Tripelennamine

Synonyms :
PBZ, PBZ-sr, Tripelennamin, Tripelennamina, Tripélennamine, Tripelennaminum

Status : approved

Category

Anti-Allergic Agents

Therapeutic Classification

ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.

DERMATOLOGICALS
ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
ANTIPRURITICS, INCL. ANTIHISTAMINES, ANESTHETICS, ETC.
Histamine Antagonists

Description

A histamine H1 antagonist with low sedative action but frequent gastrointestinal irritation. It is used to treat asthma; HAY fever; urticaria; and rhinitis; and also in veterinary applications. Tripelennamine is administered by various routes, including topically. [PubChem]

Used

Used for the symptomatic relief of hypersensitivity reactions, coughs, and the common cold.

Mechanism Of Action

Tripelennamine binds to the histamine H1 receptor. This blocks the action of endogenous histamine, which subsequently leads to temporary relief of the negative symptoms brought on by histamine.

Dosage

Form Route Strength
Cream topical 1.00 %
Tablet oral 50 mg
Cream topical 2 %
Cream vaginal 2 %

Pharmacodynamics

Used to treat the effects of colds and allergies. Tripelennamine is an antihistamine. Histamine, acting on H1-receptors, produces pruritis, vasodilatation, hypotension, flushing, headache, tachycardia, and bronchoconstriction. Histamine also increases vascular permeability and potentiates pain. Tripelennamine is a histamine H1 antagonist. It competes with histamine for the normal H1-receptor sites on effector cells of the gastrointestinal tract, blood vessels and respiratory tract. It provides effective, temporary relief of sneezing, watery and itchy eyes, and runny nose due to hay fever and other upper respiratory allergies.

Toxic Effect

Symptoms of overdose include clumsiness or unsteadiness, convulsions, drowsiness, dryness of mouth, nose, or throat, feeling faint, flushing or redness of face, hallucinations, muscle spasms (especially of neck and back), restlessness, shortness of breath or troubled breathing, shuffling walk, tic-like movements of head and face, trembling and shaking of hands and trouble in sleeping.

Metabolism

Hepatic

Absorption

Well absorbed in the digestive tract.

Chemical Classification

This compound belongs to the class of organic compounds known as phenylmethylamines. These are compounds containing a phenylmethtylamine moiety, which consists of a phenyl group substituted by an methanamine.

Phenylmethylamines

Organic compounds

Benzenoids

Benzene and substituted derivatives

Phenylmethylamines

Salt : Tripelennamine Hydrochloride

Chemical Name

PBZ

Brands

name Dosage form Country
Bug Bite Balm cream Canada
Pyribenzamine Tab 50mg tablet Canada
Vagin-x cream Canada
Vaginex W Tripelennamine Crm 2% cream Canada

Calculated Property

kind Value Source
logP 3.05 ALOGPS
logS -1.9 ALOGPS
Water Solubility 2.84e+00 g/l ALOGPS
logP 3.2 ChemAxon
IUPAC Name N-benzyl-N-[2-(dimethylamino)ethyl]pyridin-2-amine ChemAxon
Traditional IUPAC Name tripelennamine ChemAxon
Molecular Weight 255.358 ChemAxon
Monoisotopic Weight 255.173547687 ChemAxon
SMILES CN(C)CCN(CC1=CC=CC=C1)C1=CC=CC=N1 ChemAxon
Molecular Formula C16H21N3 ChemAxon
InChI InChI=1S/C16H21N3/c1-18(2)12-13-19(16-10-6-7-11-17-16)14-15-8-4-3-5-9-15/h3-11H,12-14H2,1-2H3 ChemAxon
InChIKey InChIKey=UFLGIAIHIAPJJC-UHFFFAOYSA-N ChemAxon
Polar Surface Area (PSA) 19.37 ChemAxon
Refractivity 81.27 ChemAxon
Polarizability 29.86 ChemAxon
Rotatable Bond Count 6 ChemAxon
H Bond Acceptor Count 3 ChemAxon
H Bond Donor Count 0 ChemAxon
pKa (strongest basic) 8.76 ChemAxon
Physiological Charge 1 ChemAxon
Number of Rings 2 ChemAxon
Bioavailability 1 ChemAxon
Rule of Five 1 ChemAxon
Ghose Filter 1 ChemAxon
MDDR-Like Rule 0 ChemAxon

Affected organism

Humans and other mammals

Target within organism

  • Histamine H1 receptor : in Human