TAMETICILLIN

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 Search

SMILES

CCN(CC)CCOC(=O)[C@@H]1N2[C@H](SC1(C)C)[C@H](NC(=O)C3=C(OC)C=CC=C3OC)C2=O

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/575028

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

Title	Date	PubMed
Intramuscular treatment of subclinical staphylococcal mastitis in lactating cows with penicillin G, methicillin and their esters.	1985-09	3850965
Concentrations of methicillin in blood, normal milk and mastitic milk of cows after intramuscular injection of methicillin and tamethicillin.	1983-03	6854731
Pharmacokinetic evaluation and mammary excretion of tamethicillin in the healthy goat.	1979-08	575028

Name

Type

Language

tameticillin [INN]

Preferred Name

English

TAMETICILLIN

Official 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