Ceftriaxone sodiumProduct ingredient for Ceftriaxone

Name
Ceftriaxone sodium
Drug Entry
Ceftriaxone

Ceftriaxone is a broad-spectrum third-generation cephalosporin antibiotic.1 It has a very long half-life compared to other cephalosporins and is high penetrable into the meninges1, eyes9, and inner ear6. Ceftriaxone has broader and stronger gram-negative coverage then first or second-generation cephalosporins, but worse activity against methicillin-susceptible S.aureus. Ceftriaxone is a commonly used antimicrobial due to its good activity against multi-drug resistant Enterobacteriaceae, its relatively safe adverse effect profile, and its long half-life which allows for the convenience of daily or twice-daily dosing.1

Accession Number
DBSALT001213
Structure
Synonyms
Ceftriaxone disodium hemiheptahydrate / Ceftriaxone sodium
External IDs
Ro 13-9904
UNII
023Z5BR09K
CAS Number
104376-79-6
Weight
Average: 1323.17
Monoisotopic: 1322.09384673
Chemical Formula
C36H46N16Na4O21S6
InChI Key
PMRZKYOXTPBIQF-MAODNAKNSA-J
InChI
InChI=1S/2C18H18N8O7S3.4Na.7H2O/c2*1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7;;;;;;;;;;;/h2*5,9,15H,3-4H2,1-2H3,(H5,19,20,21,23,27,29,31,32);;;;;7*1H2/q;;4*+1;;;;;;;/p-4/b2*24-8-;;;;;;;;;;;/t2*9-,15-;;;;;;;;;;;/m11.........../s1
IUPAC Name
tetrasodium bis(3-({[(6R,7R)-7-[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-(methoxyimino)acetamido]-2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl]methyl}sulfanyl)-2-methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazin-1-ide) heptahydrate
SMILES
O.O.O.O.O.O.O.[Na+].[Na+].[Na+].[Na+].CO\N=C(/C(=O)N[C@H]1[C@H]2SCC(CSC3=NC(=O)C(=O)[N-]N3C)=C(N2C1=O)C([O-])=O)C1=CSC(N)=N1.CO\N=C(/C(=O)N[C@H]1[C@H]2SCC(CSC3=NC(=O)C(=O)[N-]N3C)=C(N2C1=O)C([O-])=O)C1=CSC(N)=N1
ChemSpider
10128196
ChEBI
3514
Wikipedia
Ceftriaxone
Predicted Properties
PropertyValueSource
Water Solubility0.123 mg/mLALOGPS
logP0.52ALOGPS
logP-2.4Chemaxon
logS-3.7ALOGPS
pKa (Strongest Acidic)3.05Chemaxon
pKa (Strongest Basic)4.29Chemaxon
Physiological Charge-2Chemaxon
Hydrogen Acceptor Count13Chemaxon
Hydrogen Donor Count2Chemaxon
Polar Surface Area209.01 Å2Chemaxon
Rotatable Bond Count16Chemaxon
Refractivity138.5 m3·mol-1Chemaxon
Polarizability49.64 Å3Chemaxon
Number of Rings8Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleYesChemaxon