ChemicalBook > CAS DataBase List > Irsogladine

Irsogladine

Product Name: 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
Formula Weight: 256.09
MOL File: 57381-26-7.mol

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Irsogladine Property

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)

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ApexBio Technology

Product number: B1593
Product name: Irsogladine
Packaging: 50mg
Price: $40
Updated: 2021/12/16

ApexBio Technology

Product number: B1593
Product name: Irsogladine
Packaging: 10mM(in 1mL DMSO)
Price: $50
Updated: 2021/12/16

ChemScene

Product number: CS-2368
Product name: Irsogladine
Purity: 99.80%
Packaging: 500mg
Price: $50
Updated: 2021/12/16

American Custom Chemicals Corporation

Product number: API0007238
Product name: IRSOGLADINE
Purity: 95.00%
Packaging: 25MG
Price: $141.75
Updated: 2021/12/16

AK Scientific

Product number: C762
Product name: Irsogladine
Packaging: 500mg
Price: $282
Updated: 2021/12/16

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Irsogladine Chemical Properties,Usage,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

84504-69-8

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

Irsogladine Preparation Products And Raw materials

Raw materials

Dicyandiamide Ethanol Maleic acid Potassium hydroxide 2,5-DICHLOROTOLUENE 1,4-Dioxane Sulfamic acid 2,5-Dichlorobenzoic acid 2,5-Dichlorobenzonitrile Potassium permanganate Irsogladine maleate

Preparation Products

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View Lastest Price from Irsogladine manufacturers

Career Henan Chemical Co

Product: Irsogladine 57381-26-7
Price: US $7.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100KG
Release date: 2018-12-18

57381-26-7, IrsogladineRelated Search:

Diisopropylammonium dichloroacetate Iminodiacetonitrile Dichlorodimethylsilane 1,3,5-Triazine Iminodiacetic acid Dichlorodiphenylsilane 4,4'-Methylenedianiline Irsogladine Impurity GDT Irsogladine Impurity TMSM2 Chlorobenzene Famciclovir Irsogladine maleate IRSOGLADINE MALEATE Irsogladine 4-(4,6-Diamino-s-triazinyl)-2,5-dichlorophenol 3-(4,6-Diamino-s-triazinyl)-2,5-dichlorophenol 3-Pyridinecarboxamide, N-(4-(2,5-dichlorophenyl)-6-(1-piperidinyl)-1,3 ,5-triazin-2-yl)- 3-Pyridinecarboxamide, N-(4-(2,5-dichlorophenyl)-6-(4-morpholinyl)-1,3 ,5-triazin-2-yl)-

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

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