FENBENICILLIN

Details

Stereochemistry	EPIMERIC
Molecular Formula	C22H22N2O5S
Molecular Weight	426.485
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC1(C)S[C@@H]2[C@H](NC(=O)C(OC3=CC=CC=C3)C4=CC=CC=C4)C(=O)N2[C@H]1C(O)=O

InChI

InChIKey=VZPPEUOYDWPUKO-MQWDNKACSA-N

InChI=1S/C22H22N2O5S/c1-22(2)17(21(27)28)24-19(26)15(20(24)30-22)23-18(25)16(13-9-5-3-6-10-13)29-14-11-7-4-8-12-14/h3-12,15-17,20H,1-2H3,(H,23,25)(H,27,28)/t15-,16?,17+,20-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C22H22N2O5S
Molecular Weight	426.485
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/14493506 | https://www.ncbi.nlm.nih.gov/pubmed/13876963

Fenbenicillin (phenoxybenzylpenicillin) is an acid-stable, orally active penicillin. Fenbenicillin demonstrated antibacterial activity in patients suffering from streptococcal, pneumococcal, and penicillin-sensitive staphylococcal infections.

Originator

Approval Year

PubMed

Title	Date	PubMed
[PHENOXYBENZYLPENICILLIN (PHENBENICILLIN) AND ITS MICROBIOLOGICAL STUDY].	1964-01	14191800
Phenoxybenzylpenicillin in general practice.	1963-06	13992306
[Phenoxybenzylpenicillin].	1962-04-30	13875616
Bacteriological and pharmacological properties of phenoxybenzylpenicillin.	1962-01-13	14493506
Bacteriological and clinical studies with phenoxybenzylpenicillin.	1962-01-13	13876963

Sample Use Guides

In Vivo Use Guide

125 mg six-hourly

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:27:39 GMT 2025` Edited by `admin` on `Mon Mar 31 18:27:39 GMT 2025`
Record UNII	641EDA6X6L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FENBENICILLIN [MI]

Preferred Name

English

FENBENICILLIN

Official Name

English

(ALPHA-PHENOXYBENZYL)PENICILLIN

Common Name

English

fenbenicillin [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1500