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Details

Stereochemistry EPIMERIC
Molecular Formula C24H23N3O6S.C10H8O3S
Molecular Weight 689.755
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TALAMPICILLIN NAPSILATE

SMILES

OS(=O)(=O)C1=CC=C2C=CC=CC2=C1.[H][C@]34SC(C)(C)[C@@H](N3C(=O)[C@H]4NC(=O)[C@H](N)C5=CC=CC=C5)C(=O)OC6OC(=O)C7=C6C=CC=C7

InChI

InChIKey=ROOMFXLKCBAVMC-WVFSJLEKSA-N
InChI=1S/C24H23N3O6S.C10H8O3S/c1-24(2)17(22(31)33-23-14-11-7-6-10-13(14)21(30)32-23)27-19(29)16(20(27)34-24)26-18(28)15(25)12-8-4-3-5-9-12;11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h3-11,15-17,20,23H,25H2,1-2H3,(H,26,28);1-7H,(H,11,12,13)/t15-,16-,17+,20-,23?;/m1./s1

HIDE SMILES / InChI
The phthalidyl thiazolidine carboxylic ester of ampicillin, talampicillin (Talpen, Beecham), has been introduced recently to improve absorption and to reduce these side effects. After oral administration talampicillin is rapidly absorbed and hydrolysed by tissue esterases in the intestinal wall to release into the circulation ampicillin and the ester moiety, mainly 2-hydroxymethyl-benzoic acid. No unchanged talampicillin is detectable in the peripheral blood. It is not approved by the FDA for use in the United States

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Talpen

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Talampicillin in the treatment and prophylaxis of urinary tract infection in children.
1982
Evaluation of oral antimicrobial agent levels in tooth extraction sites.
2001 Jun
Effects of treatment with antimicrobial agents on the human colonic microflora.
2008 Dec
Patents

Patents

Sample Use Guides

In Vivo Use Guide
for seven days at a dosage of 390 mg three times daily or 750 mg twice daily
Route of Administration: Oral
In Vitro Use Guide
Unknown
Name Type Language
TALAMPICILLIN NAPSILATE
WHO-DD  
Common Name English
4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((AMINOPHENYLACETYL)AMINO)-3,3-DIMETHYL-7-OXO-, 1,3-DIHYDRO-3-OXO-1-ISOBENZOFURANYL ESTER, (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-, MONO-2-NAPHTHALENESULFONATE
Systematic Name English
Talampicillin napsilate [WHO-DD]
Common Name English
2-NAPHTHALENESULFONIC ACID, COMPD. WITH (2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-1,3-DIHYDRO-3-OXO-1-ISOBENZOFURANYL 6-((AMINOPHENYLACETYL)AMINO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLATE (1:1)
Common Name English
TALAMPICILLIN NAPSYLATE
Common Name English
Code System Code Type Description
CAS
71953-01-0
Created by admin on Sat Dec 16 10:06:24 GMT 2023 , Edited by admin on Sat Dec 16 10:06:24 GMT 2023
PRIMARY
FDA UNII
JB791E7242
Created by admin on Sat Dec 16 10:06:24 GMT 2023 , Edited by admin on Sat Dec 16 10:06:24 GMT 2023
PRIMARY
PUBCHEM
9831447
Created by admin on Sat Dec 16 10:06:24 GMT 2023 , Edited by admin on Sat Dec 16 10:06:24 GMT 2023
PRIMARY
RXCUI
235836
Created by admin on Sat Dec 16 10:06:24 GMT 2023 , Edited by admin on Sat Dec 16 10:06:24 GMT 2023
PRIMARY RxNorm