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    Chemistry

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    Also known as: 140462-76-6, Olopatadine hcl, Allelock, Pataday, Patanase, Alo4943a
    Molecular Formula
    C21H24ClNO3
    Molecular Weight
    373.9  g/mol
    InChI Key
    HVRLZEKDTUEKQH-NOILCQHBSA-N
    FDA UNII
    2XG66W44KF
    Olopatadine Hydrochloride
    An antihistamine with mast-cell stabilizing properties used as eye drops in the treatment of ALLERGIC CONJUNCTIVITIS.
    1 2D Structure

    Olopatadine Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    2-[(11Z)-11-[3-(dimethylamino)propylidene]-6H-benzo[c][1]benzoxepin-2-yl]acetic acid;hydrochloride
    2.1.2 InChI
    InChI=1S/C21H23NO3.ClH/c1-22(2)11-5-8-18-17-7-4-3-6-16(17)14-25-20-10-9-15(12-19(18)20)13-21(23)24;/h3-4,6-10,12H,5,11,13-14H2,1-2H3,(H,23,24);1H/b18-8-;
    2.1.3 InChI Key
    HVRLZEKDTUEKQH-NOILCQHBSA-N
    2.1.4 Canonical SMILES
    CN(C)CCC=C1C2=CC=CC=C2COC3=C1C=C(C=C3)CC(=O)O.Cl
    2.1.5 Isomeric SMILES
    CN(C)CC/C=C\1/C2=CC=CC=C2COC3=C1C=C(C=C3)CC(=O)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    2XG66W44KF
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 11-(3-(dimethylamino)propylidene)-6,11-dihydrodibenz(b,e)oxepin-2-acetic Acid

    2. 4679, Kw

    3. Hydrochloride, Olopatadine

    4. Kw 4679

    5. Kw 4943a

    6. Kw-4679

    7. Kw-4943a

    8. Kw4943a

    9. Olopatadine

    10. Patanol

    2.3.2 Depositor-Supplied Synonyms

    1. 140462-76-6

    2. Olopatadine Hcl

    3. Allelock

    4. Pataday

    5. Patanase

    6. Alo4943a

    7. Pazeo

    8. Kw4679

    9. Kw-4679

    10. Olopatadine (hydrochloride)

    11. Alo-4943a

    12. (z)-2-(11-(3-(dimethylamino)propylidene)-6,11-dihydrodibenzo[b,e]oxepin-2-yl)acetic Acid Hydrochloride

    13. Olopatadine (as Hydrochloride)

    14. 2xg66w44kf

    15. Dsstox_cid_26486

    16. Dsstox_rid_81657

    17. Dsstox_gsid_46486

    18. Dibenz(b,e)oxepin-2-acetic Acid, 11-(3-(dimethylamino)propylidene)-6,11-dihydro-, Hydrochloride, (z)-

    19. Olopine

    20. Patadine

    21. Olopax

    22. Chembl1719

    23. Kw 4679

    24. Cas-140462-76-6

    25. Opatanol (tn)

    26. Unii-2xg66w44kf

    27. Sr-01000763388

    28. Alo 4943a

    29. Olopatadine Hydrochloride [usan]

    30. Allelock (tn)

    31. Patanol (tn)

    32. De 114

    33. Mfcd00875716

    34. Olopatadine Hydrochloride [usan:usp]

    35. Olopatadine Hydrochlorde

    36. O-ppds

    37. Ncgc00164623-01

    38. Schembl23213

    39. Mls001401465

    40. Dtxsid0046486

    41. Chebi:31933

    42. Hy-b0426a

    43. Olopatadine Hydrochloride- Bio-x

    44. Al4943a

    45. Alo4943a;kw4679

    46. 2-[(11z)-11-[3-(dimethylamino)propylidene]-6h-benzo[c][1]benzoxepin-2-yl]acetic Acid;hydrochloride

    47. Dibenz[b,e]oxepin-2-acetic Acid, 11-[3-(dimethylamino)propylidene]-6,11-dihydro-, Hydrochloride (1:1), (11z)-

    48. Ex-a1347

    49. Olopatadine Hydrochloride (opatanol)

    50. Tox21_112242

    51. S2494

    52. Olopatadine Hydrochloride [mi]

    53. Akos015895232

    54. Akos025149118

    55. Olopatadine Hydrochloride (jp17/usp)

    56. Tox21_112242_1

    57. Bcp9001022

    58. Ccg-101141

    59. H06o056

    60. Ks-1228

    61. Nc00391

    62. Olopatadine Hydrochloride [jan]

    63. Ncgc00263532-01

    64. Olopatadine Hydrochloride [mart.]

    65. Olopatadine Hydrochloride [vandf]

    66. 11-((z)-3-(dimethylamino)propylidene)-6,11-dihydrodibenz(b,e)oxepin-2-acetic Acid Hydrochloride

    67. 11-((z)-3-(dimethylamino)propylidene)-6,11-dihydrodibenz(b,e)oxepin-2-acetic Acid, Hydrochloride

    68. Bo164171

    69. Dibenz(b,e)oxepin-2-acetic Acid, 11-(3-dimethylamino)propylidene)-6,11-dihydro-, Hydrochloride, (z)-

    70. Olopatadine Hydrochloride [usp-rs]

    71. Olopatadine Hydrochloride [who-dd]

    72. Smr000469220

    73. Olopatadine Hydrochloride, >=98% (hplc)

    74. Olopatadine Hydrochloride [ema Epar]

    75. O0361

    76. C72607

    77. D01192

    78. Olopatadine Hydrochloride [orange Book]

    79. Olopatadine Hydrochloride [usp Monograph]

    80. A807652

    81. Ryaltris Component Olopatadine Hydrochloride

    82. Q-201511

    83. Sr-01000763388-4

    84. Olopatadine Hydrochloride Component Of Ryaltris

    85. Q27255766

    86. Olopatadine Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    87. (z)-11-[3-(dimethylamino)propylidene]-6,11-dihydro-dibenz[b,e]oxepin-2-acetic Acid Hydrochloride

    88. (z)-2-(11-(3-(dimethylamino)propylidene)-6,11-dihydrodibenzo[b,e]oxepin-2-yl)aceticacidhydrochloride

    2.4 Create Date
    2005-10-11
    3 Chemical and Physical Properties
    Molecular Weight 373.9 g/mol
    Molecular Formula C21H24ClNO3
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count4
    Rotatable Bond Count5
    Exact Mass373.1444713 g/mol
    Monoisotopic Mass373.1444713 g/mol
    Topological Polar Surface Area49.8 Ų
    Heavy Atom Count26
    Formal Charge0
    Complexity488
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count1
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 8  
    Drug NameOlopatadine hydrochloride
    Drug LabelOlopatadine Hydrochloride Nasal Solution (Nasal Spray), 665 micrograms (mcg) is a metered-spray solution for intranasal administration. Olopatadine hydrochloride, the active component of Olopatadine Hydrochloride Nasal Solution (Nasal Spray), is a wh...
    Active IngredientOlopatadine hydrochloride
    Dosage FormSolution/drops; Spray, metered; Solution
    RouteOphthalmic; Nasal; ophthalmic
    Strength0.665mg/spray; 0.2% base; 0.1%; eq 0.1% base; 0.2%
    Market StatusTentative Approval; Prescription
    CompanyWockhardt; Apotex; Sandoz; Watson Labs; Barr

    2 of 8  
    Drug NamePataday
    Drug LabelPATADAY (olopatadine hydrochloride ophthalmic solution) 0.2% is a sterile ophthalmic solution containing olopatadine for topical administration to the eyes.Olopatadine hydrochloride is a white, crystalline, water-soluble powder with a molecular we...
    Active IngredientOlopatadine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.2% base
    Market StatusPrescription
    CompanyAlcon Pharms

    3 of 8  
    Drug NamePatanase
    PubMed HealthOlopatadine (Into the nose)
    Drug ClassesNasal Agent
    Drug LabelPATANASE (olopatadine hydrochloride) Nasal Spray, 665 micrograms (mcg) is a metered-spray solution for intranasal administration. Olopatadine hydrochloride, the active component of PATANASE Nasal Spray, is a white, water-soluble crystalline powder. T...
    Active IngredientOlopatadine hydrochloride
    Dosage FormSpray, metered
    RouteNasal
    Strength0.665mg/spray
    Market StatusPrescription
    CompanyAlcon Pharms

    4 of 8  
    Drug NamePatanol
    PubMed HealthOlopatadine
    Drug ClassesNasal Agent, Ophthalmologic Agent
    Drug LabelPATANOL (olopatadine hydrochloride ophthalmic solution) 0.1% is a sterile ophthalmic solution containing olopatadine, a relatively selective H1-receptor antagonist and inhibitor of histamine release from the mast cell for topical administration to...
    Active IngredientOlopatadine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.1% base
    Market StatusPrescription
    CompanyAlcon

    5 of 8  
    Drug NameOlopatadine hydrochloride
    Drug LabelOlopatadine Hydrochloride Nasal Solution (Nasal Spray), 665 micrograms (mcg) is a metered-spray solution for intranasal administration. Olopatadine hydrochloride, the active component of Olopatadine Hydrochloride Nasal Solution (Nasal Spray), is a wh...
    Active IngredientOlopatadine hydrochloride
    Dosage FormSolution/drops; Spray, metered; Solution
    RouteOphthalmic; Nasal; ophthalmic
    Strength0.665mg/spray; 0.2% base; 0.1%; eq 0.1% base; 0.2%
    Market StatusTentative Approval; Prescription
    CompanyWockhardt; Apotex; Sandoz; Watson Labs; Barr

    6 of 8  
    Drug NamePataday
    Drug LabelPATADAY (olopatadine hydrochloride ophthalmic solution) 0.2% is a sterile ophthalmic solution containing olopatadine for topical administration to the eyes.Olopatadine hydrochloride is a white, crystalline, water-soluble powder with a molecular we...
    Active IngredientOlopatadine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.2% base
    Market StatusPrescription
    CompanyAlcon Pharms

    7 of 8  
    Drug NamePatanase
    PubMed HealthOlopatadine (Into the nose)
    Drug ClassesNasal Agent
    Drug LabelPATANASE (olopatadine hydrochloride) Nasal Spray, 665 micrograms (mcg) is a metered-spray solution for intranasal administration. Olopatadine hydrochloride, the active component of PATANASE Nasal Spray, is a white, water-soluble crystalline powder. T...
    Active IngredientOlopatadine hydrochloride
    Dosage FormSpray, metered
    RouteNasal
    Strength0.665mg/spray
    Market StatusPrescription
    CompanyAlcon Pharms

    8 of 8  
    Drug NamePatanol
    PubMed HealthOlopatadine
    Drug ClassesNasal Agent, Ophthalmologic Agent
    Drug LabelPATANOL (olopatadine hydrochloride ophthalmic solution) 0.1% is a sterile ophthalmic solution containing olopatadine, a relatively selective H1-receptor antagonist and inhibitor of histamine release from the mast cell for topical administration to...
    Active IngredientOlopatadine hydrochloride
    Dosage FormSolution/drops
    RouteOphthalmic
    Strengtheq 0.1% base
    Market StatusPrescription
    CompanyAlcon

    4.2 Drug Indication

    Treatment of ocular signs and symptoms of seasonal allergic conjunctivitis.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Inflammatory Agents, Non-Steroidal

    Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

    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.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Histamine H1 Receptor Antagonists [MoA]; Histamine-1 Receptor Antagonist [EPC]; Histamine-1 Receptor Inhibitor [EPC]; Mast Cell Stabilizer [EPC]; Decreased Histamine Release [PE]
    5.3 ATC Code

    S01GX09

    API Reference Price

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    05-Jan-2021
    20-Aug-2024
    KGS
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    Average Price (USD/KGS)

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    DRUG PRODUCT COMPOSITIONS

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    DOSAGE - SOLUTION/DROPS;OPHTHALMIC - EQ 0.7% ...DOSAGE - SOLUTION/DROPS;OPHTHALMIC - EQ 0.7% BASE

    USFDA APPLICATION NUMBER - 206276

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    DOSAGE - SOLUTION/DROPS;OPHTHALMIC - EQ 0.1% ...DOSAGE - SOLUTION/DROPS;OPHTHALMIC - EQ 0.1% BASE

    USFDA APPLICATION NUMBER - 20688

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    DOSAGE - SOLUTION/DROPS;OPHTHALMIC - EQ 0.2% ...DOSAGE - SOLUTION/DROPS;OPHTHALMIC - EQ 0.2% BASE

    USFDA APPLICATION NUMBER - 21545

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    DOSAGE - SPRAY, METERED;NASAL - 0.665MG/SPRAY

    USFDA APPLICATION NUMBER - 21861

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