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HomeProduct name listPYRILAMINE MALEATE

PYRILAMINE MALEATE

Synonym(s):Mepyramine maleate salt;N-(4-Methoxyphenyl)methyl-N′,N′-dimethyl-N-(2-pyridinyl)-1,2-ethanediamine maleate salt;Pyrilamine maleate salt

  • CAS NO.:59-33-6
  • Empirical Formula: C21H27N3O5
  • Molecular Weight: 401.46
  • MDL number: MFCD00069333
  • EINECS: 200-422-7
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-01 13:17:44
PYRILAMINE MALEATE Structural

What is PYRILAMINE MALEATE?

Description

Mepyramine is a first generation antihistamine that acts as an inverse agonist at the histamine H1 receptor. It is reported to bind with high affinity to a Gq/11 protein-coupled form of the receptor and to promote a G protein-coupled inactive state of the H1 receptor that interferes with the Gq/11-mediated signaling of the endogenously expressed receptor, as well as to reduce G protein availability for other non-related receptors associated with this signaling pathway. Mepyramine has been shown to inhibit histamine-induced inositol phosphate production with a log EC50 value of -7.94.

Chemical properties

solid

The Uses of PYRILAMINE MALEATE

Pyrilamine maleate Selective inverse agonist for the H-1 histamine receptor. Pyrilamine Maleate is commonly utilized as a radioligand ([3H]Mepyramine) binding assay for the H1 receptor. And also used to exhibit blocking ability of KCNQ/M channels which is potentially related to an adverse effect seen in excess intake of antihistamines.

The Uses of PYRILAMINE MALEATE

Mepyramine maleate is used as bulk pharmaceutical (antihistaminic). Product Data Sheet

The Uses of PYRILAMINE MALEATE

A histamine H1 receptor antagonist

What are the applications of Application

Mepyramine maleate is a histamine H1 receptor antagonist

brand name

Histavet-P [Veterinary] (Schering-Plough Animal Health); Pymafed (HoechstRoussel).

General Description

White crystals or powder. Melting point 100-101°C. Bitter saline taste. An antihistaminic medicine.

General Description

Pyrilamine, 2-[4-methoxybenzyl[2-dimethylamino)ethyl]-amino]pyridine, is available as theacid maleate salt (1:1), which is a white crystalline powderwith a faint odor and a bitter, saline taste. The salt is solublein water (1:0.4) and freely soluble in alcohol. A 10% solutionhas a pH of approximately 5. At a pH of 7.5 or above,the free base begins to precipitate.
Pyrilamine differs structurally from tripelennamine byhaving a methoxy group in the para position of the benzylradical. It differs from its more toxic and less potent precursorphenbenzamine (Antergan) by having a 2-pyridyl groupon the nitrogen atom in place of a phenyl group.
Clinically, pyrilamine and tripelennamine are consideredamong the less potent antihistaminics. They are highly potent,however, in antagonizing histamine-induced contractionsof guinea pig ileum. Because of the pronounced localanesthetic action, the drug should not be chewed, but takenwith food.

Air & Water Reactions

Water soluble.

Reactivity Profile

PYRILAMINE MALEATE is an acidic salt of an amine. Usually does not react as either oxidizing agents or reducing agents but such behavior is not impossible. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.

Health Hazard

SYMPTOMS: Symptoms of exposure to PYRILAMINE MALEATE may include drowsiness, potentiation of the sedative effect of barbituates, fatigues, vertigo, incoordination, tremor, muscle weakness, dryness of the mouth and throat, tinnitus, pupillary dilation, blurred vision, urinary retention, impotence, epigastric and intestinal pain, anorexia, nausea, vomiting, diarrhea, excitation, euphoria, insomnia, nervousness, palpitation, tachycardia, hypotension, hypersensitivity reactions, respiratory depression, coma and delirium.

Fire Hazard

Flash point data for PYRILAMINE MALEATE are not available, however PYRILAMINE MALEATE is probably combustible.

Biological Activity

Selective inverse agonist for the H 1 receptor. Inhibits histamine induced inositol phosphate (InsP) production (log EC50 = -7.94) and intracellular calcium mobilization. Sequesters G q/11 protein, reducing its availability for other receptors associated with the same signaling pathway.

Biochem/physiol Actions

Pyrilamine maleate is a H1 histamine receptor antagonist. Pyrilamine maleate induces sleep in vertebrates. In Cassiopea, it induces concentration dependent dormancy.

Safety Profile

A human poison by ingestion. An experimental poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Experimental reproductive effects. Questionable carcinogen with experimental tumorigenic data. Mutation data reported. An antihistamine. When heated to decomposition it emits toxic fumes of NOx.

Veterinary Drugs and Treatments

Antihistamines are used in veterinary medicine to reduce or help prevent histamine mediated adverse effects; predominantly used in horses.

storage

Room temperature

Properties of PYRILAMINE MALEATE

Melting point: 101-103°C
storage temp.  2-8°C
solubility  Very soluble in water, freely soluble in ethanol (96 per cent).
form  neat
form  Solid
color  White
Water Solubility  Soluble in water at 100mg/ml
λmax 310nm(EtOH)(lit.)
Merck  14,7984
Stability: Stability Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference 59-33-6(CAS DataBase Reference)
EPA Substance Registry System Pyrilamine maleate (59-33-6)

Safety information for PYRILAMINE MALEATE

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for PYRILAMINE MALEATE

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