CAS 83905-01-5

Azithromycin

Description:

Azithromycin is a macrolide antibiotic characterized by its broad-spectrum activity against various bacterial infections. It is derived from erythromycin and is known for its unique structure, which includes a large lactone ring and several sugar moieties. Azithromycin is typically administered orally and is notable for its extended half-life, allowing for once-daily dosing and shorter treatment courses compared to other antibiotics. It works by inhibiting bacterial protein synthesis through binding to the 50S ribosomal subunit, effectively preventing the growth of bacteria. Azithromycin is effective against a range of pathogens, including those responsible for respiratory infections, skin infections, and sexually transmitted diseases. It is generally well-tolerated, with common side effects including gastrointestinal disturbances. Additionally, it has anti-inflammatory properties, which can be beneficial in treating certain conditions beyond bacterial infections. Its pharmacokinetics, including good tissue penetration and accumulation in cells, contribute to its efficacy in treating infections. Azithromycin is also included in treatment regimens for certain atypical infections and is often used in combination therapies.

Formula: C₃₈H₇₂N₂O₁₂

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: InChIKey=MQTOSJVFKKJCRP-BICOPXKESA-N

SMILES: O([C@@H]1[C@@H](C)[C@H](O[C@H]2C[C@](OC)(C)[C@@H](O)[C@H](C)O2)[C@@H](C)C(=O)O[C@H](CC)[C@@](C)(O)[C@H](O)[C@@H](C)N(C)C[C@H](C)C[C@@]1(C)O)[C@H]3[C@H](O)[C@@H](N(C)C)C[C@@H](C)O3

Synonyms:

• (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-13-[(2,6-Dideoxy-3-C-methyl-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-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-<smallcap>D</span>-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one
• (2R,3S,4R,5S,6R,8R,11S,12R,13R,14S)-5-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-14-ethyl-6,12,13-trihydroxy-3-[(2S,4R,5S,6R)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-2,4,6,8,10,11,13-heptamethyl-15-oxa-10-azacyclopentadecan-1-one
• 1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-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-<smallcap>D</span>-xylo-hexopyranosyl]oxy]-, (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-
• 1-Oxa-6-azacyclopentadecan-15-one, 13-[(2,6-dideoxy-3-C-methyl-3-O-methyl-α-<span class="text-smallcaps">L</smallcap>-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-<smallcap>D</span>-xylo-hexopyranosyl]oxy]-, [2R-(2R*,3S*,4R*,5R*,8R*,10R*,11R*,12S*,13S*,14R*)]-
• 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,3S,4R,5R,8R,10R,11R,12S,13S,14R)-
• 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*)]-
• 1-Oxa-6-azacyclopentadecan-15-one,13-((2,6-dideoxy-3-C-methyl-1-3-O-methyl-alpha-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)-beta-D-xylo-hexopyranosyl)oxy)
• 11-(4-Dimethylamino-3-Hydroxy-6-Methyl-Oxan-2-Yl)Oxy-2-Ethyl-3,4,10-Tr
• 9-Deoxo-9-methyl-9a-aza-9-homoerythromycin A
• 9-Deoxo-9a-methyl-9a-aza-9a-homoetrythromycin A
• 9-deoxo-9a-methyl-9a-aza-homoerythromycin A
• Aruzilina
• Arzomicin
• Auricin
• Auricin (polyketide antibiotic)
• AzaSite
• Azadose
• Azatril
• Azee
• Azenil
• Azimin
• Aziromycin
• Azisara
• Azithral
• Azithrocin
• Azithromycin A
• Azithromycine
• Azitrocin
• Azitromax
• Aziwin
• Aziwok
• 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
• Xz 405
• Xz 450
• Zeto
• Zi-Factor
• Zifin
• Zistic
• Zithromac
• Zithromax
• Zithromax IV
• Zitrim
• Zitrocin
• Zitromax
• Zythromax

Azithromycin Dihydrate

CAS: 117772-70-0, 83905-01-5

Formula: C₃₈H₇₂N₂O₁₂·2H₂O

Purity: >98.0%(N)

Color and Shape: White powder to crystal

Molecular weight: 785.03

Ref: 3B-A2076

Azithromycin

CAS: 83905-01-5

Color and Shape: White

Ref: 61-FOR1075.00

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,3S,4R,5R,8R,10R,11R,12S,13S,14R)-

CAS: 83905-01-5

Formula: C₃₈H₇₆N₂O₁₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 785.0150

Ref: IN-DA0036GY

Azithromycin

CAS: 83905-01-5

Azithromycin

Formula: C₃₈H₇₂N₂O₁₂

Purity: By hplc: 97.7% by area (Typical Value in Batch COA)

Color and Shape: White Solid-Powder

Molecular weight: 748.98448

Ref: 54-BIA0165

Azithromycin

CAS: 83905-01-5

Azithromycin

Formula: C₃₈H₇₂N₂O₁₂

Purity: ≥98%

Molecular weight: 748.98

Ref: 54-BUP15115

Azithromycin

CAS: 83905-01-5

Formula: C₃₈H₇₂N₂O₁₂

Color and Shape: White To Off-White Solid

Molecular weight: 749.00

Ref: 4Z-A-2617

Azithromycin

Controlled Product

CAS: 83905-01-5

Formula: C₃₈H₇₂N₂O₁₂

Color and Shape: Neat

Molecular weight: 748.98

Ref: 04-C10385990

Azithromycin

Controlled Product

CAS: 83905-01-5

Formula: C₃₈H₇₂N₂O₁₂

Color and Shape: Neat

Molecular weight: 748.98

Ref: 86-MM1075.00

GB 31660.1-2019 Macrolide Antibiotics Mixture 167 100 µg/mL in Methanol

Controlled Product

CAS: 114-07-8, 1401-69-0, 16846-24-5, 2751-09-9, 69-23-8, 8025-81-8, 81103-11-9, 83905-01-5, 93952-07-9

Color and Shape: Mixture

Ref: 04-A50000167ME

Azithromycin

CAS: 83905-01-5

Azithromycin (CP 62993) is a macrolide antibiotic that primarily targets the 50S subunit of bacterial ribosomes. High-Quality, Low-Cost!

Formula: C₃₈H₇₂N₂O₁₂

Purity: 99.9% - 99.97%

Color and Shape: White To Off-White Solid Crystalline

Molecular weight: 748.98

Ref: TM-T6401

Azithromycin

CAS: 83905-01-5

Formula: C₃₈H₇₂N₂O₁₂

Molecular weight: 749

Ref: ST-EA-CP-A37000

Azithromycin-13CD3

Controlled Product

CAS: 83905-01-5

Applications Labelled Azithromycin, a semi-synthetic macrolide antibiotic; related to Erythromycin A. Antibacterial.
References Langtry, H.D., et al.: Drugs, 56, 273 (1998),

Formula: C₃₇₁₃CH₆₉D₃N₂O₁₂

Color and Shape: Neat

Molecular weight: 753.0

Ref: TR-A927003

Azithromycin

CAS: 83905-01-5

Applications Azithromycin is an azalide macrolide antibiotic.
References Hunter, R., et al.: J. Vet. Pharmacol. Ther., 26, 117 (2003);

Formula: C₃₈H₇₂N₂O₁₂

Color and Shape: Neat

Molecular weight: 748.98

Ref: TR-A927018

Azithromycin-d5

Controlled Product

CAS: 83905-01-5

Applications Azithromycin-d5, is the labeled analogue Azithromycin (A927000), a semi-synthetic macrolide antibiotic; related to Erythromycin A. Antibacterial.
References Langtry, H.D., et al.: Drugs, 56, 273 (1998),

Formula: C₃₈H₆₇D₅N₂O₁₂

Color and Shape: Neat

Molecular weight: 754.02

Ref: TR-A927004

Azithromycin

CAS: 83905-01-5

A broad-spectrum antibiotic of macrolide class which targets 50S ribosome subunit and inhibits protein synthesis. Azithromycin is a semi-synthetic acid-stable derivative of erythromycin. In vitro, azithromycin is more efficient than erythromycin in some Gram-negative organisms such as Haemophilus influenzae, Haemophilus parainfluenzae, Moraxella catarrhalis, Neisseria gonorrhoeae and Borrelia burgdorferi.

Formula: C₃₈H₇₂N₂O₁₂

Purity: 945.0 To 1030.0 U/Mg

Color and Shape: White Powder

Molecular weight: 748.98 g/mol

Ref: 3D-AD29657

Azithromycin, Antibiotic for Culture Media Use Only

CAS: 83905-01-5

Azithromycin is a fine chemical that is useful as a scaffold, building block, and intermediate. Azithromycin has been used in research to study the structure of enzymes and other proteins. It is also useful as a reaction component in organic synthesis. This compound has many uses including as a reagent and as a speciality chemical. Azithromycin is used to produce high-quality laboratory chemicals for use in research.

Formula: C₃₈H₇₂N₂O₁₂

Purity: Min. 97.0 Area-%

Molecular weight: 748.98 g/mol

Ref: 3D-A-9941

Azithromycin

CAS: 83905-01-5

(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-(((2S,3R,4S,6R)-4-(Dimethylamino)-3-hydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy-13-(((2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl)oxy)-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

Formula: C₃₈H₇₂N₂O₁₂

Purity: 98% （hydrate）

Molecular weight: 748.98

Ref: IN-DG22803