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Substance Name: Chloramphenicol succinate
RN: 3544-94-3
UNII: ZCX619U9A1
InChIKey: LIRCDOVJWUGTMW-ZWNOBZJWSA-N

Note

  • Inactive precursor (PRODRUGS) of chloramphenicol; used for parenteral administration of chloramphenicol.

Molecular Formula

  • C15-H16-Cl2-N2-O8

Molecular Weight

  • 423.2034
 

Classification Codes

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

Name of Substance

  • Chloramphenicol succinate

Synonyms

  • 4-13-00-02756 (Beilstein Handbook Reference)
  • BRN 3228488
  • Chloramphenicol acid succinate
  • Chloramphenicol hemisuccinate
  • Chloramphenicol hydrogen succinate
  • Chloramphenicol monosuccinate
  • Chloramphenicol succinate
  • Chloromycetin succinate
  • Chronicin foam
  • CPSA
  • EINECS 222-590-0
  • Kemicetine succinate
  • Levomycetin hemisuccinate
  • Levomycetin succinate
  • Paraxin succinate
  • Succinato de cloranfenicol
  • Succinato de cloranfenicol [Spanish]
  • UNII-ZCX619U9A1

Systematic Names

  • (2-((Dichloroacetyl)amino)-3-hydroxy-3-(4-nitrophenyl)propyl) hydrogen (R-(R*,R*))-succinate
  • Succinic acid, alpha-monoester with D-threo-(-)-2,2-dichloro-N-(beta-hydroxy-alpha-(hydroxymethyl)-p-nitrophenethyl)acetamide

Registry Numbers

CAS Registry Number

  • 3544-94-3

FDA UNII

  • ZCX619U9A1

Other Registry Number

  • 53906-65-3

Related Registry Number

  • 982-57-0 (succinate hydrochloride salt)

System Generated Number

  • 0003544943

Structure Descriptors

InChI

1S/C15H16Cl2N2O8/c16-14(17)15(24)18-10(7-27-12(22)6-5-11(20)21)13(23)8-1-3-9(4-2-8)19(25)26/h1-4,10,13-14,23H,5-7H2,(H,18,24)(H,20,21)/t10-,13-/m1/s1

InChIKey

LIRCDOVJWUGTMW-ZWNOBZJWSA-N

Smiles

c1cc(ccc1[C@H]([C@@H](COC(=O)CCC(=O)O)NC(=O)C(Cl)Cl)O)[N+](=O)[O-]

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intravenous 1gm/kg (1000mg/kg)   Farmaco, Edizione Scientifica. Vol. 9, Pg. 21, 1954.
mouse LD50 intraperitoneal 1400mg/kg (1400mg/kg)   Farmaco, Edizione Scientifica. Vol. 9, Pg. 21, 1954.
mouse LD50 intravenous 1500mg/kg (1500mg/kg)   Farmaco, Edizione Scientifica. Vol. 9, Pg. 21, 1954.
mouse LD50 oral 11gm/kg (11000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 135, 1970.
mouse LD50 subcutaneous 4200mg/kg (4200mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 135, 1970.
rat LD50 intravenous 1720mg/kg (1720mg/kg)   Therapie. Vol. 22, Pg. 1405, 1967.
rat LD50 oral 8300mg/kg (8300mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 4, Pg. 135, 1970.
rat LD50 subcutaneous 2400mg/kg (2400mg/kg)   Therapie. Vol. 22, Pg. 1405, 1967.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.560 (none)   EST
Water Solubility 3500 mg/L 27 EXP
Atmospheric OH Rate Constant 3.04E-11 cm3/molecule-sec 25 EST

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