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METHAPYRILENE HYDROCHLORIDE structure, CAS 135-23-9

METHAPYRILENE HYDROCHLORIDE

CAS Number135-23-9

SynonymsN,N-dimethyl-N'-pyridin-2-yl-N'-(thiophen-2-ylmethyl)ethane-1,2-diamine,hydrochloride; Methoxylene; EINECS 205-184-8; Methacon; Lullamin; Histadyl; Somnicaps; Barhist; Coryzol; Capathyn; MFCD00050665; METHAPYRILENE HYDROCHLORIDE; Methapyrilene HCl

Molecular FormulaC14H20ClN3S

Molecular Weight297.84700

Purity

Density1.148g/cm3

Boiling Point389.6ºC at 760 mmHg

Melting Point162°

Flash Point

Appearancesolid

EINECS

MSDSChineseEnglish

Symbol6.1(b)

Signal WordWarning

Cat. No.: 2A-2181331 Purity:
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Quality Control of [ 135-23-9 ] SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number135-23-9
Catalog No.2A-2181331
Chinese Name盐酸美沙吡林
SynonymsN,N-dimethyl-N'-pyridin-2-yl-N'-(thiophen-2-ylmethyl)ethane-1,2-diamine,hydrochloride; Methoxylene; EINECS 205-184-8; Methacon; Lullamin; Histadyl; Somnicaps; Barhist; Coryzol; Capathyn; MFCD00050665; METHAPYRILENE HYDROCHLORIDE; Methapyrilene HCl
Molecular FormulaC14H20ClN3S
Molecular Weight297.84700
Density1.148g/cm3
Boiling Point389.6ºC at 760 mmHg
Melting Point162°
Appearancesolid
Storage Conditionroom temp
PackagingIII
ApplicationMetypyramine (thienylpyramine) hydrochloride is an orally active H1-receptor antihistamine and pyridine anticholinergic. Methapyrine hydrochloride is hepatotoxic and can cause periportal liver necrosi
PubChem ID8149944
SMILESCN(C)CCN(Cc1cccs1)c1ccccn1.Cl
InChIInChI=1S/C14H19N3S.ClH/c1-16(2)9-10-17(12-13-6-5-11-18-13)14-7-3-4-8-15-14;/h3-8,11H,9-10,12H2,1-2H3;1H
InChI KeyBONORRGKLJBGRV-UHFFFAOYSA-N
Hazard Symbols6.1(b)
BioactivityMethapyrilene (Thenylpyramine) hydrochloride is an orally active H1-receptor antihistamine and an anticholinergic agent of the pyridine chemical class. Methapyrilene hydrochloride has hepatotoxicity and can be used as a hepatotoxin that cause periportal hepatic necrosis in vivo[2] Related Catalog Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Research Areas >> Inflammation/Immunology Signaling Pathways >> GPCR/G Protein >> Histamine Receptor Target H1 Receptor In Vitro Methapyrilene hydrochloride (650 μM) results in a down-regulation of TF and up-regulation of FTL, while the level of HMOX1 is not changed. Additionally, the levels of CD44 and SOX9 proteins and the expression of PROM1 (CD133), hepatic stem cell-associated markers are increased[1]. Methapyrilene hydrochloride (650 μM) decreases CYP2E1, CYP3A4, NR1l3, ALB, mRNA expression and increases CD133 expression[1]. In Vivo Methapyrilene hydrochloride (oral gavage; 40 or 80 mg/kg; 5 days per week; 6 weeks) results in changes in the expression of classic hepatotoxicity-related marker genes and iron homeostasis-related genes, especially a prominent, dose-dependent down-regulation of the transferrin (Tf) gene and an up-regulation of the ferritin, light chain (FTL) gene in rats[1]. Methapyrilene hydrochloride (oral gavage; 150 mg/kg; 3 days) causes periportal liver necrosis at high dosage. Methapyrilene is sufficient to induce liver necrosis, or a subtoxic dose of 50 mg/kg/day[2]. References [1]. Iryna Kindrat, et al.Effect of methapyrilene hydrochloride on hepatic intracellular iron metabolism in vivo and in vitro. Toxicol Lett. 2017 Nov 5;281:65-73. [2]. Andrew Craig, et al. Systems toxicology: integrated genomic, proteomic and metabonomic analysis of methapyrilene induced hepatotoxicity in the rat. J Proteome Res. 2006 Jul;5(7):1586-601. [3]. Shawkat-Muhialdin Jangi, et al. H1 histamine receptor antagonists induce genotoxic and caspase-2-dependent apoptosis in human melanoma cells. Carcinogenesis. 2006 Sep;27(9):1787-96. Chemical & Physical Properties Density 1.148g/cm3 Boiling Point 389.6ºC at 760 mmHg Melting Point 162° Molecular Formula C14H20ClN3S Molecular Weight 297.84700 Flash Point 189.4ºC Exact Mass 297.10700 PSA 47.61000 LogP 3.51330 Vapour Pressure 2.82E-06mmHg at 25°C InChIKey BONORRGKLJBGRV-UHFFFAOYSA-N SMILES CN(C)CCN(Cc1cccs1)c1ccccn1.Cl Storage condition room temp
Use ofMethapyrilene (Thenylpyramine) hydrochloride is an orally active H1-receptor antihistamine and an anticholinergic agent of the pyridine chemical class. Methapyrilene hydrochloride has hepatotoxicity and can be used as a hepatotoxin that cause periportal hepatic necrosis in vivo[2] Properties Name methapyrilene hydrochloride Synonym More Synonyms Methapyrilene Hydrochloride Biological Activity Description Methapyrilene (Thenylpyramine) hydrochloride is an orally active H1-receptor antihistamine and an anticholinergic agent of the pyridine chemical class. Methapyrilene hydrochloride has hepatotoxicity and can be used as a hepatotoxin that cause periportal hepatic necrosis in vivo[2] Related Catalog Signaling Pathways >> Immunology/Inflammation >> Histamine Receptor Research Areas >> Inflammation/Immunology Signaling Pathways >> GPCR/G Protein >> Histamine Receptor H1 Receptor References [1]. Iryna Kindrat, et al.Effect of methapyrilene hydrochloride on hepatic intracellular iron metabolism in vivo and in vitro. Toxicol Lett. 2017 Nov 5;281:65-73. [2]. Andrew Craig, et al. Systems toxicology: integrated genomic, proteomic and metabonomic analysis of methapyrilene induced hepatotoxicity in the rat. J Proteome Res. 2006 Jul;5(7):1586-601. [3]. Shawkat-Muhialdin Jangi, et al. H1 histamine receptor antagonists induce genotoxic and caspase-2-dependent apoptosis in human melanoma cells. Carcinogenesis. 2006 Sep;27(9):1787-96. Chemical & Physical Properties Exact Mass 297.10700 PSA 47.61000 LogP 3.51330 InChIKey BONORRGKLJBGRV-UHFFFAOYSA-N Storage condition room temp
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Methapyrilene hydrochloride) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (Methapyrilene hydrochloride) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Methapyrilene hydrochloride) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Land Transport Danger Regulations: III International Maritime Transport Danger Regulations: III International Air Transport Danger Regulations: III 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is
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