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
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) | GHS07 |
---|---|
Signal word | Warning |
Hazard statements | H302-H315-H319-H335 |
Precautionary statements | P261-P280-P301+P312-P302+P352-P305+P351+P338 |
Hazardous Substances Data | 486-12-4(Hazardous Substances Data) |
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 |
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
Raw materials
Preparation Products
Supplier | Tel | Country | ProdList | Advantage | |
---|---|---|---|---|---|
Shaanxi Franta Biotechnology Co., Ltd | +86-13082019107 +86-13082019107 | admin@flanderff.com | China | 244 | 58 |
Hubei Jusheng Technology Co.,Ltd. | 18871490254 | linda@hubeijusheng.com | CHINA | 28172 | 58 |
CONIER CHEM AND PHARMA LIMITED | +8618523575427 | sales@conier.com | China | 49374 | 58 |
AFINE CHEMICALS LIMITED | +86-0571-85134551 | sales@afinechem.com | China | 15352 | 58 |
Dayang Chem (Hangzhou) Co.,Ltd. | 571-88938639 +8617705817739 | info@dycnchem.com | China | 52849 | 58 |
Hong Kong Excellence Biotechnology Co., Ltd. | ada@sh-teruiop.com | China | 875 | 58 | |
Shaanxi Didu New Materials Co. Ltd | +86-89586680 +86-13289823923 | 1026@dideu.com | China | 8670 | 58 |
GIHI CHEMICALS CO.,LIMITED | +8618058761490 | info@gihichemicals.com | China | 49978 | 58 |
Shandong Hanjiang Chemical Co., Ltd | +86-0533-2066820 +8618369939125 | hanson@sdhanjiang.com | China | 998 | 58 |
Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 57505 | 58 |
View Lastest Price from Triprolidine manufacturers
Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
---|---|---|---|---|---|---|---|---|
2024-11-19 | Triprolidine
486-12-4
|
US $1980.00-2500.00 / mg | 10g | TargetMol Chemicals Inc. | ||||
2024-09-24 | Triprolidine
486-12-4
|
US $20.00 / kg | 1kg | 99% | 1000kg | Shaanxi Franta Biotechnology Co., Ltd |
- Triprolidine
486-12-4
- US $1980.00-2500.00 / mg
- TargetMol Chemicals Inc.
- Triprolidine
486-12-4
- US $20.00 / kg
- 99%
- Shaanxi Franta Biotechnology Co., Ltd
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