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Triprolidine

CAS No.
486-12-4
Chemical Name:
Triprolidine
Synonyms
Triprolidin;NCI-C61450;(e)-pyridin;TRIPROLIDINE;Tripyrolidine;Triprolidine USP/EP/BP;(E)-1-(2-pyridyl)-3-pyrrolidin-1-yl-1-p-tolylpropene;trans-1-(2-Pyridyl)-3-pyrrolidino-1-p-tolylprop-1-ene;trans-2-[3-(1-Pyrrolidinyl)-1-p-tolypropenyl]pyridine;(E)-2-[3-(1-Pyrrolidinyl)-1-p-toluenepropenyl]pyridine
CBNumber:
CB7782853
Molecular Formula:
C19H22N2
Molecular Weight:
278.39
MDL Number:
MFCD00038040
MOL File:
486-12-4.mol
MSDS File:
SDS
Last updated:2024-03-27 13:09:27

Triprolidine Properties

Melting point 59-61°
Boiling point 435.4±34.0 °C(Predicted)
Density 1.061±0.06 g/cm3(Predicted)
pka pKa 4.01(H2O t = 23.0) (Uncertain);9.69(H2O t = 23.0) (Uncertain)
CAS DataBase Reference 486-12-4(CAS DataBase Reference)
FDA UNII 2L8T9S52QM
NIST Chemistry Reference Triprolidine(486-12-4)
ATC code R06AX07

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P280-P301+P312-P302+P352-P305+P351+P338

Triprolidine price

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AK Scientific N001 Triprolidine 486-12-4 1g $890 2021-12-16 Buy
American Custom Chemicals Corporation API0004520 TRIPROLIDINE 95.00% 486-12-4 100MG $902.15 2021-12-16 Buy
American Custom Chemicals Corporation API0004520 TRIPROLIDINE 95.00% 486-12-4 1G $1882.88 2021-12-16 Buy
Product number Packaging Price Buy
N001 1g $890 Buy
API0004520 100MG $902.15 Buy
API0004520 1G $1882.88 Buy

Triprolidine Chemical Properties,Uses,Production

Originator

Actidil,Burroughs-Wellcome,US,1958

Uses

Antihistaminic.

Definition

ChEBI: An N-alkylpyrrolidine that is acrivastine in which the pyridine ring is lacking the propenoic acid substituent. It is a sedating antihistamine that is used (generally as the monohydrochloride monohydrate) for the relief of the symptoms o uticaria, rhinitis, and various pruritic skin disorders.

Manufacturing Process

4-Methylacetophenone is first reacted with paraformaldehyde and then with pyrrolidine to give p-methyl-ω-pyrralidinopropiophenone. Atomized lithium (26 g, 3.75 mols) and sodium-dried ether (200 cc) are placed in a 3-liter, 3-necked flask fitted with a Herschberg stirrer, thermometer pocket and a water condenser closed by a calcium chloride tube. A slow stream of dry nitrogen is blown through the flask, which is cooled to - 10°C and n-butyl chloride (138 g, 156 cc, 1.5 mols) is run in with rapid stirring; the mixture is stirred for a further 30 minutes, and then cooled to - 60°C
2-Bromopyridine (193 g, 1.22 mols) is then added dropwise over 20 minutes, the temperature of the reaction mixture being maintained at -50°C. The mixture is stirred for 10 minutes at -50°C and p-methyl-ω- pyrrolidinopropiophenone (112.5 g, 0.5 mol) in dry benzene is then added dropwise over ca 30 minutes, at a temperature of -50°C. The mixture is stirred for a further 2 hours, the temperature being allowed to rise to -30°C but no higher.
The mixture is poured onto excess ice, acidified with concentrated hydrochloric acid, the ether layer separated and extracted with water (1 x 200 cc). The combined aqueous extracts are washed with ether (1 x 200 cc) basified with 0.880 ammonia and extracted with chloroform (3 x 350 cc); the extract is washed with water (2 x 100 cc), dried over sodium sulfate, evaporated, and the residue extracted with boiling light petroleum (BP 60° to 80°C; 10 volumes), filtered hot and evaporated to dryness. The residue is recrystallized from alcohol to give a cream solid (119 g, 80%), MP 117° to 118°C. Recrystallization gives 1-(4-methylphenyl)-1-(2-pyridyl)-3- pyrrolidonopropan-1-ol, MP 119° to 120°C.
1-(4-Methylphenyl)-1-(2-pyridyl)-3-pyrrolidinopropan-1-ol (10.0 g) is heated in a steam bath for 30 minutes with 85% aqueous sulfuric acid (30 cc). The solution is then poured onto crushed ice, excess of ammonia solution added and the liberated oil extracted with light petroleum (BP 60° to 80°C). The extract is dried over anhydrous sodium sulfate and the solvent evaporated to leave an amber syrup (8.8 g) consisting of the cis and trans isomers of 1-(4- methylphenyl)-1-(2-pyridyl)-3-pyrrolidinoprop-1-ene as described in US Patent 2,712,023. The isomers may be separated by base exchange chromatography. The 4-methyl-ω-pyrrolidinopropiophenone required as the starting product for the preparation of the carbinol is prepared by the Mannich reaction (Blicke, Organic Reactions, 1942, vol 1, p 303; Adamson & Billinghurst, Journal of the Chemical Society, 1950,1039) from 4-methylacetophenone and pyrrolidine. The hydrochloride has a MP of 170°C with decomposition.

brand name

Actidil (GlaxoSmithKline); Myidyl (USl).

Therapeutic Function

Antihistaminic

Triprolidine Preparation Products And Raw materials

Global( 48)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Franta Biotechnology Co., Ltd
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Hubei Jusheng Technology Co.,Ltd.
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CONIER CHEM AND PHARMA LIMITED
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Shaanxi Dideu Medichem Co. Ltd
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Dideu Industries Group Limited
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AFINE CHEMICALS LIMITED
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Shaanxi Didu New Materials Co. Ltd
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GIHI CHEMICALS CO.,LIMITED
+8618058761490 info@gihichemicals.com China 49999 58

View Lastest Price from Triprolidine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Triprolidine pictures 2024-03-27 Triprolidine
486-12-4
US $20.00 / kg 1kg 99% 1000kg Shaanxi Franta Biotechnology Co., Ltd
Triprolidine pictures 2021-07-20 Triprolidine
486-12-4
US $1.00-1.00 / KG 1g 99% 50tons Shaanxi Dideu Medichem Co. Ltd
  • Triprolidine pictures
  • Triprolidine
    486-12-4
  • US $20.00 / kg
  • 99%
  • Shaanxi Franta Biotechnology Co., Ltd
  • Triprolidine pictures
  • Triprolidine
    486-12-4
  • US $1.00-1.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd
(e)-2-(1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl)pyridine (E)-2-[3-(1-Pyrrolidinyl)-1-p-toluenepropenyl]pyridine (e)-pyridin 2-[(1Z)-1-(4-Methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl]pyridine 2-[1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl]pyridine NCI-C61450 Pyridine, 2-[1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl]-, (E)- Pyridine, 2-[3-(1-pyrrolidinyl)-1-p-tolylpropenyl]-, (E)- trans-1-(2-Pyridyl)-3-pyrrolidino-1-p-tolylprop-1-ene trans-1-(4-Methylphenyl)-1-(2-pyridyl)-3-pyrrolidinoprop-1-ene trans-2-[3-(1-pyrrolidinyl)-1-p-tolylpropenyl]pyridine trans-2-[3-(1-Pyrrolidinyl)-1-p-tolypropenyl]pyridine Tripyrolidine TRIPROLIDINE (E)-1-(2-pyridyl)-3-pyrrolidin-1-yl-1-p-tolylpropene 2-[(1E)-3-(1-Pyrrolidinyl)-1-p-tolyl-1-propenyl]pyridine trans-1-(4-Methylphenyl)-1-(2-pridyl)-3-pyrrolidino-1-propene 2-[(E)-1-(4-Methylphenyl)-3-pyrrolidin-1-ylprop-1-enyl]pyridine 2-[(1Z)-1-(4-Methylphenyl)-3-pyrrolidin-1-ylprop-1-en-1-yl]pyridine Pyridine, 2-[(1E)-1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propen-1-yl]- Triprolidine USP/EP/BP (E)-2-(3-(Pyrrolidin-1-yl)-1-(p-tolyl)prop-1-en-1-yl)pyridine Triprolidin 486-12-4