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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
Structure of PROPICILLIN

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C(CC)OC3=CC=CC=C3)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

HIDE SMILES / InChI

Molecular Formula C18H22N2O5S
Molecular Weight 378.443
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 3 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

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

Targets

Primary TargetPharmacologyConditionPotency
Target ID: penicillin-binding proteins of bacterial cell
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
Curative
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.
Curative
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.
Curative
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.
Curative
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.
Curative
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.
PubMed

PubMed

TitleDatePubMed
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
Patents

Sample Use Guides

In Vivo Use Guide
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
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:19:57 UTC 2023
Edited
by admin
on Fri Dec 15 16:19:57 UTC 2023
Record UNII
8X1R260V33
Record Status Validated (UNII)
Record Version
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Name Type Language
PROPICILLIN
INN   MI   WHO-DD  
INN  
Official Name English
.ALPHA.-PHENOXYPROPYLPENICILLIN
Common Name English
PHENOXYPROPYLPENICILLIN
Common Name English
6-(.ALPHA.-PHENOXYBUTYRAMIDO)PENICILLANIC ACID
Common Name English
propicillin [INN]
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
Systematic Name English
(1-PHENOXYPROPYL)PENICILLIN
Common Name English
PROPICILLIN [MI]
Common Name English
Propicillin [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-ATC J01CE03
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
WHO-VATC QJ01CE03
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
NCI_THESAURUS C1500
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
Code System Code Type Description
ChEMBL
CHEMBL2105612
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
INN
1345
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
MERCK INDEX
m9201
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY Merck Index
SMS_ID
100000081175
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
EVMPD
SUB10106MIG
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
RXCUI
34649
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY RxNorm
ECHA (EC/EINECS)
208-995-5
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
EPA CompTox
DTXSID3046291
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
CAS
551-27-9
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
PUBCHEM
92879
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
FDA UNII
8X1R260V33
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
DRUG CENTRAL
2297
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
NCI_THESAURUS
C66483
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
MESH
C100135
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
WIKIPEDIA
PROPICILLIN
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
DRUG BANK
DB13660
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
CHEBI
52429
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
CHEBI
52427
Created by admin on Fri Dec 15 16:19:57 UTC 2023 , Edited by admin on Fri Dec 15 16:19:57 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY