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Details

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

SHOW SMILES / InChI
Structure of LEVOPROPYLCILLIN POTASSIUM

SMILES

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

InChI

InChIKey=ULBKMFLWMIGVOJ-JOPMDFRVSA-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+;/m0./s1

HIDE SMILES / InChI

Molecular Formula C18H21N2O5S
Molecular Weight 377.435
Charge -1
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 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
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/2158301 | https://www.ncbi.nlm.nih.gov/pubmed/13909124 | https://www.ncbi.nlm.nih.gov/pubmed/13863272

Levopropylcillin – is a penicillin derivative, L-enantiomer of antibiotic Propicillin. Levopropylcillin properties are similar to benzylpenicillin particularly used in streptococcal infections, not resistant to penicillinase. Levopropylcillin is acid resistant and can be used orally as the potassium salt.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
propicillin

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Beta-lactamases as fully efficient enzymes. Determination of all the rate constants in the acyl-enzyme mechanism.
1990 Mar 15
Patents

Patents

Sample Use Guides

The patients received 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
Mixed continuous cultures of periodontal bacteria were obtained from the enrichment of subgingival plaque by using human serum as a growth medium. After stabilization of the culture by 15 volume changes, a single dose of propicillin, which was dissolved in 0.5 ml of water to give a final concentration of 1 mg/liter in the vessel, was added to the experimental culture. Two subsequent doses of 1 mg/liter were given at 24-h intervals, that is, after 2.4 volume changes, during which the concentration of propicillin in the vessel dropped by dilution until it was approximately 10o of the original value. One day (24 h) after the last addition, a sample was taken from the culture for microbiological analyses. Higher concentrations of propicillin were tested in experimental cultures that were obtained by transferring 2.5 ml from the control culture to a new vessel and then adding serum to a final volume of 5 ml. After batch growth for 24 h, the culture was switched to continuous growth, and after stabilization for 5 to 10 volume changes, the culture was exposed to 5, 10, or 50 mg of propicillin per liter added in a single dose. The addition of antibiotic was repeated after 24 h. Samples for microbiological analyses were taken 24 h after the second addition of propicillin.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:21:05 GMT 2023
Edited
by admin
on Fri Dec 15 16:21:05 GMT 2023
Record UNII
2IY8ZC06FM
Record Status Validated (UNII)
Record Version
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Name Type Language
LEVOPROPYLCILLIN POTASSIUM
USAN  
USAN  
Official Name English
LEVOPROPICILLIN POTASSIUM
Common Name English
Potassium (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2S)-phenoxybutyramido]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
Common Name English
LEVOPROPYLCILLIN POTASSIUM [USAN]
Common Name English
P-248
Code English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-6-(((2S)-1-OXO-2-PHENOXYBUTYL)AMINO)-, POTASSIUM SALT (1:1), (2S,5R,6R)-
Common Name English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-6-((1-OXO-2-PHENOXYBUTYL)AMINO)-, MONOPOTASSIUM SALT, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(R*)))-
Common Name English
BRL-284
Code English
Classification Tree Code System Code
NCI_THESAURUS C1500
Created by admin on Fri Dec 15 16:21:05 GMT 2023 , Edited by admin on Fri Dec 15 16:21:05 GMT 2023
Code System Code Type Description
PUBCHEM
23674237
Created by admin on Fri Dec 15 16:21:05 GMT 2023 , Edited by admin on Fri Dec 15 16:21:05 GMT 2023
PRIMARY
NCI_THESAURUS
C83882
Created by admin on Fri Dec 15 16:21:05 GMT 2023 , Edited by admin on Fri Dec 15 16:21:05 GMT 2023
PRIMARY
FDA UNII
2IY8ZC06FM
Created by admin on Fri Dec 15 16:21:05 GMT 2023 , Edited by admin on Fri Dec 15 16:21:05 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111179
Created by admin on Fri Dec 15 16:21:05 GMT 2023 , Edited by admin on Fri Dec 15 16:21:05 GMT 2023
PRIMARY
CAS
4803-44-5
Created by admin on Fri Dec 15 16:21:05 GMT 2023 , Edited by admin on Fri Dec 15 16:21:05 GMT 2023
PRIMARY
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY