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Mepyramine maleate
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Name

Mepyramine maleate

 EINECS 200-422-7
CAS No. 59-33-6 Density N/A
PSA 103.20000 LogP 2.37020
Solubility Soluble in water at 100mg/ml Melting Point 101-103 °C
Formula C17H23N3O•C4H4O4 Boiling Point 423.8 °C at 760 mmHg
Molecular Weight 401.462 Flash Point 210.1 °C
Transport Information N/A Appearance solid
Safety 26-36/37 Risk Codes 22-36/37/38
Molecular Structure Molecular Structure of 59-33-6 (PYRILAMINE MALEATE) Hazard Symbols HarmfulXn
Synonyms

1,2-Ethanediamine, N1-[(4-methoxyphenyl)methyl]-N2,N2-dimethyl-N1-2-pyridinyl-, (2Z)-2-butenedioate (1:1);ANTHISAN;histosol;N-(4-Methoxybenzyl)-N',N'-dimethyl-N-(2-pyridinyl)-1,2-ethanediamine (2Z)-2-butenedioate (1:1);N-(4-Methoxybenzyl)-N',N'-dimethyl-N-(pyridin-2-yl)ethane-1,2-diamine (2Z)-but-2-enedioate (1:1);N-(4-methoxybenzyl)-N',N'-dimethyl-N-pyridin-2-ylethane-1,2-diamine (2Z)-but-2-enedioate;N-[(4-Methoxyphenyl)methyl]-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine (2Z)-2-Butenedioate (1:1);N-p-Methoxybenzyl-N',N'-dimethyl-N-a-pyridylethylenediamine Maleate;Thylogen;

 

Mepyramine maleate Synthetic route

59-33-6

mepyramine maleate

N-(4-hydroxybenzyl)-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine maleate

Conditions
ConditionsYield
With sodium methylate In methanol; dimethyl sulfoxide for 96h; Heating;57%

potassium pentacyanonitrosylchromate(III) monohydrate

59-33-6

mepyramine maleate

{Cr(NO)(CN)2(mepyramine maleate)2(H2O)}

Conditions
ConditionsYield
With CH3COOH In acetic acid byproducts: CH3COOK, H2O, HCN; aq. acetic acid; 20-30 min, 80°C; CO2 bubbled (few h) to remove HCN; ppt. washed (H2O repeatedly; ethanol); dried (vac., over silica gel, room temp., to const. wt.); elem.anal.;53%
59-33-6

mepyramine maleate

109912-26-7

iodomepyramine

Conditions
ConditionsYield
With 3-chloro-benzenecarboperoxoic acid; sodium iodide In acetic acid at 22℃; for 1.5h;47%

pentaisothiocyanatonitrosylchromate(I)

59-33-6

mepyramine maleate

Cr(NO)(NCS)2(C17H23N3O)2(H2O)*2C4H4O4

Conditions
ConditionsYield
In acetic acid aq. acetic acid; shaking, reflux (80°C, 1-2 h), ice cooling, pptn.; filtration, washing (CH3COOH(aq.), water), drying (vac., room temp.); elem. anal.;40%
59-33-6

mepyramine maleate

109912-27-8

N-(4-hydroxy-3,5-di-iodobenzyl)-N',N'-dimethyl-N-2-pyridinyl-1,2-ethanediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 57 percent / sodium methoxide / methanol; dimethylsulfoxide / 96 h / Heating
2: iodine, potassium iodide, 30percent aq. methylamine / H2O / 1.) 10 deg C, 3 h, 2.) 23 deg C, 10 h
View Scheme

Mepyramine maleate Chemical Properties

Product Name: Pyrilamine maleate (CAS NO.59-33-6)


Molecular Formula: C21H27N3O5
Molecular Weight: 401.46g/mol
Mol File: 59-33-6.mol
Einecs: 200-422-7
Appearance: White crystals or powder
Melting Point: 100-101ºC
Boiling point: 423.8 °C at 760 mmHg
Storage Temperature: 2-8°C
Flash Point: 210.1 °C
Water Solubility: Appreciable
Stability: Stability Combustible. Incompatible with strong oxidizing agents.
Enthalpy of Vaporization: 67.82 kJ/mol
Vapour Pressure: 2.17E-07 mmHg at 25°C
H-Bond Donor: 2
H-Bond Acceptor: 8
Product Categories: Histamine receptor

Mepyramine maleate Uses

 Pyrilamine maleate (CAS NO.59-33-6) is used as bulk pharmaceutical (antihistaminic).

Mepyramine maleate Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child LDLo oral 42mg/kg (42mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA

GASTROINTESTINAL: NAUSEA OR VOMITING		 Lancet. Vol. 2, Pg. 809, 1952.
guinea pig LD50 intravenous 24400ug/kg (24.4mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 113, Pg. 313, 1958.
guinea pig LD50 subcutaneous 44mg/kg (44mg/kg)   Annales Pharmaceutiques Francaises. Vol. 20, Pg. 463, 1962.
mouse LD50 intraperitoneal 100mg/kg (100mg/kg)   Planta Medica. Vol. 42, Pg. 75, 1981.
mouse LD50 intravenous 23mg/kg (23mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 155, Pg. 47, 1965.
mouse LD50 oral 220mg/kg (220mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 155, Pg. 47, 1965.
mouse LD50 subcutaneous 141mg/kg (141mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 940, 1964.
rat LD50 oral 513mg/kg (513mg/kg)   Toxicology and Applied Pharmacology. Vol. 1, Pg. 42, 1959.
rat LDLo subcutaneous 150mg/kg (150mg/kg) BEHAVIORAL: TREMOR Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales. Vol. 144, Pg. 887, 1950.
women TDLo oral 200mg/kg (200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: OTHER CHANGES

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION		 JAMA, Journal of the American Medical Association. Vol. 257, Pg. 660, 1987.

Mepyramine maleate Consensus Reports

Reported in EPA TSCA Inventory.

Mepyramine maleate 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.
Safety Information of Pyrilamine maleate (CAS NO.59-33-6):
Hazard Codes: Xn
Risk Statements: 22-36/37/38 
22:  Harmful if swallowed
36:  Irritating to the eyes 
37:  Irritating to the respiratory system 
38:  Irritating to the skin 
Safety Statements: 26-36/37
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36:  Wear suitable protective clothing  
37:  Wear suitable gloves

Mepyramine maleate Specification

 Pyrilamine maleate ,its CAS NO. is 59-33-6,the synonyms is Mepyramine maleate ; Mepyramine maleate salt ; 2-[(2-Dimethylaminoethyl)(p-methoxybenzyl)amino]pyridine maleate ; Pyrilamine maleate ; Pyrilamine maleate salt ; Pyranisamine maleate ; n-(P-methoxybenzyl)-n',n'-dimethyl-n-2-pyridylethylenediamine maleate ; n-[4-Methoxy-phenyl]methyl-n',n'-dimethyl-n[2-pyridinyl]-1,2-ethanediamine maleate salt .

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