PROPICILLIN POTASSIUM

Possibly Marketed Outside US

Details

Stereochemistry	MIXED
Molecular Formula	C18H21N2O5S.K
Molecular Weight	416.533
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[K+].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=ULBKMFLWMIGVOJ-CFXUUZMDSA-M

InChI=1S/C18H22N2O5S.K/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);/q;+1/p-1/t11?,12-,13+,16-;/m1./s1

HIDE SMILES / InChI

Molecular Formula	C18H21N2O5S
Molecular Weight	377.435
Charge	-1
Count

Stereochemistry	EPIMERIC
Additional Stereochemistry	No
Defined Stereocenters	3 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	K
Molecular Weight	39.0983
Charge	1
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.onmeda.de/Medikament/Baycillin+Mega--wirkung+dosierung.html

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

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
penicillin-binding proteins of bacterial cell 2 Target ID: penicillin-binding proteins of bacterial cell Sources: http://www.ncbi.nlm.nih.gov/pubmed/7194084	Binding Agent 1076

Conditions

Condition	Modality	Highest Phase	Product
Odontogenic infection 4 Sources: http://www.ncbi.nlm.nih.gov/pubmed/1817389	Curative	Phase I 438	Unknown Approved Use Unknown
Skin infections 59 Sources: http://www.onmeda.de/Medikament/Baycillin+Mega--wirkung+dosierung.html	Curative	Approved 8583	Baycillin Mega Approved Use to 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.
Otitis media 42 Sources: http://www.onmeda.de/Medikament/Baycillin+Mega--wirkung+dosierung.html	Curative	Approved 8583	Baycillin Mega Approved Use to 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.
Sinusitis 26 Sources: http://www.onmeda.de/Medikament/Baycillin+Mega--wirkung+dosierung.html	Curative	Approved 8583	Baycillin Mega Approved Use to 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.
Tonsillitis 36 Sources: http://www.onmeda.de/Medikament/Baycillin+Mega--wirkung+dosierung.html	Curative	Approved 8583	Baycillin Mega Approved Use to 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.
Infections of the bronchi 2 Sources: http://www.onmeda.de/Medikament/Baycillin+Mega--wirkung+dosierung.html	Curative	Approved 8583	Baycillin Mega Approved Use to 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: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf	Disc. AE: Anaphylactic reaction, Anaphylactoid reactions... AEs leading to discontinuation/dose reduction: Anaphylactic reaction (grade 3-4) Anaphylactoid reactions (grade 3-4) Anaphylactic shock (grade 3-4) Clostridium difficile associated diarrhea Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf
100 mg/kg single, intravenous Studied dose Dose: 100 mg/kg Route: intravenous Route: single Dose: 100 mg/kg Sources: https://pubmed.ncbi.nlm.nih.gov/7695268/	unhealthy, CHILD Health Status: unhealthy Age Group: CHILD Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/7695268/	Sources: https://pubmed.ncbi.nlm.nih.gov/7695268/

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: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf
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: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf
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: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf
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: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2009/065386lbl.pdf

PubMed

Title	Date	PubMed
Evaluation of a simple carrier molecule to enhance drug penetration of dermal layers by utilizing multivariate methods, structure property correlations, and continuous system modeling.	2004	15789972

Patents

Sample Use Guides

In Vivo Use Guide

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

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:43:54 GMT 2025` Edited by `admin` on `Mon Mar 31 18:43:54 GMT 2025`
Record UNII	75RXW2P83Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PROPICILLIN POTASSIUM

Common Name

English

PROPICILLIN POTASSIUM SALT

Preferred Name

English

Propicillin potassium [WHO-DD]

Common Name

English

PROPICILLIN POTASSIUM SALT [MI]

Common Name

English

PROPICILLIN POTASSIUM [JAN]

Common Name

English

6-(.ALPHA.-PHENOXYBUTYRAMIDO)PENICILLANIC ACID POTASSIUM SALT

Common Name

English

(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-((1-OXO-2-PHENOXYBUTYL)AMINO)-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID POTASSIUM SALT

Common Name

English

PROPICILLIN POTASSIUM [MART.]

Common Name

English

.ALPHA.-PHENOXYPROPYLPENICILLIN POTASSIUM SALT

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1500