Azithromycin dihydrate
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| Category | Antibiotics |
| Catalog number | BBF-03803 |
| CAS | 117772-70-0 |
| Molecular Weight | 785.02 |
| Molecular Formula | C38H72N2O12.2H2O |
| Purity | >98% |
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Description
Azithromycin dihydrate is the dihydrate form of azithromycin, an orally bioavailable azalide derived from erythromycin, and a member of a subclass of macrolide antibiotics, with anti-bacterial activity. Azithromycin is marginally less active than erythromycin in vitro against Gram-positive organisms, although this is of doubtful clinical significance as susceptibility concentration fall within the range of achievable tissue Azithromycin concentrations.
Specification
| Related CAS | 83905-01-5 (anhydrous) |
| Synonyms | Azitro; CP 62993; CP-62993; CP62993; Goxal; Odaz; Ribotrex; Toraseptol; Ultreon; XZ-450; XZ450; XZ 450; Zenstavion; Zithromax; Zmax |
| 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;dihydrate |
| 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.O.O |
| InChI | InChI=1S/C38H72N2O12.2H2O/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;2*1H2/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-;;/m1./s1 |
| InChI Key | SRMPHJKQVUDLQE-KUJJYQHYSA-N |
| Source | Semi-synthetic |
Properties
| Appearance | White Solid |
| Application | Anti-Bacterial Agents |
| Antibiotic Activity Spectrum | Gram-positive bacteria |
| Boiling Point | 822.1°C at 760 mmHg |
| Melting Point | 113-115°C |
| Flash Point | 451°C |
| Density | 1.18 g/cm3 |
| Solubility | Soluble in DMSO |
Reference Reading
1. Mesoporous molecularly imprinted polymer nanoparticles as a sustained release system of Azithromycin
Simin Sheybani,* Tolou Hosseinifar, Majid Abdouss* and Saeedeh Mazinani. RSC Adv.,2015, 5, 98880–98891
In this paper, azithromycin (AZM) was used to study its release profile in MIP nanoparticles. Azithromycin, (9-deoxo-9a-aza-9a-methyl-9a-homoerythromycin), is the first semi-synthetic macrolide antibiotic belonging to the azalide group that is derived from erythromycin. In structure of azithromycin compared with erythromycin, an extra positive charge created by the insertion of amethyl-substituted nitrogen in place of carbonyl group at the 9a position of the aglycone ring. This significantly results in increasing the serum half-life, tissue penetration and antibacterial activity against gram-negative bacteria and decreasing antibacterial activity against some gram-positive bacteria. Although, AZM has been widely used for the treatment of respiratory tract infections, skin and soft tissue infections, urinary tract infections and sexually transmitted diseases, however it exhibited a low bioavailability of approximately 37% following an oral administration.
2. Predicting the optimum compositions of a parenteral nanoemulsion system loaded with azithromycin antibiotic utilizing the artificial neural network model
Ghaidaa S. Daood, Hamidon Basri,* Johnson Stanslas. RSC Adv.,2015, 5, 82654–82665
Azithromycin (9-deoxo-9a-aza-9a-methyl-9a-homoerthromycin) is a semi-synthetic antibiotic “derived from the naturally occurring antibiotic erythromycin”; it represents the first of a subclass of macrolides classified as azalides. Azithromycin was first produced in the 1980s by the insertion of a methyl-substituted nitrogen on the lactone ring of erythromycin at position 9a, creating a 15-membered macrolide.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
