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Clarithromycin

Clarithromycin Struktur
81103-11-9
CAS-Nr.
81103-11-9
Englisch Name:
Clarithromycin
Synonyma:
Clarithromycin Powder;te-03;BIAXIN;Clarithro;Clarithromycin-13C-D3;Naxy;Kladd;Fascar;Claris;Veclam
CBNumber:
CB2225614
Summenformel:
C38H69NO13
Molgewicht:
747.95
MOL-Datei:
81103-11-9.mol

Clarithromycin Eigenschaften

Schmelzpunkt:
217-220°C
Siedepunkt:
86℃
alpha 
D24 -90.4° (c = 1 in CHCl3)
Dichte
1.1334 (rough estimate)
Brechungsindex
-92 ° (C=1, CHCl3)
Flammpunkt:
>110°(230°F)
storage temp. 
-20°C
L?slichkeit
Soluble in DMSO
pka
pKa 8.99(H2O t=25.0 I=0.167) (Uncertain)
Aggregatzustand
powder
Farbe
colorless to faint yellow
Wasserl?slichkeit
99.48mg/L(20 ºC)
Merck 
14,2339
BCS Class
4
Stabilit?t:
Store in Freezer
InChIKey
AGOYDEPGAOXOCK-KCBOHYOISA-N
EPA chemische Informationen
Erythromycin, 6-O-methyl- (81103-11-9)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xn,Xi
R-S?tze: 22-36/37/38
S-S?tze: 26-36-60
WGK Germany  3
RTECS-Nr. KF4997000
HS Code  29419000
Giftige Stoffe Daten 81103-11-9(Hazardous Substances Data)
Toxizit?t LD50 in male, female mice, male, female rats (mg/kg): 2740, 2700, 3470, 2700 orally, 1030, 850, 669, 753 i.p., >5000 all s.c. (Abe)
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H302 Gesundheitssch?dlich bei Verschlucken. Akute Toxizit?t oral Kategorie 4 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P270, P301+P312, P330, P501
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P270 Bei Gebrauch nicht essen, trinken oder rauchen.
P301+P312 BEI VERSCHLUCKEN: Bei Unwohlsein GIFTINFORMATIONSZENTRUM/Arzt/... (geeignete Stelle für medizinische Notfallversorgung vom Hersteller/Lieferanten anzugeben) anrufen.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Clarithromycin Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

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

S-S?tze Betriebsanweisung:

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

Beschreibung

Clarithromycin is an acid stable macrolide antibiotic indicated for use in the treatment of skin, urinary and respiratory tract infections. Compared to erythromycin, clarithromycin exhibits the same in vitro activity against conventional pathogens, but is better tolerated by generating less gastrointestinal problems.

Chemische Eigenschaften

Colourless Crystalline Needles

Verwenden

Clarithromycin is a semi-synthetic macrolide antibiotic. Clarithromycin is a derivative of Erythromycin (E650000).

Definition

ChEBI: The 6-O-methyl ether of erythromycin A, clarithromycin is a macrolide antibiotic used in the treatment of respiratory-tract, skin and soft-tissue infections. It is also used to eradicate Helicobacter pylori in the treatment f peptic ulcer disease. It prevents bacteria from growing by interfering with their protein synthesis.

Antimicrobial activity

Activity against susceptible common pathogens is two to four times greater than that of erythromycin A . Most respiratory pathogens, with the exception of H. influenzae, are inhibited at a concentration of ≤0.25 mg/L. It inhibits Mycoplasma pneumoniae at 0.004 mg/L and Mor. catarrhalis at 0.06 mg/L. It is eight times more active than erythromycin A against Legionella spp., C. trachomatis and Ch. pneumoniae. Against anaerobic species, activity is similar to that of erythromycin A. Against H. influenzae the 14-hydroxy metabolite is twice as active as the parent compound.

Allgemeine Beschreibung

Some of the microbiological properties of clarithromycin appear to be superior to those of erythromycin. It exhibitsgreater potency against M. pneumoniae, Legionellaspp., Chlamydia pneumoniae, H. influenzae, and M. catarrhalisthan does erythromycin. Clarithromycin also hasactivity against unusual pathogens such as Borrelia burgdorferi(the cause of Lyme disease) and the Mycobacteriumavium complex (MAC). Clarithromycin is significantly moreactive than erythromycin against group A streptococci, S.pneumoniae, and the viridans group of streptococci in vivobecause of its superior oral bioavailability. Clarithromycin is,however, more expensive than erythromycin, which must beweighed against its potentially greater effectiveness.
Adverse reactions to clarithromycin are rare. The mostcommon complaints relate to GI symptoms, but these seldomrequire discontinuance of therapy. Clarithromycin,like erythromycin, inhibits cytochrome P450 oxidases and,thus, can potentiate the actions of drugs metabolized bythese enzymes.
Clarithromycin occurs as a white crystalline solid that ispractically insoluble in water, sparingly soluble in alcohol,and freely soluble in acetone. It is provided as 250- and 500-mg oral tablets and as granules for the preparation of aqueousoral suspensions containing 25 or 50 mg/mL.

Hazard

Moderately toxic by ingestion. Human sys-temic effects.

Pharmazeutische Anwendungen

A semisynthetic erythromycin A derivative (6-O- methyl erythromycin A) formulated for oral and intravenous use.

Pharmakokinetik

Oral absorption: 55%
Cmax 50 mg oral: 0.75 mg/L after 1.7 h
500 mg oral: 1.65 mg/L after 2 h
Terminal half-life: 2.7–3.5 h
Volume of distribution :250 L
Plasma protein binding 80%
absorption and distribution
It is more stable to gastric acid than erythromycin, but internal ketalization between the 9-keto group and the C-12 hydroxyl group has been described resulting in an inactive product: pseudo clarithromycin. It is rapidly absorbed orally and absorption is not affected by food. Concentrations in tonsil and lung tissues exceed the simultaneous plasma level by a factor of two and four, respectively.
Metabolism and excretion
The primary metabolic pathway is N-demethylation of the d-desosamine and stereospecific hydroxylation at the 14- position of the erythronolide A ring. Metabolism to the 14-hydroxy derivative is saturable above 800 mg. Around 20&ndash:40% of the administered dose is eliminated in urine. The apparent elimination half-life of the 14-hydroxy metabolite is around 7 h. The parent compound and its principal metabolite are retained in renal impairment, resulting in long apparent elimination half-lives, exceeding 30 and 45 h, respectively, in patients whose creatinine clearance is less than 30 mL/min.

Nebenwirkungen

Clarithromycin is well tolerated, producing little gastrointestinal disturbance and only transient changes in some liver function tests.

Clarithromycin Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Clarithromycin Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 786)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
APOLLO HEALTHCARE RESOURCES
+6596580999
sales@apollo-healthcare.com.sg Singapore 399 58
Hebei Mojin Biotechnology Co., Ltd
+86 13288715578 +8613288715578
sales@hbmojin.com China 12825 58
Hebei Chuanghai Biotechnology Co,.LTD
+86-13131129325
sales1@chuanghaibio.com China 5893 58
Hangzhou ICH Biofarm Co., Ltd
+86-0571-28186870; +undefined8613073685410
sales@ichemie.com China 998 58
Shaanxi TNJONE Pharmaceutical Co., Ltd
+8618092446649
sarah@tnjone.com China 1143 58
Henan Suikang Pharmaceutical Co.,Ltd.
+86-18239973690 +86-18239973690
sales@suikangpharm.com China 311 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718 +86-13336195806
sales@capot.com China 29791 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512
info@tianfuchem.com China 21639 55
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
bruce@xrdchem.cn CHINA 566 55
Nanjing Finetech Chemical Co., Ltd.
025-85710122 17714198479
sales@fine-chemtech.com CHINA 885 55

81103-11-9()Verwandte Suche:


  • CRIXAN OD
  • Fascar
  • Klaribac
  • Klarithran MR
  • 6-O-MethylerythroMycin A-d3
  • 6-O-MethylerythroMycin-d3
  • A 56268-d3
  • Abbott 56268-d3
  • Antibiotic A 56268-d3
  • Antibiotic TE 31-d3
  • BIAXIN XL-d3
  • Biaxin-d3
  • ClaMicin-d3
  • Claric-d3
  • Claris-d3
  • Claritek-d3
  • Clarith-d3
  • Clarithro-d3
  • ClathroMycin-d3
  • CRIXAN OD-d3
  • Crixan-d3
  • Fascar-d3
  • FroMilid-d3
  • KelaMycin-d3
  • 6-(4-DIMETHYLAMINO-3-HYDROXY-6-METHYLTETRAHYDROPYRAN-2-YL-OXY)-14-ETHYL-12,13-DIHYDROXY-4-(5-HYDROXY)
  • A-56268
  • 6-O-Methylerythromycin, A-56268, TE-031, Biaxin
  • Erythromycin, 6-O-methyl-
  • chlarithromycin
  • CLARITHROMYCIN(SUBJECTTOPATENTFREE)
  • ERYTHROMYCIN,6-0-METHYL-6-0-METHYLERYTHROMYCIN /CLARITHROMYCIN
  • Abbott 56268
  • Antibiotic A 56268
  • Antibiotic TE 31
  • Clamicin
  • Claris
  • Fromilid
  • Kelamycin
  • Klaricid
  • Macladin
  • Naxy
  • Veclam
  • Zeclar
  • Kladd
  • Veclam:Zeclar
  • Klacid-d3
  • Klaribac-d3
  • Klaricid-d3
  • Klarithran MR-d3
  • Macladin-d3
  • Naxy-d3
  • TE 031-d3
  • VeclaM-d3
  • ClarithroMycin API
  • klacid
  • CLARITHROMYCIN
  • 6-Methoxyerythromycin
  • Clarithromycin Identity (10 mg)
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