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Substance Name: Ceftazidime [USAN:USP:INN:BAN:JAN]
RN: 78439-06-2
UNII: 9M416Z9QNR
InChIKey: NMVPEQXCMGEDNH-TZVUEUGBSA-M

Note

  • Semisynthetic, broad-spectrum antibacterial derived from CEPHALORIDINE and used especially for Pseudomonas and other gram-negative infections in debilitated patients.

Molecular Formula

  • C22-H22-N6-O7-S2.5H2-O

Molecular Weight

  • 635.6489
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Antibiotics
  • Drug / Therapeutic Agent
  • Reproductive Effect

Names and Synonyms

Name of Substance

  • Ceftazidime [USAN:USP:INN:BAN:JAN]

MeSH Heading

  • Ceftazidime

Synonyms

  • 1-(((6R,7R)-7-(2-(2-Amino-4-thiazolyl)glyoxylamido)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)pyridinium hydroxide, inner salt, 7(sup 2)-(Z)-(O-(1-carboxy-1-methylethyl)oxime), pentahydrate
  • Ceftazidime
  • Ceftazidime pentahydrate
  • Ceptaz
  • Fortaz
  • GR 20263
  • LY 139381
  • Pentacef
  • Pyridinium, 1-((7-(((2-amino-4-thiazolyl)((1-carboxy-1-methylethoxy)imino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, hydroxide, inner salt, pentahydrate, (6R-(6alpha,7beta(Z)))-
  • SN 401 pentahydrate
  • Tazicef
  • Tazidime
  • Tazidime in plastic container
  • UNII-9M416Z9QNR

Systematic Names

  • Pyridinium, 1-((7-(((2-amino-4-thiazolyl)((1-carboxy-1-methylethoxy)imino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, hydroxide, inner salt, (6R-(6-alpha,7-beta(Z)))-, pentahydrate
  • Pyridinium, 1-((7-(((2-amino-4-thiazolyl)((1-carboxy-1-methylethoxy)imino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, hydroxide, inner salt, pentahydrate, (6R-(6alpha,7beta(Z)))-
  • Pyridinium, 1-((7-(((2-amino-4-thiazolyl)((1-carboxy-1-methylethoxy)imino)acetyl)amino)-2-carboxy-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, inner salt, pentahydrate, (6R-(6alpha,7beta(Z)))-

Registry Numbers

CAS Registry Number

  • 78439-06-2

FDA UNII

  • 9M416Z9QNR

System Generated Number

  • 0078439062

Molecular Formulas

Molecular Formula

  • C22-H22-N6-O7-S2.5H2-O

Molecular Formula Fragments

  • C22-H22-N6-O7-S2
  • COMPONENT
  • H2-O

Structure Descriptors

InChI

1S/C22H22N6O7S2.5H2O/c1-22(2,20(33)34)35-26-13(12-10-37-21(23)24-12)16(29)25-14-17(30)28-15(19(31)32)11(9-36-18(14)28)8-27-6-4-3-5-7-27;;;;;/h3-7,10,14,18H,8-9H2,1-2H3,(H4-,23,24,25,29,31,32,33,34);5*1H2/p-1/b26-13-;;;;;/t14-,18-;;;;;/m1...../s1

InChIKey

NMVPEQXCMGEDNH-TZVUEUGBSA-M

Smiles

O.O.O.O.O.CC(C)(O\N=C(/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)[O-])C[n+]3ccccc3)\c4csc(N)n4)C(=O)[O-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 12gm/kg (12000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
mouse LD50 intravenous 6300mg/kg (6300mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
mouse LD50 subcutaneous 20gm/kg (20000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
rat LD50 intraperitoneal 10gm/kg (10000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
rat LD50 intravenous 6100mg/kg (6100mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.
rat LD50 subcutaneous 20gm/kg (20000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 17, Pg. 1106, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) -1.60E+00 (none)   EXP
Water Solubility 396 mg/L 25 EST
Vapor Pressure 2.32E-21 mm Hg 25 EST
Henry's Law Constant 2.46E-34 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.31E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.