Azithromycin

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Azithromycin
Category Bioactive by-products
Catalog number BBF-00245
CAS 83905-01-5
Molecular Weight 748.98
Molecular Formula C38H72N2O12
Purity >98%

Ordering Information

Catalog Number Size Price Stock Quantity
BBF-00245 250 mg $197 In stock

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Description

Azithromycin is produced by the strain of Erythromycin. The antibacterial activity and pharmacokinetic properties are better than erythromycin, and it is widely used in clinic.

Specification

Related CAS 117772-70-0 (dihydrate) 121470-24-4 (monohydrate)
Synonyms (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-13-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan15-one; 1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, [2R-(2R*,3S*,4R*,5R*,8R*,10R*,11R*,12S*,13S*,14R*)]-; 9-Deoxo-9a-methyl-9a-aza-9a-homoetrythromycin A; Aruzilina; Arzomicin; Auricin; Auricin (polyketide antibiotic); Azadose; AzaSite; Azatril; Azee; Azenil; Azimin; Aziromycin; Azisara; Azithral; Azithrocin; Azithromycin A; Azitrocin; Azitromax; Aziwin; Aziwok; AZM; Azomycin; Azomycin (macrolide); Aztrin; CP 62993; Durasite; Hemomycin; Macromycin; Macrozit; N-Methyl-11-aza-10-deoxo-10-dihydroerythromycin A; Sanhe; Setron; Shimen; Sumamed; Sumazid; Tobil; Tridosil; Tromix; Trozocina; Ultreon; Xithron; Xithrone
Storage Store at -20 °C
IUPAC Name (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
Canonical SMILES CCC1C(C(C(N(CC(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)C)O)(C)O
InChI InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
InChI Key MQTOSJVFKKJCRP-BICOPXKESA-N

Properties

Appearance White Solid
Antibiotic Activity Spectrum fungi
Boiling Point 822.1±65.0 °C at 760 mmHg
Melting Point 113-115 °C
Density 1.184±0.10 g/cm3
Solubility Soluble in DMSO (100 mg/ml at 25 °C), ethanol (100 mg/ml at 25 °C), water (<1 mg/ml at 25 °C), DMF (16 mg/ml), and ethanol: PBS(1:1 pH 7.2) (~0.5 mg/ml).

Reference Reading

1.Azithromycin versus Doxycycline for Chlamydia.
Kreuter A1, Wieland U2. N Engl J Med. 2016 May 5;374(18):1786-1787.
To the Editor: Within the community of providers who treat sexually transmitted infections, there has been concern that azithromycin may be less effective than doxycycline in treating Chlamydia trachomatis infection. Geisler et al. (Dec. 24 issue)1 report on their trial comparing these two drugs, and in an accompanying editorial, Quinn and Gaydos2 discuss the problem of treatment for these genital tract infections. Yet, neither the article nor the editorial mentions the treatment of extragenital infections. Such infections are not rare. Testing men who have sex with men for rectal and oropharyngeal C. trachomatis infection, as compared with testing for urethral . . .
2.Azithromycin versus Doxycycline for Chlamydia.
N Engl J Med. 2016 May 5;374(18):1786-1787.
To the Editor: Within the community of providers who treat sexually transmitted infections, there has been concern that azithromycin may be less effective than doxycycline in treating Chlamydia trachomatis infection. Geisler et al. (Dec. 24 issue)1 report on their trial comparing these two drugs, and in an accompanying editorial, Quinn and Gaydos2 discuss the problem of treatment for these genital tract infections. Yet, neither the article nor the editorial mentions the treatment of extragenital infections. Such infections are not rare. Testing men who have sex with men for rectal and oropharyngeal C. trachomatis infection, as compared with testing for urethral . . .
3.The Belgian trial with azithromycin for acute COPD exacerbations requiring hospitalization: an investigator-initiated study protocol for a multicenter, randomized, double-blind, placebo-controlled trial.
Vermeersch K1, Gabrovska M2, Deslypere G3, Demedts IK4, Slabbynck H5, Aumann J3, Ninane V2, Verleden GM1, Troosters T6, Bogaerts K7, Brusselle GG8, Janssens W1. Int J Chron Obstruct Pulmon Dis. 2016 Mar 31;11:687-96. doi: 10.2147/COPD.S95501. eCollection 2016.
BACKGROUND: Long-term use of macrolide antibiotics is effective to prevent exacerbations in chronic obstructive pulmonary disease (COPD). As risks and side effects of long-term intervention outweigh the benefits in the general COPD population, the optimal dose, duration of treatment, and target population are yet to be defined. Hospitalization for an acute exacerbation (AE) of COPD may offer a targeted risk group and an obvious risk period for studying macrolide interventions.

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