2-Naphthacencarbonsure-amid, 7-Chlor-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5aα,6β,12aα)]-

Chlortetracycline hydrochloride Struktur
64-72-2
CAS-Nr.
64-72-2
Bezeichnung:
2-Naphthacencarbonsure-amid, 7-Chlor-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5aα,6β,12aα)]-
Englisch Name:
Chlortetracycline hydrochloride
Synonyma:
CHLORTETRACYCLINE HCL;CTC;AUREOMYCIN;CHLOROTETRACYCLINE HYDROCHLORIDE;CHLOROTETRACYCLINE HCL;AUREOMYCIN HYDROCHLORIDE;u-6780;nsc-13252;Auxeomycin;Isphamycin
CBNumber:
CB9737862
Summenformel:
C22H24Cl2N2O8
Molgewicht:
515.34
MOL-Datei:
64-72-2.mol

2-Naphthacencarbonsure-amid, 7-Chlor-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5aα,6β,12aα)]- Eigenschaften

Schmelzpunkt:
210-215 °C (dec.)(lit.)
alpha 
D23 -240°
storage temp. 
Inert atmosphere,Store in freezer, under -20°C
Löslichkeit
1 M NaOH: soluble50mg/mL
Aggregatzustand
Powder
Farbe
faint yellow to yellow
pka
3.3(at 25℃)
Wasserlöslichkeit
Soluble in water
Sensitive 
Light Sensitive
Merck 
13,2211
BRN 
3858364
CAS Datenbank
64-72-2(CAS DataBase Reference)
EPA chemische Informationen
Chlortetracycline hydrochloride (64-72-2)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Kennzeichnung gefährlicher Xi
R-Sätze: 36/37/38
S-Sätze: 26-36
WGK Germany  2
RTECS-Nr. QI7800000
HazardClass  3
HS Code  29413020
Toxizität LD50 orally in rats: 10300 mg/kg (Goldenthal)
Bildanzeige (GHS) GHS hazard pictogramsGHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H317 Kann allergische Hautreaktionen verursachen. Sensibilisierung der Haut Kategorie 1A Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P261 Einatmen von Staub vermeiden.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P308+P313 BEI Exposition oder falls betroffen: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.

2-Naphthacencarbonsure-amid, 7-Chlor-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5aα,6β,12aα)]- Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-Sätze Betriebsanweisung:

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

Beschreibung

Chlortetracycline was found in the culture broth of Streptomyces aureofaciens by Duggar et al. of Lederle Laboratories in 1948 and named aureomycin. It shows a wider range of antibiotic activity than the earlier antibiotics, penicillins, and streptomycins and as great as that of chloramphenicol. Its activity covers grampositive and gram-negative bacteria as well as Rickettsia and Chlamydiae. Chlortetracycline has been replaced by other tetracyclines in clinical use and is used now used as a feed additive to promote the growth of livestock.

Chemische Eigenschaften

Yellow Solid

Verwenden

Chlortetracycline hydrochloride is a salt prepared from chlortetracycline taking advantage of the basic dimethylamino group which protonates and readily forms the salt in hydrochloric acid solutions. The hydrochloride is the preferred formulation for pharmaceutical applications. Like all tetracyclines, chlortetracycline shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal sub-units, blocking protein synthesis.

Allgemeine Beschreibung

Chlortetracycline (Aureomycin hydrochloride) was isolatedby Duggar in 1948 from S. aureofaciens. This compound,which was produced in an extensive search for new antibiotics,was the first of the group of highly successful tetracyclines.It soon became established as a valuable antibioticwith broad-spectrum activities.
It is used in medicine chiefly as the acid salt of the compoundwhose systematic chemical designation is 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide.The hydrochloride salt is a crystallinepowder with a bright yellow color, which suggested itsbrand name, Aureomycin. It is stable in air but slightly photosensitiveand should be protected from light. It is odorlessand bitter. One gram of the hydrochloride salt will dissolvein about 75 mL of water, producing a pH of about 3. It isonly slightly soluble in alcohol and practically insoluble inother organic solvents.
Oral and parenteral forms of chlortetracycline are nolonger used because of the poor bioavailability and inferiorpharmacokinetic properties of the drug. It is still marketed inointment forms for topical and ophthalmic use.

läuterung methode

Purify the salt by dissolving 1g rapidly in 20mL of hot water, cooling rapidly to 40o, treating with 0.1mL of 2M HCl, and chilling in an ice-bath. The process is repeated twice. It is also recrystallised from Me2NCHO/Me2CO. [Stephens et al. J Am Chem Soc 76 3568 1954, UV: McCormick et al. J Am Chem Soc 79 2849 1975, Beilstein 14 IV 2631.]

2-Naphthacencarbonsure-amid, 7-Chlor-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5aα,6β,12aα)]- Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


2-Naphthacencarbonsure-amid, 7-Chlor-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5aα,6β,12aα)]- Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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64-72-2(2-Naphthacencarbonsure-amid, 7-Chlor-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochlorid, [4S-(4α,4aα,5aα,6β,12aα)]-)Verwandte Suche:


  • 7-CHLORTETRACYCLINE MONOHYDROCHLORIDE
  • 7-CHLOROTETRACYCLINE HCL
  • 7-CHLOROTETRACYCLINE HYDROCHLORIDE
  • 7-CHLOROTETRACYCLINE MONOHYDROCHLORIDE
  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, [4S-(4alpha,4aalpha,5aalpha,6beta,12aalpha)]-
  • CHLOROTETRACYCLINE HYDROCHLORIDEVETRANAL , 250 MG
  • CHLORTETRACYCLINE HYDROCHLORIDE FROM STR EPTOMYCES AUREOFACI
  • Aureociclina, Isphamycin
  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride, (4S,4aS,5aS,6S,12aS)-
  • 2-Naphthacenecarboxamide,7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-,monohydrochloride
  • 6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-ydro-monohydrochloride
  • Aureociclina
  • Aureocycline
  • Auxeomycin
  • chlortetracyclinehydrochloride’canbeusedassecondarystandard’
  • clorotetraciclinacloridrato
  • Isphamycin
  • nsc-13252
  • u-6780
  • CHLORTETRACYCLINE HYDROCHLORIDE
  • AUREOMYCIN HCL
  • AUREOMYCIN(TM)
  • [4s-(4alpha,4aalpha,5aalpha,6beta,12aalpha)]-7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide monohydrochloride
  • 2-NaphthacenecarboxaMide, 7-chloro-4-(diMethylaMino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-Methyl-1,11-dioxo-,hydrochloride (1:1), (4S,4aS,5aS,6S,12aS)-
  • Chlorotetracy
  • Chlorterracycline Hydrochloride
  • Chlortetracycline hydrochloride Solution, 100ppm
  • Chlortetracycline for system suitability
  • Aureomycin/Chlortetracycline hcl
  • 7-Chlorotetracycline hydrochloride CTC
  • CHLORTETRACYCLINEHYDROCHLORIDE,CRYSTAL
  • Auxeomycin hydrochloride.
  • Chlortetracycline Hc1
  • 2-Naphthacenecarboxamide, 7-chloro-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro- 3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, monohydrochloride
  • 4-Chlorotetracycline hydrochloride
  • Fermycin Soluble
  • Biomycin hydrochloride
  • CHLORTETRACYCLINE.HYDROCHLORIDERESEARCH GRADE
  • Chlortetracycline hydrochloride, conforms to Eur. Ph.
  • Chlortetracycline hydrochloride,7-Chlorotetracycline hydrochloride
  • Chlortetracycline Hydrochloride (200 mg)
  • Chlortetracycline Hydrochloride (200 mg)K0C1851008ug/mg(ai)
  • (4S,4aS,5aS,6S,12aS)-7-Chloro-4-(diMethylaMino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-Methyl-1,11-dioxo-2-naphthacenecarboxaMide Hydrochloride
  • AureoMycin Monohydrochloride
  • Aureovit 12C80
  • Aurofac 100
  • ChlortetracycliniuM Chloride
  • Chlortetracycline hydrochlorideCTC
  • 7-Chlortetracycline hydrochloride, NSC 13252
  • Chlortetracycline hydrochloride, potency 900 ug/mg
  • Chlortetracycline Hydrochloride Standard
  • Chlortetracycline-d6 HCl
  • Tetracycline Chloro HCl
  • (4S,4aS,5aS,6S,12aS)-7-Chloro-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
  • Chlortetracycline hydrochloride USP/EP/BP
  • ANALYSIS REPORT OF CTC FEED GRADE
  • Chlortetracycline hydrochloride / Chlortetracycline hcl
  • Chlortetracyclin hydrochloride
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