フラマイセチン、フラミセチン
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出典(authority):フリー百科事典『ウィキペディア(Wikipedia)』「2014/11/24 08:18:36」(JST)
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Framycetin
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Systematic (IUPAC) name |
(2R,3S,4R,5R,6R)-5-amino-2-(aminomethyl)
-6-[(1R,2R,3S,4R,6S)-4,6-diamino-2-[(2S,3R,4S,5R)
-4-[(2R,3R,4R,5S,6S)-3-amino-6-(aminomethyl)
-4,5-dihydroxyoxan-2-yl]oxy-3-hydroxy
-5-(hydroxymethyl)oxolan-2-yl]oxy
-3-hydroxycyclohexyl]oxyoxane-3,4-diol |
Clinical data |
AHFS/Drugs.com |
Micromedex Detailed Consumer Information |
Legal status |
?
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Routes |
oral, topical |
Identifiers |
CAS number |
119-04-0 Y |
ATC code |
R01AX08 S01AA07 D09AA01 (dressing) QJ01GB91 |
PubChem |
CID 8378 |
DrugBank |
DB00452 |
ChemSpider |
8075 Y |
UNII |
4BOC774388 Y |
KEGG |
D05140 Y |
ChEBI |
CHEBI:7508 Y |
ChEMBL |
CHEMBL184618 N |
Chemical data |
Formula |
C23H46N6O13 |
Mol. mass |
614.644 g/mol |
SMILES
- O([C@H]3[C@H](O[C@@H]2O[C@H](CO)[C@@H](O[C@H]1O[C@@H](CN)[C@@H](O)[C@H](O)[C@H]1N)[C@H]2O)[C@@H](O)[C@H](N)C[C@@H]3N)[C@H]4O[C@@H]([C@@H](O)[C@H](O)[C@H]4N)CN
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InChI
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InChI=1S/C23H46N6O13/c24-2-7-13(32)15(34)10(28)21(37-7)40-18-6(27)1-5(26)12(31)20(18)42-23-17(36)19(9(4-30)39-23)41-22-11(29)16(35)14(33)8(3-25)38-22/h5-23,30-36H,1-4,24-29H2/t5-,6+,7-,8+,9-,10-,11-,12+,13-,14-,15-,16-,17-,18-,19-,20-,21-,22-,23+/m1/s1 Y
Key:PGBHMTALBVVCIT-VCIWKGPPSA-N Y
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N (what is this?) (verify) |
Framycetin is an antibiotic of the aminoglycoside class similar to neomycin. Like neomycin, it has poor systemic absorption. It is used in topical preparations for infections of the skin, nose, ears, and eyes, often in combination with other antibacterial drugs and corticosteroids. It can also be used for gastrointestinal infections.
Framycetin is commonly sold as Soframycin nasal spray (for rhinitis and congested sinus) and Sofra-Tulle (Treatment of infected or potentially infected burns, wounds, ulcers and graft sites). Both of these products are distributed by ERFA Canada 2012 Inc.,[1]
It also exists in veterinary products, as framycetin sulfate.
References
- ^ http://www.eci2012.net/
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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anat (n, x, l, c)/phys/devp
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noco (c, p)/cong/tumr, sysi/epon, injr
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proc, drug (R1/2/3/5/6/7)
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Antibacterials: protein synthesis inhibitors (J01A, J01B, J01F, J01G, QJ01XQ)
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30S |
Aminoglycosides
(initiation inhibitors) |
-mycin (Streptomyces) |
- Streptomycin#
- Dihydrostreptomycin
- Neomycin#
- Framycetin
- Paromomycin
- Ribostamycin
- Kanamycin#
- Amikacin
- Arbekacin
- Bekanamycin
- Dibekacin
- Tobramycin
- Spectinomycin#
- Hygromycin B
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-micin (Micromonospora) |
- Gentamicin#
- Netilmicin
- Sisomicin
- Isepamicin
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Tetracycline antibiotics
(tRNA binding) |
Tetracyclines |
- Doxycycline#
- Chlortetracycline
- Clomocycline
- Demeclocycline
- Lymecycline
- Meclocycline
- Metacycline
- Minocycline
- Oxytetracycline
- Penimepicycline
- Rolitetracycline
- Tetracycline
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Glycylcyclines |
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50S |
Oxazolidinone
(initiation inhibitors) |
- Eperezolid
- Linezolid
- Posizolid
- Radezolid
- Ranbezolid
- Sutezolid
- Tedizolid
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Peptidyl transferase |
Amphenicols |
- Chloramphenicol#
- Azidamfenicol
- Thiamphenicol
- Florfenicol
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Pleuromutilins |
- Retapamulin
- Tiamulin
- Valnemulin
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MLS (transpeptidation/translocation) |
Macrolides |
- Azithromycin#
- Clarithromycin
- Dirithromycin
- Erythromycin#
- Flurithromycin
- Josamycin
- Midecamycin
- Miocamycin
- Oleandomycin
- Rokitamycin
- Roxithromycin
- Spiramycin
- Troleandomycin
- Tylosin
- Ketolides
- Telithromycin
- Cethromycin
- Solithromycin†
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Lincosamides |
- Clindamycin#
- Lincomycin
- Pirlimycin
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Streptogramins |
- Pristinamycin
- Quinupristin/dalfopristin
- Virginiamycin
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EF-G |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III
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gr+f/gr+a (t)/gr-p (c)/gr-o
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drug (J1p, w, n, m, vacc)
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UpToDate Contents
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- 1. 熱傷の局所治療:外用抗菌薬と被覆材 local treatment of burns topical antimicrobial agents and dressings
English Journal
- Mapping the interactions of selected antibiotics and their Cu2+ complexes with the antigenomic δ ribozyme.
- Wrzesinski J, Błaszczyk L, Wrońska M, Kasprowicz A, Stokowa-Sołtys K, Nagaj J, Szafraniec M, Kulinski T, Jeżowska-Bojczuk M, Ciesiołka J.SourceInstitute of Bioorganic Chemistry, Polish Academy of Sciences, 61-704 Poznań, Poland. wrzesinj@ibch.poznan.pl
- The FEBS journal.FEBS J.2013 Jun;280(11):2652-64. doi: 10.1111/febs.12257. Epub 2013 Apr 18.
- The interactions of selected antibiotics with the trans-acting antigenomic delta ribozyme were mapped. Ribozyme with two oligonucleotide substrates was used, one uncleavable with deoxycytidine at the cleavage site, mimicking the initial state of ribozyme, and the other with an all-RNA substrate mimi
- PMID 23527582
- Determination of neomycin and related substances in pharmaceutical preparations by reversed-phase high performance liquid chromatography with mass spectrometry and charged aerosol detection.
- Stypulkowska K, Blazewicz A, Fijalek Z, Warowna-Grzeskiewicz M, Srebrzynska K.SourceNational Medicines Institute, Pharmaceutical Chemistry Department, 30/34 Chelmska Str., 00-725 Warsaw, Poland. kstypulkowska@il.waw.pl
- Journal of pharmaceutical and biomedical analysis.J Pharm Biomed Anal.2013 Mar 25;76:207-14. doi: 10.1016/j.jpba.2012.12.025. Epub 2012 Dec 31.
- A new, simple and repeatable liquid chromatographic method with charged aerosol detection (LC-CAD) for determination of neomycin and related substances has been developed. Analysis of neomycin or other aminoglycosides is problematic due to a lack of chromophores. Universal response of CAD enables di
- PMID 23337822
- Cosubstrate tolerance of the aminoglycoside resistance enzyme Eis from Mycobacterium tuberculosis.
- Chen W, Green KD, Garneau-Tsodikova S.SourceDepartment of Medicinal Chemistry, University of Michigan, Ann Arbor, Michigan, USA.
- Antimicrobial agents and chemotherapy.Antimicrob Agents Chemother.2012 Nov;56(11):5831-8. doi: 10.1128/AAC.00932-12. Epub 2012 Sep 4.
- We previously demonstrated that aminoglycoside acetyltransferases (AACs) display expanded cosubstrate promiscuity. The enhanced intracellular survival (Eis) protein of Mycobacterium tuberculosis is responsible for the resistance of this pathogen to kanamycin A in a large fraction of clinical isolate
- PMID 22948873
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Related Pictures
★リンクテーブル★
[★]
- 英
- neomycin NM
- 同
- 硫酸フラジオマイシン fradiomycin sulfate フラジオマイシン fradiomycin fradiomycinum FRM、フラマイセチン framycetin
- 商
- フラジオ、(軟膏)ソフラチュール、(軟膏)(フラジオマイシン・フルオシノロン)フルコート、デルモラン、(軟膏)(フラジオマイシン・クロラムフェニコール)クロマイ、ハイセチン、(軟膏)(フラジオマイシン・メチルプレドニゾロン)ネオメドロール、(軟膏)(フラジオマイシン・バシトラシン)バラマイシン、(軟膏)(フラジオマイシン・ヒドロコルチゾン)プロクトセディル、(軟膏)(フラジオマイシン・ヒドロコルチゾン・ジフェンヒドラミン)レスタミンコーチゾン、(軟膏)(フラジオマイシン・ベタメタゾン)ベトネベート、(含嗽)デンターグル、(点眼・点鼻)(ベタメタゾン・フラジオマイシン)ベルベゾロン、リンデロン、(噴霧液)(プレドニゾロン・フラジオマイシン)エアゾリン、(噴霧液)(コリスチン・フラジオマイシン)コリマイフォーム、(その他)フランセチン、ヘモレックス
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[★]
- 英
- framycetin
- 関
- フラミセチン、フラジオマイシン
[★]
- 英
- framycetin
- 関
- フラマイセチン