CAS 76801-85-9

9-Deoxo-9a-aza-9a-homoerythromycin A

Description:

9-Deoxo-9a-aza-9a-homoerythromycin A, with the CAS number 76801-85-9, is a semi-synthetic derivative of erythromycin, a macrolide antibiotic. This compound is characterized by the presence of a nitrogen atom in the 9a position, which alters its pharmacological properties compared to its parent compound. It exhibits antibacterial activity primarily against Gram-positive bacteria and some Gram-negative strains, making it useful in treating various bacterial infections. The structural modifications enhance its stability and bioavailability, allowing for improved efficacy. Like other macrolides, it functions by inhibiting bacterial protein synthesis through binding to the 50S ribosomal subunit. Additionally, it may exhibit a broader spectrum of activity and reduced susceptibility to certain bacterial resistance mechanisms. The compound's solubility, stability, and pharmacokinetic properties are influenced by its unique structure, which can affect its therapeutic applications and dosing regimens. Overall, 9-Deoxo-9a-aza-9a-homoerythromycin A represents an important development in the field of antibiotic research and treatment.

Formula: C₃₇H₇₀N₂O₁₂

InChI: InChI=1S/C37H70N2O12/c1-14-26-37(10,45)30(41)23(6)38-18-19(2)16-35(8,44)32(51-34-28(40)25(39(11)12)15-20(3)47-34)21(4)29(22(5)33(43)49-26)50-27-17-36(9,46-13)31(42)24(7)48-27/h19-32,34,38,40-42,44-45H,14-18H2,1-13H3/t19-,20-,21+,22-,23-,24+,25+,26-,27+,28-,29+,30-,31+,32-,34+,35-,36-,37-/m1/s1

InChI key: InChIKey=HRKNNHYKWGYTEN-HOQMJRDDSA-N

SMILES: O([C@H]1[C@H](C)[C@@H](O[C@H]2[C@H](O)[C@@H](N(C)C)C[C@@H](C)O2)[C@](C)(O)C[C@@H](C)CN[C@H](C)[C@@H](O)[C@](C)(O)[C@@H](CC)OC(=O)[C@@H]1C)[C@H]3C[C@](OC)(C)[C@@H](O)[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-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-<smallcap>D</span>-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-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-3,5,8,10,12,14-hexamethyl-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-3,5,8,10,12,14-hexamethyl-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*)]-
• 2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-C-methyl-3-O-methylhexopyranoside
• 9-Deoxo-9a-aza-9a-homoerythromycin A
• Aza-erythromycin
• Azaerythromycin A
• Azahomoerythromycin
• Desmethyl Azithromycin
• 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-3,5,8,10,12,14-hexamethyl-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-3-O-methyl-α-L-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-, (2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-
• (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-3,5,8,10,12,14-hexamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-β-D-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one

Azaerythromycin A (9-Deoxo-9a-aza-9a-homoerythromycin A)

CAS: 76801-85-9

Nucleic acids and their salts, whether or not chemically defined; other heterocyclic compounds, nesoi

Formula: C₃₇H₇₀N₂O₁₂

Color and Shape: White Powder

Molecular weight: 734.49288

Ref: 45-1045600

9-Deoxo-9a-aza-9a-homo Erythromycin A Desmethyl Azithromycin

CAS: 76801-85-9

Formula: C₃₇H₇₀N₂O₁₂

Purity: 95%

Color and Shape: Solid

Molecular weight: 734.9579

Ref: IN-DA005I8G

Azathramycin

CAS: 76801-85-9

Azathramycin

Purity: 97%

Molecular weight: 734.96g/mol

Ref: 54-OR1028380

Azathramycin

CAS: 76801-85-9

Azathramycin

Purity: ≥98%

Molecular weight: 734.96g/mol

Ref: 54-BUP15770

Azithromycin EP Impurity A (Azathramycin, Desmethyl Azithromycin)

CAS: 76801-85-9

Formula: C₃₇H₇₀N₂O₁₂

Color and Shape: White To Off-White Solid

Molecular weight: 734.97

Ref: 4Z-A-2620

6-Demethylazithromycin (Azaerythromycin A)

Controlled Product

CAS: 76801-85-9

Formula: C₃₇H₇₀N₂O₁₂

Color and Shape: Neat

Molecular weight: 734.96

Ref: 86-MM1075.01

Azathramycin

CAS: 76801-85-9

Azathramycin (Desmethyl Azithromycin) is an antibiotic derived from erythromycin, binding to the 50S subunit of the bacterial ribosome, and thus inhibits

Formula: C₃₇H₇₀N₂O₁₂

Purity: 99.71%

Color and Shape: White To Grayish Solid Powder

Molecular weight: 734.96

Ref: TM-T3265

Azithromycin EP Impurity A

CAS: 76801-85-9

Formula: C₃₇H₇₀N₂O₁₂

Molecular weight: 734.96

Ref: ST-EA-CP-A37001

9-Deoxo-9a-aza-9a-homo Erythromycin A (Desmethyl Azithromycin)

Controlled Product

CAS: 76801-85-9

Impurity Azithromycin EP Impurity A
Applications 9-Deoxo-9a-aza-9a-homo Erythromycin A (Azithromycin EP Impurity A) is a novel intermediate of Azithromycin that acts as antibiotic.
References Krajacic, M.B., et al.: J. Antibiot., 58, 380 (2005),

Formula: C₃₇H₇₀N₂O₁₂

Color and Shape: Neat

Molecular weight: 734.96

Ref: TR-D231500

9-Deoxo-9a-aza-9a-homo erythromycin A

CAS: 76801-85-9

9-Deoxo-9a-aza-9a-homo erythromycin A is a semi-synthetic macrolide antibiotic, which is derived from the naturally occurring antibiotic erythromycin. This compound is structurally modified to enhance its pharmacokinetic properties and antibacterial spectrum. By altering the erythromycin molecule, 9-Deoxo-9a-aza-9a-homo erythromycin A introduces a nitrogen atom into the lactone ring, thereby modifying its interaction with bacterial ribosomes.

Formula: C₃₇H₇₀N₂O₁₂

Purity: (%) Min. 90%

Color and Shape: White Powder

Molecular weight: 734.96 g/mol

Ref: 3D-AD21039

Azaerythromycin (AZAE)

CAS: 76801-85-9

Formula: C₃₇H₃₀N₂O₁₂

Color and Shape: White, Crystalline powder

Molecular weight: 734.96

Ref: SR-59070

Azathramycin

CAS: 76801-85-9

Purity: 98%

Molecular weight: 734.969

Ref: 10-F987657

Azithromycin impurity A

CAS: 76801-85-9

Azithromycin impurity A is an impurity of azithromycin that has been shown to have antibacterial activity in test organisms. It is a crystalline compound, which can be isolated from the antibiotic erythromycin by recrystallization. Impurity A has a molecular weight of 543.3 and can be identified by its X-ray powder diffraction pattern. The chemical formula for impurity A is C12H15N2O4S2 with an elemental composition of C, H, N, O, and S.

Formula: C₃₇H₇₀N₂O₁₂

Purity: Min. 95 Area-%

Color and Shape: Powder

Molecular weight: 735.00 g/mol

Ref: 3D-FA63629