CAS 389139-89-3

Omadacycline

Description:

Omadacycline is a synthetic tetracycline derivative that exhibits broad-spectrum antibacterial activity. It is primarily used in the treatment of acute bacterial skin and skin structure infections, as well as community-acquired bacterial pneumonia. Omadacycline functions by inhibiting bacterial protein synthesis, specifically targeting the 30S ribosomal subunit, which disrupts the translation process essential for bacterial growth and reproduction. This compound is characterized by its stability in the presence of certain resistance mechanisms that affect other tetracyclines, making it effective against a range of Gram-positive and Gram-negative bacteria, including some resistant strains. Omadacycline is administered intravenously or orally, and its pharmacokinetics allow for convenient dosing regimens. Additionally, it has a favorable safety profile, with common side effects including gastrointestinal disturbances. The development of omadacycline represents a significant advancement in antibiotic therapy, particularly in the face of rising antibiotic resistance. Its unique chemical structure and mechanism of action distinguish it from traditional tetracyclines, providing an important option in the clinical management of bacterial infections.

Formula: C₂₉H₄₀N₄O₇

InChI: InChI=1S/C29H40N4O7/c1-28(2,3)12-31-11-14-10-17(32(4)5)15-8-13-9-16-21(33(6)7)24(36)20(27(30)39)26(38)29(16,40)25(37)18(13)23(35)19(15)22(14)34/h10,13,16,21,31,34,36-37,40H,8-9,11-12H2,1-7H3,(H2,30,39)/t13-,16-,21-,29-/m0/s1

InChI key: InChIKey=JEECQCWWSTZDCK-IQZGDKDPSA-N

SMILES: O[C@]12[C@]([C@H](N(C)C)C(O)=C(C(N)=O)C1=O)(C[C@]3(C(=C2O)C(=O)C=4C(C3)=C(N(C)C)C=C(CNCC(C)(C)C)C4O)[H])[H]

Synonyms:

• (4S,4aS,5aR,12aS)-4,7-Bis(dimethylamino)-9-[[(2,2-dimethylpropyl)amino]methyl]-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide
• 2-Naphthacenecarboxamide, 4,7-bis(dimethylamino)-9-[[(2,2-dimethylpropyl)amino]methyl]-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-, (4S,4aS,5aR,12aS)-
• Amadacycline
• Bay 73-7388
• Mk 2764
• Omadacycline
• Ptk-0796

PTK 0796

CAS: 389139-89-3

Formula: C₂₉H₄₀N₄O₇

Purity: 98%

Color and Shape: Solid

Molecular weight: 556.6505

Ref: IN-DA00C6GZ

Omadacycline

CAS: 389139-89-3

Omadacycline

Purity: ≥98%

Molecular weight: 556.65g/mol

Ref: 54-BUP04095

Omadacycline

CAS: 389139-89-3

Formula: C₂₉H₄₀N₄O₇

Purity: ≥ 98.0%

Color and Shape: Off-white to yellow powder

Molecular weight: 556.66

Ref: 7W-GP9646

Omadacycline

CAS: 389139-89-3

Omadacycline (Amadacycline), a new tetracycline antibiotic, can inhibit the 30s subunit of bacterial ribosome.

Formula: C₂₉H₄₀N₄O₇

Purity: 98.33% - 99.76%

Color and Shape: Solid

Molecular weight: 556.65

Ref: TM-T5189

Omadacycline

CAS: 389139-89-3

Applications Omadacycline is a potent an demonstrates efficacy against both Bacillus anthracis and Yersinia pestis; Also, it is a novel aminomethylcycline antibiotic in clinical development for community-acquired bacterial pneumonia (CABP).
References Steenbergen, J., et al.: Antimicrob. Agents Chemother., 61, 02434-16/1-02434-16/9 (2017); Lepal, A. J., et al.: Antimicrob. Agents Chemother., 61, 02368-16/1-02368-16/8 (2017)

Formula: C₂₉H₄₀N₄O₇

Color and Shape: Dark Yellow

Molecular weight: 556.65

Ref: TR-O633020