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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).

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

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 Kurose et al.
Brain research, 828(1-2), 115-118 (1999-05-13)
Histamine is one of the neurotransmitters suppressing appetite, but the interactions of histaminergic neurons with other neurons in satiety centers have not been clarified. Noradrenaline in the para-ventricular nucleus (PVN) has been shown to stimulate feeding. This study was designed
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
Sang-Chul Shin et al.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V, 61(1-2), 14-19 (2005-07-12)
The bioavailability of triprolidine from the ethylene vinyl acetate (EVA) matrix system containing polyoxyethylene-2-oleyl ether was studied to determine the feasibility of enhanced transdermal delivery of triprolidine in rabbits. The antihistamine effects were also confirmed to determine the percutaneous absorption
Iustin V Tabarean
PloS one, 7(10), e47700-e47700 (2012-10-20)
Thermoregulatory neurons of the median preoptic nucleus (MnPO) represent a target at which histamine modulates body temperature. The mechanism by which histamine excites a population of MnPO neurons is not known. In this study it was found that histamine activated
Karunya K Kandimalla et al.
International journal of pharmaceutics, 302(1-2), 133-144 (2005-08-18)
Hydroxyzine and triprolidine have both been reported to reach the CNS following nasal administration. The objective of this study was to investigate their in vitro permeation across bovine olfactory mucosa in order to further characterize the biological and physicochemical parameters
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