Doxycyclin

Doxycycline Struktur
564-25-0
CAS-Nr.
564-25-0
Bezeichnung:
Doxycyclin
Englisch Name:
Doxycycline
Synonyma:
doxycyline;vibramycin;doxiciclina;Doxycyclin hyclate;DOXYCYCLINE HYDRATE;doryx;liviatin;Doxycyclinum;(4S,4aR,5S,5aR,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide;(4S,4aR,5S,5aR,6R,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
CBNumber:
CB8663342
Summenformel:
C22H24N2O8
Molgewicht:
444.43
MOL-Datei:
564-25-0.mol

Doxycyclin Eigenschaften

Schmelzpunkt:
206-209°C (dec.)
Siedepunkt:
554.44°C (rough estimate)
Dichte
1.3809 (rough estimate)
Brechungsindex
1.6500 (estimate)
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
Löslichkeit
DMSO : 125 mg/mL (281.26 mM; Need ultrasonic)
pka
pKa 3.5 (Uncertain);7.7 (Uncertain);9.5 (Uncertain)
Aggregatzustand
Solid
Farbe
Light yellow to brown
Wasserlöslichkeit
0.63g/L(25 ºC)
BCS Class
3,1
InChIKey
JBIWCJUYHHGXTC-AKNGSSGZSA-N
SMILES
C1(=O)[C@]2(O)[C@@]([H])([C@@H](O)[C@@]3([H])C(=C2O)C(=O)C2=C(C=CC=C2O)[C@@H]3C)[C@H](N(C)C)C(O)=C1C(N)=O
CAS Datenbank
564-25-0(CAS DataBase Reference)
EPA chemische Informationen
Doxycycline (564-25-0)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
Bildanzeige (GHS)
Alarmwort
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
H312 Gesundheitsschädlich bei Hautkontakt. Akute Toxizität dermal Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P280,P302+P352, P312, P322, P363,P501
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
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
H332 Gesundheitsschädlich bei Einatmen. Akute Toxizität inhalativ Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P261, P271, P304+P340, P312
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
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.
P312 Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P321 Besondere Behandlung
P322 Gezielte Maßnahmen
P330 Mund ausspülen.
P332+P313 Bei Hautreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P362 Kontaminierte Kleidung ausziehen und vor erneutem Tragen waschen.
P363 Kontaminierte Kleidung vor erneutem Tragen waschen.
P501 Inhalt/Behälter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Doxycyclin Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften

Yellow Solid

Verwenden

Doxycycline is a semi-synthetic tetracycline prepared by hydrogenolysis of oxytetracycline to remove the 6-hydroxy group. Although the synthesis was reported in 1958, it was not released for use until 1967. Doxycycline, together with minocycline, is regarded as a ‘third generation’ tetracycline largely replacing the analogues and pro-drugs produced in the early 1960s for mainstream antibiotic applications. Like all tetracyclines, doxycycline shows broad spectrum antibacterial and antiprotozoan activity and acts by binding to the 30S and 50S ribosomal subunits, blocking protein synthesis. Doxycycline has been extensively cited in the literature with over 10,000 references.

Indications

Doxycycline (Vibramycin, Monodox) has similar absorption and durationof- activity characteristics. Its effectiveness in acne approaches that of minocycline, when used in the same fashion with similar dosages. Early data suggests that subantimicrobial doses of doxycycline, 20 mg (Periostat), may play a therapeutic role in acne by reducing inflammation through anticollagenolytic, antimatrix-degrading metalloproteinase, and cytokine downregulating properties.

Definition

ChEBI: Tetracycline in which the 5beta-hydrogen is replaced by a hydroxy group, while the 6alpha-hydroxy group is replaced by hydrogen. A semi-synthetic tetracycline antibiotic, it is used to inhibit bacterial protein synthesis a d treat non-gonococcal urethritis and cervicitis, exacerbations of bronchitis in patients with chronic obstructive pulmonary disease (COPD), and adult periodontitis.

Antimicrobial activity

It is active against some tetracycline-resistant Staph. aureus and is more active than other tetracyclines against Str. pyogenes, enterococci and Nocardia spp. Mor. catarrhalis (MIC 0.5 mg/L), Legionella pneumophila and most strains of Ureaplasma urealyticum (MIC 0.5 mg/L) are susceptible.

Pharmazeutische Anwendungen

6-Deoxy-5β-hydroxytetracycline. A semisynthetic product supplied as the hyclate, calcium salt or the hydrochloride for oral and intravenous administration.

Clinical Use

Like the other tetracyclines, doxycycline inhibits the pathogen’s protein synthesisby reversibly inhibiting the 30S ribosomal subunit.Bacteria and Plasmodium ribosomal subunits differ significantlyfrom mammalian ribosomes such that this group ofantibiotics do not readily bind to mammalian ribosomesand, therefore, show good selective toxicity. Althoughdoxycycline is a good antibacterial, its use for malaria islimited to prophylaxis against strains of P. falciparumn resistantto chloroquine and sulfadoxine–pyrimethamine.This use normally should not exceed 4 months. Becausethe tetracyclines chelate calcium, they can interfere withdevelopment of the permanent teeth in children. Therefore,their use in children definitely should be short term. Also, tetracycline photosensitivity must be kept in mind, particularlybecause areas where malaria is endemic are also theareas with the greatest sunlight.

Nebenwirkungen

Untoward reactions are generally those typical of the group but gastrointestinal side effects are less common than with other tetracyclines due to the lower total dosage and the ability to administer the drug with meals. Esophageal ulceration as a result of capsule impaction has been reported. Dental and bone deposition appear to be less common than with other tetracycline derivatives. Other adverse phenomena include occasional vestibular toxicity.
Hypersensitivity reactions include photosensitivity and eosinophilia, but rarely anaphylaxis. In common with demeclocycline and chlortetracycline it may be a more powerful sensitizer than other tetracyclines. It is contraindicated in patients with acute porphyria because it has been demonstrated to be porphyrinogenic in animals.

Stoffwechsel

Doxycycline is well absorbed on oral administration (90–100% when fasting; reduced by 20% by co-consumption with food or milk), has a half-life permitting once-a-day dosing for mild infections, and is excreted partly in the feces and partly in the urine.

Doxycyclin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Doxycyclin Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

Global( 330)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5893 58
shandong perfect biotechnology co.ltd
+86-53169958659; +8618596095638
sales@sdperfect.com China 294 58
Zibo Hangyu Biotechnology Development Co., Ltd
+86-0533-2185556 +8617865335152
Mandy@hangyubiotech.com China 10986 58
Hebei Jingbo New Material Technology Co., Ltd
+8619931165850
hbjbtech@163.com China 1000 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652
info@fdachem.com China 20288 58
Hebei Saisier Technology Co., LTD
+86-18400010335 +86-18034520335
admin@hbsaisier.cn China 1015 58
Apeloa production Co.,Limited
+8619933239880
admin@apcl.com.cn China 852 58
Hebei Longbang Technology Co., LTD
+86-18633929156 +86-18633929156
admin@hblongbang.com China 941 58
HebeiShuoshengImportandExportco.,Ltd
+86-18532138899 +86-18532138899
L18532138899@163.com China 939 58
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21639 55

564-25-0(Doxycyclin)Verwandte Suche:


  • Doxycycline Base & Hyclate
  • Doxycycline (base and/or unspecified salts)
  • DOXYCYCLINE, ANHYDROUS
  • (4S,4aR,5S,5aR,6R,12aS)- 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro -3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide Hyclate
  • Doxinyl
  • Doxycycline Hydrochloride Hemiethanolat
  • ,6alpha,12aalpha))-
  • 1,12a-octahydro-3,5-alpha,10,12,12a-alpha-pentahydroxy-6-alpha-methyl-1,11-dio
  • 10,12,12a-pentahydroxy-6-methyl,1,11-dioxo-,(45-(4alpha,4aalpha,5alpha,5aalpha
  • 2-naphthacenecarboxamide,4-alpha-s-(dimethylamino)-1,4,4a-alpha-5,5a-alpha,6,1
  • 6- Deoxy-5-hydroxytetracycline, 6-Deoxyoxytetracycline, Doxytetracycline, GS 3065, HydraMycin, MedeoMycin, VibraMycin
  • 4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-4-(dimethylamino)-4
  • 5-hydroxy-alpha-6-deoxytetracycline
  • 5-hydroxy-alpha-6-deoxytetracyclinemonohydrate
  • 6-alpha-deoxy-5-oxytetracycline
  • 6-deoxy-5-hydroxytetracycline
  • 6-deoxy-oxytetracyclin
  • 6-deoxytetracycline
  • alpha-6-deoxyoxytetracycline
  • alpha-6-deoxyoxytetracyclinemonohydrate
  • alpha-6-tetracyclinemonohydrate
  • alpha-doxycycline
  • azudoxat
  • doxitard
  • doxy-caps
  • doxy-puren
  • doxy-tabs
  • doxytetracycline
  • gs-3065
  • investin
  • methyl-1,11-dioxo-2-naphthacenecarboxamidemonohydrate
  • spanor
  • vibravenos
  • DoxycyclineBp93
  • 5-Hydroxy-6-deoxytetracycline
  • 6-Deoxyoxytetracycline
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4S,4aR,5S,5aR,6R,12aS)-
  • DOXCYCLINEANHYDROUS
  • DOXYCYCLINE,ANHYDROUS,USP
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo- (6CI, 8CI)
  • 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, [4S-(4α,4aα,5α,5aα,6α,12aα)]-
  • 4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
  • Deoxymykoin
  • Doxivetin
  • Doxycen
  • Monodox
  • Oxytetracycline, 6-deoxy-
  • Ronaxan
  • Tolexine
  • Unidox
  • Vibramycine
  • DOXYCYCLINE
  • 4-(DIMETHYLAMINO)-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-2-NA
  • 4-(DIMETHYLAMINO)-1,4,4 ALPHA,5,5 ALPHA,6,11,12 ALPHA-OCTAHYDRO-3,5,10,12,12 ALPHA-PENTAHYDROXY-6-METHYL-1,11-DIOXO-2-NAPHTHACENECARBOXAMIDE, MONOHYDRATE
  • 4-(DIMETHYLAMINO)-1,4,4ALPHA,5,5ALPHA,6,11,12ALPHA-OCTAHYDRO-3,5,10,12, 12ALPHA-PENTAHYDROXY-6-METHYL-1, 11-DIOXO-2-NAPHTHACENECARBOXAMIDE
  • (4S,4AR,5S,5AR,6R,12AS)-4-DIMETHYLAMINO-3,5,10,12,12A-PENTAHYDROXY-6-METHYL-1,11-DIOXO-1,4,4A,5,5A,6,11,12A-OCTAHYDRO-NAPHTHACENE-2-CARBOXYLIC ACID AMIDE
  • (2E,4S,5S,5aR,6R,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-5,10,11,12a-tetrahydroxy-6-methyl-4a,5,5a,6-tetrahydro-4H-tetracene-1,3,12-trione hydrate
  • Doxycycline,Doxitard,Gibidox,Liomycin
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