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79307-93-0

Basic Information
CAS No.: 79307-93-0
Name: Azelastine hydrochloride
Article Data: 4
Molecular Structure:
Molecular Structure of 79307-93-0 (Azelastine hydrochloride)
Formula: C22H24ClN3O.HCl
Molecular Weight: 418.366
Synonyms: 1(2H)-Phthalazinone,4-[(4-chlorophenyl)methyl]-2-(hexahydro-1-methyl-1H-azepin-4-yl)-,monohydrochloride (9CI);A 5610;Allergodil;Astelin;Astepro;Azeptin;E 0659;Optivar;Rhinolast;W 2979M;
EINECS: 200-306-6
Density: 1.25 g/cm3
Melting Point: 225-229 °C
Boiling Point: 533.9 °C at 760 mmHg
Flash Point: 276.7 °C
Solubility: 13 g/L at 20 °C (insoluble in ethanol, ether)
Appearance: white crystalline powder
Hazard Symbols: Xn
Risk Codes: 22
PSA: 38.13000
LogP: 5.03740
Synthetic route
10273-89-9

2-(2-methylphenyl)pyridine

79307-93-0

azelastine hydrochloride

C34H34N4O

Conditions
ConditionsYield
With C17H24N5Ru(1+)*F6P(1-); potassium acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 35℃; for 72h; Inert atmosphere; Glovebox;90%
79307-93-0

azelastine hydrochloride

A

7-oxo-azelastine

B

2-oxo-azelastine

Conditions
ConditionsYield
With water; iodine; sodium hydrogencarbonate In tetrahydrofuran at 20℃; for 4h; chemoselective reaction;A 37%
B 6%
79307-93-0

azelastine hydrochloride

58581-89-8

azelastine

Conditions
ConditionsYield
With sodium hydroxide In water pH=10; Inert atmosphere;
79307-93-0

azelastine hydrochloride

103541-65-7

2-(1-benzylazepan-4-yl)-4-(4-chlorobenzyl)phthalazin-1(2H)-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: sodium hydroxide / water / pH 10 / Inert atmosphere
2.1: tri(4-tolyl)aminium hexafluorophosphate; 1,4-diaza-bicyclo[2.2.2]octane / acetonitrile / -5 °C / Inert atmosphere
2.2: 0 °C / Inert atmosphere
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Chemistry

Product Name: Azelastine hydrochloride (CAS NO: 79307-93-0)
IUPAC Name: 4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)phthalazin-1-onehydrochloride

Molecular formula: C22H25Cl2N3
Formula weight: 418.36
Melting point: 225-229°C
Flash Point: 276.7 °C 
Enthalpy of Vaporization: 81 kJ/mol 
Boiling Point: 533.9 °C at 760 mmHg 
Vapour Pressure: 1.77E-11 mmHg at 25°C
Chemical synonyms: a5610 ; azeptin;e-0659 ; w-2979m ; 4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)-phthalazin-1-one hydrochloride ; 4-[(4-Chlorophenyl)methyl]-2-(hexahydro-1-methyl-1H-azepin-4-yl)-1(2H)-phthalazinone Hydrochloride

Toxicity Data With Reference

1.    

orl-rat LD50:580 mg/kg

    KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),5231.
2.    

ivn-rat LD50:24,600 µg/kg

    KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),5231.
3.    

orl-mus LD50:143 mg/kg

    KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),5231.
4.    

ivn-mus LD50:25,400 µg/kg

    KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),5231.
5.    

orl-dog LD50:107 mg/kg

    KSRNAM    Kiso to Rinsho. Clinical Report. 20 (1986),5235.

Safety Profile

Poison by ingestion and intravenous routes. An experimental teratogen. Other experimental reproductive effects. When heated to decomposition it emits toxic fumes of NOx and HCl.

Specification

Side effects of azelastine nasal spray vary somewhat depending on the condition being treated. The most common side effects include bitter taste, headache, rhinitis, nose bleed, and somnolence. Adults being treated for vasomotor rhinitis may also experience dysesthesia and sinusitis. Additional side effects experienced by adults being treated for seasonal allergies include nasal burning, pharyngitis, dry mouth, paroxysmal sneezing, nausea, fatigue, dizziness, and weight gain. Additional side effect can include a slight mind alertness.