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Irsogladine maleate

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CAS:84504-69-8
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Irsogladine maleate manufacturers

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  • CAS:84504-69-8
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  • Irsogladine maleate
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Irsogladine maleate Basic information
Product Name:Irsogladine maleate
Synonyms:2,4-diamino-6-(2,5-dichlorophenyl)-s-triazinemaleate;2,4-diamino-6-(2,5-dichlorophenyl)-s-triazinmaleate;3,5-triazine-2,4-diamine,6-(2,5-dichlorophenyl)-(z)-2-butenedioate(1:1);gaslon;mn-1695;2,4-diamino-6-(2,5-dichlorophenyl)-1,3,5-triazine maleate;Irsogladin maleate;Gaslon N
CAS:84504-69-8
MF:C13H11Cl2N5O4
MW:372.16
EINECS:
Product Categories:Amines;Aromatics;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:84504-69-8.mol
Irsogladine maleate Structure
Irsogladine maleate Chemical Properties
Melting point 181-182°C
storage temp. Inert atmosphere,Room Temperature
Water Solubility Insoluble in water
solubility DMF:30.0(Max Conc. mg/mL);80.61(Max Conc. mM)
DMSO:30.0(Max Conc. mg/mL);80.61(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:3):0.25(Max Conc. mg/mL);0.67(Max Conc. mM)
form White crystalline powder.
color White to Almost white
Merck 14,5102
InChIInChI=1S/C9H7Cl2N5.C4H4O4/c10-4-1-2-6(11)5(3-4)7-14-8(12)16-9(13)15-7;5-3(6)1-2-4(7)8/h1-3H,(H4,12,13,14,15,16);1-2H,(H,5,6)(H,7,8)/b;2-1-
InChIKeyPJLVTVAIERNDEQ-BTJKTKAUSA-N
SMILESN1=C(C2=CC(Cl)=CC=C2Cl)N=C(N)N=C1N.C(O)(=O)/C=C\C(O)=O
CAS DataBase Reference84504-69-8(CAS DataBase Reference)
Safety Information
WGK Germany WGK 3
RTECS XY5930000
HS Code 2933.69.6050
Storage Class11 - Combustible Solids
ToxicityLD50 in male, female mice, rats (mg/kg): 6035, 5697, 3898, 2917 orally; 2841, 3216, 1600, 1524 s.c.; 775, 1006, 558, 545 i.p. (Ueda, 1984 p 474)
MSDS Information
Irsogladine maleate Usage And Synthesis
DescriptionIrsogladine is a gastroprotective agent. It increases transfer of Lucifer yellow CH between isolated rabbit gastric epithelial cells, indicating enhanced gap junction intercellular communication (GJIC). Irsogladine (3 mg/kg) inhibits gastric mucosal lesion formation and decreases in gastric mucosal blood flow induced by monochloramine in rats, effects that can be prevented by the nitric oxide synthase inhibitor L-NAME . It also inhibits superoxide anion production induced by fMLP and increases cAMP levels in isolated human neutrophils in a concentration-dependent manner, similar to the phosphodiesterase 4 (PDE4) inhibitor rolipram .
Chemical PropertiesWhite Solid
UsesAn anti-ulcer drug. Potent PDE4 inhibitor
Usesantiulcerative;selective PDE4 inhibitor which also enhances gap junction intercellular communication
DefinitionChEBI: Irsogladine maleate is a dichlorobenzene.
Biological ActivityPhosphodiesterase 4 (PDE4) inhibitor that displays gastroprotective properties. Prevents gastric mucosal injury induced by monochloramine and ischemia-reperfusion. Activates gap-junctional intercellular communication improving gastric mucosal barrier function. Inhibits superoxide production in human neutrophils and inhibits in vitro and in vivo angiogenesis.
References[1] TAKASHI KYOI. Irsogladine prevents monochloramine-induced gastric mucosal lesions by improving the decrease in mucosal blood flow due to the disturbance of nitric oxide synthesis in rats.[J]. Journal of pharmacological sciences, 2003, 93 3: 314-320. DOI: 10.1254/jphs.93.314
[2] F UEDA  T I  K Ban. Irsogladine activates gap-junctional intercellular communication through M1 muscarinic acetylcholine receptor.[J]. Journal of Pharmacology and Experimental Therapeutics, 1995, 274 2: 815-819.
[3] TAKASHI KYOI. Irsogladine, an anti-ulcer drug, suppresses superoxide production by inhibiting phosphodiesterase type 4 in human neutrophils[J]. Life sciences, 2004, 76 1: Pages 71-83. DOI: 10.1016/j.lfs.2004.06.016
Irsogladine maleate Preparation Products And Raw materials
Preparation ProductsIrsogladine
Tag:Irsogladine maleate(84504-69-8) Related Product Information
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