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    Chemistry

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    Also known as: 219861-08-2, Lexapro, (s)-citalopram oxalate, Cipralex, Escitalopram (oxalate), (s)-(+)citalopram oxalate
    Molecular Formula
    C22H23FN2O5
    Molecular Weight
    414.4  g/mol
    InChI Key
    KTGRHKOEFSJQNS-BDQAORGHSA-N
    FDA UNII
    5U85DBW7LO
    Escitalopram Oxalate
    S-enantiomer of CITALOPRAM. Belongs to a class of drugs known as SELECTIVE SEROTONIN REUPTAKE INHIBITORS, used to treat depression and generalized anxiety disorder.
    1 2D Structure

    Escitalopram Oxalate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (1S)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3H-2-benzofuran-5-carbonitrile;oxalic acid
    2.1.2 InChI
    InChI=1S/C20H21FN2O.C2H2O4/c1-23(2)11-3-10-20(17-5-7-18(21)8-6-17)19-9-4-15(13-22)12-16(19)14-24-20;3-1(4)2(5)6/h4-9,12H,3,10-11,14H2,1-2H3;(H,3,4)(H,5,6)/t20-;/m0./s1
    2.1.3 InChI Key
    KTGRHKOEFSJQNS-BDQAORGHSA-N
    2.1.4 Canonical SMILES
    CN(C)CCCC1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F.C(=O)(C(=O)O)O
    2.1.5 Isomeric SMILES
    CN(C)CCC[C@@]1(C2=C(CO1)C=C(C=C2)C#N)C3=CC=C(C=C3)F.C(=O)(C(=O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    5U85DBW7LO
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Escitalopram

    2. Lexapro

    2.3.2 Depositor-Supplied Synonyms

    1. 219861-08-2

    2. Lexapro

    3. (s)-citalopram Oxalate

    4. Cipralex

    5. Escitalopram (oxalate)

    6. (s)-(+)citalopram Oxalate

    7. Lu 26-054-0

    8. Escitalopram (as Oxalate)

    9. Citalopram Oxalate, (s)-

    10. Nsc-758934

    11. 5u85dbw7lo

    12. Lu-26-054-0

    13. (s)-1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile Oxalate

    14. (1s)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-3h-2-benzofuran-5-carbonitrile;oxalic Acid

    15. Lu-26-054-o

    16. Ncgc00095903-01

    17. Dsstox_cid_26003

    18. Dsstox_rid_81282

    19. S-(+)-1-(3-(dimethylamino)propyl)-1-(p-fluorophenyl)-5-phthalancarbonitrile Oxalate

    20. Dsstox_gsid_46003

    21. S-(+)-5-isobenzofurancarbonitrile, 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydro-, Oxalate

    22. Cas-219861-08-2

    23. Escitalopram Oxalate [usan]

    24. Gaudium

    25. Entact

    26. (s)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydroisobenzofuran-5-carbonitrile Oxalate

    27. Lexapro (tn)

    28. Escitalopram Oxalate Inn

    29. Unii-5u85dbw7lo

    30. Schembl35123

    31. Mls001401408

    32. Spectrum1505216

    33. (+)-(s)-citalopram Oxalate

    34. Mld-55

    35. (s)-citalopram Oxalate- Bio-x

    36. Chembl1200322

    37. Dtxsid1046003

    38. Escitalopram Oxalate (jan/usp)

    39. Escitalopram Oxalate [mi]

    40. C20h21fn2o.c2h2o4

    41. Escitalopram Oxalate [usan:usp]

    42. Escitalopram Oxalate [jan]

    43. Hms2051d11

    44. Hms2231m16

    45. Hms3370i17

    46. Hms3393d11

    47. Hms3713d16

    48. Pharmakon1600-01505216

    49. Bcp05686

    50. Escitalopram Oxalate [vandf]

    51. Tox21_111535

    52. Ccg-39559

    53. Escitalopram Oxalate [mart.]

    54. Hy-14258a

    55. Mfcd06407826

    56. Nsc758934

    57. Escitalopram Oxalate [usp-rs]

    58. Escitalopram Oxalate [who-dd]

    59. Akos016340275

    60. Tox21_111535_1

    61. Ac-6770

    62. Cs-2054

    63. Ks-1263

    64. Nc00194

    65. Nsc 758934

    66. Sb17454

    67. Ncgc00178555-02

    68. 5-isobenzofurancarbonitrile, 1-(3-(dimethylamino)propyl)-1-(4-fluorophenyl)-1,3-dihydro-, (1s)-, Ethanedioate (1:1)

    69. Bc164423

    70. Escitalopram Oxalate [orange Book]

    71. Smr000469191

    72. Escitalopram Oxalate [ep Monograph]

    73. Escitalopram Oxalate [usp Monograph]

    74. E0958

    75. D02567

    76. Escitalopram Oxalate, >=98% (hplc), Powder

    77. 861e082

    78. A852070

    79. Sr-01000763053

    80. Sr-01000763053-3

    81. Q27262882

    82. Escitalopram Oxalate, Europepharmacopoeia (ep) Reference Standard

    83. Escitalopram Oxalate, United States Pharmacopeia (usp) Reference Standard

    84. Escitalopram For System Suitability, Europepharmacopoeia (ep) Reference Standard

    85. Escitalopram Oxalate, Pharmaceutical Secondary Standard; Certified Reference Material

    86. (+)-(s)-1-[3-(dimethylamino)propyl] -1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancar Bonitrile Oxalate

    87. (+)-(s)-1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofurancarbonitrile Oxalate

    88. 1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-5-isobenzofuran-carbonitrile Oxalate

    89. 5-isobenzofurancarbonitrile,1-[3-(dimethylamino)propyl]-1-(4-fluorophenyl)-1,3-dihydro-, (1s)-,ethanedioate (1:1)

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 414.4 g/mol
    Molecular Formula C22H23FN2O5
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count6
    Exact Mass414.15910000 g/mol
    Monoisotopic Mass414.15910000 g/mol
    Topological Polar Surface Area111 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity537
    Isotope Atom Count0
    Defined Atom Stereocenter Count1
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameEscitalopram oxalate
    PubMed HealthEscitalopram (By mouth)
    Drug ClassesAntianxiety, Antidepressant
    Drug LabelEscitalopramoxalate USPis an orally administered selective serotonin reuptake inhibitor (SSRI). Escitalopram is the pure S-enantiomer (single isomer) of the racemic bicyclic phthalane derivative citalopram. Escitalopram oxalate is designated S-(+...
    Active IngredientEscitalopram oxalate
    Dosage FormTablet; Solution
    Routeoral; Oral
    Strength5mg; eq 5mg base; eq 5mg base/5ml; 10mg; eq 20mg base; eq 10mg base; 20mg
    Market StatusTentative Approval; Prescription
    CompanyWatson Labs; Amneal Pharms; Mylan Pharma; Teva Pharms; Macleods Pharms; Caraco; Jubilant Generics; Sti Pharma; Apotex; Accord Hlthcare; Hetero Labs Ltd Iii; Aurobindo Pharma; Teva Pharms Usa; Taro; Torrent Pharms; Lupin; Zydus Pharms Usa; Dr Reddys Labs;

    2 of 4  
    Drug NameLexapro
    Drug LabelLexapro (escitalopram oxalate) is an orally administered selective serotonin reuptake inhibitor (SSRI). Escitalopram is the pure S-enantiomer (single isomer) of the racemic bicyclic phthalane derivative citalopram. Escitalopram oxalate is designate...
    Active IngredientEscitalopram oxalate
    Dosage FormTablet; Solution
    Routeoral; Oral
    Strengtheq 5mg base; eq 5mg base/5ml; eq 20mg base; eq 10mg base
    Market StatusPrescription
    CompanyForest Labs

    3 of 4  
    Drug NameEscitalopram oxalate
    PubMed HealthEscitalopram (By mouth)
    Drug ClassesAntianxiety, Antidepressant
    Drug LabelEscitalopramoxalate USPis an orally administered selective serotonin reuptake inhibitor (SSRI). Escitalopram is the pure S-enantiomer (single isomer) of the racemic bicyclic phthalane derivative citalopram. Escitalopram oxalate is designated S-(+...
    Active IngredientEscitalopram oxalate
    Dosage FormTablet; Solution
    Routeoral; Oral
    Strength5mg; eq 5mg base; eq 5mg base/5ml; 10mg; eq 20mg base; eq 10mg base; 20mg
    Market StatusTentative Approval; Prescription
    CompanyWatson Labs; Amneal Pharms; Mylan Pharma; Teva Pharms; Macleods Pharms; Caraco; Jubilant Generics; Sti Pharma; Apotex; Accord Hlthcare; Hetero Labs Ltd Iii; Aurobindo Pharma; Teva Pharms Usa; Taro; Torrent Pharms; Lupin; Zydus Pharms Usa; Dr Reddys Labs;

    4 of 4  
    Drug NameLexapro
    Drug LabelLexapro (escitalopram oxalate) is an orally administered selective serotonin reuptake inhibitor (SSRI). Escitalopram is the pure S-enantiomer (single isomer) of the racemic bicyclic phthalane derivative citalopram. Escitalopram oxalate is designate...
    Active IngredientEscitalopram oxalate
    Dosage FormTablet; Solution
    Routeoral; Oral
    Strengtheq 5mg base; eq 5mg base/5ml; eq 20mg base; eq 10mg base
    Market StatusPrescription
    CompanyForest Labs

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Selective Serotonin Reuptake Inhibitors

    Compounds that specifically inhibit the reuptake of serotonin in the brain. (See all compounds classified as Selective Serotonin Reuptake Inhibitors.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Serotonin Uptake Inhibitors [MoA]; Serotonin Reuptake Inhibitor [EPC]

    API Reference Price

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    02-Jan-2021
    26-Oct-2024
    KGS
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    Average Price (USD/KGS)

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    Total Quantity (KGS)

    Total Value (USD)

    Quantity (KGS) & Unit rate (USD/KGS) over time

    API Imports and Exports

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    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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    DOSAGE - TABLET;ORAL - EQ 10MG BASE

    USFDA APPLICATION NUMBER - 21323

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    DOSAGE - TABLET;ORAL - EQ 20MG BASE

    USFDA APPLICATION NUMBER - 21323

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    DOSAGE - TABLET;ORAL - EQ 5MG BASE

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    DOSAGE - SOLUTION;ORAL - EQ 5MG BASE/5ML **Fe...DOSAGE - SOLUTION;ORAL - EQ 5MG BASE/5ML **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**

    USFDA APPLICATION NUMBER - 21365

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