| Stereochemistry | ABSOLUTE |
| Molecular Formula | C16H17N5O4S |
| Molecular Weight | 375.402 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)C(=O)N2[C@H]1C(O)=O
InChI
InChIKey=ODFHGIPNGIAMDK-NJBDSQKTSA-N
InChI=1S/C16H17N5O4S/c1-16(2)11(15(24)25)21-13(23)10(14(21)26-16)18-12(22)9(19-20-17)8-6-4-3-5-7-8/h3-7,9-11,14H,1-2H3,(H,18,22)(H,24,25)/t9-,10-,11+,14-/m1/s1
| Molecular Formula | C16H17N5O4S |
| Molecular Weight | 375.402 |
| Charge | 0 |
| Count |
MOL RATIO
1 MOL RATIO (average) |
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 1 |
| Optical Activity | UNSPECIFIED |
Azidocillin is a narrow-spectrum, semisynthetic penicillin derivative with antibacterial activity towards Grain-positive and Gram-negative microorganisms, including Haemophilus influenze, against which it is as effective as ampicillin. Azidocillin binds to and inactivates penicillin-binding proteins (PBPs) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall, eventually causing cell lysis. Azidocillin can be applied in the treatment of inflammation of upper airways, middle ear, sinuses, throat, larynx and palatine tonsils. The substance is excreted with urine in 50-70% in the unchan¬ged form. It binds to the blood plasma proteins in 84%, and its half-life period is 30 min. The side effects are similar as those of benzylpenicillin but occur less frequently.
Originator
Approval Year
PubMed
Patents
Sample Use Guides
Healthy volunteers were treated with Azidocillin as single doses of 375 mg, 750 mg, 1500 mg as tablets, 750 mg as a suspension, i.m. and i.v. injections of 799 mg, and a course of 750 mg tablets twice daily for 14 days.
Route of Administration:
Other
One hundred and eighty strains of viridans Streptococci (Str. mitis, Str. salivarius, Str. MG, Str. SBE, Str. bovis, Str. equinus and Str. uberis) were isolated from mouth and upper respiratory tract secretions of humans at random in different parts of Poland. These strains were tested for susceptibility to Azidocillin.
