactive agent and a MUC5AC mucin hypersecretion inhibitor. MUC5AC mucin synthesis and the expression of the MUC5AC gene were increased by LPS in rats or TNF-α in NCI-H292 cells; these effects were inhibited by fudosteine treatment

The Uses of Fudosteine

An antiinflammatory expectorant used in the treatment of MUC5 mucin obstructive pulmonary disease.

The Uses of Fudosteine

A demonstrated antiinflammatory

What are the applications of Application

S-(3-Hydroxypropyl)cysteine is a demonstrated antiinflammatory

Definition

ChEBI: Fudosteine is an organic molecular entity.

brand name

Cleanal, Spelear (Mitsubishi Pharma)

Hazard

A reproductive hazard.

Synthesis

Fudosteine is synthesized by condensation of L-cysteine with 3-bromopropyl alcohol in aqueous NaOH, or by condensation of L-cysteine with allyl alcohol by means of aqueous potassium persulfate.

Properties of Fudosteine

Melting point: 200-202°C (dec.)
Boiling point: 354.5±42.0 °C(Predicted)
Density  1.301±0.06 g/cm3(Predicted)
storage temp.  Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility  Water (Slightly)
form  Solid
pka 2.09±0.10(Predicted)
color  White to Light Brown
CAS DataBase Reference 13189-98-5(CAS DataBase Reference)

Safety information for Fudosteine

Computed Descriptors for Fudosteine

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