Pheneticillin

Chemical compound

Pharmaceutical compound

Pheneticillin
Clinical data

AHFS/Drugs.com	International Drug Names
ATC code	J01CE05 (WHO )
Identifiers
IUPAC name (2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxypropanoyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
CAS Number	147-55-7 ^checkY
PubChem CID	272833
ChemSpider	240055 ^☒N
UNII	EFA30X554H
KEGG	D08350 ^checkY
ChEMBL	ChEMBL1614637 ^☒N
CompTox Dashboard (EPA)	DTXSID6023448 Edit this at Wikidata
ECHA InfoCard	100.005.175 Edit this at Wikidata
Chemical and physical data
Formula	C₁₇H₂₀N₂O₅S
Molar mass	364.42 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES CC(C(=O)N[C@H]1[C@@H]2N(C1=O)[C@H](C(S2)(C)C)C(=O)O)OC3=CC=CC=C3
InChI InChI=1S/C17H20N2O5S/c1-9(24-10-7-5-4-6-8-10)13(20)18-11-14(21)19-12(16(22)23)17(2,3)25-15(11)19/h4-9,11-12,15H,1-3H3,(H,18,20)(H,22,23)/t9?,11-,12+,15-/m1/s1^☒N Key:NONJJLVGHLVQQM-JHXYUMNGSA-N^☒N
^☒NcheckY (what is this?) (verify)

Pheneticillin (or phenethicillin) is a penicillin. It is not approved by the FDA for use in the United States.

References

Index Nominum: International Drug Directory. Swiss Pharmaceutical Society. Jan 2000. p. 816. ISBN 978-3887630751 . Retrieved 20 April 2015.
Dougherty T, Pucci MJ (21 Dec 2011). Antibiotic Discovery and Development (2012 ed.). Springer. p. 86. ISBN 978-1461413998 . Retrieved 20 April 2015.

β-lactams
(inhibit synthesis
of peptidoglycan
layer of bacterial
cell wall by binding
to and inhibiting
PBPs, a group of
D-alanyl-D-alanine
transpeptidases)

β-lactamase sensitive (1st generation)	Benzylpenicillin (G) ^# Benzathine benzylpenicillin ^# Procaine benzylpenicillin ^# Phenoxymethylpenicillin (V) ^# Propicillin ^‡ Pheneticillin ^‡ Azidocillin ^‡ Clometocillin ^‡ Penamecillin ^‡
β-lactamase resistant (2nd generation)	Cloxacillin ^# (Dicloxacillin Flucloxacillin) Oxacillin Nafcillin Methicillin ^‡

Aminopenicillins (3rd generation)	Amoxicillin ^# Ampicillin ^# (Pivampicillin Hetacillin ^‡ Bacampicillin ^‡ Lenampicillin Metampicillin ^‡ Talampicillin ^‡) Epicillin ^‡
Carboxypenicillins (4th generation)	Ticarcillin Carbenicillin ^‡ / Carindacillin ^‡ Temocillin ^‡
Ureidopenicillins (4th generation)	Piperacillin Azlocillin ^‡ Mezlocillin ^‡
Other	Mecillinam (Pivmecillinam) Sulbenicillin ^‡

1st generation	Cefazolin ^# Cefalexin ^# Cefadroxil Cefapirin Cefazedone ^‡ Cefazaflur ^‡ Cefradine ^‡ Cefroxadine ^‡ Ceftezole ^‡ Cefaloglycin ^‡ Cefacetrile ^‡ Cefalonium ^‡ Cefaloridine ^‡ Cefalotin Cefatrizine ^‡
2nd generation	Cefaclor Cefprozil Cefuroxime Cefuroxime axetil Cefamandole ^‡ Cefonicid ^‡ Ceforanide ^‡ Cefuzonam ^‡ Cephamycin (Cefoxitin Cefotetan Cefminox ^‡ Cefbuperazone ^‡ Cefmetazole ^‡) Carbacephem (Loracarbef ^‡)
3rd generation	Cefixime ^# Ceftriaxone ^# Cefotaxime ^# Antipseudomonal (Ceftazidime ^# Cefoperazone) Cefdinir Cefcapene Cefdaloxime Ceftizoxime Cefmenoxime Cefpiramide Cefpodoxime Ceftibuten Cefditoren Cefotiam ^‡ Cefetamet ^‡ Cefodizime ^‡ Cefpimizole ^‡ Cefsulodin ^‡ Cefteram ^‡ Ceftiolene ^‡ Oxacephem (Flomoxef Latamoxef ^‡)
4th generation	Cefepime Cefozopran ^‡ Cefpirome Cefquinome ^‡
5th generation	Ceftaroline fosamil Ceftolozane Ceftobiprole
Siderophore	Cefiderocol ^#
Veterinary	Ceftiofur Cefquinome Cefovecin

Combinations

Lipopeptides	Insert into bacterial cell wall causing perforation and depolarization: Daptomycin Surfactin
Other	Inhibits PG elongation and crosslinking: Ramoplanin ^§

Intracellular

Inhibit PG subunit synthesis and transport: NAM synthesis inhibition (Fosfomycin)
DADAL/AR inhibitors (Cycloserine)
bactoprenol inhibitors (Bacitracin)

Other

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