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    Chemistry

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    Also known as: 200815-49-2, Brovana, (r,r)-arformoterol tartrate, Arformoterol tartrate [usan], 5p8vj2i235, Arformoterol tartrate (usan)
    Molecular Formula
    C23H30N2O10
    Molecular Weight
    494.5  g/mol
    InChI Key
    FCSXYHUNDAXDRH-OKMNHOJOSA-N
    FDA UNII
    5P8VJ2I235
    Arformoterol Tartrate
    Arformoterol Tartrate is the tartrate salt of arformoterol, the (R,R)-enantiomer of formoterol and a long-acting beta-2 adrenergic agonist with bronchodilator activity. Arformoterol selectively binds to and activates beta-2 adrenergic receptors in bronchiolar smooth muscle, thereby causing stimulation of adenyl cyclase, the enzyme that catalyzes the conversion of adenosine triphosphate (ATP) to cyclic-3',5'-adenosine monophosphate (cAMP). Increased intracellular cAMP levels cause relaxation of bronchial smooth muscle and lead to an inhibition of release of inflammatory mediators from mast cells. This may eventually lead to an improvement of airway function.
    1 2D Structure

    Arformoterol Tartrate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2R,3R)-2,3-dihydroxybutanedioic acid;N-[2-hydroxy-5-[(1R)-1-hydroxy-2-[[(2R)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]phenyl]formamide
    2.1.2 InChI
    InChI=1S/C19H24N2O4.C4H6O6/c1-13(9-14-3-6-16(25-2)7-4-14)20-11-19(24)15-5-8-18(23)17(10-15)21-12-22;5-1(3(7)8)2(6)4(9)10/h3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22);1-2,5-6H,(H,7,8)(H,9,10)/t13-,19+;1-,2-/m11/s1
    2.1.3 InChI Key
    FCSXYHUNDAXDRH-OKMNHOJOSA-N
    2.1.4 Canonical SMILES
    CC(CC1=CC=C(C=C1)OC)NCC(C2=CC(=C(C=C2)O)NC=O)O.C(C(C(=O)O)O)(C(=O)O)O
    2.1.5 Isomeric SMILES
    C[C@H](CC1=CC=C(C=C1)OC)NC[C@@H](C2=CC(=C(C=C2)O)NC=O)O.[C@@H]([C@H](C(=O)O)O)(C(=O)O)O
    2.2 Other Identifiers
    2.2.1 UNII
    5P8VJ2I235
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 200815-49-2

    2. Brovana

    3. (r,r)-arformoterol Tartrate

    4. Arformoterol Tartrate [usan]

    5. 5p8vj2i235

    6. Arformoterol Tartrate (usan)

    7. Formamide, N-[2-hydroxy-5-[(1r)-1-hydroxy-2-[[(1r)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]-, (2r,3r)-2,3-dihydroxybutanedioate (1:1)

    8. (r,r)-formoterol Tartrate

    9. (-)-n-(2-hydroxy-5-((1r)-1-hydroxy-2-(((1r)-2-(4-methoxyphenyl)-1-methylethyl)amino)ethyl)phenyl)formamide Hydrogen (2r,3r)-2,3-dihydroxybutanedioate (salt)

    10. Formamide, N-(2-hydroxy-5-((1r)-1-hydroxy-2-(((1r)-2-(4-methoxyphenyl)-1-methylethyl)amino)ethyl)phenyl)-, (2r,3r)-2,3-dihydroxybutanedioate (1:1) (salt)

    11. N-[2-hydroxy-5-[(1r)-1-hydroxy-2-[[(1r)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]-formamide (2r,3r)-2,3-dihydroxybutanedioate (1:1) (salt)

    12. Brovana Inhalation Solution

    13. Unii-5p8vj2i235

    14. Brovana (tn)

    15. Arformotero Ltartrate

    16. Dtxsid80173903

    17. Arformoterol Tartrate [vandf]

    18. S5217

    19. Arformoterol Tartrate [mart.]

    20. Akos005145740

    21. Arformoterol Tartrate [who-dd]

    22. Ccg-269651

    23. Arformoterol Tartrate, >=98% (hplc)

    24. Ba171831

    25. Bs-42158

    26. Arformoterol Tartrate [orange Book]

    27. Formoterol R,r-form L-tartrate [mi]

    28. D02981

    29. 815f492

    30. Q-101035

    31. Q27262686

    32. (2r,3r)-2,3-dihydroxybutanedioic Acid;n-[2-hydroxy-5-[(1r)-1-hydroxy-2-[[(2r)-1-(4-methoxyphenyl)propan-2-yl]amino]ethyl]phenyl]formamide

    33. (r,r)-formoterol Tartrate; N-(2-hydroxy-5-((1r)-1-hydroxy-2-(((1r)-2-(4-methoxyphenyl)-1-methylethyl)amino)ethyl)phenyl)formamide (2r,3r)-2,3-dihydroxybutanedioate (1:1)

    34. [(2r)-2-(3-formamido-4-hydroxyphenyl)-2-hydroxyethyl]-[(2r)-1-(4-methoxyphenyl)propan-2-yl]azanium;(2r,3r)-2,3,4-trihydroxy-4-oxobutanoate

    35. N-[2-hydroxy-5-[(1r)-1-hydroxy-2-[[(1r)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]formamide (2r,3r)-2,3-dihydroxybutane Dioate

    36. N-[2-hydroxy-5-[(1r)-1-hydroxy-2-[[(1r)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]formamide (2r,3r)-2,3-dihydroxybutanedioate

    37. N-[2-hydroxy-5-[(1r)-1-hydroxy-2-[[(1r)-2-(4-methoxyphenyl)-1-methylethyl]amino]ethyl]phenyl]formamide L-tartrate

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 494.5 g/mol
    Molecular Formula C23H30N2O10
    Hydrogen Bond Donor Count8
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count11
    Exact Mass494.19004516 g/mol
    Monoisotopic Mass494.19004516 g/mol
    Topological Polar Surface Area206 Ų
    Heavy Atom Count35
    Formal Charge0
    Complexity521
    Isotope Atom Count0
    Defined Atom Stereocenter Count4
    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 2  
    Drug NameBrovana
    PubMed HealthArformoterol (By breathing)
    Drug ClassesBronchodilator
    Active IngredientArformoterol tartrate
    Dosage FormSolution
    RouteInhalation
    Strengtheq 0.015mg base/2ml
    Market StatusPrescription
    CompanySunovion

    2 of 2  
    Drug NameBrovana
    PubMed HealthArformoterol (By breathing)
    Drug ClassesBronchodilator
    Active IngredientArformoterol tartrate
    Dosage FormSolution
    RouteInhalation
    Strengtheq 0.015mg base/2ml
    Market StatusPrescription
    CompanySunovion

    5 Pharmacology and Biochemistry
    5.1 FDA Pharmacological Classification
    5.1.1 Pharmacological Classes
    beta2-Adrenergic Agonist [EPC]; Adrenergic beta2-Agonists [MoA]

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    Arformoterol Tartrate IH

    Date of Issue : 2022-07-28

    Valid Till : 2025-07-02

    Written Confirmation Number : WC-0227

    Address of the Firm : Plot No. J-73, MIDC, Tarapur, Boisar, Dist- Palghar 401506, Maharashtra, India

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    04

    MSN Laboratories

    India
    SupplySide West 2024
    Not Confirmed
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    India
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    Not Confirmed
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    Arformoterol Tartrate IH

    Date of Issue : 2022-06-17

    Valid Till : 2025-07-14

    Written Confirmation Number : WC-0021n

    Address of the Firm : Sy. Nos: 317, 320, 321, 322, 323, 604 & 605, Rudraram (Village), Patancheru (Man...

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    05

    MSN Laboratories

    India
    SupplySide West 2024
    Not Confirmed
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    India
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    Arformoterol Tartrate IH

    Date of Issue : 2019-07-15

    Valid Till : 2022-07-14

    Written Confirmation Number : WC-0021

    Address of the Firm : Sy. No.317&323, Rudraram Village, Patancheru Mandal, Sangaredy District-502329 T...

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    Drugs in Development

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    Lupin Signs Agreement to Acquire Two Inhalation Brands from Sunovion

    Details:

    The acquisition of Brovana® (arformoterol tartrate) Inhalation Solution and Xopenex HFA® (levalbuterol tartrate) Inhalation Aerosol brands expands Lupin’s portfolio of inhalation products in the U.S. and strengthens the company’s presence in the respiratory therapy area.


    Lead Product(s): Arformoterol Tartrate

    Therapeutic Area: Pulmonary/Respiratory Diseases Brand Name: Brovana

    Study Phase: ApprovedProduct Type: Small molecule

    Sponsor: Lupin Ltd

    Deal Size: $75.0 million Upfront Cash: Undisclosed

    Deal Type: Acquisition October 20, 2022

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    01

    Sunovion Pharmaceuticals

    U.S.A
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    World Vaccine Congress
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    U.S.A
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    Lead Product(s) : Arformoterol Tartrate

    Therapeutic Area : Pulmonary/Respiratory Diseases

    Highest Development Status : Approved

    Partner/Sponsor/Collaborator : Lupin Ltd

    Deal Size : $75.0 million

    Deal Type : Acquisition

    DEALS_DEV arrow-down

    Lupin Signs Agreement to Acquire Two Inhalation Brands from Sunovion

    Details : The acquisition of Brovana® (arformoterol tartrate) Inhalation Solution and Xopenex HFA® (levalbuterol tartrate) Inhalation Aerosol brands expands Lupin’s portfolio of inhalation products in the U.S. and strengthens the company’s presence in the re...

    Brand Name : Brovana

    Molecule Type : Small molecule

    Upfront Cash : Undisclosed

    October 20, 2022

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    Calyptus Pharmaceuticals Announces Approval of Arformoterol Tartrate Inhalation Solution, EQ 0.015 mg Base/2 ml

    Details:

    Arformoterol Tartrate inhalation solution, EQ 0.015 mg Base/2 ml is indicated for the long-term, twice daily (morning and evening) maintenance treatment of bronchoconstriction in patients with COPD, including chronic bronchitis and emphysema.


    Lead Product(s): Arformoterol Tartrate

    Therapeutic Area: Pulmonary/Respiratory Diseases Brand Name: Arformoterol Tartrate-Generic

    Study Phase: ApprovedProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable August 24, 2022

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    02

    Calyptus Pharmaceuticals

    U.S.A
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    World Vaccine Congress
    Not Confirmed

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    U.S.A
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    Lead Product(s) : Arformoterol Tartrate

    Therapeutic Area : Pulmonary/Respiratory Diseases

    Highest Development Status : Approved

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    Calyptus Pharmaceuticals Announces Approval of Arformoterol Tartrate Inhalation Solution, EQ 0.015...

    Details : Arformoterol Tartrate inhalation solution, EQ 0.015 mg Base/2 ml is indicated for the long-term, twice daily (morning and evening) maintenance treatment of bronchoconstriction in patients with COPD, including chronic bronchitis and emphysema.

    Brand Name : Arformoterol Tartrate-Generic

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

    August 24, 2022

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    Cipla Receives Final Approval for Generic Version Of Sunovion Pharmaceuticals, Inc.'s Brovana®

    Details:

    Cipla’s Arformoterol Tartrate Inhalation Solution 15 mcg / 2 mL is AN-rated generic therapeutic equivalent version of Sunovion Pharmaceuticals Inc.’s Brovana®.


    Lead Product(s): Arformoterol Tartrate

    Therapeutic Area: Pulmonary/Respiratory Diseases Brand Name: Undisclosed

    Study Phase: ApprovedProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable June 23, 2021

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    03

    Cipla

    India
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    World Vaccine Congress
    Not Confirmed

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    India
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    World Vaccine Congress
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    Lead Product(s) : Arformoterol Tartrate

    Therapeutic Area : Pulmonary/Respiratory Diseases

    Highest Development Status : Approved

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    Cipla Receives Final Approval for Generic Version Of Sunovion Pharmaceuticals, Inc.'s Brovana®

    Details : Cipla’s Arformoterol Tartrate Inhalation Solution 15 mcg / 2 mL is AN-rated generic therapeutic equivalent version of Sunovion Pharmaceuticals Inc.’s Brovana®.

    Brand Name : Undisclosed

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

    June 23, 2021

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    Lupin Launches Authorized Generic Version of Brovana® in the United States

    Details:

    Arformoterol Tartrate Inhalation Solution 15mcg/2mL, is indicated for the long-term, twice daily maintenance treatment of bronchoconstriction in patients with chronic obstructive pulmonary disease, including chronic bronchitis and emphysema. It is for use by nebulization only.


    Lead Product(s): Arformoterol Tartrate

    Therapeutic Area: Pulmonary/Respiratory Diseases Brand Name: Undisclosed

    Study Phase: ApprovedProduct Type: Small molecule

    Sponsor: Not Applicable

    Deal Size: Not Applicable Upfront Cash: Not Applicable

    Deal Type: Not Applicable June 03, 2021

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    04

    Lupin Ltd

    India
    arrow
    World Vaccine Congress
    Not Confirmed

    Lupin Ltd

    India
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    World Vaccine Congress
    Not Confirmed
    • fda
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    Lead Product(s) : Arformoterol Tartrate

    Therapeutic Area : Pulmonary/Respiratory Diseases

    Highest Development Status : Approved

    Partner/Sponsor/Collaborator : Not Applicable

    Deal Size : Not Applicable

    Deal Type : Not Applicable

    DEALS_DEV arrow-down

    Lupin Launches Authorized Generic Version of Brovana® in the United States

    Details : Arformoterol Tartrate Inhalation Solution 15mcg/2mL, is indicated for the long-term, twice daily maintenance treatment of bronchoconstriction in patients with chronic obstructive pulmonary disease, including chronic bronchitis and emphysema. It is for us...

    Brand Name : Undisclosed

    Molecule Type : Small molecule

    Upfront Cash : Not Applicable

    June 03, 2021

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    INTERMEDIATES SUPPLIERS

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    01

    Hiray Pharma Solutions

    China
    SupplySide West 2024
    Not Confirmed
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    Hiray Pharma Solutions

    China
    SupplySide West 2024
    Not Confirmed
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    (R)-N-(2-(Benzyloxy)-5-(2-bromo-1-hydroxyethyl)phe...

    CAS Number : 201677-59-0

    End Use API : Arformoterol Tartrate

    About The Company : Hiray Pharma Solutions is an international end-to-end CDMO, facilitating the development and manufacturing of important drug products and key intermediates arou...

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    02

    Hiray Pharma Solutions

    China
    SupplySide West 2024
    Not Confirmed
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    China
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    Not Confirmed
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    (R)-N-Benzyl-1-(4-methoxyphenyl)propan-2-amine (S)...

    CAS Number : 188690-84-8

    End Use API : Arformoterol Tartrate

    About The Company : Hiray Pharma Solutions is an international end-to-end CDMO, facilitating the development and manufacturing of important drug products and key intermediates arou...

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    03

    Speichim Processing

    France
    SupplySide West 2024
    Not Confirmed
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    Speichim Processing

    France
    SupplySide West 2024
    Not Confirmed
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    N-[5-bromo-2-(2-nitrophenyl)sulfanyl-phenyl]formam...

    CAS Number : 201677-59-0

    End Use API : Arformoterol Tartrate

    About The Company : With nearly seven decades of manufacturing expertise, Speichim Processing actively formulates circular economy strategies by reclaiming waste and chemical produ...

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    FDF Dossiers

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    01

    Dr. Reddy's Laboratories

    India
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    CPhI India 2024
    Booth #RH.E02
    • fda
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    Virtual BoothDRL offers a portfolio of products & services, including APIs, CMO services, generics, biosimilars & differentiated formulations.

    Contact Supplier Contact Supplier
    Flag India
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    Regulatory Info : RX

    Registration Country : USA

    ARFORMOTEROL TARTRATE

    Brand Name : ARFORMOTEROL TARTRATE

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2024-06-03

    Application Number : 215032

    Regulatory Info : RX

    Registration Country : USA

    Dr Reddy Company Banner

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    02

    AiPing Pharmaceutical Inc

    U.S.A
    World Vaccine Congress
    Not Confirmed
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    AiPing Pharmaceutical Inc

    U.S.A
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    World Vaccine Congress
    Not Confirmed
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    Regulatory Info : RX

    Registration Country : USA

    ARFORMOTEROL TARTRATE

    Brand Name : ARFORMOTEROL TARTRATE

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2024-04-02

    Application Number : 214901

    Regulatory Info : RX

    Registration Country : USA

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    03

    Alembic Pharmaceuticals Limited

    India
    World Vaccine Congress
    Not Confirmed
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    Alembic Pharmaceuticals Limited

    India
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    World Vaccine Congress
    Not Confirmed
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    Regulatory Info : RX

    Registration Country : USA

    ARFORMOTEROL TARTRATE

    Brand Name : ARFORMOTEROL TARTRATE

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2022-05-10

    Application Number : 214779

    Regulatory Info : RX

    Registration Country : USA

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    04

    Biological E

    India
    World Vaccine Congress
    Not Confirmed
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    Biological E

    India
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    World Vaccine Congress
    Not Confirmed
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    Regulatory Info : RX

    Registration Country : USA

    ARFORMOTEROL TARTRATE

    Brand Name : ARFORMOTEROL TARTRATE

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2021-06-22

    Application Number : 213762

    Regulatory Info : RX

    Registration Country : USA

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    05

    CF PharmTech

    China
    World Vaccine Congress
    Not Confirmed
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    CF PharmTech

    China
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    World Vaccine Congress
    Not Confirmed
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    Regulatory Info : RX

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    ARFORMOTEROL TARTRATE

    Brand Name : ARFORMOTEROL TARTRATE

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2024-05-17

    Application Number : 216303

    Regulatory Info : RX

    Registration Country : USA

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    06

    Lupin Ltd

    India
    World Vaccine Congress
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    India
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    Not Confirmed
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    Regulatory Info : RX

    Registration Country : USA

    ARFORMOTEROL TARTRATE

    Brand Name : BROVANA

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2006-10-06

    Application Number : 21912

    Regulatory Info : RX

    Registration Country : USA

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    07

    Lupin Ltd

    India
    World Vaccine Congress
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    India
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    World Vaccine Congress
    Not Confirmed
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    Regulatory Info : RX

    Registration Country : USA

    ARFORMOTEROL TARTRATE

    Brand Name : ARFORMOTEROL TARTRATE

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2022-02-07

    Application Number : 213068

    Regulatory Info : RX

    Registration Country : USA

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    08

    Mankind Pharma

    India
    World Vaccine Congress
    Not Confirmed
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    Mankind Pharma

    India
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    World Vaccine Congress
    Not Confirmed
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    Regulatory Info : RX

    Registration Country : USA

    ARFORMOTEROL TARTRATE

    Brand Name : ARFORMOTEROL TARTRATE

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2022-11-15

    Application Number : 216128

    Regulatory Info : RX

    Registration Country : USA

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    09

    Teva Pharmaceutical Industries

    Israel
    World Vaccine Congress
    Not Confirmed
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    Teva Pharmaceutical Industries

    Israel
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    World Vaccine Congress
    Not Confirmed
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    Regulatory Info : RX

    Registration Country : USA

    ARFORMOTEROL TARTRATE

    Brand Name : ARFORMOTEROL TARTRATE

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2021-11-09

    Application Number : 200293

    Regulatory Info : RX

    Registration Country : USA

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    10

    The Ritedose Corporation

    U.S.A
    World Vaccine Congress
    Not Confirmed
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    The Ritedose Corporation

    U.S.A
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    World Vaccine Congress
    Not Confirmed
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    Virtual Booth Virtual Booth
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    Regulatory Info : RX

    Registration Country : USA

    ARFORMOTEROL TARTRATE

    Brand Name : ARFORMOTEROL TARTRATE

    Dosage Form : SOLUTION;INHALATION

    Dosage Strength : EQ 0.015MG BASE/2ML

    Packaging :

    Approval Date : 2022-03-02

    Application Number : 214736

    Regulatory Info : RX

    Registration Country : USA

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