ChemicalBook--->CAS DataBase List--->58581-89-8

58581-89-8

58581-89-8 Structure

58581-89-8 Structure
IdentificationMore
[Name]

Azelastine
[CAS]

58581-89-8
[Synonyms]

AZELASTINE
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
-4-yl)-
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
Azeptin:Rhino1ast
2-(Hexahydro-1-methyl-1H-azepin-4-yl)-4-[(4-chlorophenyl)methyl]phthalazin-1(2H)-one
4-(p-Chlorobenzyl)-2-(1-methylhexahydro-1H-azepin-4-yl)phthalazin-1(2H)-one
4-(p-Chlorobenzyl)-2-(hexahydro-1-methyl-1H-azepin-4-yl)-1(2H)-phthalazinone
[EINECS(EC#)]

253-720-4
[Molecular Formula]

C22H24ClN3O
[MDL Number]

MFCD00242781
[Molecular Weight]

381.9
[MOL File]

58581-89-8.mol
Chemical PropertiesBack Directory
[Melting point ]

111 - 115°C
[Boiling point ]

533.9±60.0 °C(Predicted)
[density ]

1.1505 (rough estimate)
[refractive index ]

1.5790 (estimate)
[storage temp. ]

2-8°C
[solubility ]

Chloroform (Slightly), DMSO (Slightly, Heated), Methanol (Slightly)
[form ]

Solid
[pka]

pKa 9.82(H2O t=25 I=0.025) (Uncertain)
[color ]

White to Off-White
[BCS Class]

1?
[Stability:]

Stable under recommended storage conditions., Stable Under Recommended Storage C
[InChI]

InChI=1S/C22H24ClN3O/c1-25-13-4-5-18(12-14-25)26-22(27)20-7-3-2-6-19(20)21(24-26)15-16-8-10-17(23)11-9-16/h2-3,6-11,18H,4-5,12-15H2,1H3
[InChIKey]

MBUVEWMHONZEQD-UHFFFAOYSA-N
[SMILES]

C1(=O)C2=C(C=CC=C2)C(CC2=CC=C(Cl)C=C2)=NN1C1CCCN(C)CC1
[CAS DataBase Reference]

58581-89-8(CAS DataBase Reference)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Acetophenone-->Hydrazine sulfate-->3-Methoxypropionic acid-->Diphenylmethane-->1-Methylpyrrolidine-->4-(4-Chloro-benzyl)-2H-phthalazin-1-one
Safety DataBack Directory
[Hazardous Substances Data]

58581-89-8(Hazardous Substances Data)
[Toxicity]

LD50 orl-rat: 310 mg/kg ARZNAD 31,1184,81
Hazard InformationBack Directory
[Description]

Azelastine has potent, long-lasting histamine H1-receptor blocking activity and several other interesting anti-inflammatory properties related to its antiallergic efficacy .
[Uses]

anesthetic, anticonvulsant
[Definition]

ChEBI: A phthalazine compound having an oxo substituent at the 1-position, a 1-methylazepan-4-yl group at the 2-position and a 4-chlorobenzyl substituent at the 4-position.
[Brand name]

Astelin (Medpointe); Optivar (Medpointe).
[Clinical Use]

Azelastine, although not a close structural analogue to the benzimidazoles, has some structural similarities to them. It is used as a nasal spray for allergic rhinitis and as eye drops for allergic conjunctivitis.Like olopatadine, azelastine also stabilizes mast cells, preventing degranulation and subsequent release of histamine, leukotrienes, and PGD2. It is available in Europe for systemic use in the treatment of asthma and seasonal allergies. Besides antihistaminic effects, it also may block release of histamine and other inflammatory mediators from mast cells. When administered orally, the N-dealkylated metabolite appears to contribute significantly to its pharmacological effects.
[Safety Profile]

Poison by ingestion,subcutaneous, intravenous, and intraperitoneal routes.Experimental reproductive effects. When heated todecomposition it emits toxic fumes of NOx and Cl- .
Spectrum DetailBack Directory
[Spectrum Detail]

Azelastine(58581-89-8)1HNMR
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