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Chloropyramine hydrochloride

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CAS:6170-42-9
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  • CAS:6170-42-9
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Chloropyramine hydrochloride Basic information
Product Name:Chloropyramine hydrochloride
Synonyms:CHLOROPYRAMINE HCL;CHLOROPYRAMINE HYDROCHLORIDE;CHLOROPYRAMINE MONOHYDROCHLORIDE;N-P-CHLOROBENZYL-N,N-DIMETHYL-N-(2-PYRIDYL)ETHYLENEDIAMINE HYDROCHLORIDE;N-P-CHLOROBENZYL-N',N'-DIMETHYL-N-[2-PYRIDYL]ETHYLENEDIAMINE HYDROCHLORIDE;N-P-CHLOROBENZYL-N',N'-DIMETHYL-N-[2-PYRIDYL]LETHYLENEDIAMINE HYDROCHLORIDE;N1-(4-Chlorobenzyl)-N2,N2-dimethyl-N1-(pyridin-2-yl)ethane-1,2-diamine hydrochloride;Chloropyramine HCI
CAS:6170-42-9
MF:C16H21Cl2N3
MW:326.26
EINECS:228-216-2
Product Categories:
Mol File:6170-42-9.mol
Chloropyramine hydrochloride Structure
Chloropyramine hydrochloride Chemical Properties
Melting point 172-174°
storage temp. Inert atmosphere,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
form Solid
color White to Off-White
Major Applicationforensics and toxicology
pharmaceutical (small molecule)
veterinary
InChI1S/C16H20ClN3.ClH/c1-19(2)11-12-20(16-5-3-4-10-18-16)13-14-6-8-15(17)9-7-14;/h3-10H,11-13H2,1-2H3;1H
InChIKeyVEYWWAGBHABATA-UHFFFAOYSA-N
SMILESCl.CN(C)CCN(Cc1ccc(Cl)cc1)c2ccccn2
CAS DataBase Reference6170-42-9(CAS DataBase Reference)
Safety Information
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
ProviderLanguage
SigmaAldrich English
Chloropyramine hydrochloride Usage And Synthesis
OriginatorChloropyramine,Vramed
Usessynthetic
UsesChloropyramine hydrochloride is a neurotransmitter related agent for research of drug analysis. Also, it is designed to disrupt the focal adhesion kinase (FAK) and vascular endothelial growth factor receptor-3 (VEGFR-3) interaction in neuroblastoma.
Manufacturing ProcessA solution comprising 40 parts of 2-bromopyridine, 100 parts of N,N-dimethylN'-(4-chlorobenzyl)ethylenediamine and 100 parts of quinoline is heated at 140-145°C for 5 hours. The oil layer after washing with 30% sodium hydroxide solution is distilled, and the fraction which distills at 142-170°C/1 mm is collected. This oil is converted to the monohydrochloride and recrystallized from a mixture of amyl alcohol and ether. The monohydrochloride salt of N,N-dimethyl-N'-(4-chlorobenzyl)-N'-(2-pyridyl) ethylenediamine is obtained which melts at 167-168.4°C.
N,N-Dimethyl-N'-(4-chlorobenzyl)-N'-(2-pyridyl)ethylenediamine may be prepared by another method:
To a mixture of 100 ml of liquid ammonia and about 80 mg of black iron oxide was added 0.78 g (0.02 atom) of potassium. When all of the potassium had reacted, 3.3 g of N,N-dimethyl-N'-(2-pyridyl)ethylenediamine was added. After the addition of 75 ml of dry toluene the ammonia was removed on the steam bath. To the cooled and stirred mixture was added 4.26 g of p-chlorobenzyl chloride, and the reaction mixture was stirred on the steam bath for 11 hours. It was then filtered and concentrated to an oil. This concentrate was taken up in ether, and the ethereal solution was washed with water, dried over sodium sulfate, and concentrated. Distillation gave 2.96 g of yellow liquid. Treatment of this distillate with an equivalent quantity of hydrogen chloride in absolute alcohol and precipitation by the addition of anhydrous ether gave 2.33 g of the N,N-dimethyl-N'-(4-chlorobenzyl)-N'-(2-pyridyl)ethylenediamine hydrochloride.
Therapeutic FunctionAntihistaminic
in vivo

Chloropyramine hydrochloride causes a dramatic reduction of tumor growth in both model systems whereby the tumor size in the treated groups is approximately 20% of the tumor size in vehicle control groups. Doxorubicin administered at 3 mg/kg causes approximately 60% reduction of tumor growth, but has no effect on tumor growth at 0, 3 mg/kg. In contrast, there is a modest effect of Chloropyramine hydrochloride alone (50% reduction of tumor growth). The low-dose combination of Chloropyramine hydrochloride and doxorubicin has a prolonged anti-tumor effect (85% reduction of tumor growth) that is greater than either drug alone[1].

IC 50H1 Receptor; VEGFR-3
Chloropyramine hydrochloride Preparation Products And Raw materials
Raw materialsAmmonia
Tag:Chloropyramine hydrochloride(6170-42-9) Related Product Information
ETHANE Chloropyramine Pioglitazone hydrochloride Ethylenediamine dihydrochloride Pyridine hydrochloride Cefeprime dihydrochloride Methoxyammonium chloride N,N-Dimethylformamide N,N,N',N'-Tetramethylethylenediamine Topotecan hydrochloride Dimethyl carbonate Dimethyl ether Dimethyl fumarate Dimethyl sulfoxide 2,6-Lutidine Metoclopramide monohydrochloride monohydrate Triprolidine hydrochloride TRIPELENNAMINE HYDROCHLORIDE

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