CAS 57381-26-7|Irsogladine

Introduction：Basic information about CAS 57381-26-7|Irsogladine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Irsogladine BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
5. Safety Information
6. Customs
7. Synonyms

Common Name	Irsogladine
CAS Number	57381-26-7	Molecular Weight	256.091
Density	1.6±0.1 g/cm3	Boiling Point	552.2±60.0 °C at 760 mmHg
Molecular Formula	C₉H₇Cl₂N₅	Melting Point	268-269°C
MSDS	/	Flash Point	287.8±32.9 °C

Names

Name	Irsogladine
Synonym	More Synonyms

Irsogladine BiologicalActivity

Description	Irsogladine is a PDE4 inhibitor and muscarinic acetylcholine receptor binder.Target: PDE4; mACHRIrsogladine 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].
Related Catalog	Signaling Pathways >>GPCR/G Protein >>mAChRSignaling Pathways >>Neuronal Signaling >>mAChRSignaling Pathways >>Metabolic Enzyme/Protease >>Phosphodiesterase (PDE)Research Areas >>Inflammation/Immunology
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. [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. [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.

Description

Irsogladine is a PDE4 inhibitor and muscarinic acetylcholine receptor binder.Target: PDE4; mACHRIrsogladine 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].

Related Catalog

Signaling Pathways >>GPCR/G Protein >>mAChRSignaling Pathways >>Neuronal Signaling >>mAChRSignaling Pathways >>Metabolic Enzyme/Protease >>Phosphodiesterase (PDE)Research Areas >>Inflammation/Immunology

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.

[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.

[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.

Chemical & Physical Properties

Density	1.6±0.1 g/cm3
Boiling Point	552.2±60.0 °C at 760 mmHg
Melting Point	268-269°C
Molecular Formula	C₉H₇Cl₂N₅
Molecular Weight	256.091
Flash Point	287.8±32.9 °C
Exact Mass	255.007858
PSA	90.71000
LogP	2.08
Vapour Pressure	0.0±1.5 mmHg at 25°C
Index of Refraction	1.706
InChIKey	ATCGGEJZONJOCL-UHFFFAOYSA-N
SMILES	Nc1nc(N)nc(-c2cc(Cl)ccc2Cl)n1
Storage condition	-20°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: XY5850732

CHEMICAL NAME :: 1,3,5-Triazine-2,4-diamine, 6-(2,5-dichlorophenyl)-

CAS REGISTRY NUMBER :: 57381-26-7

LAST UPDATED :: 199712

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C9-H7-Cl2-N5

MOLECULAR WEIGHT :: 256.11

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1740 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: USXXAM United States Patent Document. (U.S. Patent Office, Box 9, Washington, DC 20231) Volume(issue)/page/year: #4657907

Safety Information

Hazard Codes	Xn,N
Risk Phrases	R20:Harmful by inhalation. R51/53:Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment .
Safety Phrases	S24-S61
RIDADR	UN 2618 3/PG 3
WGK Germany	2
RTECS	WL5075900
Packaging Group	III
Hazard Class	3
HS Code	2942000000

Customs

HS Code	2942000000

Synonyms

2',5'-Dichlorobenzoguanamine

1,3,5-Triazine-2,4-diamine, 6-(2,5-dichlorophenyl)-

MFCD00866871

Irsogladin

6-(2,5-Dichlorophenyl)-1,3,5-triazine-2,4-diamine

gaslon

Irsogladine

Dicloguamine

Recommended......