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Merck

P5514

Pyrilamine maleate salt

Synonym(s):

Mepyramine maleate salt, N-(4-Methoxyphenyl)methyl-N′,N′-dimethyl-N-(2-pyridinyl)-1,2-ethanediamine maleate salt

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About This Item

Empirical Formula (Hill Notation):
C17H23N3O · C4H4O4
CAS Number:
59-33-6
Molecular Weight:
401.46
NACRES:
NA.77
PubChem Substance ID:
24277797
UNSPSC Code:
12352116
EC Number:
200-422-7
MDL number:
MFCD00069333
Form:
powder
Quality level:
100

Key Documents

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InChI key

JXYWFNAQESKDNC-BTJKTKAUSA-N

InChI

1S/C17H23N3O.C4H4O4/c1-19(2)12-13-20(17-6-4-5-11-18-17)14-15-7-9-16(21-3)10-8-15;5-3(6)1-2-4(7)8/h4-11H,12-14H2,1-3H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

SMILES string

OC(=O)\C=C/C(O)=O.COc1ccc(CN(CCN(C)C)c2ccccn2)cc1

form

powder

originator

Watson

Quality Level

100

Gene Information

human ... HRH1(3269)

Application

Pyrilamine maleate salt has been used:
  • to treat Cassiopea sp. as H1 receptor antagonist
  • to intraperitoneally inject mice to prevent the release of endogenous histamine
  • in membrane binding assay to determine the Ki values and in the comparative inhibitory concentration (IC50) studies by whole-cell patch clamp technique

Biochem/physiol Actions

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

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 Watson. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCM6561
MKCJ3261
MKCD6803
MKCB4832
SLBC1954V

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The [3H] dofetilide binding assay is a predictive screening tool for hERG blockade and proarrhythmia: Comparison of intact cell and membrane preparations and effects of altering [K+] o
Diaz GJ, et al.
Journal of Pharmacological and Toxicological Methods, 50(3), 187-199 (2004)
Physical and biological properties of pyrilamine.
T J Haley
Journal of pharmaceutical sciences, 72(1), 3-12 (1983-01-01)
S Y Yeh
Synapse (New York, N.Y.), 32(4), 301-311 (1999-05-20)
Various effects of chlorpheniramine (CPA), diphenhydramine (DIPH), tripelennamine (TRIP), and pyrilamine (PYRI) on fenfluramine (FEN)-induced depletion of serotonin in the brain of rats were observed to be dependent on body temperature. Levels of 5-HT and 5-HIAA in the frontal cortex
The jellyfish Cassiopea exhibits a sleep-like state
Nath RD, et al.
Current Biology, 27(19), 2984-2990 (2017)
Evaluating Vascular Hyperpermeability-inducing Agents in the Skin with the Miles Assay
Brash JT, et al.
Journal of Visualized Experiments, 27(136), e57524-e57524 (2018)
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