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    Chemistry

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    Also known as: Azelastine hcl, 79307-93-0, Optivar, Astelin, Allergodil, Rhinolast
    Molecular Formula
    C22H25Cl2N3O
    Molecular Weight
    418.4  g/mol
    InChI Key
    YEJAJYAHJQIWNU-UHFFFAOYSA-N
    FDA UNII
    0L591QR10I
    Azelastine Hydrochloride
    Azelastine Hydrochloride is the hydrochloride salt form of azelastine, a phthalazinone derivative with antihistaminergic activity. Azelastine hydrochloride competes with histamine for the H1 receptor, thereby diminishing the actions of histamine on effector cells and decreasing the histamine-mediated symptoms of allergic reaction, such as bronchoconstriction, vasodilation, increased capillary permeability and spasmodic contractions of gastrointestinal smooth muscle.
    1 2D Structure

    Azelastine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)phthalazin-1-one;hydrochloride
    2.1.2 InChI
    InChI=1S/C22H24ClN3O.ClH/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;1H
    2.1.3 InChI Key
    YEJAJYAHJQIWNU-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN1CCCC(CC1)N2C(=O)C3=CC=CC=C3C(=N2)CC4=CC=C(C=C4)Cl.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    0L591QR10I
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 4-((4-chlorophenyl)methyl)-2- (hexahydro-1-methyl-1h-azepin-4-yl)-1(2h)- Phthalazinone Hcl

    2. 4-(p-chlorobenzyl)-2-(n-methylperhydroazepinyl-(4))-1-(2h)-phthalazinone

    3. A 5610

    4. A-5610

    5. Afluon

    6. Allergodil

    7. Astelin

    8. Azelastine

    9. Azeptin

    10. Corifina

    11. Loxin

    12. Optilast

    13. Optivar

    14. Rhinolast

    15. Vividrin Akut Azelastin

    2.3.2 Depositor-Supplied Synonyms

    1. Azelastine Hcl

    2. 79307-93-0

    3. Optivar

    4. Astelin

    5. Allergodil

    6. Rhinolast

    7. Astepro

    8. Azeptin

    9. Azelastine (hydrochloride)

    10. 37932-96-0

    11. W-2979m

    12. 4-(4-chlorobenzyl)-2-(1-methylazepan-4-yl)phthalazin-1(2h)-one Hydrochloride

    13. A-5610

    14. E-0659

    15. Optilast

    16. 4-[(4-chlorophenyl)methyl]-2-(1-methylazepan-4-yl)phthalazin-1-one;hydrochloride

    17. Chebi:2951

    18. 0l591qr10i

    19. 4-(p-chlorobenzyl)-2-(hexahydro-1-methyl-1h-azepin-4-yl)-1(2h)-phthalazinone Monohydrochloride

    20. Ncgc00095173-01

    21. Dsstox_cid_25945

    22. Dsstox_rid_81243

    23. Dsstox_gsid_45945

    24. 1(2h)-phthalazinone, 4-((4-chlorophenyl)methyl)-2-(hexahydro-1-methyl-1h-azepin-4-yl)-, Monohydrochloride

    25. 4-[(4-chlorophenyl)methyl]-2-(hexahydro-1-methyl-1h-azepin-4-yl)phthalazin-1(2h)-one Hydrochloride

    26. Corifina

    27. Optilas

    28. (r)-azelastine Hcl

    29. (s)-azelastine Hcl

    30. 4-((4-chlorophenyl)methyl)-2-(hexahydro-1-methyl-1h-azepin-4-yl)phthalazin-1(2h)-one Hydrochloride

    31. Smr000469183

    32. Cas-79307-93-0

    33. Radethazin

    34. Zalastine

    35. Azep

    36. Sr-01000762975

    37. A 5610

    38. Astelin (tn)

    39. Einecs 253-720-4

    40. Azelastine Hydrochloride [usan:jan]

    41. Mfcd00242783

    42. Astepro Allergy

    43. Cpd000469183

    44. Schembl36770

    45. Mls001401427

    46. Mls006010756

    47. Spectrum1505340

    48. Unii-0l591qr10i

    49. Azelastine Hydrochloride- Bio-x

    50. Chembl1200809

    51. Dtxsid2045945

    52. Azelastine Hydrochloride (astelin)

    53. Bcpp000358

    54. Hms1922f04

    55. Pharmakon1600-01505340

    56. Bcp23404

    57. Hy-b0462

    58. Tox21_111469

    59. Azelastine Hydrochloride [mi]

    60. Ccg-40046

    61. Nsc758971

    62. Azelastine Hydrochloride (jp17/usp)

    63. Azelastine Hydrochloride [jan]

    64. Akos015895420

    65. Tox21_111469_1

    66. Ac-5498

    67. Azelastine Hydrochloride [usan]

    68. Bcp9000369

    69. Ccg-100841

    70. Nc00091

    71. W- 979m

    72. Azelastine Hydrochloride [mart.]

    73. Azelastine Hydrochloride [vandf]

    74. Azelastine Hydrochloride [usp-rs]

    75. Azelastine Hydrochloride [who-dd]

    76. Ncgc00095173-02

    77. Ncgc00177979-05

    78. Allergodil Pound>>azelastine Hydrochloride

    79. As-14079

    80. Ba164232

    81. Azelastine Hydrochloride, >=98% (hplc)

    82. Bcp0726000233

    83. Ft-0662380

    84. Ft-0662381

    85. S2552

    86. Sw197471-3

    87. Azelastine Hydrochloride [orange Book]

    88. Azelastine Hydrochloride [ep Monograph]

    89. Azelastine Hydrochloride [usp Monograph]

    90. C76537

    91. D00659

    92. Dymista Component Azelastine Hydrochloride

    93. 307a930

    94. Azelastine Hydrochloride Component Of Dymista

    95. Sr-01000762975-4

    96. Q27105897

    97. Azelastine Hydrochloride 1.0 Mg/ml In Methanol (as Free Base)

    98. 4-(4-chlorobenzyl)-2-(1-methylazepan-4-yl)-1-phthalazinone Hydrochloride

    99. Azelastine Hydrochloride, European Pharmacopoeia (ep) Reference Standard

    100. 4-(4-chlorobenzyl)-2-(1-methylazepan-4-yl)phthalazin-1(2h)-onehydrochloride

    101. 4-[(4-chlorophenyl)methyl]-2-(1-methyl-4-azepanyl)phthalazin-1-one Hydrochloride

    102. Azelastine Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

    103. Azelastine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 418.4 g/mol
    Molecular Formula C22H25Cl2N3O
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass417.1374678 g/mol
    Monoisotopic Mass417.1374678 g/mol
    Topological Polar Surface Area35.9 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity558
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 8  
    Drug NameAstelin
    PubMed HealthAzelastine (Into the nose)
    Drug ClassesNasal Agent
    Drug LabelAstelin (azelastine hydrochloride) Nasal Spray, 137 micrograms (mcg), is an antihistamine formulated as a metered-spray solution for intranasal administration. Azelastine hydrochloride occurs as a white, almost odorless, crystalline powder with a b...
    Active IngredientAzelastine hydrochloride
    Dosage FormSpray, metered
    RouteNasal
    Strengtheq 0.125mg base/spray
    Market StatusPrescription
    CompanyMeda Pharms

    2 of 8  
    Drug NameAstepro
    Drug LabelASTEPRO (azelastine hydrochloride) Nasal Spray 0.1%, 137 micrograms (mcg), is an antihistamine formulated as a metered-spray solution for intranasal administration. ASTEPRO (azelastine hydrochloride) Nasal Spray 0.15%, 205.5 micrograms (mcg), is form...
    Active IngredientAzelastine hydrochloride
    Dosage FormSpray, metered
    RouteNasal
    Strengtheq 0.1876mg base/spray
    Market StatusPrescription
    CompanyMeda Pharms

    3 of 8  
    Drug NameAzelastine hydrochloride
    Drug LabelASTEPRO (azelastine hydrochloride) Nasal Spray 0.1%, 137 micrograms (mcg), is an antihistamine formulated as a metered-spray solution for intranasal administration. ASTEPRO (azelastine hydrochloride) Nasal Spray 0.15%, 205.5 micrograms (mcg), is form...
    Active IngredientAzelastine hydrochloride
    Dosage FormSolution/drops; Spray, metered
    RouteNasal; Ophthalmic
    Strength0.05%; eq 0.125mg base/spray; eq 0.1876mg base/spray
    Market StatusPrescription
    CompanyAlcon Pharma; Apotex; Sun Pharma Global; Perrigo Israel

    4 of 8  
    Drug NameOptivar
    PubMed HealthAzelastine
    Drug ClassesNasal Agent, Ophthalmologic Agent
    Drug LabelOPTIVAR (azelastine hydrochloride ophthalmic solution), 0.05% is a sterile ophthalmic solution containing azelastine hydrochloride, a relatively selective H1-receptor antagonist for topical administration to the eyes. Azelastine hydrochloride is a...
    Active IngredientAzelastine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strength0.05%
    Market StatusPrescription
    CompanyMeda Pharms

    5 of 8  
    Drug NameAstelin
    PubMed HealthAzelastine (Into the nose)
    Drug ClassesNasal Agent
    Drug LabelAstelin (azelastine hydrochloride) Nasal Spray, 137 micrograms (mcg), is an antihistamine formulated as a metered-spray solution for intranasal administration. Azelastine hydrochloride occurs as a white, almost odorless, crystalline powder with a b...
    Active IngredientAzelastine hydrochloride
    Dosage FormSpray, metered
    RouteNasal
    Strengtheq 0.125mg base/spray
    Market StatusPrescription
    CompanyMeda Pharms

    6 of 8  
    Drug NameAstepro
    Drug LabelASTEPRO (azelastine hydrochloride) Nasal Spray 0.1%, 137 micrograms (mcg), is an antihistamine formulated as a metered-spray solution for intranasal administration. ASTEPRO (azelastine hydrochloride) Nasal Spray 0.15%, 205.5 micrograms (mcg), is form...
    Active IngredientAzelastine hydrochloride
    Dosage FormSpray, metered
    RouteNasal
    Strengtheq 0.1876mg base/spray
    Market StatusPrescription
    CompanyMeda Pharms

    7 of 8  
    Drug NameAzelastine hydrochloride
    Drug LabelASTEPRO (azelastine hydrochloride) Nasal Spray 0.1%, 137 micrograms (mcg), is an antihistamine formulated as a metered-spray solution for intranasal administration. ASTEPRO (azelastine hydrochloride) Nasal Spray 0.15%, 205.5 micrograms (mcg), is form...
    Active IngredientAzelastine hydrochloride
    Dosage FormSolution/drops; Spray, metered
    RouteNasal; Ophthalmic
    Strength0.05%; eq 0.125mg base/spray; eq 0.1876mg base/spray
    Market StatusPrescription
    CompanyAlcon Pharma; Apotex; Sun Pharma Global; Perrigo Israel

    8 of 8  
    Drug NameOptivar
    PubMed HealthAzelastine
    Drug ClassesNasal Agent, Ophthalmologic Agent
    Drug LabelOPTIVAR (azelastine hydrochloride ophthalmic solution), 0.05% is a sterile ophthalmic solution containing azelastine hydrochloride, a relatively selective H1-receptor antagonist for topical administration to the eyes. Azelastine hydrochloride is a...
    Active IngredientAzelastine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strength0.05%
    Market StatusPrescription
    CompanyMeda Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Histamine H1 Antagonists, Non-Sedating

    A class of non-sedating drugs that bind to but do not activate histamine receptors (DRUG INVERSE AGONISM), thereby blocking the actions of histamine or histamine agonists. These antihistamines represent a heterogenous group of compounds with differing chemical structures, adverse effects, distribution, and metabolism. Compared to the early (first generation) antihistamines, these non-sedating antihistamines have greater receptor specificity, lower penetration of BLOOD-BRAIN BARRIER, and are less likely to cause drowsiness or psychomotor impairment. (See all compounds classified as Histamine H1 Antagonists, Non-Sedating.)

    Anti-Allergic Agents

    Agents that are used to treat allergic reactions. Most of these drugs act by preventing the release of inflammatory mediators or inhibiting the actions of released mediators on their target cells. (From AMA Drug Evaluations Annual, 1994, p475) (See all compounds classified as Anti-Allergic Agents.)

    Bronchodilator Agents

    Agents that cause an increase in the expansion of a bronchus or bronchial tubes. (See all compounds classified as Bronchodilator Agents.)

    Lipoxygenase Inhibitors

    Compounds that bind to and inhibit that enzymatic activity of LIPOXYGENASES. Included under this category are inhibitors that are specific for lipoxygenase subtypes and act to reduce the production of LEUKOTRIENES. (See all compounds classified as Lipoxygenase Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Histamine-1 Receptor Antagonist [EPC]; Histamine H1 Receptor Antagonists [MoA]

    API Reference Price

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    16-Jan-2021
    28-Aug-2024
    KGS
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    DOSAGE - SPRAY, METERED;NASAL - 0.137MG/SPRAY...DOSAGE - SPRAY, METERED;NASAL - 0.137MG/SPRAY **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 20114

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    DOSAGE - SPRAY, METERED;NASAL - 0.137MG/SPRAY...DOSAGE - SPRAY, METERED;NASAL - 0.137MG/SPRAY;0.05MG/SPRAY

    USFDA APPLICATION NUMBER - 202236

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    DOSAGE - SOLUTION/DROPS;OPHTHALMIC - 0.05% **...DOSAGE - SOLUTION/DROPS;OPHTHALMIC - 0.05% **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 21127

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    DOSAGE - SPRAY, METERED;NASAL - 0.137MG/SPRAY...DOSAGE - SPRAY, METERED;NASAL - 0.137MG/SPRAY **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 22203

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