135-23-9 Usage
Description
Methapyrilene hydrochloride, also known as Histadyl, is a white crystalline powder or solid with a faint odor and a bitter taste. It is a hydrochloride salt of methapyrilene and is soluble in water, alcohol, and chloroform. Structurally, it differs from tripelennamine by having a 2-thiophene-methylene group instead of the benzyl group. The Food and Drug Administration declared methapyrilene a potential carcinogen in 1979, leading to the recall of all products containing it.
Uses
Used in Pharmaceutical Industry:
Methapyrilene hydrochloride is used as an antihistaminic agent for treating allergic symptoms. It acts as a histamine H1 antagonist, blocking the action of histamine and providing relief from allergy-related issues.
Used in Allergy Treatment:
Methapyrilene hydrochloride is used as an antihistamine for the treatment of various allergic conditions, such as rhinitis, urticaria, and pruritus. It helps in reducing the symptoms by blocking the histamine receptors, thus providing relief from itching, redness, and swelling associated with allergies.
Please note that the use of methapyrilene hydrochloride has been limited due to its potential carcinogenic properties, and it has been recalled from the market.
Originator
Thenylene ,Abbott,US,1947
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
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.
Check Digit Verification of cas no
The CAS Registry Mumber 135-23-9 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,3 and 5 respectively; the second part has 2 digits, 2 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 135-23:
(5*1)+(4*3)+(3*5)+(2*2)+(1*3)=39
39 % 10 = 9
So 135-23-9 is a valid CAS Registry Number.
InChI:InChI=1/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
135-23-9Relevant articles and documents
N-alkylated peptides having antiangiogenic activity
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, (2008/06/13)
N-Alkylated peptides of formula (I) Xaa1-Xaa2-Xaa3-Xaa4-Xaa5-Xaa6-Xaa7-Xaa8-Xaa9-Xaa10-Xaa11??(I), are useful for inhibiting angiogenesis. Also disclosed are angiogenesis-inhibiting compositions and methods of inhibiting angiogenesis in a mammal.