Basic information Safety Supplier Related
ChemicalBook >  Product Catalog >  API >  Antiallergic drugs >  Antihistamines >  Tripelennamine

Tripelennamine

Basic information Safety Supplier Related

Tripelennamine Basic information

Product Name:
Tripelennamine
Synonyms:
  • 1,2-Ethanediamine, N,N-dimethyl-N-(phenylmethyl)-N-2-pyridinyl-
  • PYRIBENZAMINE
  • Benzoxale
  • N,N-Dimethyl-N'-(phenylmethyl)-N'-(2-pyridinyl)-1,2-ethanediamine
  • Resistamine
  • Tonaril
  • Tripelenamine
  • N'-benzyl-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine
CAS:
91-81-6
MF:
C16H21N3
MW:
255.36
EINECS:
202-100-1
Mol File:
91-81-6.mol
More
Less

Tripelennamine Chemical Properties

Melting point:
25°C
Boiling point:
bp0.1 138-142°; bp1.7 185-190°; bp20 193-205°
Density 
1.0683 (rough estimate)
refractive index 
nD25 1.5759-1.5765
pka
pKa 3.90±0.08(H2O t undefined I = 0.30 (NaCl)) (Uncertain);8.68±0.06(H2O t undefined I = 0.30 (NaCl)) (Uncertain)
Water Solubility 
587.3mg/L(30 ºC)
Stability:
Stable. Incompatible with strong oxidizing agents.
EPA Substance Registry System
Tripelennamine (91-81-6)
More
Less

Safety Information

Hazardous Substances Data
91-81-6(Hazardous Substances Data)
Toxicity
LD50 oral in mouse: 152mg/kg
More
Less

Tripelennamine Usage And Synthesis

Chemical Properties

White, bitter, crystalline powder. Solutions are acid to litmus.Soluble in water and alcohol; very slightly soluble in ether; practically insoluble in chloroform and benzene; 1% solution in water has a pH of 4.3.

Originator

Pyribenzamine,Ciba,US,1946

Uses

Medicine (antihistamine, sunburn treatment).

Uses

This drug lessens the allergic response of the organism caused by histamine. Tripelennamine is used for allergic symptoms, rhinitis, conjunctivitis, and for allergic and anaphylactic reactions. Synonyms of this drug are pelanin and pyribenzamine.

Definition

ChEBI: Tripelennamine is an aromatic amine.

Manufacturing Process

46 g of α-benzylaminopyridine in 50 cc of dry toluene are heated to 80°C [the α-benzylaminopyridine may be obtained either according to the method of Tchitchibabine and Knunjanz, Berichte, 64, 2839 (1931), which consists in warming α-aminopyridine with benzaldehyde in formic acid, or alternatively by the action of benzyl chloride on sodio-α-aminopyridine]. To the toluene solution there are added gradually 9.5 g of 85% sodamide. After evolution of ammonia, the major part of the toluene is distilled off; into the pasty mass which remains there are poured 120 cc of an ethereal solution of 27 g of dimethylaminochloroethane.
The mixture is heated until the temperature reaches 140°C, the ether distilling out, then finally heated under reduced pressure (150 mm Hg) for 1/2 hour. The mass is taken up with dilute hydrochloric acid and ether, neutralized at pH 7, and α-benzylaminopyridine separates. After making alkaline, using excess of potash, it is extracted with benzene, dried and distilled. The product thereby obtained, dimethylamino-ethyl-N-benzyl-N-α-arninopyridine, boils at 135° to 190°C/1.7 mm, according to US Patent 2,502,151.

brand name

PBZ (Novartis).

Therapeutic Function

Antihistaminic

Reactivity Profile

Tripelennamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

SYMPTOMS: Symptoms of exposure to Tripelennamine may include euphoria, aplastic anemia, excitement, hallucinations, ataxia, incoordination, athetosis, convulsions, postictal depression, dry mouth, fixed dilated pupils, flushing of the face, fever, central nervous system depression, drowsiness and coma.

Fire Hazard

Flash point data for Tripelennamine are not available. Tripelennamine is probably combustible.

Safety Profile

Poison by ingestion and intraperitoneal routes. Human mutation data reported. Has been implicated in aplastic anemia. Used as an antdustasnine. Addicts have added it to paregoric to make "blue velvet," whtch can cause euphoria by injection. When heated to decomposition it emits toxic fumes of NOx.

Synthesis

Tripelennamine, N-benzyl-N??,N??-dimethyl-N-2-pyridylethylenediamine (16.1.6), is synthesized by reacting 2-benzylaminopyrridine (16.1.5) with 2-dimethylaminoethylchloride in the presence of sodium amide. 2-Benzylaminopyrridine, in turn, can be easily synthesized by reduction of a Schiff base, synthesized by condensation of 2-aminopyrridine with benzaldehyde.

Metabolic pathway

When pyribenzamine is incubated with rat liver microsomes, it is metabolized via N-oxide formation and N-dealkylation which includes removal of the dimethylamino moiety, the thiophenylmethyl moiety of methaphenilene, and the benzyl moiety of pyribenzamine.

TripelennamineSupplier

Beijing HuaMeiHuLiBiological Chemical
Tel
010-56205725
Email
waley188@sohu.com
Nanjing Xinmeihe Pharmaceutical Co., Ltd.
Tel
025-57672321 13739186949
Email
2548785915@qq.com
Dayang Chem (Hangzhou) Co.,Ltd.
Tel
571-88938639 +8617705817739
Email
info@dycnchem.com
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-029-89586680 +86-18192503167
Email
1026@dideu.com
Hubei Jusheng Technology Co.,Ltd.
Tel
18871490254
Email
linda@hubeijusheng.com