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Substance Name: Cefsulodin sodium [USAN:JAN]
RN: 52152-93-9
UNII: 2D087186PY
InChIKey: REACMANCWHKJSM-DWBVFMGKSA-M

Note

  • A Pyridinium-substituted semisynthetic, broad-spectrum antibacterial used especially for Pseudomonas infections in debilitated patients.

Molecular Formulas

  • C22-H19-N4-Na-O8-S2
  • C22-H19-N4-O8-S2.Na
  • C22-H20-N4-O8-S2.Na

Molecular Weight

  • 554.5341
 

Classification Codes

  • Antibacterial
  • Drug / Therapeutic Agent
  • TSCA Flag P (a Commenced PMN (Premanufacture Notice) Substance)
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Names and Synonyms

Name of Substance

  • Cefsulodin sodium [USAN:JAN]

MeSH Heading

  • Cefsulodin

Synonyms

  • 4-Carbamoyl-1-(((6R,7R)-2-carboxy-8-oxo-7-((2R)-2-phenyl-2-sulfoacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)pyridinium hydroxide, inner salt, monosodium salt
  • 4-Carbamoyl-1-(((6R,7R)-2-carboxy-8-oxo-7-((2R)-2-phenyl-2-sulfoacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methylpyridinium hydroxide, inner salt, monosodium salt
  • Abbott 46811
  • Abbott-468 11
  • Abbott-46811
  • Cefomonil
  • Cefsulodin
  • Cefsulodin sodium
  • CGP 7174E
  • CGP-7174/E
  • EINECS 257-692-4
  • Monaspor
  • Pseudocef
  • Pseudomonil
  • Pyocefal
  • Pyridinium, 4-(aminocarbonyl)-1-((2-carboxy-8-oxo-7-((phenylsulfoacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, hydroxide, inner salt, monosodium salt, (6R-(6alpha,7beta(R*)))
  • SCE 129
  • Sulcephalosporin
  • Takesulin
  • Tilmapor
  • Ulfaret
  • UNII-2D087186PY

Systematic Names

  • Hydrogen (6R-(6alpha,7beta(R*)))-4-carbamoyl-1-((2-carboxylato-8-oxo-7-(phenylsulphonatoacetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)pyridinium, monosodium salt
  • Pyridinium, 4-(aminocarbonyl)-1-(((6R,7R)-2-carboxy-8-oxo-7-(((2R)-2-phenyl-2-sulfoacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, inner salt, sodium salt (1:1)
  • Pyridinium, 4-(aminocarbonyl)-1-(((6R,7R)-2-carboxy-8-oxo-7-(((2R)-phenylsulfoacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, inner salt, monosodium salt
  • Pyridinium, 4-(aminocarbonyl)-1-((2-carboxy-8-oxo-7-((phenylsulfoacetyl)amino)-5-thio-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, hydroxide, inner salt, monosodium salt, (6R-(6-alpha,7-beta(R*)))-

Registry Numbers

CAS Registry Number

  • 52152-93-9

FDA UNII

  • 2D087186PY

Related Registry Numbers

  • 52152-93-9 (mono-hydrochloride salt)
  • 52152-93-9 (Parent)

System Generated Number

  • 0052152939

Molecular Formulas

Molecular Formulas

  • C22-H19-N4-Na-O8-S2
  • C22-H19-N4-O8-S2.Na
  • C22-H20-N4-O8-S2.Na

Molecular Formula Fragments

  • C22-H19-N4-O8-S2
  • C22-H20-N4-O8-S2
  • COMPONENT
  • Na

Structure Descriptors

InChI

1S/C22H20N4O8S2.Na/c23-18(27)13-6-8-25(9-7-13)10-14-11-35-21-15(20(29)26(21)16(14)22(30)31)24-19(28)17(36(32,33)34)12-4-2-1-3-5-12;/h1-9,15,17,21H,10-11H2,(H4-,23,24,27,28,30,31,32,33,34);/q;+1/p-1/t15-,17-,21-;/m1./s1

InChIKey

REACMANCWHKJSM-DWBVFMGKSA-M

Smiles

[Na+].NC(=O)c1cc[n+](CC2=C(N3[C@H](SC2)[C@H](NC(=O)[C@@H](c4ccccc4)S(=O)(=O)[O-])C3=O)C(=O)[O-])cc1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 oral > 15gm/kg (15000mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
dog LD50 parenteral > 2500mg/kg (2500mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
hamster LD50 intraperitoneal > 4gm/kg (4000mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
hamster LD50 oral > 15gm/kg (15000mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
hamster LD50 parenteral > 2500mg/kg (2500mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
mouse LD50 intramuscular 3800mg/kg (3800mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 668, 1981.
mouse LD50 intraperitoneal 6350mg/kg (6350mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 668, 1981.
mouse LD50 intravenous 3780mg/kg (3780mg/kg)   Drugs in Japan Vol. 6, Pg. 412, 1982.
mouse LD50 oral > 15gm/kg (15000mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
mouse LD50 parenteral > 2500mg/kg (2500mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
mouse LD50 subcutaneous 6940mg/kg (6940mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 668, 1981.
rabbit LD50 oral > 15gm/kg (15000mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
rabbit LD50 parenteral > 2500mg/kg (2500mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
rat LD50 intramuscular 5530mg/kg (5530mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 668, 1981.
rat LD50 intraperitoneal 3030mg/kg (3030mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 668, 1981.
rat LD50 intravenous 3030ug/kg (3.03mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 23, Pg. 439, 1981.
rat LD50 oral > 15gm/kg (15000mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
rat LD50 parenteral > 2500mg/kg (2500mg/kg)   Lyon Pharmaceutique. Vol. 34, Pg. 343, 1983.
rat LD50 subcutaneous 5550mg/kg (5550mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 668, 1981.