Triprolidine
- Product Name
- 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
- Formula Weight
- 278.39
- MOL File
- 486-12-4.mol
Triprolidine Property
- 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)
- NIST Chemistry Reference
- Triprolidine(486-12-4)
Safety
- Hazardous Substances Data
- 486-12-4(Hazardous Substances Data)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- N001
- Product name
- Triprolidine
- Packaging
- 1g
- Price
- $890
- Updated
- 2021/12/16
- Product number
- API0004520
- Product name
- TRIPROLIDINE
- Purity
- 95.00%
- Packaging
- 100MG
- Price
- $902.15
- Updated
- 2021/12/16
- Product number
- API0004520
- Product name
- TRIPROLIDINE
- Purity
- 95.00%
- Packaging
- 1G
- Price
- $1882.88
- Updated
- 2021/12/16
Triprolidine Chemical Properties,Usage,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
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View Lastest Price from Triprolidine manufacturers
- Product
- Triprolidine 486-12-4
- Price
- US $20.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 1000kg
- Release date
- 2024-09-24