EPICILLIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H21N3O4S
Molecular Weight	351.421
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C3=CCC=CC3)C(O)=O

InChI

InChIKey=RPBAFSBGYDKNRG-NJBDSQKTSA-N

InChI=1S/C16H21N3O4S/c1-16(2)11(15(22)23)19-13(21)10(14(19)24-16)18-12(20)9(17)8-6-4-3-5-7-8/h3-4,7,9-11,14H,5-6,17H2,1-2H3,(H,18,20)(H,22,23)/t9-,10-,11+,14-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C16H21N3O4S
Molecular Weight	351.421
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7244588 | https://www.ncbi.nlm.nih.gov/pubmed/7191790

Epicillin, a penicillin antibiotic, has never been approved in the USA, however, was studied for the treatment of childhood pneumonia, gonorrhea. Epicillin didn’t show any therapeutic advantages for parenteral treatment over ampicillin. By now, ampicillin remains the best-documented drug.

Approval Year

PubMed

Title	Date	PubMed
Identification of penicillin allergenic determinants that bind IgE antibodies in the sera of subjects with penicillin allergy.	1990 Nov	1701026
Where is the supporting evidence for treating mild to moderate chronic obstructive pulmonary disease exacerbations with antibiotics? A systematic review.	2008 Oct 10	18847478

Patents

Sample Use Guides

In Vivo Use Guide

oral dose of epicillin in the treatment of gonorrhoea: (a) 2 g epicillin plus 1 g probenecid, (b) 2 g epicillin alone, (c) 1 g epicillin, 1 g cephradine plus 1 g probenecid, and (d) 1 g epicillin and 1 g cephradine. 11 patients with cholelithiasis and choledocholithiasis: were administered i.v.

Route of Administration: Other

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:20:22 UTC 2023` Edited by `admin` on `Fri Dec 15 15:20:22 UTC 2023`
Record UNII	3LU1L73C8Y
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

EPICILLIN

Official Name

English

EPICILLIN [USAN]

Common Name

English

SQ-11302

Code

English

epicillin [INN]

Common Name

English

SQ 11,302

Code

English

DEXACILLIN

Brand Name

English

Epicillin [WHO-DD]

Common Name

English

EPICILLIN [MI]

Common Name

English

4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((AMINO-1,4-CYCLOHEXADIEN-1-YLACETYL)AMINO)-3,3-DIMETHYL-7-OXO-, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-

Common Name

English

EPICILLIN [MART.]

Common Name

English

6-(D-2-AMINO-2-(1,4-CYCLOHEXADIEN-1-YL)ACETAMIDO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID

Common Name

English

Classification Tree Code System Code

WHO-VATC

QJ01CA07