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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H16N5O4S.K
Molecular Weight 413.493
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of AZIDOCILLIN POTASSIUM

SMILES

[K+].[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N=[N+]=[N-])C3=CC=CC=C3)C([O-])=O

InChI

InChIKey=BNCKHYBJSCFJOI-YWUHCJSESA-M
InChI=1S/C16H17N5O4S.K/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);/q;+1/p-1/t9-,10-,11+,14-;/m1./s1

HIDE SMILES / InChI

Description
Curator's Comment: The description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/6894241 | https://www.ncbi.nlm.nih.gov/pubmed/6971244 | https://www.ncbi.nlm.nih.gov/pubmed/6894819 | https://www.ncbi.nlm.nih.gov/pubmed/6895200

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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Globacillin

Approved Use

Unknown
Curative
Globacillin

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Alveolar osteitis: a comprehensive review of concepts and controversies.
2010
Patents

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
In Vitro Use Guide
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.
Name Type Language
AZIDOCILLIN POTASSIUM
WHO-DD  
Common Name English
Azidocillin potassium [WHO-DD]
Common Name English
D-(-)-.ALPHA.-AZIDOBENZYLPENICILLIN POTASSIUM SALT
Common Name English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((AZIDOPHENYLACETYL)AMINO)-3,3-DIMETHYL-7-OXO-, MONOPOTASSIUM SALT, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1500
Created by admin on Fri Dec 15 17:35:22 GMT 2023 , Edited by admin on Fri Dec 15 17:35:22 GMT 2023
Code System Code Type Description
SMS_ID
100000084968
Created by admin on Fri Dec 15 17:35:22 GMT 2023 , Edited by admin on Fri Dec 15 17:35:22 GMT 2023
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FDA UNII
7932098147
Created by admin on Fri Dec 15 17:35:22 GMT 2023 , Edited by admin on Fri Dec 15 17:35:22 GMT 2023
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EPA CompTox
DTXSID40177189
Created by admin on Fri Dec 15 17:35:22 GMT 2023 , Edited by admin on Fri Dec 15 17:35:22 GMT 2023
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PUBCHEM
71587048
Created by admin on Fri Dec 15 17:35:22 GMT 2023 , Edited by admin on Fri Dec 15 17:35:22 GMT 2023
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CAS
22647-32-1
Created by admin on Fri Dec 15 17:35:22 GMT 2023 , Edited by admin on Fri Dec 15 17:35:22 GMT 2023
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EVMPD
SUB00643MIG
Created by admin on Fri Dec 15 17:35:22 GMT 2023 , Edited by admin on Fri Dec 15 17:35:22 GMT 2023
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NCI_THESAURUS
C95169
Created by admin on Fri Dec 15 17:35:22 GMT 2023 , Edited by admin on Fri Dec 15 17:35:22 GMT 2023
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