フルチカゾン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2015/01/02 05:51:25」(JST)
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Not to be confused with fluconazole.
Fluticasone
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Systematic (IUPAC) name |
S-(fluoromethyl) (6S,8S,9R,10S,11S,13S,14S,16R,17R)-
6,9-difluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-
6,7,8,11,12,14,15,16-octahydrocyclopenta[a]
phenanthrene-17-carbothioate |
Clinical data |
AHFS/Drugs.com |
monograph |
Pregnancy cat. |
- C for Intranasal and Inhaled
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Legal status |
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Routes |
Intranasal, Inhaled, Topical Cream or Ointment |
Pharmacokinetic data |
Bioavailability |
0.51% (Intranasal) |
Protein binding |
91% |
Metabolism |
Intranasal
Hepatic (CYP3A4-mediated) |
Half-life |
10 hours |
Excretion |
Renal |
Identifiers |
CAS number |
90566-53-3 N
80474-14-2 (propionate) |
ATC code |
D07AC17 R01AD08 R03BA05 |
PubChem |
CID 5311101 |
DrugBank |
DB00588 |
ChemSpider |
4470631 Y |
UNII |
CUT2W21N7U Y |
KEGG |
D07981 Y |
ChEBI |
CHEBI:5134 N |
ChEMBL |
CHEMBL1201396 N |
Chemical data |
Formula |
C22H27F3O4S |
Mol. mass |
444.508 g/mol |
SMILES
- O=C(SCF)[C@]3(O)[C@]2(C[C@H](O)[C@]4(F)[C@@]/1(\C(=C/C(=O)\C=C\1)[C@@H](F)C[C@H]4[C@@H]2C[C@H]3C)C)C
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InChI
-
InChI=1S/C22H27F3O4S/c1-11-6-13-14-8-16(24)15-7-12(26)4-5-19(15,2)21(14,25)17(27)9-20(13,3)22(11,29)18(28)30-10-23/h4-5,7,11,13-14,16-17,27,29H,6,8-10H2,1-3H3/t11-,13+,14+,16+,17+,19+,20+,21+,22+/m1/s1 Y
Key:MGNNYOODZCAHBA-GQKYHHCASA-N Y
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N (what is this?) (verify) |
Fluticasone is a synthetic glucocorticoid.[1]
Both the furoate and propionate forms are used as topical anti-inflammatories:[2]
- Fluticasone propionate
- Fluticasone furoate
See also
- Anti-inflammatory uses of glucocorticoids
References
- ^ Briggs, Gerald G.; Freeman, Roger K.; Yaffe, Sumner J. (2012), Drugs in Pregnancy and Lactation: A Reference Guide to Fetal and Neonatal Risk, Lippincott Williams & Wilkins, p. 600, ISBN 1451153597.
- ^ Spratto, George R.; Woods, Adrienne L. (2012), Delmar Nurse's Drug Handbook 2012, Cengage Learning, p. 748, ISBN 1111310653.
Decongestants and other nasal preparations (R01)
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Topical |
Sympathomimetics, plain
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- Cyclopentamine
- Ephedrine
- Phenylephrine
- Oxymetazoline
- Tetryzoline
- Xylometazoline
- Naphazoline
- Tramazoline
- Metizoline
- Tuaminoheptane
- Fenoxazoline
- Tymazoline
- Epinephrine
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Antiallergic agents,
excluding corticosteroids
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- histamine antagonists (Levocabastine
- Antazoline
- Thonzylamine)
- mast cell stabilizer (some are also antihistamines) (Cromoglicic acid
- Nedocromil
- Azelastine
- Olopatadine
- Lodoxamide)
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Corticosteroids
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- Beclometasone
- Prednisolone
- Dexamethasone
- Flunisolide
- Budesonide
- Betamethasone
- Tixocortol
- Fluticasone
- Mometasone furoate
- Triamcinolone
- Ciclesonide
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Other nasal preparations
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- Cafaminol
- Calcium hexamine thiocyanate
- Retinol
- Ipratropium bromide
- Ritiometan
- Mupirocin
- Hexamidine
- Framycetin
- Hyaluronic acid
- Eucalyptus oil
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Systemic use:
Sympathomimetics |
- Phenylpropanolamine
- Pseudoephedrine (+loratadine)
- Phenylephrine
- Phenylpropylamine
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Index of the respiratory system
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Description |
- Anatomy
- Physiology
- Development
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Disease |
- Congenital
- Neoplasms and cancer
- Chest trauma
- Infection
- Other
- Symptoms and signs
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Treatment |
- Procedures
- Drugs
- nasal
- throat
- obstructive airway diseases
- cough and cold
- histaminergics
- other
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Drugs for obstructive airway diseases: asthma/COPD (R03)
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Adrenergics, inhalants |
Short acting β2-agonists |
- Bitolterol
- Carbuterol
- Fenoterol
- Pirbuterol
- Procaterol
- Reproterol
- Rimiterol
- Salbutamol#/Levosalbutamol
- Terbutaline
- Tulobuterol
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Long acting β2-agonists (LABA) |
- Arformoterol
- Bambuterol
- Clenbuterol
- Formoterol
- Salmeterol
- Ultra LABA: Indacaterol, Olodaterol, Vilanterol
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other |
- Epinephrine#
- Hexoprenaline
- Isoprenaline (Isoproterenol)
- Orciprenaline (Metaproterenol)
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Glucocorticoids |
- Beclometasone#
- Betamethasone
- Budesonide
- Ciclesonide
- Flunisolide
- Fluticasone
- Mometasone
- Triamcinolone
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Anticholinergics/
muscarinic antagonist |
- Aclidinium bromide
- Glycopyrronium bromide
- Ipratropium bromide#
- Oxitropium bromide
- Tiotropium bromide
- Umeclidinium bromide
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Mast cell stabilizers |
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Xanthines |
- Acefylline
- Ambuphylline
- Bamifylline
- Doxofylline
- Enprofylline
- Etamiphylline
- Proxyphylline
- Theobromine
- Theophylline/Aminophylline/Choline theophyllinate
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Eicosanoid inhibition |
Leukotriene antagonists |
- Montelukast
- Pranlukast
- Zafirlukast
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5-Lipoxygenase inhibitors |
- Hyperforin
- St John's wort
- Zileuton
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Thromboxane receptor antagonists |
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Non-xanthine PDE4 inhibitors |
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Others/unknown |
- Amlexanox
- Eprozinol
- Fenspiride
- Omalizumab
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Combination products |
- Budesonide/formoterol
- Fluticasone/salmeterol
- Ipratropium bromide/salbutamol
- Mometasone/formoterol
- Beclometasone/formoterol
- Fluticasone furoate/vilanterol
- Umeclidinium bromide/vilanterol
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
Index of the respiratory system
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Description |
- Anatomy
- Physiology
- Development
|
|
Disease |
- Congenital
- Neoplasms and cancer
- Chest trauma
- Infection
- Other
- Symptoms and signs
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Treatment |
- Procedures
- Drugs
- nasal
- throat
- obstructive airway diseases
- cough and cold
- histaminergics
- other
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Corticosteroids – glucocorticoids and mineralocorticoids (H02)
(also A07EA, C05AA, D07, D10AA, R01AD, R03BA, S01BA, S02B, and S03B)
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Mineralocorticoids
(3-one, 4-ene,
no FG at 16) |
- Pregnenedione: ALDOSTERONE
- 11-DEOXYCORTICOSTERONE
- HALOGENATED AT 9: Fludrocortisone
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Glucocorticoids
(3-one, 4-ene,
11-FG,
17-hydroxy) |
Pregnene
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Pregnenedione
(+20-one)
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- HYDROCORTISONE/CORTISOL# (Hydrocortisone aceponate
- Hydrocortisone buteprate
- Hydrocortisone butyrate)
- Budesonide
- Ciclesonide
- Deflazacort
- Medrysone
- Tixocortol
- HALOGENATED AT 6: Cloprednol
- HALOGENATED, WITH FG AT 16: Halcinonide
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Pregnadiene (+1-ene)
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- Rimexolone
- HALOGENATED, WITH FG AT 16: Flunisolide
- Triamcinolone
- Amcinonide
- Fluocinolone acetonide (Fluocinonide)
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Pregnadienediol
(+21-hydroxy)
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- Prednisone (Meprednisone)
- HALOGENATED AT 9: Fluorometholone
- HALOGENATED, WITH FG AT 16: Fluocortolone (Clocortolone
- Diflucortolone
- Fluocortin)
- Desoximetasone
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Pregnadienetriol
(+11-hydroxy)
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- Prednisolone# (Methylprednisolone
- Methylprednisolone aceponate
- Prednicarbate
- Prednylidene)
- Desonide
- HALOGENATED: Fluprednisolone (Difluprednate
- Fluperolone)
- HALOGENATED, WITH FG AT 16: Dexamethasone#
- Betamethasone (Clobetasol
- Clobetasone
- Diflorasone
- Halometasone
- Ulobetasol)
- Beclometasone
- Paramethasone
- Alclometasone
- Fluclorolone acetonide
- Flumetasone
- Fluprednidene
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Pregnatriene
(+2-ene)
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Androstene
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- HALOGENATED, WITH FG AT 16: Fluticasone (Fluticasone propionate
- Fluticasone furoate)
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Other/ungrouped
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- HALOGENATED: Loteprednol
- HALOGENATED, WITH FG AT 16: Fludroxycortide
- Formocortal
- Mometasone furoate
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Aldosterone antagonists |
- Spironolactone
- Eplerenone
- Potassium canrenoate
- Canrenone
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Synthesis modifiers |
- Trilostane
- Carbenoxolone
- Aminoglutethimide
- Metyrapone
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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Description |
- Glands
- Hormones
- Physiology
- Development
|
|
Disease |
- Diabetes
- Congenital
- Neoplasms and cancer
- Other
- Symptoms and signs
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Treatment |
- Procedures
- Drugs
- calcium balance
- corticosteroids
- oral hypoglycemics
- pituitary and hypothalamic
- thyroid
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GlaxoSmithKline
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Subsidiaries |
- GlaxoSmithKline Pakistan
- GlaxoSmithKline Pharmaceuticals Ltd
- Stiefel Laboratories
- ViiV Healthcare (85%)
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Predecessors and fully
integrated acquisitions |
- Allen & Hanburys
- Beecham Group
- Block Drug
- Burroughs Wellcome
- Glaxo
- Glaxo Wellcome
- Human Genome Sciences
- Recherche et Industrie Thérapeutiques
- SmithKline Beecham
- Smith, Kline & French
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Products
(List) |
Current
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Pharmaceuticals
|
- Advair
- Albenza
- Alli
- Amerge
- Amoxil
- Arixtra
- Arranon/Atriance
- Augmentin
- Avamys/Veramyst
- Avandia
- Avodart
- AZT1
- Beconase
- Boniva
- Ceftin/Supacef
- Combivir1
- Coreg
- Dexedrine
- Dyazide
- Epivir/Epivir-HBV/Heptovir/Zeffix1
- Flixonase
- Hycamtin
- Imitrex/Treximet
- Jalyn/Combodart/Duodart
- Lamictal
- Lanoxin
- Levitra2
- Lovaza/Omacor
- Parnate
- Paxil/Seroxat/Aropax
- Promacta/Revolade
- Relenza
- Requip
- Rescriptor1
- Serlipet
- Tagamet
- Treximet
- Trizivir1
- Tykerb/Tyverb
- Valtrex/Zelitrex
- Ventolin HFA
- Viracept1
- Wellbutrin
- Zantac
- Ziagen1
- Zofran
- Zovirax
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Vaccines
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- Hepatyrix
- Pandemrix
- Twinrix
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Other
|
- Aquafresh
- Boost
- Eno
- Horlicks
- Maxinutrition
- Nicoderm
- Nicorette
- NiQuitin
- Panadol
- Panadol night
- Poligrip
- Ralgex
- Sensodyne
- Solpadeine
- Synthol
- Tums
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Former
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- BC Powder
- Geritol
- Goody's Powder
- Lucozade
- Ribena
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People |
Current directors
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- Chris Gent
- Andrew Witty
- Roy Anderson
- Stephanie Burns
- Stacey Cartwright
- Lawrence Culp
- Crispin Davis
- Simon Dingemans
- Judy Lewent
- Deryck Maughan
- James Murdoch
- Daniel Podolsky
- Moncef Slaoui
- Tom de Swaan
- Robert Wilson
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Other
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- Thomas Beecham
- Silas M. Burroughs
- Mahlon Kline
- John K. Smith
- Henry Wellcome
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Other |
- Canada v. GlaxoSmithKline Inc.
- GlaxoSmithKline Prize
- Side Effects
- United States v. GlaxoSmithKline
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- 1Products of ViiV Healthcare 2Co-marketed with Bayer Pharmaceuticals
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UpToDate Contents
全文を閲覧するには購読必要です。 To read the full text you will need to subscribe.
English Journal
- Glucocorticoid-Augmented Efferocytosis Inhibits Pulmonary Pneumococcal Clearance in Mice by Reducing Alveolar Macrophage Bactericidal Function.
- Stolberg VR1, McCubbrey AL2, Freeman CM3, Brown JP4, Crudgington SW4, Taitano SH2, Saxton BL5, Mancuso P6, Curtis JL7.
- Journal of immunology (Baltimore, Md. : 1950).J Immunol.2015 Jul 1;195(1):174-84. doi: 10.4049/jimmunol.1402217. Epub 2015 May 18.
- Inhaled corticosteroids (ICS) increase community-acquired pneumonia (CAP) incidence in patients with chronic obstructive pulmonary disease (COPD) by unknown mechanisms. Apoptosis is increased in the lungs of COPD patients. Uptake of apoptotic cells (ACs) ("efferocytosis") by alveolar macrophages (AM
- PMID 25987742
- Association between TAAR6 polymorphisms and airway responsiveness to inhaled corticosteroids in asthmatic patients.
- Chang HS1, Heo JS, Shin SW, Bae DJ, Song HJ, Jun JA, Kim JD, Park JS, Park BL, Shin HD, Park CS.
- Pharmacogenetics and genomics.Pharmacogenet Genomics.2015 Jul;25(7):334-42. doi: 10.1097/FPC.0000000000000141.
- BACKGROUND: Genetic polymorphisms may be responsible for the wide variation in response to inhaled corticosteroids in asthmatic patients. We had previously reported that one polymorphism rs7772821, located on the 3'-UTR of trace amine-associated receptor 6 (TAAR6), is significantly associated with p
- PMID 25919112
- Improvements in lung function with umeclidinium/vilanterol versus fluticasone propionate/salmeterol in patients with moderate-to-severe COPD and infrequent exacerbations.
- Donohue JF1, Worsley S2, Zhu CQ3, Hardaker L4, Church A5.
- Respiratory medicine.Respir Med.2015 Jul;109(7):870-81. doi: 10.1016/j.rmed.2015.04.018. Epub 2015 May 8.
- BACKGROUND: Umeclidinium (UMEC; long-acting muscarinic antagonist [LAMA])/vilanterol (VI; long-acting beta2-agonist [LABA]) and fluticasone propionate/salmeterol (FP/SAL) (inhaled corticosteroid/LABA) are approved maintenance therapies for chronic obstructive pulmonary disease (COPD). Two studies co
- PMID 26006754
Japanese Journal
- 吸入療法の最新の話題 (特集 喘息予防・管理の最新の話題)
- Collagen Gel Contraction Assay Using Human Bronchial Smooth Muscle Cells and Its Application for Evaluation of Inhibitory Effect of Formoterol
- Sakota Yusuke,Ozawa Yuji,Yamashita Hirotaka [他]
- Biological & pharmaceutical bulletin 37(6), 1014-1020, 2014-06
- NAID 40020073630
- フルチカゾン吸入が有効であった気管形成術後吻合部肉芽狭窄の1例
- 井上 考司,橘 さやか,中西 徳彦,森高 智典
- 気管支学 : 日本気管支研究会雑誌 36(2), 143-146, 2014-03-25
- 背景.気管肉芽狭窄に対して様々な内視鏡的加療が報告されているが,未だコンセンサスの得られた治療法はなく,治療方針の決定には合併症やコストにも留意が必要である.吸入ステロイドは気管支喘息など非感染性慢性気道炎症疾患に対して安全かつ安価な治療法であるが,我々は気管形成術後の吻合部肉芽狭窄に対してフルチカゾン吸入が有効であった1例を経験した.症例.67歳女性.気管挿管後の瘢痕性狭窄に対して気管形成術を行 …
- NAID 110009807527
Related Links
- Fluticasone nasal spray may cause side effects. Tell your doctor if any of these symptoms are severe or do not go away: headache dryness, stinging, burning or irritation in the nose nausea vomiting diarrhea bloody ...
- Fluticasone official prescribing information for healthcare professionals. Includes: indications, dosage, adverse reactions, pharmacology and more. ... Post Marketing Experience - Systemic adverse events with Fluticasone propionate ...
Related Pictures
★リンクテーブル★
[★]
- 英
- fluticasone
- 化
- プロピオン酸フルチカゾン fluticasone propionate
- 商
- アドエア、アラミスト、キリガミール、スカイロン、ファビ、フルタイド、フルチカノーズ、フルナーゼ、フロラーズ、ミリカレット、フルナーゼ、Flonase, Flovent
- 関
- 耳鼻科用剤
[★]
フルチカゾン、fluticasone
[★]
フルチカゾン、fluticasone
[★]
フルチカゾン、プロピオン酸フルチカゾン