| Identification | More | [Name]
Fudosteine | [CAS]
13189-98-5 | [Synonyms]
FUDOSTEINE
(r)-2-amino-3-(3-hydroxypropylthio)propionic acid
S-(3-HYDROXYPROPYL)CYSTEINE
3-((3-hydroxypropyl)thio)-alanin
s-(3-hydroxypropyl)-l-cystein
s-(3-hydroxypropyl)-l-cysteine
Fudosteine99%
FUDOSTEINE(SUBJECTTOPATENTFREE)
FUDESTEINE
Fudosteine (R)-2-Amino-3-(3-hydroxypropylthio)propionic acid | [EINECS(EC#)]
1592732-453-0 | [Molecular Formula]
C6H13NO3S | [MDL Number]
MFCD00899873 | [Molecular Weight]
179.24 | [MOL File]
13189-98-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Off-White Powder | [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) |
| Hazard Information | Back Directory | [Hazard]
A reproductive hazard. | [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) | [Uses]
A demonstrated antiinflammatory | [Uses]
An antiinflammatory expectorant MUC5 mucin obstructive pulmonary disease. | [Uses]
An antiinflammatory expectorant used in the treatment of MUC5 mucin obstructive pulmonary disease. | [Uses]
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. | [Uses]
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 | [Definition]
ChEBI: Fudosteine is an organic molecular entity. | [Brand name]
Cleanal | [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.
| [storage]
Store at -20°C |
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