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METHAPYRILENE HYDROCHLORIDE

CAS No.
135-23-9
Chemical Name:
METHAPYRILENE HYDROCHLORIDE
Synonyms
dozar;barhist;coryzol;blueline;capathyn;histafed;methacon;Cohistine;somnicaps;methoxylene
CBNumber:
CB4405690
Molecular Formula:
C14H20ClN3S
Molecular Weight:
297.85
MDL Number:
MFCD00050665
MOL File:
135-23-9.mol
Last updated:2023-06-08 09:02:14

METHAPYRILENE HYDROCHLORIDE Properties

Melting point 162°
storage temp. room temp
solubility DMF: 15 mg/ml,DMSO: 10 mg/ml,Ethanol: 1 mg/ml,PBS (pH 7.2): 1 mg/ml
Stability Hygroscopic
FDA 21 CFR 310.545
FDA UNII 00S42N58OM
EPA Substance Registry System Methapyrilene hydrochloride (135-23-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
Hazard Codes  T
Risk Statements  25
Safety Statements  22-36-45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  UT1750000
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 oral in rat: 200mg/kg
NFPA 704
0
2 0

METHAPYRILENE HYDROCHLORIDE price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 442641 Methapyrilene HCl analytical standard 135-23-9 1000MG $116 2024-03-01 Buy
TRC M259970 MethapyrileneHydrochloride 135-23-9 2.5g $1115 2021-12-16 Buy
Medical Isotopes, Inc. 59684 Methapyrilene HCl 135-23-9 10g $1460 2021-12-16 Buy
American Custom Chemicals Corporation API0003327 METHAPYRILENE HYDROCHLORIDE 95.00% 135-23-9 10G $2148.3 2021-12-16 Buy
American Custom Chemicals Corporation API0003327 METHAPYRILENE HYDROCHLORIDE 95.00% 135-23-9 1G $494.55 2021-12-16 Buy
Product number Packaging Price Buy
442641 1000MG $116 Buy
M259970 2.5g $1115 Buy
59684 10g $1460 Buy
API0003327 10G $2148.3 Buy
API0003327 1G $494.55 Buy

METHAPYRILENE HYDROCHLORIDE Chemical Properties,Uses,Production

Originator

Thenylene ,Abbott,US,1947

Uses

Antihistaminic;Histamine H1 antagonist

Uses

Methapyrilene is used as antihistaminic agent.

Definition

ChEBI: A hydrochloride that is the monohydrochloride salt of methapyrilene.

Manufacturing Process

To a slurry of sodamide in 200 cc of toluene representing 6.7 g of sodium was added at 30° to 40°C, 32.3 g (0.31 mol) of 2-aminopyridine. The mixture was heated to reflux temperature and was refluxed for 1? hours. To the resulting mixture was added over a period of approximately one hour a solution of 32 g of freshly distilled N,N-dimethyl-β-chloroethylamine in 40 to 50 cc of dry toluene, The reaction mixture was then heated for 2 hours at reflux temperature. Thereafter, 200 cc of water was added and the toluene layer was separated and washed with water. The toluene was stripped from the mixture by distillation and the residue was distilled under reduced pressure. The distillate was refractionated and the portion distilled at 93° to 103°C/1 mm was recovered. Yield of N-(2-pyridyl)-N',N'-dimethyl-ethylenediamine, 60%.
A solution of 20 g (0.121 mol) of N-(2-pyridyl)-N',N'-dimethylethylenediamine in 25 cc of toluene was added to a slurry of sodamide in 100 cc of toluene representing 2.8 g of sodium. The mixture was refluxed for one hour. To this mixture was added over a period of ? hour a solution of 16 g (0.121 mol) of 2-thenyl chloride in 25 cc of toluene. The resulting reaction mixture was refluxed for 3 hours. Thereafter, water was added and the toluene layer was separated and washed with water.
The toluene was then stripped off by distillation and the residue was distilled under reduced pressure. The main fraction was redistilled. Yield of N-(2- pyridyl)-N-(2-thenyl)-N',N'-dimethyl-ethylenediamine was 69%; BP 130° to 140°C/0.4 mm. A portion of the product was dissolved in ether and an ether solution of hydrogen chloride was added. The monohydrochloride of N-(2- pyridyl)-N-(2-thenyl)-N',N'-dimethyl-ethylenediamine which separated was washed with ether and dried.

Therapeutic Function

Antihistaminic

General Description

Methapyrilene hydrochloride,2-[[2-(dimethylamino)-ethyl]-2-thienylarnino]pyridine monohydrochloride (Histadyl) is available as the bitter-tasting, white crystalline powder that is soluble in water(1:0.5), in alcohol (1:5), and in chloroform (1:3). Its solutionshave a pH of about 5.5. It differs structurally from tripelennaminein having a 2-thiophene—methylene group in placeof the benzyl group. The thiophene ring is considered isostericwith the benzene ring, and the isosteres exhibit similaractivity. A study of the solid-state conformation of methapyrilenehydrochloride showed that the trans-conformation is preferredfor the two ethylenediamine nitrogen atoms. The Foodand Drug Administration declared methapyrilene a potentialcarcinogen in 1979, and all products containing it have beenrecalled.

General Description

White crystalline powder or solid with a faint odor. Bitter taste. pH (aqueous solution) 5.5.

Air & Water Reactions

Water soluble.

Reactivity Profile

METHAPYRILENE HYDROCHLORIDE is light sensitive. Solutions of METHAPYRILENE HYDROCHLORIDE in water, DMSO, 95% ethanol or acetone should be stable for 24 hours under normal lab conditions. . Organosulfides are incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas.

Fire Hazard

Flash point data for METHAPYRILENE HYDROCHLORIDE are not available; however, METHAPYRILENE HYDROCHLORIDE is probably combustible.

METHAPYRILENE HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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N,N-DIMETHYL-N'-[2-PYRIDINYL]-N'-[2-THIENYLMETHYL]-1,2-ETHANEDIAMINE HYDROCHLORIDE 2-((2-(dimethylamino)ethyl)-2-thenyl-amino)pyridinehydrochloride 2-((2-(dimethylamino)ethyl)-2-thenylamino)-pyridinmonohydrochloride METHAPYRILENE HCL METHAPYRILENE HYDROCHLORIDE LABOTEST-BB LT00772145 2-dimethylaminoethyl-(2-pyridyl)-(2-thenyl)amine hydrochloride N',N'-dimethyl-N-pyridin-2-yl-N-(thiophen-2-ylmethyl)ethane-1,2-diamine hydrochloride Cohistine N,N-DiMethyl-N'-2-pyridinyl-N'-(2-thienylMethyl)-1,2-ethanediaMine MonoHydrochloride N1,N1-DiMethyl-N2-2-pyridinyl-N2-(2-thienylMethyl)-1,2-ethanediaMine Hydrochloride 2-ethanediamine,n,n-dimethyl-n’-2-pyridinyl-n’-(2-thienylmethyl)-monohyd 2-ethanediamine,n,n-dimethyl-n’-2-pyridinyl-n’-(2-thienylmethyl)-monohydro barhist blueline capathyn compound01013 coryzol dozar histafed methacon methoxylene n,n-dimethyl-n’-(2-pyridyl)-n’-(2-thenyl)ethylenediaminehydrochloride n,n-dimethyl-n’-(2-pyridyl)-n’-(2-thenyl)-ethylenediaminhydrochloride n,n-dimethyl-n’-(2-thenyl)-n’-(2-pyridyl-ethylene-diaminehydrochloride) semikonhydrochloride somnicaps tem-histine thenylenehydrochloride thenylpyraminehydrochloride w-53hydrochloride METHAPYRILENE HCL, 1000MG,NEAT Zavegepant Impurity 10 135-23-9 C14H19N3SHCl C14H19N3SClH Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals Sulfur & Selenium Compounds Alpha Sort M MAlphabetic META - METH Volatiles/ Semivolatiles