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P5514

Sigma-Aldrich

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
EC Number:
200-422-7
MDL number:
MFCD00069333
UNSPSC Code:
12352116
PubChem Substance ID:
24277797
NACRES:
NA.77

form

powder

Quality Level

100

originator

Watson

SMILES string

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

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-

InChI key

JXYWFNAQESKDNC-BTJKTKAUSA-N

Gene Information

human ... HRH1(3269)

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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.

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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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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)
Physical and biological properties of pyrilamine.
T J Haley
Journal of pharmaceutical sciences, 72(1), 3-12 (1983-01-01)
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)
Zane Stromberga et al.
Scientific reports, 9(1), 3899-3899 (2019-03-09)
The mechanisms underlying bladder contractile disorders such as overactive bladder are not fully understood, and there is limited understanding of the receptor systems modulating spontaneous bladder contractions. We investigated the potential for histamine to have a role in mediating contractility
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