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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H33N3O6S
Molecular Weight 479.59
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TAMETICILLIN

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)C3=C(OC)C=CC=C3OC)C(=O)OCCN(CC)CC

InChI

InChIKey=HBOSVRMWGCNXAB-LVCYWYKZSA-N
InChI=1S/C23H33N3O6S/c1-7-25(8-2)12-13-32-22(29)18-23(3,4)33-21-17(20(28)26(18)21)24-19(27)16-14(30-5)10-9-11-15(16)31-6/h9-11,17-18,21H,7-8,12-13H2,1-6H3,(H,24,27)/t17-,18+,21-/m1/s1

HIDE SMILES / InChI

Molecular Formula C23H33N3O6S
Molecular Weight 479.59
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Tamethicillin is a basic ester pro-drug of methicillin (MET) which is converted in the body by non-specific esterases to MET. Tamethicillin was used as an antibacterial agent in the veterinary as a useful alternative for the treatment of mastitis in livestock, especially in mastitis due to beta-lactamase-producing Staphylococcus.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacokinetic evaluation and mammary excretion of tamethicillin in the healthy goat.
1979 Aug
Concentrations of methicillin in blood, normal milk and mastitic milk of cows after intramuscular injection of methicillin and tamethicillin.
1983 Mar
Intramuscular treatment of subclinical staphylococcal mastitis in lactating cows with penicillin G, methicillin and their esters.
1985 Sep
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:27:09 GMT 2023
Edited
by admin
on Fri Dec 15 16:27:09 GMT 2023
Record UNII
11MX0V916W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TAMETICILLIN
INN  
INN  
Official Name English
tameticillin [INN]
Common Name English
2-(DIETHYLAMINO)ETHYL (2S,5R,6R)-6-(2,6-DIMETHOXYBENZAMIDO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLATE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C1500
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2105448
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
PRIMARY
INN
3944
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
PRIMARY
SMS_ID
100000083231
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID00204768
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
PRIMARY
EVMPD
SUB10820MIG
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
PRIMARY
FDA UNII
11MX0V916W
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
PRIMARY
NCI_THESAURUS
C90916
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
PRIMARY
CAS
56211-43-9
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
PRIMARY
PUBCHEM
68757
Created by admin on Fri Dec 15 16:27:09 GMT 2023 , Edited by admin on Fri Dec 15 16:27:09 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY