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Substance Name: Cephaloridine [USAN:USP]
RN: 50-59-9
UNII: LVZ1VC61HB
InChIKey: CZTQZXZIADLWOZ-CRAIPNDOSA-N

Note

  • A cephalosporin antibiotic.

Molecular Formula

  • C19-H17-N3-O4-S2

Molecular Weight

  • 415.4923
 

Classification Codes

  • Anti-Bacterial Agents
  • Anti-Infective Agents
  • Antibacterial
  • Drug / Therapeutic Agent
  • Human Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Cefaloridine [INN]
  • Cephaloridine
  • Cephaloridine [USAN:USP]

MeSH Heading

  • Cephaloridine

Synonyms

  • (6R,7R)-1-((2-Carboxy-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)pyridinium hydroxide, inner salt
  • 1-((7'-beta-(2-(2-Thienyl)acetamido)-8'-oxo-1'-aza-5'-thiabicyclo(4.2.0)-oct-2'-en-3'-yl)methyl)pyridinium-2'-carboxylate
  • 40602
  • 7-((2-Thienyl)acetamido)-3-(1-pyridylmethyl)cephalosporanic acid
  • 7-(alpha-(2-Thienyl)acetamido)-3-(1-pyridylmethyl)-3-cephem-4-carboxylic acid betaine
  • 7-(Thiophene-2-acetamido)-3-(1-pyridylmethyl)-3-cephem-4-carboxylic acid betaine
  • Aliporina
  • Ampligram
  • Betaine cephaloridine
  • Cefaloridin
  • Cefaloridina
  • Cefaloridina [INN-Spanish]
  • Cefaloridine
  • Cefaloridinum
  • Cefaloridinum [INN-Latin]
  • Cefalorizin
  • Ceflorin
  • Cepaloridin
  • Cepalorin
  • CEPH 87/4
  • Cephalomycine
  • Cephaloridin
  • Cephaloridine
  • Cephaloridinum
  • Ceporan
  • Ceporin
  • Ceporine
  • CER
  • Cilifor
  • Deflorin
  • EINECS 200-052-6
  • Faredina
  • Floridin
  • Glaxoridin
  • HSDB 3023
  • Intrasporin
  • Keflodin
  • Keflordin
  • Kefloridin
  • Kefspor
  • Lilly 40602
  • Lloncefal
  • Loridine
  • N-(7-((2-Thienyl)acetamido)ceph-3-em-3-ylmethyl)pyridinium-4-carboxylate
  • N-(7-(2'-Thienylacetamidoceph-3-ylmethyl))-pyridinium-2-carboxylate
  • Sasperin
  • Sch 11527
  • Sefacin
  • UNII-LVZ1VC61HB
  • Verolgin
  • Vioviantine

Systematic Names

  • Cefaloridine
  • Pyridinium, 1-((2-carboxy-8-oxo-7-((2-thienylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)-oct-2-en-3-yl)methyl)-, hydroxide, inner salt, (6R-trans)-
  • Pyridinium, 1-((2-carboxy-8-oxo-7-((2-thienylacetyl)amino)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, inner salt, (6R-trans)-
  • Pyridinium, 1-((2-carboxy-8-oxo-7-(2-(2-thienyl)acetamido)-5-thia-1-azabicyclo(4.2.0)oct-2-en-3-yl)methyl)-, hydroxide, inner salt

Registry Numbers

CAS Registry Number

  • 50-59-9

FDA UNII

  • LVZ1VC61HB

System Generated Number

  • 0000050599

Structure Descriptors

InChI

1S/C19H17N3O4S2/c23-14(9-13-5-4-8-27-13)20-15-17(24)22-16(19(25)26)12(11-28-18(15)22)10-21-6-2-1-3-7-21/h1-8,15,18H,9-11H2,(H-,20,23,25,26)/t15-,18-/m1/s1

InChIKey

CZTQZXZIADLWOZ-CRAIPNDOSA-N

Smiles

[O-]C(=O)C1=C(C[n+]2ccccc2)CS[C@@H]3[C@H](NC(=O)Cc4cccs4)C(=O)N13

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 intramuscular > 200mg/kg (200mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 398, 1966.
dog LD intravenous > 1gm/kg (1000mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Antimicrobial Agents and Chemotherapy Vol. -, Pg. 863, 1965.
dog LD50 subcutaneous > 200mg/kg (200mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 398, 1966.
guinea pig LD50 subcutaneous 550mg/kg (550mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 398, 1966.
man LDLo intravenous 1137mg/kg/4D (1137mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

LIVER: FATTY LIVER DEGERATION
JAMA, Journal of the American Medical Association. Vol. 200, Pg. 724, 1967.
monkey LD50 intramuscular > 200mg/kg (200mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 398, 1966.
mouse LD50 intracrebral 10mg/kg (10mg/kg) MUSCULOSKELETAL: CHANGES IN TEETH AND SUPPORTING STRUCTURES

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: EXCITEMENT
Chemotherapy Vol. 26, Pg. 196, 1980.
mouse LD50 intramuscular 7gm/kg (7000mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" Byoin Yakugaku. Hospital Pharmacology. Vol. 3, Pg. 220, 1978.
mouse LD50 intraperitoneal 5355mg/kg (5355mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
Japanese Journal of Antibiotics. Vol. 29, Pg. 735, 1976.
mouse LD50 intravenous 2200mg/kg (2200mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 398, 1966.
mouse LD50 oral > 20gm/kg (20000mg/kg)   Japanese Journal of Antibiotics. Vol. 29, Pg. 735, 1976.
mouse LD50 subcutaneous 7745mg/kg (7745mg/kg)   Drugs in Japan Vol. -, Pg. 557, 1990.
rabbit LD50 intramuscular > 200mg/kg (200mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 398, 1966.
rat LD50 intraperitoneal 3170mg/kg (3170mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 intravenous 1065mg/kg (1065mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: STRAUB TAIL
Japanese Journal of Antibiotics. Vol. 29, Pg. 735, 1976.
rat LD50 oral 2500mg/kg (2500mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 398, 1966.
rat LD50 parenteral 2500ug/kg (2.5mg/kg)   Antimicrobial Agents and Chemotherapy Vol. -, Pg. 863, 1965.
rat LD50 subcutaneous 2500mg/kg (2500mg/kg)   Toxicology and Applied Pharmacology. Vol. 8, Pg. 398, 1966.

Physical Properties

Physical Property Value Units Temp (deg C) Source
pKa Dissociation Constant 3.2 (none)   EXP
log P (octanol-water) -1.62E+00 (none)   EXP
Water Solubility 2820 mg/L 25 EST
Vapor Pressure 9.07E-16 mm Hg 25 EST
Henry's Law Constant 1.49E-23 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.50E-10 cm3/molecule-sec 25 EST

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