CAS 144604-03-5

(10E)-10,11-Didehydro-11-deoxy-6-O-methylerythromycin

Description:

(10E)-10,11-Didehydro-11-deoxy-6-O-methylerythromycin is a semi-synthetic derivative of erythromycin, which is a macrolide antibiotic. This compound is characterized by its unique structural modifications that enhance its pharmacological properties. The presence of the didehydro group at the 10 and 11 positions contributes to its increased potency against certain bacterial strains, while the 11-deoxy modification helps in reducing susceptibility to bacterial resistance mechanisms. The 6-O-methyl group further alters its solubility and bioavailability. This compound exhibits antibacterial activity primarily against Gram-positive bacteria and some Gram-negative bacteria, making it useful in treating various infections. Its mechanism of action involves inhibiting bacterial protein synthesis by binding to the 50S ribosomal subunit. Additionally, (10E)-10,11-Didehydro-11-deoxy-6-O-methylerythromycin may have a favorable pharmacokinetic profile, allowing for effective oral administration. However, like other antibiotics, it is essential to use it judiciously to minimize the risk of developing antibiotic resistance.

Formula: C₃₈H₆₇NO₁₂

InChI: InChI=1S/C38H67NO12/c1-15-27-36(8,44)17-20(2)29(40)21(3)18-38(10,46-14)33(51-35-30(41)26(39(11)12)16-22(4)47-35)23(5)31(24(6)34(43)49-27)50-28-19-37(9,45-13)32(42)25(7)48-28/h17,21-28,30-33,35,41-42,44H,15-16,18-19H2,1-14H3/b20-17+/t21-,22-,23+,24-,25+,26+,27-,28+,30-,31+,32+,33-,35+,36+,37-,38-/m1/s1

InChI key: InChIKey=XBRPMQCVVSGOJB-LUHVZOSXSA-N

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

Synonyms:

• Erythromycin, 10,11-didehydro-11-deoxy-6-O-methyl-, (10E)-
• Oxacyclotetradecane, erythromycin deriv.
• (10E)-10,11-Didehydro-11-deoxy-6-O-methylerythromycin

Anhydroclarithromycin

CAS: 144604-03-5

Lactones, nesoi

Formula: C₃₈H₆₇NO₁₂

Color and Shape: White Off-White Powder

Molecular weight: 729.46633

Ref: 45-1A03650

Clarithromycin EP Impurity N

CAS: 144604-03-5

Formula: C₃₈H₆₇NO₁₂

Color and Shape: White To Off-White Solid

Molecular weight: 729.95

Ref: 4Z-C-3714

(10E)-10,11-Didehydro-11-deoxy-6-O-methylerythromycin

Controlled Product

CAS: 144604-03-5

Impurity Clarithromycin EP Impurity N
Applications (10E)-10,11-Didehydro-11-deoxy-6-O-methylerythromycin (Clarithromycin EP Impurity N) is a Erythromycin (E649950) derivative.

Formula: C₃₈H₆₇NO₁₂

Color and Shape: White To Beige

Molecular weight: 729.94

Ref: TR-D297530

Clarithromycin EP Impurity N

CAS: 144604-03-5

Formula: C₃₈H₆₇NO₁₂

Molecular weight: 729.95

Ref: ST-EA-CP-C1018

(10E)-10,11-Didehydro-11-deoxy-6-O-methylerythromycin

CAS: 144604-03-5

(E)-10,11-Didehydro-11-deoxy-6-O-methylerythromycin is a semisynthetic macrolide antibiotic, which is derived from erythromycin, a natural product obtained from the bacterium *Saccharopolyspora erythraea*. This compound functions as an inhibitor of protein synthesis by binding to the 50S ribosomal subunit of bacteria, thus preventing the growth and proliferation of susceptible bacterial strains. The alteration in its chemical structure, notably the methylation at the 6-O position, enhances its stability and improves its pharmacokinetic profile compared to the parent compound, erythromycin.

Formula: C₃₈H₆₇NO₁₂

Purity: Min. 95%

Molecular weight: 729.94 g/mol

Ref: 3D-AD21727