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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H22N2O5S
Molecular Weight 378.443
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOPROPYLCILLIN

SMILES

[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=HOCWPKXKMNXINF-RSUWNVLCSA-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+/m0/s1

HIDE SMILES / InChI

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

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 Sat Dec 16 17:04:07 GMT 2023
Edited
by admin
on Sat Dec 16 17:04:07 GMT 2023
Record UNII
EVM0146RSP
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LEVOPROPYLCILLIN
Common Name English
levopropicillin [INN]
Common Name English
LEVOPROPICILLIN
INN  
INN  
Official Name English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 3,3-DIMETHYL-7-OXO-6-((1-OXO-2-PHENOXYBUTYL)AMINO)-, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(R*)))-
Common Name English
(2S,5R,6R)-3,3-DIMETHYL-7-OXO-6-((2S)-PHENOXYBUTYRAMIDO)-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C1500
Created by admin on Sat Dec 16 17:04:07 GMT 2023 , Edited by admin on Sat Dec 16 17:04:07 GMT 2023
Code System Code Type Description
INN
1323
Created by admin on Sat Dec 16 17:04:07 GMT 2023 , Edited by admin on Sat Dec 16 17:04:07 GMT 2023
PRIMARY
NCI_THESAURUS
C83881
Created by admin on Sat Dec 16 17:04:07 GMT 2023 , Edited by admin on Sat Dec 16 17:04:07 GMT 2023
PRIMARY
SMS_ID
100000082281
Created by admin on Sat Dec 16 17:04:07 GMT 2023 , Edited by admin on Sat Dec 16 17:04:07 GMT 2023
PRIMARY
FDA UNII
EVM0146RSP
Created by admin on Sat Dec 16 17:04:07 GMT 2023 , Edited by admin on Sat Dec 16 17:04:07 GMT 2023
PRIMARY
ChEMBL
CHEMBL2111179
Created by admin on Sat Dec 16 17:04:07 GMT 2023 , Edited by admin on Sat Dec 16 17:04:07 GMT 2023
PRIMARY
PUBCHEM
172994
Created by admin on Sat Dec 16 17:04:07 GMT 2023 , Edited by admin on Sat Dec 16 17:04:07 GMT 2023
PRIMARY
EVMPD
SUB08485MIG
Created by admin on Sat Dec 16 17:04:07 GMT 2023 , Edited by admin on Sat Dec 16 17:04:07 GMT 2023
PRIMARY
CAS
3736-12-7
Created by admin on Sat Dec 16 17:04:07 GMT 2023 , Edited by admin on Sat Dec 16 17:04:07 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
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ACTIVE MOIETY