メタサイクリン
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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/04/11 23:19:16」(JST)
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Metacycline
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| Systematic (IUPAC) name |
| (2Z,4S,4aR,5S,5aR,12aS)-2-[amino(hydroxy)methylene]-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methylene-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2H,4H,5H)-trione |
| Clinical data |
| AHFS/Drugs.com |
International Drug Names |
| MedlinePlus |
a682778 |
| Legal status |
? |
| Identifiers |
| CAS number |
914-00-1 N |
| ATC code |
J01AA05 |
| PubChem |
CID 5281054 |
| ChemSpider |
10468596 Y |
| UNII |
IR235I7C5P N |
| ChEMBL |
CHEMBL249837 N |
| NIAID ChemDB |
001301 |
| Chemical data |
| Formula |
C22H22N2O8 |
| Mol. mass |
442.419 g/mol |
SMILES
- NC(=O)C=3C(=O)[C@@]4(O)C(\O)=C2\C(=O)c1c(O)cccc1C(=C)[C@H]2[C@H](O)[C@H]4[C@H](N(C)C)C=3O
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InChI
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InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25,27-29,32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1 Y
Key:MHIGBKBJSQVXNH-IWVLMIASSA-N Y
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| N (what is this?) (verify) |
Metacycline is a tetracycline antibiotic. It is used as a precursor in the industrial synthesis of doxycycline hyclate. It should not be confused with the antibiotic methicillin (aka meticillin).
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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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|
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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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|
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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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English Journal
- High-performance liquid chromatography using pressurized liquid extraction for the determination of seven tetracyclines in egg, fish and shrimp.
- Liu Y, Yang H, Yang S, Hu Q, Cheng H, Liu H, Qiu Y.SourceHubei Key Laboratory of Animal Nutrition and Feed Science, Wuhan Polytechnic University, No. 68 South Xuefu Road, Changqing Garden, Wuhan, Hubei 430023, PR China.
- Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.J Chromatogr B Analyt Technol Biomed Life Sci.2013 Feb 15;917-918:11-7. doi: 10.1016/j.jchromb.2012.12.036. Epub 2013 Jan 9.
- A simple and especially rapid method, pressurized liquid extraction, has been developed and applied to the quantitative determination of oxytetracycline, tetracycline, chlortetracycline, minocycline, methacycline, demeclocycline and doxycycline in egg, fish and shrimp. The procedure consisted of a t
- PMID 23353938
- Production of monoclonal antibody against doxycycline for immunoassay of seven tetracyclines in bovine muscle and milk.
- Gao F, Zhao GX, Zhang HC, Wang P, Wang JP.SourceCollege of Veterinary Medicine, Agricultural University of Hebei, Baoding Hebei, China.
- Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes.J Environ Sci Health B.2013;48(2):92-100. doi: 10.1080/03601234.2013.726856.
- The objective of this study was to produce a generic monoclonal antibody for multi-determination of the residues of tetracycline drugs in bovine muscle and milk. Two new immunogens of doxycycline were prepared that were used to produce the monoclonal antibodies. Results showed the obtained antibodie
- PMID 23305276
- Binding of methacycline to human serum albumin at subdomain IIA using multispectroscopic and molecular modeling methods.
- Dong C, Lu N, Liu Y.SourceCollecge of Life and Environmental Science, Minzu University of China, Beijing, 100081, China.
- Luminescence : the journal of biological and chemical luminescence.Luminescence.2012 Dec 12. doi: 10.1002/bio.2462. [Epub ahead of print]
- This study was designed to examine the interaction of methacyline (METC) with human serum albumin (HSA) by multispectroscopy and a molecular modeling method under simulative physiological conditions. The quenching mechanism was suggested to be static quenching based on fluorescence and ultraviolet-v
- PMID 23233363
Japanese Journal
- Quantitative Analysis of Methacycline Hydrochloride by Direct Potentiometry Using the Internal Solid Contact Sensor
- ,
- Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 23(2), 231-233, 2007-02-10
- … An internal solid contact sensor (ISCS) for the determination of methacycline hydrochloride (MC·Cl), Pt/PPy/PVC(MC-PT), is described, based on the use of conducting poly(pyrrole) (PPy) as solid contact material and MC-phosphotungstate (PT) as the ion exchanger and dibutyl phthalate (DBP) as the plasticizer. …
- NAID 10018497812
- ヒアルロン酸ナトリウムとテトラサイクリン類の相互作用
- 宮崎 玉樹,四方田 千佳子,岡田 敏史
- 藥學雜誌 115(1), 72-80, 1995-01-25
- … The 6 TCs were tetracycline (TEC), oxytetracycline (OTC), doxycycline (DOC), methacycline (METC), minocycline (MINC) and chlortetracycline (CTC). …
- NAID 110003648909
- 薄層平板を用いる高圧電気泳動法によるテトラサイクリン系抗生物質の検出法の検討
- 近藤 房生,山口 龍一
- 食品衛生学雑誌 29(3), 185-191_1, 1988
- 7種のテトラサイクリン系抗生物質 (TC, CTC, OTC, MTC, DMCTC, DOXY, MINO) について支持体としてシリカゲル及びセルロース薄層平板を用い, pHの異なる17種の電解質溶液で高圧電気泳動を行い, 泳動スポットを蛍光法で検出する方法を検討した. セルロース平板の方が泳動距離が大きくかつテーリングも認められず, pH3.6のピリジン-酢酸-水 (1:11:89) 及びp …
- NAID 130003692812
Related Links
- 13 Jun 2005 ... Like other tetracyclines, the general usefulness of methacycline has been reduced with the onset of bacterial ... Mechanism of action, Methacycline, a tetracycline antibiotic, is a protein synthesis inhibitors, inhibiting the binding ...
- InChI=1S/C22H22N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24( 2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-6,10,14-15,17,25,27-29, 32H,1H2,2-3H3,(H2,23,31)/t10-,14-,15+,17+,22+/m1/s1 Yes Y ...
★リンクテーブル★
[★]
- 英
- tetracyclines antibiotics
- 関
- 抗菌薬
- first aid step1 2006 p.170
特徴
- 静菌的作用
- 抗菌薬の1st choiceになりやすい
構造
作用機序
薬理作用
抗菌スペクトル
- グラム陽性菌、グラム陰性菌、リケッチア、マイコプラズマ、アメーバ
動態
- 酸に強く経口投与可能
- 上部消化管から吸収される
- 脳脊髄液には移行しづらい。
- 胆汁、尿にそのまま排泄される
適応
注意
禁忌
副作用
- 歯牙の着色：妊婦、授乳中の女性、8歳以下の子供には避ける
- 日光過敏
- 催奇性：骨の発育阻害
- 菌交代症
[★]
- 英
- methacycline MTC、metacycline
- ラ
- metacyclinum
- 化
- 塩酸メタサイクリン methacycline hydrochloride
[★]
[★]
メタサイクリン
- 関
- methacycline、methacycline hydrochloride
[★]
- 関
- metacycline、methacycline