91-80-5

91-80-5 structure

Name: Methapyrilene
Chemical Name: methapyrilene
CAS Number: 91-80-5
Molecular Formula: C₁₄H₁₉N₃S
Molecular Weight: 261.38600
Catalog: Natural product Flavonoids
Create Date: 2018-08-31 11:56:28
Modify Date: 2024-01-11 09:40:50
Methapyrilene is a histamine antagonist, a pyridine chemical with anticholinergic activity. Methapyrilene can cause target organ-specific epigenetic alterations, such as a decrease in DNA methylation levels. Methapyrilene induces hepatocellular carcinoma in rats[1][2].

Name	methapyrilene
Synonyms	Restryl Thenylpyramine N,N-dimethyl-N'-pyridin-2-yl-N'-(thiophen-2-ylmethyl)ethane-1,2-diamine Paradormalene Methapyrilen Semikon Pyrinistol Thionylan Pyrinistab Thenylene metapyrilene Tenalin

Description	Methapyrilene is a histamine antagonist, a pyridine chemical with anticholinergic activity. Methapyrilene can cause target organ-specific epigenetic alterations, such as a decrease in DNA methylation levels. Methapyrilene induces hepatocellular carcinoma in rats[1][2].
Related Catalog	Research Areas >> Cancer Signaling Pathways >> Neuronal Signaling >> mAChR Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Signaling Pathways >> GPCR/G Protein >> mAChR Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> Histamine Receptor
In Vitro	Methapyrilene (650 μM, 72 h) decreases the transcriptional level of transferrin and is accompanied by a decrease in transferrin protein levels in HepRG cells[1].
In Vivo	Methapyrilene (gavage with water (vehicle), 50 or 150 mg/kg, daily, 3 days) can induce hepatotoxicity and lead to periportal hepatic necrosis in rats[2]. Animal Model: Male Wistar derived AlpK:APfSD (Alderley Park) rats[2] Dosage: 50 mg/kg, 150 mg/kg Administration: Gavage with water (vehicle), daily, 3 days Result: Showed mild to moderate periportal hepatocyte degeneration and necrosis as well as acute inflammatory cells were observed in the filtering periportal vein at a dose concentration of 150 mg/kg. Decreased levels of both glucose and glycogen in the liver. Showed higher levels of succinic acid and dimethylglycine of urine obtained from the low dose group of 50 mg/kg.

Boiling Point	173 - 175ºC at 3 mm Hg
Molecular Formula	C₁₄H₁₉N₃S
Molecular Weight	261.38600
Exact Mass	261.13000
PSA	47.61000
LogP	2.71130

CHEMICAL IDENTIFICATION

RTECS NUMBER :: UT1400000

CHEMICAL NAME :: Pyridine, 2-((2-(dimethylamino)ethyl)-2-thenylamino)-

CAS REGISTRY NUMBER :: 91-80-5

BEILSTEIN REFERENCE NO. :: 0220729

LAST UPDATED :: 199706

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C14-H19-N3-S

MOLECULAR WEIGHT :: 261.42

WISWESSER LINE NOTATION :: T6NJ BN2N1&1&1- BT5SJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 150 mg/kg

TOXIC EFFECTS :: Behavioral - convulsions or effect on seizure threshold Behavioral - excitement Behavioral - aggression

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 182 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 77 mg/kg

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

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 20 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 375 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 100 mg/L

REFERENCE :: ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 5,420,1983

RIDADR	UN 1851
Packaging Group	III
Hazard Class	6.1(b)

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