Pyrilamine Maleate Salt - ≥98% , Histamine H1 receptor antagonist, CAS No.59-33-6, Histamine H1 receptor antagonist

CAS: 59-33-6 Cat. No.: P134696 Molecular Weight: 401.46 EC Number: 200-422-7 PubChem CID: 5284451

GRADE & PURITY ≥98%

Synonyms

Mepyramine maleate | Pyrilamine maleate salt | N-(4-Methoxyphenyl)methyl-N',N'-dimethyl-N-(2-pyridinyl)-1,2-ethanediamine Maleate

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Mepyramine maleate, a first generation antihistamine, is an antagonist of histamine H1 receptor, with Kds of 0.8 nM, 5200 nM and >3000 nM for H1, H2, and H3 receptor, respectively, and a pKd of 9.4 for H1 receptor.

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

Specifications

Synonyms

Mepyramine maleate | Pyrilamine maleate salt | N-(4-Methoxyphenyl)methyl-N', N'-dimethyl-N-(2-pyridinyl)-1, 2-ethanediamine Maleate

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

H1 histamine receptor antagonist.Selective H 1 receptor inverse agonist (K i = 0.4 nM). Blood-brain barrier permeable. Shows antihistaminergic action. Additionally, inhibits histamine-induced inositol phosphate production and intracellular calcium mobiliz

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

ANTAGONIST

Mechanism of action

Histamine H1 receptor antagonist

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504763488
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763488
• Canonical Smiles: CN(C)CCN(CC1=CC=C(C=C1)OC)C2=CC=CC=N2.C(=CC(=O)O)C(=O)O
• IUPAC Name: (Z)-but-2-enedioic acid;N'-[(4-methoxyphenyl)methyl]-N,N-dimethyl-N'-pyridin-2-ylethane-1,2-diamine
• InChIKey: 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-
• Isomeric SMILES: CN(C)CCN(CC1=CC=C(C=C1)OC)C2=CC=CC=N2.C(=C\C(=O)O)\C(=O)O
• WGK Germany: 3
• RTECS: UT1225000
• Alternate CAS: 91-84-9
• PubChem CID: 5284451
• Molecular Weight: 401.46

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass Benzylamines

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: Benzylamines
• Intermediate Tree Nodes: Not available
• Direct Parent: 2-benzylaminopyridines
• Alternative Parents: Phenoxy compounds Methoxybenzenes Anisoles Dialkylarylamines Alkyl aryl ethers Aminopyridines and derivatives Unsaturated fatty acids Imidolactams Dicarboxylic acids and derivatives Heteroaromatic compounds Trialkylamines Carboxylic acids Azacyclic compounds Carbonyl compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds
• Molecular Framework: Not available
• Substituents: 2-benzylaminopyridine - Phenoxy compound - Anisole - Phenol ether - Dialkylarylamine - Methoxybenzene - Alkyl aryl ether - Aminopyridine - Dicarboxylic acid or derivatives - Pyridine - Unsaturated fatty acid - Imidolactam - Fatty acid - Fatty acyl - Heteroaromatic compound - Tertiary aliphatic amine - Tertiary amine - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Carboxylic acid - Ether - Organopnictogen compound - Organonitrogen compound - Organic nitrogen compound - Organooxygen compound - Organic oxide - Amine - Hydrocarbon derivative - Carbonyl group - Organic oxygen compound - Aromatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as 2-benzylaminopyridines. These are aromatic compounds containing pyridine ring substituted at the 2-position by a benzylamine group.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

CYP2D6 Tclin Cytochrome P450 2D6 (0 Activities)

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CYP3A4 Tclin Cytochrome P450 3A4 (0 Activities)

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HRH1 Tclin Histamine H1 receptor (0 Activities)

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SLC6A3 Tclin Sodium-dependent dopamine transporter (0 Activities)

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SLC6A4 Tclin Sodium-dependent serotonin transporter (0 Activities)

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SIGMAR1 Tclin Sigma non-opioid intracellular receptor 1 (0 Activities)

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KCNH2 Tclin Potassium voltage-gated channel subfamily H member 2 (0 Activities)

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KCNH2 Tclin HERG (29587 Activities)

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APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)

Discover Target: APEX1

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EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)

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TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

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ERG Tbio Transcriptional regulator ERG (5589 Activities)

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SMN1 Tchem Survival motor neuron protein (34246 Activities)

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BLM Tchem Bloom syndrome protein (4248 Activities)

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GMNN Tbio Geminin (128009 Activities)

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PMP22 Tbio Peripheral myelin protein 22 (699 Activities)

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SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)

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CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)

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SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)

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GLS Tchem Glutaminase kidney isoform, mitochondrial (16997 Activities)

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KPNB1 Tbio Importin subunit beta-1/Snurportin-1 (25097 Activities)

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Associated Targets(non-human)

ampC Beta-lactamase AmpC (62480 Activities)

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Plasmodium falciparum (966862 Activities)

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Cavia porcellus (23802 Activities)

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Canis familiaris (36305 Activities)

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Mus musculus (284745 Activities)

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Rattus norvegicus (775804 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly)；Soluble in water at 100mg/ml
• Sensitivity: light sensitive；Moisture sensitive
• Melt Point(°C): 100°C-104°C
• Molecular Weight: 401.500 g/mol
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 9
• Exact Mass: 401.195 Da
• Monoisotopic Mass: 401.195 Da
• Topological Polar Surface Area: 103.000 Ų
• Heavy Atom Count: 29
• Formal Charge: 0
• Complexity: 396.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 2

XLogP3

References

1. Sujuan Sun, Junqing Yang, Gang-Gang Yang, Xiaoxiao Wang, Xinya Han.  (2025)  Cyclodextrin reduced Fe(III) nanozyme-based colorimetric and photothermal dual-mode assay for early monitoring meat freshness by sensitive detection of hypoxanthine.  FOOD CHEMISTRY,      [PMID:40147277] [10.1016/j.foodchem.2025.143917]