1.0 2010-04-08 22:05:19 UTC 2018-05-28 23:08:07 UTC FDB002317 Cefapirin Active against gram-positive and -negative bacteria (vet. use). FDA approved for use in food producing animals, especies dairy cattle. It is used for the treatment of mastitis in cows Cefapirin (INN, also spelled cephapirin) is an injectable, first-generation cephalosporin antibiotic. It is marketed under the trade name Cefadyl. Production for use in humans has been discontinued in the United States.; Cephapirin is a first-generation cephalosporin that has a wide spectrum of activity against gram-positive and gram-negative organisms. Cephapirin is more resistant to beta-lactamases than are the penicillins and so is effective against staphylococci, with the exception of methicillin-resistant staphylococci. 7-(2-(4-Pyridylthio)acetamido)-cephalosporanic acid 7-(2-(4-Pyridylthio)acetamido)cephalosporanic acid 7-[2-(4-Pyridylthio)acetamido]cephalosporanic acid Ambrocef ANTIBIOTIC BL-P1322 CEFA Cefa -ak Cefadyl Cefapirin (ban) Cefapirin [inn:ban] Cefapirina Cefapirine Cefapirinum Cefaprin Cefaprin sodium Cefatrex Cefatrexyl Cephalosporanic acid, 7-(2-(4-pyridylthio)acetamido)- Cephapirin Cephapirin monosodium salt Cephapirine Metricure Metricure (TN) Sodium cephapirin C17H17N3O6S2 423.463 423.055876671 3-[(acetyloxy)methyl]-7-{[1-hydroxy-2-(pyridin-4-ylsulfanyl)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 3-[(acetyloxy)methyl]-7-{[1-hydroxy-2-(pyridin-4-ylsulfanyl)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 21593-23-7 CC(=O)OCC1=C(N2C(SC1)C(NC(=O)CSC1=CC=NC=C1)C2=O)C(O)=O InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25) UQLLWWBDSUHNEB-UHFFFAOYSA-N belongs to the class of organic compounds known as cephalosporin 3'-esters. These are cephalosporins that are esterified at the 3'-position. Cephalosporin 3'-esters Organic compounds Organoheterocyclic compounds Lactams Beta lactams Aromatic heteropolycyclic compounds 1,3-thiazines Alkylarylthioethers Azacyclic compounds Azetidines Carbonyl compounds Carboxylic acid esters Carboxylic acids Dialkylthioethers Dicarboxylic acids and derivatives Heteroaromatic compounds Hydrocarbon derivatives N-acyl-alpha amino acids and derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Pyridines and derivatives Secondary carboxylic acid amides Sulfenyl compounds Tertiary carboxylic acid amides Thiohemiaminal derivatives Alkylarylthioether Alpha-amino acid or derivatives Aromatic heteropolycyclic compound Aryl thioether Azacycle Azetidine Carbonyl group Carboxamide group Carboxylic acid Carboxylic acid derivative Carboxylic acid ester Cephalosporin 3'-ester Dialkylthioether Dicarboxylic acid or derivatives Hemithioaminal Heteroaromatic compound Hydrocarbon derivative Meta-thiazine N-acyl-alpha amino acid or derivatives Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Organosulfur compound Pyridine Secondary carboxylic acid amide Sulfenyl compound Tertiary carboxylic acid amide Thioether logp 0.24 ALOGPS logs -3.48 ALOGPS solubility 1.40e-01 g/l ALOGPS melting_point Mp 155° logp -1.3 ChemAxon pka_strongest_acidic 3.44 ChemAxon pka_strongest_basic 5.17 ChemAxon iupac 3-[(acetyloxy)methyl]-7-{[1-hydroxy-2-(pyridin-4-ylsulfanyl)ethylidene]amino}-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid ChemAxon average_mass 423.463 ChemAxon mono_mass 423.055876671 ChemAxon smiles CC(=O)OCC1=C(N2C(SC1)C(NC(=O)CSC1=CC=NC=C1)C2=O)C(O)=O ChemAxon formula C17H17N3O6S2 ChemAxon inchi InChI=1S/C17H17N3O6S2/c1-9(21)26-6-10-7-28-16-13(15(23)20(16)14(10)17(24)25)19-12(22)8-27-11-2-4-18-5-3-11/h2-5,13,16H,6-8H2,1H3,(H,19,22)(H,24,25) ChemAxon inchikey UQLLWWBDSUHNEB-UHFFFAOYSA-N ChemAxon polar_surface_area 129.39 ChemAxon refractivity 102.95 ChemAxon polarizability 41.6 ChemAxon rotatable_bond_count 8 ChemAxon acceptor_count 7 ChemAxon donor_count 2 ChemAxon physiological_charge -1 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 25104 Specdb::CMs 41933 Specdb::MsMs 321649 Specdb::MsMs 321650 Specdb::MsMs 321651 Specdb::MsMs 369319 Specdb::MsMs 369320 Specdb::MsMs 369321 HMDB30451 #<Reference:0x000055ce32dcde70> #<Reference:0x000055ce32dcdcb8>