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Synopsis

Synopsis

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