Azelastine supplier | CasNO.58581-89-8

Name
Azelastine
EINECS 253-720-4
CAS No. 58581-89-8
Article Data7
CAS DataBase
Density 1.25 g/cm³
Solubility
Melting Point
Formula C₂₂H₂₄ClN₃O
Boiling Point 533.9 °C at 760 mmHg
Molecular Weight 381.905
Flash Point 276.7 °C
Transport Information
Appearance white crystal powder
Safety
Risk Codes R50/53; R23/25
Molecular Structure
Hazard Symbols N,T
Synonyms 4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)-phthalazin-1-one;
PSA 38.13000
LogP 4.23540

Synthetic route

: 53242-88-9
4-[(4-chlorophenyl)methyl]-1(2H)-phthalazinone

: 2-(2-chloroethyl)-1-methylpyrrolidine hydrochloride

A: 4-(p-Chlorbenzyl)-2-<2-(N-methylpyrrolidin-2-yl)-ethyl>-1(2H)-phthalazinon

B: 58581-89-8
azelastine

Conditions

Conditions	Yield
With sodium hydroxide at 70℃; for 1h; Yield given;

...Expand

: 53242-76-5
2‐(4-chlorophenylacetyl)benzoic acid

: 2-Benzoyl-1-(hexahydro-1-methyl-1H-azepin-4-yl)hydrazin-hydrochlorid

: 58581-89-8
azelastine

Conditions

Conditions	Yield
With hydrogenchloride; potassium hydroxide 1.) reflux, 3 h, 2.) methanol, reflux, 2 h; Yield given. Multistep reaction;

: 1878-66-6
4-chlorophenylacetic Acid

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: CH3COONa / 3 h / 245 - 250 °C 2: aq. NaOH / 2 h / Heating 3: 1.) 23percent aq. HCl, 2.) KOH / 1.) reflux, 3 h, 2.) methanol, reflux, 2 h View Scheme
Multi-step reaction with 4 steps 1: CH3COONa / 3 h / 245 - 250 °C 2: aq. NaOH / 2 h / Heating 3: 90 percent / hydrazine sulfate, aq. NaOH / 2 h / Heating 4: aq. NaOH / 1 h / 70 °C View Scheme

: 1859-33-2
1-methyl-1,2,3,5,6,7-hexahydroazepin-4-one

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 2.) NaBH4 / 1.) CH3OH, room temp. 2: 1.) 23percent aq. HCl, 2.) KOH / 1.) reflux, 3 h, 2.) methanol, reflux, 2 h View Scheme
Multi-step reaction with 3 steps 1.1: potassium hydroxide / water / 1 h / 25 - 35 °C 1.2: 2 h / 0 - 10 °C 2.1: tetrahydrofuran / 1 h / 0 - 10 °C / Reflux 3.1: hydrogenchloride / 2 h / 20 °C / Reflux 3.2: 2 h / Reflux View Scheme
Multi-step reaction with 3 steps 1.1: potassium hydroxide / water / 1 h / 25 - 35 °C 1.2: 2 h / 0 - 10 °C 2.1: tetrahydrofuran / 1 h / 0 - 10 °C / Reflux 3.1: hydrogenchloride / 2 h / 20 °C / Reflux 3.2: 2 h / Reflux View Scheme
Multi-step reaction with 3 steps 1.1: potassium hydroxide / water / 1 h / 25 - 35 °C 1.2: 2 h / 0 - 10 °C 2.1: acetonitrile / 1 h / 0 - 10 °C / Reflux 3.1: hydrogenchloride / 2 h / 20 °C / Reflux 3.2: 2 h / Reflux View Scheme

: 85-44-9
phthalic anhydride

3-<2-carboxy-phenyl>-pyridine-carboxylic acid-(2): 3-<2-carboxy-phenyl>-pyridine-carboxylic acid-(2)

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: CH3COONa / 3 h / 245 - 250 °C 2: aq. NaOH / 2 h / Heating 3: 1.) 23percent aq. HCl, 2.) KOH / 1.) reflux, 3 h, 2.) methanol, reflux, 2 h View Scheme
Multi-step reaction with 4 steps 1: CH3COONa / 3 h / 245 - 250 °C 2: aq. NaOH / 2 h / Heating 3: 90 percent / hydrazine sulfate, aq. NaOH / 2 h / Heating 4: aq. NaOH / 1 h / 70 °C View Scheme

: 105279-16-1
(Z)-3-(4-chlorophenyl)methylidenephthalide

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH / 2 h / Heating 2: 1.) 23percent aq. HCl, 2.) KOH / 1.) reflux, 3 h, 2.) methanol, reflux, 2 h View Scheme
Multi-step reaction with 3 steps 1: aq. NaOH / 2 h / Heating 2: 90 percent / hydrazine sulfate, aq. NaOH / 2 h / Heating 3: aq. NaOH / 1 h / 70 °C View Scheme

: 53242-76-5
2‐(4-chlorophenylacetyl)benzoic acid

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 90 percent / hydrazine sulfate, aq. NaOH / 2 h / Heating 2: aq. NaOH / 1 h / 70 °C View Scheme

: 1H-azepine, 4-hydrazinohexahydro-1-methyl, dihydrochloride

: 53242-76-5
2‐(4-chlorophenylacetyl)benzoic acid

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Stage #1: 1H-azepine, 4-hydrazinohexahydro-1-methyl, dihydrochloride; 2‐(4-chlorophenylacetyl)benzoic acid With sodium hydroxide In methanol; water for 4h; Heating / reflux; Stage #2: With hydrogenchloride In methanol; 2,8-dimethylnonan-5-one; water

: 79307-93-0
azelastine hydrochloride

: 58581-89-8
azelastine

Conditions

Conditions	Yield
With sodium hydroxide In water pH=10; Inert atmosphere;

: C14H23N3O(2+)*C4H2O4(2-)

: 53242-76-5
2‐(4-chlorophenylacetyl)benzoic acid

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Stage #1: C14H23N3O(2+)*C4H2O4(2-) With hydrogenchloride at 20℃; for 2h; Reflux; Stage #2: 2‐(4-chlorophenylacetyl)benzoic acid for 2h; Reflux;	8.1 g

: C14H23N3O(2+)*C4H2O4(2-)

: 53242-76-5
2‐(4-chlorophenylacetyl)benzoic acid

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Stage #1: C14H23N3O(2+)*C4H2O4(2-) With hydrogenchloride at 20℃; for 2h; Reflux; Stage #2: 2‐(4-chlorophenylacetyl)benzoic acid for 2h; Reflux;	7.5 g

: C14H21N3O

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 1 h / 0 - 10 °C / Reflux 2.1: hydrogenchloride / 2 h / 20 °C / Reflux 2.2: 2 h / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: tetrahydrofuran / 1 h / 0 - 10 °C / Reflux 2.1: hydrogenchloride / 2 h / 20 °C / Reflux 2.2: 2 h / Reflux View Scheme
Multi-step reaction with 2 steps 1.1: acetonitrile / 1 h / 0 - 10 °C / Reflux 2.1: hydrogenchloride / 2 h / 20 °C / Reflux 2.2: 2 h / Reflux View Scheme

: C14H23N3O(2+)*C4H4O4(2-)

: 53242-76-5
2‐(4-chlorophenylacetyl)benzoic acid

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Stage #1: C14H23N3O(2+)*C4H4O4(2-) With hydrogenchloride at 20℃; for 2h; Reflux; Stage #2: 2‐(4-chlorophenylacetyl)benzoic acid for 2h; Reflux;	8 g

: 613-94-5
benzoic acid hydrazide

: 58581-89-8
azelastine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: potassium hydroxide / water / 1 h / 25 - 35 °C 1.2: 2 h / 0 - 10 °C 2.1: tetrahydrofuran / 1 h / 0 - 10 °C / Reflux 3.1: hydrogenchloride / 2 h / 20 °C / Reflux 3.2: 2 h / Reflux View Scheme
Multi-step reaction with 3 steps 1.1: potassium hydroxide / water / 1 h / 25 - 35 °C 1.2: 2 h / 0 - 10 °C 2.1: tetrahydrofuran / 1 h / 0 - 10 °C / Reflux 3.1: hydrogenchloride / 2 h / 20 °C / Reflux 3.2: 2 h / Reflux View Scheme
Multi-step reaction with 3 steps 1.1: potassium hydroxide / water / 1 h / 25 - 35 °C 1.2: 2 h / 0 - 10 °C 2.1: acetonitrile / 1 h / 0 - 10 °C / Reflux 3.1: hydrogenchloride / 2 h / 20 °C / Reflux 3.2: 2 h / Reflux View Scheme

: 10273-89-9
2-(2-methylphenyl)pyridine

: 58581-89-8
azelastine

: C34H34N4O

Conditions

Conditions	Yield
With C17H24N5Ru(1+)*F6P(1-); potassium acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 35℃; for 72h; Inert atmosphere;	91%

: 58581-89-8
azelastine

: 79307-93-0
azelastine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In toluene Reflux;	87%

: 10365-98-7
3-methoxyphenylboronic acid

: 58581-89-8
azelastine

: 4-((3'-methoxy-[1,1'-biphenyl]-4-yl)methyl)-2-(1-methylazepan-4-yl)phthalazin-1(2H)-one

Conditions

Conditions	Yield
With 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene In methanol; N,N-dimethyl acetamide at 80℃; for 21h; Reagent/catalyst; Solvent; Inert atmosphere; Glovebox;	51%

: 100-58-3
phenylmagnesium bromide

: 58581-89-8
azelastine

: 103541-65-7
2-(1-benzylazepan-4-yl)-4-(4-chlorobenzyl)phthalazin-1(2H)-one

Conditions

Conditions	Yield
Stage #1: azelastine With 1,4-diaza-bicyclo[2.2.2]octane; tri(4-tolyl)aminium hexafluorophosphate In acetonitrile at -5℃; Inert atmosphere; Stage #2: phenylmagnesium bromide In tetrahydrofuran; acetonitrile at 0℃; Inert atmosphere; regioselective reaction;	25%

: 823-96-1
Trimethylboroxine

: 58581-89-8
azelastine

: C23H26ClN3O

Conditions

Conditions	Yield
With pentamethylcyclopentadienyl(benzene)cobalt(III) hexafluorophosphate; potassium carbonate; silver carbonate In 2-methyltetrahydrofuran at 100℃; for 16h; Inert atmosphere; Sealed tube;	25%

: 58581-89-8
azelastine

: Azelastine monohydrate

Conditions

Conditions	Yield
With water In ethanol Heating / reflux;

: 58581-89-8
azelastine

A: C22H24ClN3O

B: C22H24ClN3O

Conditions

Conditions	Yield
With mixed selector chiral stationary phase prepared with co-immobilized human serum albumin and cellulase on a poly(glycidylmethacrylate-co-ethylene glycol dimethacrylate) monolith In aq. phosphate buffer; isopropyl alcohol at 20℃; pH=7; Resolution of racemate;

Azelastine Chemical Properties

Chemical Name: Azelastine
IUPAC Name: 4-[(4-Chlorophenyl)methyl]-2-(1-methylazepan-4-yl)phthalazin-1-one
CAS No.: 58581-89-8
Molecular Formula: C₂₂H₂₄ClN₃O
Molecular Weight: 381.9 g/mol
Polar Surface Area: 35.91 Å²
Index of Refraction: 1.641
Molar Refractivity: 109.97 cm³
Molar Volume: 304.5 cm³
Surface Tension: 47.4 dyne/cm
Density: 1.25 g/cm³
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
Following is the structure of Azelastine (CAS NO.58581-89-8):

The chemical synonymous of Azelastine (CAS NO.58581-89-8) are 1(2h)-phthalazinone,4-((4-chlorophenyl)methyl)-2-(hexahydro-1-methyl-1h-azepin ; 4-(p-chlorobenzyl)-2-(hexahydro-1-methyl-1h-azepin-4-yl)-1-(2h)-phthalazinon ; AZELASTINE ; 1(2H)-Phthalazinone, 4-[(4-chlorophenyl)methyl]-2-(hexahydro-1-methyl-1H-azepin-4-yl)- ; 4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)-phthalazin-1-one ; CAS 790307-93-0 ; 4-[(4-chlorophenyl)methyl]-2-(hexahydro-1-methyl-1H-azepin-4-y1)-1(2H)-phthalazinone .

Azelastine Uses

Azelastine (CAS NO.58581-89-8) is used for bronchial asthma, nasalallergy treatment.and used as a nasal spray (Astelin or Astepro)for hay fever and as eye drops (Optivar) for allergicconjunctivitis.

Azelastine Toxicity Data With Reference

dog	LD50	intravenous	13700ug/kg (13.7mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) GASTROINTESTINAL: NAUSEA OR VOMITING	Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1184, 1981.
dog	LD50	oral	51300ug/kg (51.3mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) GASTROINTESTINAL: NAUSEA OR VOMITING	Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1184, 1981.
mouse	LD50	intramuscular	59700ug/kg (59.7mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
mouse	LD50	intraperitoneal	42800ug/kg (42.8mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1184, 1981.
mouse	LD50	intravenous	25400ug/kg (25.4mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
mouse	LD50	oral	124mg/kg (124mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1184, 1981.
mouse	LD50	subcutaneous	54200ug/kg (54.2mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD	Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1184, 1981.
rat	LD50	intramuscular	115mg/kg (115mg/kg)		Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
rat	LD50	intraperitoneal	43200ug/kg (43.2mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1184, 1981.
rat	LD50	intravenous	26900ug/kg (26.9mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1184, 1981.
rat	LD50	oral	310mg/kg (310mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1184, 1981.
rat	LD50	subcutaneous	59600ug/kg (59.6mg/kg)	PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Arzneimittel-Forschung. Drug Research. Vol. 31, Pg. 1184, 1981.

Azelastine Safety Profile

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. Experimental reproductive effects. When heated to decomposition it emits toxic fumes of NO_x and Cl⁻.

Azelastine Specification

Side effects of Azelastine (CAS NO.58581-89-8) 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.

Product Name

Azelastine

Synthetic route

Azelastine Chemical Properties

Azelastine Uses

Azelastine Toxicity Data With Reference

Azelastine Safety Profile

Azelastine Specification

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