Tetracyclin

Tetracycline Struktur
60-54-8
CAS-Nr.
60-54-8
Bezeichnung:
Tetracyclin
Englisch Name:
Tetracycline
Synonyma:
TETRACYCLIN;4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-Naphthacenecarboxamide;Limecycline;TETRACYCLINE BASE;panmycin;tetracyn;bristacycline;t-125;cytome;amycin
CBNumber:
CB6153810
Summenformel:
C22H24N2O8
Molgewicht:
444.43
MOL-Datei:
60-54-8.mol

Tetracyclin Eigenschaften

Schmelzpunkt:
175-177 °C(lit.)
alpha 
D25 -257.9° (0.1N HCl); D25 -239° (methanol)
Siedepunkt:
554.44°C (rough estimate)
Dichte
1.3809 (rough estimate)
Brechungsindex
1.6500 (estimate)
storage temp. 
2-8°C
Löslichkeit
95% ethanol: soluble12.5mg/mL
pka
pKa (50% aq DMF): 8.3, 10.2(at 25℃)
Aggregatzustand
powder
Farbe
yellow to yellow orange
Optische Aktivität
[α]25/D -239° in methanol (Specific rotation ) &_& [α]25/D -257.9°, c = 0.1 M HCl mol (Specific rotation )
Wasserlöslichkeit
Limited solubility in water. Soluble in 1M HCl with heating.
Merck 
13,9271
BRN 
2230417
BCS Class
3
Stabilität:
Hygroscopic
InChIKey
OFVLGDICTFRJMM-WESIUVDSSA-N
CAS Datenbank
60-54-8(CAS DataBase Reference)
NIST chemische Informationen
Tetracycline(60-54-8)
EPA chemische Informationen
Tetracycline (60-54-8)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xn,Xi
R-Sätze: 22-36/37/38
S-Sätze: 22-36-26
WGK Germany  3
RTECS-Nr. QI8750000
3-8-10
HS Code  29413000
Giftige Stoffe Daten 60-54-8(Hazardous Substances Data)
Toxizität LD50 in rats, mice (mg/kg): 807, 808 orally (Goldenthal)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitsschädlich bei Verschlucken. Akute Toxizität oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
H411 Giftig für Wasserorganismen, mit langfristiger Wirkung. Langfristig (chronisch) gewässergefährdend Kategorie 2
Sicherheit
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P273 Freisetzung in die Umwelt vermeiden.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

Tetracyclin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

S22:Staub nicht einatmen.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.

Beschreibung

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.

Chemische Eigenschaften

Tetracycline trihydrate is a white crystalline substance.

Verwenden

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.

Indications

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.

Weltgesundheitsorganisation (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.

Antimicrobial activity

It is also active against V. cholerae, chlamydiae, rickettsiae and spirochetes.

Allgemeine Beschreibung

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.

Pharmazeutische Anwendungen

A fermentation product of Streptomyces aureofaciens, also produced from chlortetracycline. Available as the hydrochloride for oral and topical use.

Clinical Use

Along with doxycycline it is one of the most commonly used tetracyclines.

mögliche Exposition

Tetracycline is an antibiotic medicine used as capsules, tablets, or intravenous injections against certain infections in humans and animals.

Versand/Shipping

UN3249 Medicine, solid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials.

läuterung methode

Tetracycline crystallises from toluene or aqueous MeOH as the trihydrate. [Stephen et al. J Am Chem Soc 76 3568 1954, Beilstein 14 IV 2625.]

Inkompatibilitäten

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.

Waste disposal

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.

Tetracyclin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Tetracyclin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 339)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Mojin Biotechnology Co., Ltd
+8613288715578
sales@hbmojin.com China 12456 58
Hangzhou ICH Biofarm Co., Ltd
+undefined8613073685410
sales@ichemie.com China 985 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21691 55
career henan chemical co
+86-0371-86658258
sales@coreychem.com China 29914 58
Chengdu GLP biotechnology Co Ltd
028-87075086 13350802083
scglp@glp-china.com CHINA 1824 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293
sales@sdzschem.com China 2931 58
Hubei Jusheng Technology Co.,Ltd.
18871490254
linda@hubeijusheng.com CHINA 28180 58
Hebei Guanlang Biotechnology Co., Ltd.
+86-19930503282
alice@crovellbio.com China 8823 58
Cangzhou Wanyou New Material Technology Co.,Ltd
18631714998
sales@czwytech.com CHINA 906 58
Xiamen AmoyChem Co., Ltd
+86-592-6051114 +8618959220845
sales@amoychem.com China 6387 58

60-54-8(Tetracyclin)Verwandte Suche:


  • 12,12a-pentahydroxy-6-methyl-1,11-dioxo-1
  • 4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-4-(dimethylamino)-4
  • 6-methyl-1,11-dioxy-2-naphthacenecarboxamide
  • abramycin
  • bio-tetra
  • bristaciclinalpha
  • cefracyclinesuspension
  • ciclibion
  • criseociclina
  • cytome
  • democracin
  • hostacyclin
  • liquamycin
  • medocycline
  • mericycline
  • methyl-1,11-dioxo-2-naphthacenecarboxamide
  • micycline
  • neocycline
  • oletetrin
  • omegamycin
  • orlycycline
  • polycycline
  • polycycline(antibiotic)
  • polyotic
  • purocyclina
  • resteclin
  • roviciclina
  • sigmamycin
  • solvocin
  • steclin
  • sumycinsyrup
  • t-125
  • tetrabon
  • tetra-co
  • tetracyclinei
  • tetracyclineii
  • tetradecin
  • tetrafil
  • tetraverine
  • tsiklomistsin
  • tsiklomitsin
  • veracin
  • vetacyclinum
  • vetracyclinum
  • tetracycline free base
  • ETRACYCLINE HCL USP23
  • TETRACYCLINE HCL USP23
  • TETRACYCLINE HYDRATE, 99% BP GRADE
  • TETRACYCLINE
  • TETRACYCLINE HYDRATE
  • TET TABS(TM)
  • Cefracycline
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)-
  • TETRACYCLINE,USP
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo- (7CI, 8CI)
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aS,5aS,6S,12aS)- (9CI)
  • abricycline
  • achromycin(naphthacenederivative)
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