Clarithromycin
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Clarithromycin
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CAS No:
81103-11-9
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Formula:
C38H69NO13
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Chemical Name:
Clarithromycin
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Synonyms:
Erythromycin,6-O-methyl-;Oxacyclotetradecane,erythromycin deriv.;6-O-Methylerythromycin;A 56268;Antibiotic TE 31;Antibiotic A 56268;6-O-Methylerythromycin A;Clarithromycin;TE 031;Biaxin;Klacid;Fromilid;Kelamycin;Clamicin;Veclam;Klaricid;Naxy;Zeclar;Macladin;Clathromycin;Abbott 56268;Claris;Fascar;Crixan;Clarithro;Claric;BIAXIN XL;Clarith;Claritek;Klaribac;Klarithran MR;CRIXAN OD;Klarimix;Klabax;Claridar;CLARIPEN;108599-07-1;1240384-19-3;2089627-44-9
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CAS No:
Description
Clarithromycin is a macrolide antibiotic and a CYP3A4 inhibitor.Target: Antibacterial; CYP3A4Clarithromycin is a macrolide antibiotic used to treat pharyngitis, tonsillitis, acute maxillary sinusitis, acute bacterial exacerbation of chronic bronchitis, pneumonia (especially atypical pneumonias associated with Chlamydophila pneumoniae), skin and skin structure infections. Clarithromycin prevents bacteria from growing by interfering with their protein synthesis. It binds to the subunit 50S
Characteristics
182.91000
3.2
Solid
1.18 g/cm3
220 °C (decomp)
805.5ºC at 760 mmHg
440.9ºC
1.526
99.48mg/L(20 ºC)
Store only in original container. Keep container tightly closed.
2.32X10-25 mm Hg at 25 deg C (est)
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)
Specific optical rotation: -90.4 deg at 24 °C/D (c = 1 in CHCl3)
8.99(at 25 °C)
Safety Information
NONH for all modes of transport
3
R22
S26; S36
KF4997000
Xi; Xn
Store in Freezer
P301 + P312 + P330
H302
Clarithromycin Use and Manufacturing
1. A semi-synthetic macrolide antibiotic. A derivative of erythromycin
2. Antibacterial
3. Clarithromycin is a semi-synthetic macrolide antibiotic. Clarithromycin is a derivative of Erythromycin (E650000).
4. Clarithromycin (6-methoxyerythromycin) is a macrolide antibiotic active against a broad range of Gram positive bacteria. Clarithromycin was designed to enhance acid stability and improve oral bioavailability compared with erythromycin which is highly unstable to acidic conditions, undergoing a series of internal ketalisations between the 9-keto moiety and alcohols at C6 and C11. Omura and colleagues found that protection of the labile 6-OH group by methylation provided a simple but elegant solution.
5. Labeled Clarithromycin, intended for use as an internal standard for the quantification of Clarithromycin by GC- or LC-mass spectrometry.
6. A macrolide antibiotic and protein synthesis inhibitor
Computed Properties
Molecular Weight:748.0
XLogP3:3.2
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:14
Rotatable Bond Count:8
Exact Mass:747.47689126
Monoisotopic Mass:747.47689126
Topological Polar Surface Area:183
Heavy Atom Count:52
Complexity:1190
Defined Atom Stereocenter Count:18
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Price Analysis
Drug Function and Efficacy
This product is a macrolide antibiotic, which has inhibitory effects on Gram-positive bacteria such as Staphylococcus aureus, Streptococcus, and Pneumococcus, as well as some Gram-negative bacteria such as Haemophilus influenzae, Bordetella pertussis, Neisseria gonorrhoeae, Legionella pneumophila, and some anaerobic bacteria such as Bacteroides fragilis, Streptococcus peptostreptococcus, and Propionibacterium acnes. In addition, it also has inhibitory effects on mycoplasma. The characteristics of this product are that its antibacterial activity in vitro is similar to that of erythromycin, but its antibacterial activity in vivo against some bacteria such as Staphylococcus aureus, Streptococcus, and Haemophilus influenzae is stronger than that of erythromycin. There is cross-resistance between this product and erythromycin. The mechanism of action of this product is to inhibit the association of the 50S subunit of the nuclear protein and inhibit protein synthesis to produce an antibacterial effect.
Registered Holders
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CENTURY PHARMACEUTICALS LTD
Active
United States
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SYNTHIMED LABS PRIVATE LTD
Active
United States
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ALEMBIC PHARMACEUTICALS LTD
Active
United States
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Learn More Other Chemicals
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Clarithromycin Impurity Q (10 mg) (N-oxide clarithromycin)
118074-07-0
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CLARITHROMYCIN OXIME
127253-06-9
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Clarithromycin Impurity H (10 mg) (N-formyl clarithromycin)
127140-69-6
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ClarithroMycin IMpurity G Formula
127182-44-9
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ClarithroMycin 9-OxiMe Formula
103450-87-9
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CLARITHROMYCIN LACTOBIONATE Formula
135326-55-5
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ClarithroMycin EP IMpurity F Structure
128940-83-0
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Trifluoromethanol Structure
1493-11-4
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