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    Chemistry

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    Also known as: Veramyst, Avamys, 397864-44-7, Allermist, Furamist, Arnuity ellipta
    Molecular Formula
    C27H29F3O6S
    Molecular Weight
    538.6  g/mol
    InChI Key
    XTULMSXFIHGYFS-VLSRWLAYSA-N
    FDA UNII
    JS86977WNV
    Fluticasone Furoate
    Fluticasone Furoate is the furoate salt form of fluticasone, a synthetic trifluorinated glucocorticoid receptor agonist with anti-allergic, anti-inflammatory and anti-pruritic effects. Upon administration, fluticasone binds to and activates glucocorticoid receptor, resulting in the activation of lipocortin. Lipocortin, in turn, inhibits cytosolic phospholipase A2 and the cascade of reactions involved in the synthesis of inflammatory mediators, such as prostaglandins and leukotrienes. Secondly, mitogen-activated protein kinase (MAPK) phosphatase 1 is induced, which leads to dephosphorylation and inactivation of Jun N-terminal kinase and directly inhibits c-Jun mediated transcription. Finally, transcriptional activity of nuclear factor (NF)-kappa-B is blocked, thereby inhibiting the transcription of cyclooxygenase 2 (COX-2), which is essential for prostaglandin production.
    1 2D Structure

    Fluticasone Furoate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    [(6S,8S,9R,10S,11S,13S,14S,16R,17R)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] furan-2-carboxylate
    2.1.2 InChI
    InChI=1S/C27H29F3O6S/c1-14-9-16-17-11-19(29)18-10-15(31)6-7-24(18,2)26(17,30)21(32)12-25(16,3)27(14,23(34)37-13-28)36-22(33)20-5-4-8-35-20/h4-8,10,14,16-17,19,21,32H,9,11-13H2,1-3H3/t14-,16+,17+,19+,21+,24+,25+,26+,27+/m1/s1
    2.1.3 InChI Key
    XTULMSXFIHGYFS-VLSRWLAYSA-N
    2.1.4 Canonical SMILES
    CC1CC2C3CC(C4=CC(=O)C=CC4(C3(C(CC2(C1(C(=O)SCF)OC(=O)C5=CC=CO5)C)O)F)C)F
    2.1.5 Isomeric SMILES
    C[C@@H]1C[C@H]2[C@@H]3C[C@@H](C4=CC(=O)C=C[C@@]4([C@]3([C@H](C[C@@]2([C@]1(C(=O)SCF)OC(=O)C5=CC=CO5)C)O)F)C)F
    2.2 Other Identifiers
    2.2.1 UNII
    JS86977WNV
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. Veramyst

    2. Avamys

    3. 397864-44-7

    4. Allermist

    5. Furamist

    6. Arnuity Ellipta

    7. Ennhale

    8. Gsk 685 698

    9. Flonase Sensimist

    10. Gw685698x

    11. Gsk 685698

    12. Gw-685698x

    13. Js86977wnv

    14. Chebi:74899

    15. Gsk685968

    16. Gsk-685968

    17. Gw 685698x

    18. [(6s,8s,9r,10s,11s,13s,14s,16r,17r)-6,9-difluoro-17-(fluoromethylsulfanylcarbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,11,12,14,15,16-octahydrocyclopenta[a]phenanthren-17-yl] Furan-2-carboxylate

    19. Alisade

    20. (6s,8s,9r,10s,11s,13s,14s,16r,17r)-6,9-difluoro-17-(((fluoromethyl)thio)carbonyl)-11-hydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3h-cyclopenta[a]phenanthren-17-yl Furan-2-carboxylate

    21. Unii-js86977wnv

    22. Fluticasone Furoate [usan:inn]

    23. Fluticasonum Furoas

    24. Veramyst (tn)

    25. Furoate De Fluticasone

    26. Furoato De Fluticasona

    27. Fluticasone Furancarboxylate

    28. Chembl1676

    29. Schembl140504

    30. Flonase Sensimist Allergy Relief

    31. Fluticasone Furoate [mi]

    32. Gtpl10892

    33. Fluticasone Furoate [inn]

    34. Fluticasone Furoate [jan]

    35. Gw685698

    36. Dtxsid401024827

    37. Fluticasone Furoate [usan]

    38. Fluticasone Furoate [vandf]

    39. Bcp18136

    40. Fluticasone Furoate [mart.]

    41. Zinc3992105

    42. Bdbm50354851

    43. Fluticasone Furoate [who-dd]

    44. S6487

    45. Fluticasone Furoate (jan/usan/inn)

    46. Fluticasone Furoate [ema Epar]

    47. Db08906

    48. Fluticasone Furoate [orange Book]

    49. Hy-15234

    50. Avamys Pound>> Veramyst Pound>> Allermist

    51. Gw-685698

    52. Cs-0003822

    53. Drosta-1,4-dien-17-yl Furan-2-carboxylate

    54. D06315

    55. E86983

    56. Breo Ellipta Component Fluticasone Furoate

    57. Arnuity Ellipta Component Fluticasone Furoate

    58. Fluticasone Furoate Component Of Breo Ellipta

    59. Q2166700

    60. Trelegy Ellipta Component Fluticasone Furoate

    61. Fluticasone Furoate Component Of Arnuity Ellipta

    62. Fluticasone Furoate Component Of Trelegy Ellipta

    63. (6.alpha.,11.beta.,16.alpha.,17.alpha.)-6,9-difluoro-17-(((fluoro-methyl)thio)carbonyl)-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl 2-furancarboxylate

    64. (6.alpha.,11.beta.,16.alpha.,17.alpha.)-6,9-difluoro-17-(((fluoromethyl)thio)carbonyl)-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl 2-furoate

    65. (6.alpha.,11.beta.,16.alpha.,17.alpha.)-6,9-difluoro-17-(((fluoromethyl)thio)carbonyl)-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl-2-furancarboxylate

    66. (6alpha,11alpha,14beta,16alpha,17alpha)-6,9-difluoro-17-{[(fluoromethyl)sulfanyl]carbonyl}-11-hydroxy-16-methyl-3-oxoan

    67. (6alpha,11alpha,14beta,16alpha,17alpha)-6,9-difluoro-17-{[(fluoromethyl)sulfanyl]carbonyl}-11-hydroxy-16-methyl-3-oxoan Drosta-1,4-dien-17-yl Furan-2-carboxylate

    68. (6alpha,11alpha,14beta,16alpha,17alpha)-6,9-difluoro-17-{[(fluoromethyl)sulfanyl]carbonyl}-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl Furan-2-carboxylate

    69. (6alpha,11beta,16alpha,17alpha)-6,9-difluoro-17-(((fluoromethyl)thio)carbonyl)-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-yl-2-furancarboxylate

    70. 6.alpha.,9-difluoro-17-(((fluoromethyl)sulfanyl)carbonyl)-11.beta.-hydroxy-16.alpha.-methyl-3-oxoandrosta-1,4-dien-17.alpha.-yl Furan-2-carboxylate

    71. 6alpha,9-difluoro-17-(((fluoromethyl)sulfanyl)carbonyl)-11beta-hydroxy-16alpha-methyl-3-oxoandrosta-1,4-dien-17alpha-yl Furan-2-carboxylate

    72. 6alpha,9-difluoro-17beta-{[(fluoromethyl)sulfanyl]carbonyl}-11beta-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17alpha-yl 2-furoate

    73. 911210-90-7

    74. Androsta-1,4-diene-17-carbothioic Acid, 6,9-difluoro-17-((2- Furanylcarbonyl)oxy)-11-hydroxy-16-methyl-3-oxo-, S-(fluoromethyl) Ester, (6alpha,11beta,16alpha,17alpha)-

    75. Androsta-1,4-diene-17-carbothioic Acid, 6,9-difluoro-17-((2- Furanylcarbonyl)oxy)-11-hydroxy-16-methyl-3-oxo-, S-(fluoromethyl) Ester, (6alpha,11beta,16alpha,17alpha)-

    76. Androsta-1,4-diene-17-carbothioic Acid, 6,9-difluoro-17-((2-furanylcarbonyl)oxy)-11-hydroxy-16-methyl-3-oxo-, S-(fluoromethyl) Ester, (6.alpha.,11.beta.,16.alpha.,17.alpha.)-

    77. Gw6

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 538.6 g/mol
    Molecular Formula C27H29F3O6S
    XLogP34.8
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count10
    Rotatable Bond Count6
    Exact Mass538.16369430 g/mol
    Monoisotopic Mass538.16369430 g/mol
    Topological Polar Surface Area119 Ų
    Heavy Atom Count37
    Formal Charge0
    Complexity1080
    Isotope Atom Count0
    Defined Atom Stereocenter Count9
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameVeramyst
    PubMed HealthFluticasone
    Drug ClassesAnti-Inflammatory, Corticosteroid, Intermediate, Corticosteroid, Strong
    Drug LabelFluticasone furoate, the active component of VERAMYST Nasal Spray, is a synthetic fluorinated corticosteroid having the chemical name (6,11,16,17)-6,9-difluoro-17-{[(fluoro-methyl)thio]carbonyl}-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-...
    Active IngredientFluticasone furoate
    Dosage FormSpray, metered
    RouteNasal
    Strength0.0275mg/inh
    Market StatusPrescription
    CompanyGlaxosmithkline

    2 of 2  
    Drug NameVeramyst
    PubMed HealthFluticasone
    Drug ClassesAnti-Inflammatory, Corticosteroid, Intermediate, Corticosteroid, Strong
    Drug LabelFluticasone furoate, the active component of VERAMYST Nasal Spray, is a synthetic fluorinated corticosteroid having the chemical name (6,11,16,17)-6,9-difluoro-17-{[(fluoro-methyl)thio]carbonyl}-11-hydroxy-16-methyl-3-oxoandrosta-1,4-dien-17-...
    Active IngredientFluticasone furoate
    Dosage FormSpray, metered
    RouteNasal
    Strength0.0275mg/inh
    Market StatusPrescription
    CompanyGlaxosmithkline

    4.2 Drug Indication

    Fluticasone furoate is indicated as an inhaler for the treatment and management of asthma by prophylaxis. The fluticasone furoate nasal spray is indicated for treating season and perennial allergic rhinitis.

    FDA Label

    Adults, adolescents (12 years and over) and children (6-11 years). Avamys is indicated for the treatment of the symptoms of allergic rhinitis.

    Adults, adolescents (12 years and over) and children (6 - 11 years). Alisade is indicated for the treatment of the symptoms of allergic rhinitis.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Systemically, in vitro experiments show fluticasone furoate activates glucocorticoid receptors, inhibits nuclear factor kappa b, and inhibits lung eosinophilia in rats.

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Corticosteroid [EPC]; Corticosteroid Hormone Receptor Agonists [MoA]
    5.3 ATC Code

    R01AD12

    R01AD12

    R - Respiratory system

    R01 - Nasal preparations

    R01A - Decongestants and other nasal preparations for topical use

    R01AD - Corticosteroids

    R01AD12 - Fluticasone furoate

    R - Respiratory system

    R03 - Drugs for obstructive airway diseases

    R03B - Other drugs for obstructive airway diseases, inhalants

    R03BA - Glucocorticoids

    R03BA09 - Fluticasone furoate

    5.4 Absorption, Distribution and Excretion

    Absorption

    Intranasal exposure of fluticasone furoate results in patients swallowing a larger portion of the dose. However, absorption is poor and metabolism is high, therefore there is negligible systemic exposure with a nasal bioavailability of 0.50% and oral bioavialability of 1.26%. Inhaled bioavailability is 13.9%. A study of 24 healthy Caucasian males showed an inhaled bioavailability of 6.3-18.4%.

    Route of Elimination

    Fluticasone furoate is eliminated 90% in the feces and 1-2% in the urine.

    Volume of Distribution

    608L at steady state for intravenous administration of fluticasone furoate. Other reports suggest the mean volume of distribution at steady state is 661L. A study of 24 healthy Caucasian males showed a volume of distribution at steady state of 704L following intravenous administration.

    Clearance

    57.8L/h for fluticasone furoate. A study of 24 healthy Caucasian males showed a clearance of 71.8L/h following intravenous administration.

    5.5 Metabolism/Metabolites

    Fluticasone furoate is cleared from hepatic metabolism by cytochrome P450 3A4. Fluticasone furoate is hydrolysed at the FIVE-S-fluoromethyl carbothioate group, forming an inactive metabolite.

    5.6 Biological Half-Life

    15.1 hours for intranasal fluticasone furoate and 24 hours for the inhaled formulation. A study of 24 healthy Caucasian males showed a half life of 13.6 hours following intravenous administration and 17.3-23.9 hours followed inhalation.

    5.7 Mechanism of Action

    Fluticasone furoate works through an unknown mechanism to affect the action of various cell types and mediators of inflammation. In vitro experiments show fluticasone furoate activating glucocorticoid receptors, inhibiting nuclear factor kappa b, and inhibiting lung eosinophilia in rats.

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    21-Feb-2021
    30-Dec-2024
    KGS
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    DOSAGE - POWDER;INHALATION - 0.05MG/INH;EQ 0....DOSAGE - POWDER;INHALATION - 0.05MG/INH;EQ 0.025MG BASE/INH

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    Fluticasone Furoate Manufacturers

    A Fluticasone Furoate manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Fluticasone Furoate, including repackagers and relabelers. The FDA regulates Fluticasone Furoate manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Fluticasone Furoate API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

    click here to find a list of Fluticasone Furoate manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Fluticasone Furoate Suppliers

    A Fluticasone Furoate supplier is an individual or a company that provides Fluticasone Furoate active pharmaceutical ingredient (API) or Fluticasone Furoate finished formulations upon request. The Fluticasone Furoate suppliers may include Fluticasone Furoate API manufacturers, exporters, distributors and traders.

    click here to find a list of Fluticasone Furoate suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

    Fluticasone Furoate USDMF

    A Fluticasone Furoate DMF (Drug Master File) is a document detailing the whole manufacturing process of Fluticasone Furoate active pharmaceutical ingredient (API) in detail. Different forms of Fluticasone Furoate DMFs exist exist since differing nations have different regulations, such as Fluticasone Furoate USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A Fluticasone Furoate DMF submitted to regulatory agencies in the US is known as a USDMF. Fluticasone Furoate USDMF includes data on Fluticasone Furoate's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Fluticasone Furoate USDMF is kept confidential to protect the manufacturer’s intellectual property.

    click here to find a list of Fluticasone Furoate suppliers with USDMF on PharmaCompass.

    Fluticasone Furoate JDMF

    The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

    The Fluticasone Furoate Drug Master File in Japan (Fluticasone Furoate JDMF) empowers Fluticasone Furoate API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

    PMDA reviews the Fluticasone Furoate JDMF during the approval evaluation for pharmaceutical products. At the time of Fluticasone Furoate JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

    click here to find a list of Fluticasone Furoate suppliers with JDMF on PharmaCompass.

    Fluticasone Furoate KDMF

    In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

    Pharmaceutical companies submit a Fluticasone Furoate Drug Master File in Korea (Fluticasone Furoate KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Fluticasone Furoate. The MFDS reviews the Fluticasone Furoate KDMF as part of the drug registration process and uses the information provided in the Fluticasone Furoate KDMF to evaluate the safety and efficacy of the drug.

    After submitting a Fluticasone Furoate KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Fluticasone Furoate API can apply through the Korea Drug Master File (KDMF).

    click here to find a list of Fluticasone Furoate suppliers with KDMF on PharmaCompass.

    Fluticasone Furoate CEP

    A Fluticasone Furoate CEP of the European Pharmacopoeia monograph is often referred to as a Fluticasone Furoate Certificate of Suitability (COS). The purpose of a Fluticasone Furoate CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Fluticasone Furoate EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Fluticasone Furoate to their clients by showing that a Fluticasone Furoate CEP has been issued for it. The manufacturer submits a Fluticasone Furoate CEP (COS) as part of the market authorization procedure, and it takes on the role of a Fluticasone Furoate CEP holder for the record. Additionally, the data presented in the Fluticasone Furoate CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Fluticasone Furoate DMF.

    A Fluticasone Furoate CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Fluticasone Furoate CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

    click here to find a list of Fluticasone Furoate suppliers with CEP (COS) on PharmaCompass.

    Fluticasone Furoate WC

    A Fluticasone Furoate written confirmation (Fluticasone Furoate WC) is an official document issued by a regulatory agency to a Fluticasone Furoate manufacturer, verifying that the manufacturing facility of a Fluticasone Furoate active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Fluticasone Furoate APIs or Fluticasone Furoate finished pharmaceutical products to another nation, regulatory agencies frequently require a Fluticasone Furoate WC (written confirmation) as part of the regulatory process.

    click here to find a list of Fluticasone Furoate suppliers with Written Confirmation (WC) on PharmaCompass.

    Fluticasone Furoate NDC

    National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Fluticasone Furoate as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Fluticasone Furoate API and other APIs are published in this directory by the FDA.

    Unfinished drugs

    The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

    Pharmaceutical companies that manufacture Fluticasone Furoate as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

    Compounded drug products

    The NDC directory also contains data on finished compounded human drug products that contain Fluticasone Furoate and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Fluticasone Furoate NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of Fluticasone Furoate suppliers with NDC on PharmaCompass.

    Fluticasone Furoate GMP

    Fluticasone Furoate Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

    GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

    PharmaCompass offers a list of Fluticasone Furoate GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Fluticasone Furoate GMP manufacturer or Fluticasone Furoate GMP API supplier for your needs.

    Fluticasone Furoate CoA

    A Fluticasone Furoate CoA (Certificate of Analysis) is a formal document that attests to Fluticasone Furoate's compliance with Fluticasone Furoate specifications and serves as a tool for batch-level quality control.

    Fluticasone Furoate CoA mostly includes findings from lab analyses of a specific batch. For each Fluticasone Furoate CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

    Fluticasone Furoate may be tested according to a variety of international standards, such as European Pharmacopoeia (Fluticasone Furoate EP), Fluticasone Furoate JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Fluticasone Furoate USP).

    Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
    For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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