テトラサイクリン 化学特性,用途語,生産方法
解説
テトラサイクリン，化学式はC22H24O8N2。抗生物質。商標アクロマイシン。数種の放線菌が産生，全合成も可能。黄色結晶，無臭。塩酸塩（塩酸テトラサイクリン）は黄色結晶性粉末。無臭で両者とも微生物のタンパク質合成を阻害し，広範囲な抗菌スペクトルを呈する。ブドウ球菌，肺炎球菌等のグラム陽性菌，赤痢菌，大腸菌等のグラム陰性菌，各種リケッチア，クラミジアなどの感染症に内服や筋注により適用。副作用として菌交代症，胃腸障害，光線過敏症など。開発初期と異なって耐性菌が多くなり，王座をペニシリン系・セフェム系抗生物質に明け渡した。
用途
テトラサイクリンはテトラサイクリン系に属する抗生物質である。軟膏は商品名アクロマイシンでポーラファルマ製造販売。数種の放線菌から産生された広範囲抗菌性抗生物質。
効能
抗生物質, 抗アメーバ薬, 抗リケッチア薬, タンパク質合成阻害薬
説明
Tetracycline is an antibiotic that has been utilized in
disease management situations in which SmR strains of
E. amylovora or P. syringae already exist. However, tetracycline
does not appear to be as effective as streptomycin in
reducing blossom populations of E. amylovora (17). Additionally,
strains of P. syringae with resistance to tetracycline
have been isolated from pear orchards in Oregon
and Washington (18), suggesting that resistance to this
antibiotic will probably develop in orchards where it is
applied.
化学的特性
Tetracycline trihydrate is a white crystalline substance.
使用
Tetracycline is a linear, tetracyclic, broad spectrum antibiotic first prepared chemically by dechlorination of chlortetracycline and subsequently isolated from several Streptomyces species. Tetracycline has broad spectrum antibacterial and antiprotozoan activity, and acts by binding to the 30S and 50S ribosomal subunits blocking protein synthesis. Tetracycline is a pigment and, like many pigments, is degraded by light, oxygen, trace metal ions and pH variations. The purity of tetracycline is often variable, with significant levels of degradation products.
適応症
Tetracycline is often the first antibiotic prescribed. It is the least expensive,
has few side effects, and is well tolerated for longer periods of time. Tetracycline
is effective in low doses because high concentrations are achieved within
sebaceous follicles, especially when inflammation is present.
世界保健機関（WHO）
The first tetracycline antibiotic, chlortetracycline, was introduced
in 1948 and subsequently several semisynthetic derivatives have been used as
antibacterial, antiamoebic and antirickettsial agents. All tetracyclines accumulate in
the developing bones and teeth of the foetus and young children which can result
in retarded bone growth and dental staining. Preparations intended specifically for
children have been withdrawn in some countries, whereas in others warnings are
required on the label advising against administration of tetracyclines to young
children and pregnant women. Non-paediatric dosage forms of tetracycline remain
in the WHO Model List of Essential Drugs.
抗菌性
It is also active against V. cholerae, chlamydiae,
rickettsiae and spirochetes.
一般的な説明
Chemical studies on chlortetracycline revealed that controlledcatalytic hydrogenolysis selectively removed the 7-chloro atom and so produced tetracycline (Achromycin,Cyclopar, Panmycin, Tetracyn). This process was patentedby Conover in 1955. Later, tetracycline was obtainedfrom fermentations of Streptomyces spp., but the commercialsupply still chiefly depends on hydrogenolysis of chlortetracycline.
Tetracycline is 4-dimethyl amino-1,4,4a,5,5a,6,11,12aoctahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide. It is a bright yellow, crystallinesalt that is stable in air but darkens on exposure tostrong sunlight. Tetracycline is stable in acid solutions witha pH above 2. It is somewhat more stable in alkaline solutionsthan chlortetracycline, but like those of the other tetracyclines,such solutions rapidly lose potency. One gram ofthe base requires 2,500 mL of water and 50 mL of alcohol todissolve it. The hydrochloride salt is used most commonly inmedicine, though the free base is absorbed from the GI tractabout equally well. One gram of the hydrochloride salt dissolvesin about 10 mL of water and in 100 mL of alcohol.Tetracycline has become the most popular antibiotic of itsgroup, largely because its plasma concentration appears to behigher and more enduring than that of either oxytetracyclineor chlortetracycline. Also, it is found in higher concentrationin the spinal fluid than the other two compounds.
応用例（製薬）
A fermentation product of Streptomyces aureofaciens, also produced
from chlortetracycline. Available as the hydrochloride
for oral and topical use.
臨床応用
Along with doxycycline
it is one of the most commonly used tetracyclines.
職業ばく露
Tetracycline is an antibiotic medicine used as capsules, tablets, or intravenous injections against certain infections in humans and animals.
輸送方法
UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials.
純化方法
Tetracycline crystallises from toluene or aqueous MeOH as the trihydrate. [Stephen et al. J Am Chem Soc 76 3568 1954, Beilstein 14 IV 2625.]
不和合性
Although no dangerous incompatibilities are reported, the potency of this medicine is reduced by heat, sunlight, and solutions with pH <2; and destroyed by caustic hydroxide solutions.
廃棄物の処理
It is inappropriate and possibly dangerous to the environment to dispose of expired or waste pharmaceuticals by flushing them down the toilet or discarding them to the trash. Household quantities of expired or waste pharmaceuticals may be mixed with wet cat litter or coffee grounds, double-bagged in plastic, discard in trash. Larger quantities shall carefully take into consideration applicable DEA, EPA, and FDA regulations. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.
テトラサイクリン 上流と下流の製品情報
原材料
準備製品