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TRIPROLIDINE HYDROCHLORIDE

CAS No.
550-70-9
Chemical Name:
TRIPROLIDINE HYDROCHLORIDE
Synonyms
Venen;Entra;Actidil;295 C 51;Actidilat;Pro-entra;Actidilon;Pro-actidil;TRIPROLIDINE HCL;Einecs 208-985-0
CBNumber:
CB4100461
Molecular Formula:
C19H23ClN2
Molecular Weight:
314.85
MDL Number:
MFCD00039044
MOL File:
550-70-9.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:00

TRIPROLIDINE HYDROCHLORIDE Properties

Melting point 116-118 °C
storage temp. 2-8°C
solubility Chloroform (Slightly), Dichloromethane (Slightly), Water (Slightly)
form Powder
Water Solubility Soluble to 100 mM in water
Stability Hygroscopic
CAS DataBase Reference 550-70-9(CAS DataBase Reference)
FDA UNII NG7A104R3J
EPA Substance Registry System Pyridine, 2-[(1E)-1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propenyl]-, monohydrochloride (550-70-9)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319-H302-H315-H335
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P270-P301+P312-P330-P501-P264-P280-P305+P351+P338-P337+P313P
Hazard Codes  Xn
Risk Statements  22-36/37/38
Safety Statements  26-36
RIDADR  3249
WGK Germany  3
RTECS  UT7658000
HazardClass  6.1(b)
PackingGroup  III
Toxicity LD50 oral in rat: 840mg/kg

TRIPROLIDINE HYDROCHLORIDE price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Tocris 0662 trans-Triprolidinehydrochloride ≥99%(HPLC) 550-70-9 100 $79 2021-12-16 Buy
TRC T814000 Triprolidine hydrochloride 550-70-9 5g $150 2021-12-16 Buy
Usbiological 256961 trans-Triprolidine hydrochloride 550-70-9 5g $310 2021-12-16 Buy
American Custom Chemicals Corporation API0001378 ACTIDIL 95.00% 550-70-9 10MG $280.35 2021-12-16 Buy
ApexBio Technology B6398 trans-Triprolidinehydrochloride 550-70-9 100mg $125 2021-12-16 Buy
Product number Packaging Price Buy
0662 100 $79 Buy
T814000 5g $150 Buy
256961 5g $310 Buy
API0001378 10MG $280.35 Buy
B6398 100mg $125 Buy

TRIPROLIDINE HYDROCHLORIDE Chemical Properties,Uses,Production

Originator

Actidil,Burroughs-Wellcome,US,1958

Uses

trans-Triprolidine Hydrochloride is a histamine H1 receptor antagonist, which can be used for the prevention of treatment of chronic muscle pain.

Uses

Antihistaminic;H1 antagonist

Uses

Triprolidine is an antihistaminic agent with anticholinergic properties. Triprolidine is used to treat and prevent symptoms associated with allergies. Triprolidine is also used in combination with cold medicine to provide relief for flu-like symptoms.

Definition

ChEBI: A hydrochloride resulting from the formal reaction of equimolar amounts of triprolidine and hydrogen chloride. Its monohydrate is used for the symptomatic relief of 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 HYDROCHLORIDE Preparation Products And Raw materials

TRIPROLIDINE HYDROCHLORIDE Suppliers

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TRANS-2[3-(1-PYRROLIDINYL)-1-P-TOLYLPROPENYL]PYRIDINE HYDROCHLORIDE TRIPROLIDINE HCL TRANS-TRIPROLIDINE HYDROCHLORIDE (E)-2-[1-(4-METHYLPHENYL)-3-(1-PYRROLIDINYL)-1-PROPENYL]PYRIDINE HYDROCHLORIDE triprolidine hydrochloride (anh.) 2-[(1E)-1-(4-Methylphenyl)-3-pyrrolizino-1-propenyl]pyridine·hydrochloride Venen 295 C 51 Actidil Actidilat Einecs 208-985-0 Entra Pro-actidil Pro-entra Pyridine, 2-((1E)-1-(4-methylphenyl)-3-(1-pyrrolidinyl)-1-propen-1-yl)-, hydrochloride (1:1) 2-[(1E)-1-(4-Methylphenyl)-3-(1-pyrrolidinyl)-1-propen-1-yl]pyridine Hydrochloride Actidilon trans-1-(4-Methylphenyl)-1-(2-pyridyl)-3-pyrrolidinoprop-1-ene Hydrochloride (E)-2-(3-(Pyrrolidin-1-yl)-1-(p-tolyl)prop-1-en-1-yl)pyridine hydrochloride Triprolidine hydrochlorideQ: What is Triprolidine hydrochloride Q: What is the CAS Number of Triprolidine hydrochloride Q: What is the storage condition of Triprolidine hydrochloride Q: What are the applications of Triprolidine hydrochloride Triprolidine hydrochloride anhydrous 550-70-9 570-70-9 C19H22N2HCl Aromatics Heterocycles Intermediates & Fine Chemicals Pharmaceuticals