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Irsogladine

CAS No.
57381-26-7
Chemical Name:
Irsogladine
Synonyms
Isoladine;Irsogladin;IRSOGLADINE;Irosgladine;Dicloguamine;Irsogladine free base;Irsogladine USP/EP/BP;Irsogladine, 10 mM in DMSO;2',5'-Dichlorobenzoguanamine;5-triazine-2,4-diamine,6-(2,5-dichlorophenyl)-3
CBNumber:
CB7767928
Molecular Formula:
C9H7Cl2N5
Molecular Weight:
256.09
MDL Number:
MFCD00866871
MOL File:
57381-26-7.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-08 07:26:47

Irsogladine Properties

Melting point 268-269°C
Boiling point 552.2±60.0 °C(Predicted)
Density 1.572
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility insoluble in H2O; insoluble in EtOH; ≥12.80 mg/mL in DMSO
form solid
pka 3.88±0.10(Predicted)
color White to off-white
CAS DataBase Reference 57381-26-7(CAS DataBase Reference)
FDA UNII QBX79NZC1D

Irsogladine price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Usbiological 280715 Irsogladine Asreported 57381-26-7 25mg $333 2026-06-03 Buy
Usbiological 280715 Irsogladine Asreported 57381-26-7 50mg $439 2026-06-03 Buy
Usbiological 280715 Irsogladine Asreported 57381-26-7 100mg $559 2026-06-03 Buy
Usbiological 280715 Irsogladine Asreported 57381-26-7 250mg $715 2026-06-03 Buy
Usbiological 280715 Irsogladine Asreported 57381-26-7 500mg $927 2026-06-03 Buy
Product number Packaging Price Buy
280715 25mg $333 Buy
280715 50mg $439 Buy
280715 100mg $559 Buy
280715 250mg $715 Buy
280715 500mg $927 Buy

Irsogladine Chemical Properties,Uses,Production

Uses

Irsogladine is a PDE4 inhibitor and muscarinic acetylcholine receptor binder. Target: PDE4; mACHR Irsogladine treatment (300 and 500 mg/kg/day) resulted in a dose-dependent reduction of angiogenesis in wild-type mice by 21 and 45.3% (P < 0.02, P < 0.001), in tPA-deficient mice by 42.6 and 46% (P < 0.001, P < 0.001), and in uPA-deficient mice by 27.2 and 46% (P < 0.05, p < 0.001), respectively. Irsogladine inhibits bFGF-induced angiogenesis in wild-type, tPA-knockout, and uPA-knockout mice [1]. Irsogladine up-regulates GJIC between PC cells via regulation of the PKA pathway. It also suggests a useful adjuvant of Irsogladine to pancreatic cancer therapy [2]. irsogladine produces the increase of intracellular cAMP content via non-selective inhibition of PDE isozymes, which may be a key mechanism involved in its gastroprotective actions [3].

Definition

ChEBI: 6-(2,5-dichlorophenyl)-1,3,5-triazine-2,4-diamine is a dichlorobenzene.

Biological Activity

irsogladine is a pde4 inhibitor and muscarinic acetylcholine receptor binder.irsogladine treatment (300 and 500 mg/kg/day) resulted in a dose-dependent reduction of angiogenesis in wild-type mice by 21 and 45.3% (p < 0.02, p < 0.001), in tpa-deficient mic

Synthesis

Irsogladine maleate

84504-69-8

Irsogladine

57381-26-7

General procedure for the synthesis of 6-(2,5-dichlorophenyl)-1,3,5-triazine-2,4-diamine x maleate from 6-(2,5-dichlorophenyl)-1,3,5-triazine-2,4-diamine: 6-(2,5-dichlorophenyl)-1,3,5-triazine-2,4-diamine x maleate (0.3 g, 0.80 mmol) was dissolved in ethyl acetate ( 50 mL) and the reaction was stirred with saturated NaHCO3 solution (50 mL) for 1 hour at room temperature. After completion of the reaction, the organic layer was separated and washed with distilled water. The organic layer was dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the target product 6-(2,5-dichlorophenyl)-1,3,5-triazine-2,4-diamine in 70% yield.

IC 50

PDE4

References

[1] Ren, C.J., et al., Irsogladine maleate inhibits angiogenesis in wild-type and plasminogen activator-deficient mice. J Surg Res, 1998. 77(2): p. 126-31. DOI:10.1006/jsre.1998.5381
[2] Kawasaki, Y., et al., Irsogladine malate up-regulates gap junctional intercellular communication between pancreatic cancer cells via PKA pathway. Pancreas, 2002. 25(4): p. 373-7. DOI:10.1097/00006676-200211000-00009
[3] Kyoi, T., et al., Phosphodiesterase inhibition by a gastroprotective agent irsogladine: preferential blockade of cAMP hydrolysis. Life Sci, 2004. 75(15): p. 1833-42. DOI:10.1016/j.lfs.2004.03.022

84504-69-8
57381-26-7
Synthesis of Irsogladine from Irsogladine maleate
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View Lastest Price from Irsogladine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Irsogladine pictures 2026-07-07 Irsogladine
57381-26-7
$29.00 99.91% 10g TargetMol Chemicals Inc.
	Irsogladine pictures 2019-07-06 Irsogladine
57381-26-7
$7.00 1kg 99% 100KG Career Henan Chemical Co
  • Irsogladine pictures
  • Irsogladine
    57381-26-7
  • $29.00
  • 99.91%
  • TargetMol Chemicals Inc.
5-triazine-2,4-diamine,6-(2,5-dichlorophenyl)-3 6-(2,5-dichlorophenyl)-1,3,5-triazine-2,4-diamine 2,4-diamino-6-(2,5-dichlorophenyl)-1,3,5-triazine Irsogladin Irsogladine,2,4-DiaMino-6-(2,5-dichlorophenyl)-1,3,5-triazine IRSOGLADINE Irsogladine free base 2',5'-Dichlorobenzoguanamine Dicloguamine Irosgladine 1,3,5-Triazine-2,4-diamine, 6-(2,5-dichlorophenyl)- Irsogladine USP/EP/BP Isoladine Irsogladine, 10 mM in DMSO 57381-26-7 C9H7Cl2N5Q Active Pharmaceutical Ingredients pharmaceutical intermediates Inhibitors