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T6764

Sigma-Aldrich

Triprolidine hydrochloride

≥99%

Synonym(s):

(E)-2-[3-(1-Pyrrolidinyl)-1-p-tolylpropenyl]pyridine hydrochloride, trans-2-[3-(1-Pyrrolidinyl)-1-p-tolylpropenyl]pyridine hydrochloride

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About This Item

Empirical Formula (Hill Notation):
C19H22N2 · HCl
CAS Number:
6138-79-0
Molecular Weight:
314.85
MDL number:
MFCD00039044
UNSPSC Code:
12352200
PubChem Substance ID:
24277808
NACRES:
NA.77

assay

≥99%

solubility

alcohol: soluble 1 in 1.5 of solvent
chloroform: soluble 1 in less than 1 of solvent
H2O: soluble 50 mg/mL, clear, colorless to yellow

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

CC(C=C1)=CC=C1/C(C2=NC=CC=C2)=C\CN3CCCC3.Cl

InChI

1S/C19H22N2.ClH/c1-16-7-9-17(10-8-16)18(19-6-2-3-12-20-19)11-15-21-13-4-5-14-21;/h2-3,6-12H,4-5,13-15H2,1H3;1H/b18-11+;

InChI key

WYUYEJNGHIOFOC-NWBUNABESA-N

Gene Information

human ... HRH1(3269)

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Application

Triprolidine has been used as a H1 histaminergic inhibitor to study its effect on long-term potentiation (LTP) in tuberomammillary nucleus (TMN) neurons.

Biochem/physiol Actions

H1 histamine receptor antagonist.

Features and Benefits

This compound is featured on the Histamine Receptors page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Preparation Note

Triprolidine hydrochloride is soluble in water at 50 mg/ml and yields a clear, colorless to yellow solution. It is also soluble in alcohol (1 in 1.5 of solvent) and chloroform (1 in less than 1 of solvent).

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pictograms

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GHS07

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Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Y-N Song et al.
Neuroscience, 140(1), 33-43 (2006-03-15)
Previous studies have revealed a direct histaminergic projection from the tuberomamillary nucleus of hypothalamus to the cerebellum and a postsynaptic excitatory effect of histamine on the cerebellar interpositus nucleus neurons via histamine H(2) receptors in vitro, indicating that the histaminergic
Adnan Manassra et al.
Journal of pharmaceutical and biomedical analysis, 51(4), 991-993 (2009-12-04)
An HPLC method using UV detection is proposed for the simultaneous determination of pseudophedrine hydrochloride, codeine phosphate, and triprolidine hydrochloride in liquid formulation. C18 column (250mmx4.0mm) is used as the stationary phase with a mixture of methanol:acetate buffer:acetonitrile (85:5:10, v/v)
Ashok K Shakya et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 877(32), 4071-4078 (2009-11-21)
A highly efficient, selective and specific method for simultaneous quantitation of triprolidine and pseudoephedrine in human plasma by liquid chromatography-ion trap-tandem mass spectrometry coupled with electro spray ionization (LC-ESI-ion trap-tandem MS) has been validated and successfully applied to a clinical
Feifei Feng et al.
The Journal of pharmacy and pharmacology, 72(4), 507-518 (2020-02-08)
Ketotifen (K) and its active metabolite norketotifen (N) exist as optically active atropisomers. They both have antihistaminic and anti-inflammatory properties but the S-atropisomer of N (SN) causes less sedation than K and RN in rodents. This study investigated whether this
B Sandhya et al.
Journal of pharmaceutical and biomedical analysis, 54(5), 1180-1186 (2011-01-11)
The interaction between triprolidine hydrochloride (TRP) to serum albumins viz. bovine serum albumin (BSA) and human serum albumin (HSA) has been studied by spectroscopic methods. The experimental results revealed the static quenching mechanism in the interaction of TRP with protein.
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