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59-33-6

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

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

Uses

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

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.

Consensus Reports

Reported in EPA TSCA Inventory.

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

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 .