Details
| Stereochemistry | MIXED |
| Molecular Formula | C18H22N2O5S |
| Molecular Weight | 378.443 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 3 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCC(OC1=CC=CC=C1)C(=O)N[C@H]2[C@H]3SC(C)(C)[C@@H](N3C2=O)C(O)=O
InChI
InChIKey=HOCWPKXKMNXINF-XQERAMJGSA-N
InChI=1S/C18H22N2O5S/c1-4-11(25-10-8-6-5-7-9-10)14(21)19-12-15(22)20-13(17(23)24)18(2,3)26-16(12)20/h5-9,11-13,16H,4H2,1-3H3,(H,19,21)(H,23,24)/t11?,12-,13+,16-/m1/s1
Propicillin (Baycillin Mega) is this semisynthetic penicillin, analogous to penicillin V, was introduced in the early 1960s. Although it is better absorbed from the gastrointestinal tract, overall it is inferior to phenoxymethylpenicillin and phenoxyethylpenicillin because of its lower antibacterial activity. Propicillin is used by propicillin-susceptible pathogens in adults and adolescents from 14 years to treat mild to moderate bacterial infections. These include skin infections, ear, nose and throat infections (such as otitis media, sinusitis, tonsillitis, pharyngitis) and infections of the bronchi andlung inflammation. Moreover propicillin can for prevention and treatment of scarlet fever or against rheumatic fever are used (bacterial infection of the nose and throat). Even with tooth or jaw surgery the drug is used to treat an endocarditis endocarditis prevent. Its mechanism of action could be due to binding to specific penicillin-binding proteins (PBPs) located inside the bacterial cell wall, thus propicillin may inhibit the third and last stage of bacterial cell wall synthesis
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: penicillin-binding proteins of bacterial cell Sources: http://www.ncbi.nlm.nih.gov/pubmed/7194084 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | Unknown Approved UseUnknown |
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| Curative | Baycillin Mega Approved Useto reat mild to moderate bacterial infections. These include skin infections, ear, nose and throat infections (such as otitis media , sinusitis, tonsillitis , pharyngitis) and infections of the bronchi and lung inflammation. |
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| Curative | Baycillin Mega Approved Useto reat mild to moderate bacterial infections. These include skin infections, ear, nose and throat infections (such as otitis media , sinusitis, tonsillitis , pharyngitis) and infections of the bronchi and lung inflammation. |
|||
| Curative | Baycillin Mega Approved Useto reat mild to moderate bacterial infections. These include skin infections, ear, nose and throat infections (such as otitis media , sinusitis, tonsillitis , pharyngitis) and infections of the bronchi and lung inflammation. |
|||
| Curative | Baycillin Mega Approved Useto reat mild to moderate bacterial infections. These include skin infections, ear, nose and throat infections (such as otitis media , sinusitis, tonsillitis , pharyngitis) and infections of the bronchi and lung inflammation. |
|||
| Curative | Baycillin Mega Approved Useto reat mild to moderate bacterial infections. These include skin infections, ear, nose and throat infections (such as otitis media , sinusitis, tonsillitis , pharyngitis) and infections of the bronchi and lung inflammation. |
Doses
| Dose | Population | Adverse events |
|---|---|---|
16 g 1 times / 6 hours steady-state, intravenous Recommended Dose: 16 g, 1 times / 6 hours Route: intravenous Route: steady-state Dose: 16 g, 1 times / 6 hours Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Disc. AE: Anaphylactic reaction, Anaphylactoid reactions... AEs leading to discontinuation/dose reduction: Anaphylactic reaction (grade 3-4) Sources: Anaphylactoid reactions (grade 3-4) Anaphylactic shock (grade 3-4) Clostridium difficile associated diarrhea |
100 mg/kg single, intravenous Studied dose Dose: 100 mg/kg Route: intravenous Route: single Dose: 100 mg/kg Sources: |
unhealthy, CHILD Health Status: unhealthy Age Group: CHILD Sex: M+F Food Status: UNKNOWN Sources: |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Clostridium difficile associated diarrhea | Disc. AE | 16 g 1 times / 6 hours steady-state, intravenous Recommended Dose: 16 g, 1 times / 6 hours Route: intravenous Route: steady-state Dose: 16 g, 1 times / 6 hours Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Anaphylactic reaction | grade 3-4 Disc. AE |
16 g 1 times / 6 hours steady-state, intravenous Recommended Dose: 16 g, 1 times / 6 hours Route: intravenous Route: steady-state Dose: 16 g, 1 times / 6 hours Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Anaphylactic shock | grade 3-4 Disc. AE |
16 g 1 times / 6 hours steady-state, intravenous Recommended Dose: 16 g, 1 times / 6 hours Route: intravenous Route: steady-state Dose: 16 g, 1 times / 6 hours Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
| Anaphylactoid reactions | grade 3-4 Disc. AE |
16 g 1 times / 6 hours steady-state, intravenous Recommended Dose: 16 g, 1 times / 6 hours Route: intravenous Route: steady-state Dose: 16 g, 1 times / 6 hours Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Sample Use Guides
In Vivo Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/6421744
Curator's Comment: http://www.ncbi.nlm.nih.gov/pubmed/4967932
1 Mega unit (0.7 g) propicillin orally as oblong tablets one or two hours before surgery
Route of Administration:
Oral
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/827661
Unknown
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WHO-ATC |
J01CE03
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WHO-VATC |
QJ01CE03
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NCI_THESAURUS |
C1500
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CHEMBL2105612
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1345
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m9201
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100000081175
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SUB10106MIG
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34649
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208-995-5
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DTXSID3046291
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551-27-9
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2297
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C66483
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C100135
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PROPICILLIN
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DB13660
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52427
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ACTIVE MOIETY