cefetamet

Cefetamet is a cephalosporin antibiotic.

In the Vinony graph

Vinony's link graph records 186 inbound references to cefetamet, and connects out to antibiotic, ceftolozane/tazobactam and penicillin.

It sits within the topics Cephalosporin antibiotics, Chemical pages without DrugBank identifier and Drugs with no legal status.

Vinony links it to 13 Wikipedia language editions.

Chemical data

Formula: C14H15N5O5S2
Molecular weight: 397.4 g/mol
IUPAC name: (6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
SMILES: CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O
InChIKey: MQLRYUCJDNBWMV-GHXIOONMSA-N
XLogP: -0.7
Polar surface area: 201 Å²
H-bond donors: 3
H-bond acceptors: 10
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: bacterial disease

via ChEMBL · EBI

Research

185 papers

Cefetamet pivoxil clinical pharmacokinetics.Clinical pharmacokinetics · 1993
Cefetamet pivoxil in the treatment of pharyngitis/tonsillitis in children and adults.Drugs · 1994
Cefetamet pivoxil. A review of its antibacterial activity, pharmacokinetic properties and therapeutic use.Drugs · 1993
Pharmacokinetics of oral cefetamet pivoxil (Ro 15-8075) and intravenous cefetamet (Ro 15-8074) in humans: a review.Current medical research and opinion · 1989
Cefetamet pivoxil: a review of its microbiology, toxicology, pharmacokinetics and clinical efficacy.International journal of antimicrobial agents · 1992

via PubMed

Wikidata facts

Subclass of: chemical compound
Part of: cephalosporin antibiotic
Mass: 397.051

Show 4 more facts

canonical SMILES: CC1=C(N2C(C(C2=O)NC(=O)C(=NOC)C3=CSC(=N3)N)SC1)C(=O)O
chemical formula: C₁₄H₁₅N₅O₅S₂
isomeric SMILES: CC1=C(N2[C@@H]([C@@H](C2=O)NC(=O)/C(=N\OC)/C3=CSC(=N3)N)SC1)C(=O)O
subject has role: antibiotic

Sources (2)

via Wikidata · CC0

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Encyclopedic overview

1 sections

Contents

References

{{drugbox | UNII_Ref = | UNII = 4R5TV783X3 | IUPAC_name = (6R,7R)-7-{[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino}-3-methyl-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid | image = cefetamet.png | image_class = skin-invert-image | CAS_number = 65052-63-3 | ATC_prefix = J01 | ATC_suffix = DD10 | PubChem = 5487888 | DrugBank = | ChEMBL = 55869 (Nice) (Nice)2 | KEGG = D03424 | ChemSpiderID = 4589562 | smiles = O=C2N1/C(=C(\CS[C@@H]1[C@@H]2NC(=O)C(=N\OC)/c3nc(sc3)N)C)C(=O)O | StdInChI = 1S/C14H15N5O5S2/c1-5-3-25-12-8(11(21)19(12)9(5)13(22)23)17-10(20)7(18-24-2)6-4-26-14(15)16-6/h4,8,12H,3H2,1-2H3,(H2,15,16)(H,17,20)(H,22,23)/b18-7-/t8-,12-/m1/s1 | StdInChIKey = MQLRYUCJDNBWMV-GHXIOONMSA-N | C=14 | H=15 | N=5 | O=5 | S=2 | bioavailability = | protein_bound = | metabolism = | elimination_half-life = | excretion = | pregnancy_AU = | pregnancy_US = | pregnancy_category= | legal_AU = | legal_CA = | legal_UK = | legal_US = | legal_status = | routes_of_administration = }}

Cefetamet is a cephalosporin antibiotic.

Excerpted from Wikipedia’s “cefetamet” article, available under the CC BY-SA 4.0 licence.