Skip Navigation
ChemIDplus A TOXNET DATABASE LiteBrowseAdvanced

Substance Name: Xipamide [USAN:INN:BAN]
RN: 14293-44-8
UNII: 4S9EY0NUEC
InChIKey: MTZBBNMLMNBNJL-UHFFFAOYSA-N

Note

  • A sulfamoylbenzamide analog of CLOPAMIDE. It is diuretic and saluretic with antihypertensive activity. It is bound to PLASMA PROTEINS, thus has a delayed onset and prolonged action.

Molecular Formula

  • C15-H15-Cl-N2-O4-S

Molecular Weight

  • 354.8125
 

Classification Codes

  • Antihypertensive
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Diuretic
  • Diuretics
  • Drug / Therapeutic Agent
  • Natriuretic Agents
* denotes mobile formatted website

Links to Resources


Search for this InChIKey on the Web

Names and Synonyms

Name of Substance

  • Xipamide
  • Xipamide [USAN:INN:BAN]

MeSH Heading

  • Xipamide

Synonyms

  • 4-Chlor-5-sulfamoyl-2',6'-salicyloxylidid
  • 4-Chlor-5-sulfamoyl-2',6'-salicyloxylidid [German]
  • 4-Chloro-5-sulfamoyl-2',6'-salicyloxylidide
  • Aquaphor
  • Aquaphor (diuretic)
  • Aquaphoril
  • Be 1293
  • Be-1293
  • BRN 2778357
  • Diurex (lacer)
  • Diurexan
  • EINECS 238-216-4
  • MJF 10,938
  • MJF 10938
  • UNII-4S9EY0NUEC
  • Xipamid
  • Xipamida
  • Xipamida [INN-Spanish]
  • Xipamide
  • Xipamidum
  • Xipamidum [INN-Latin]
  • Zipix

Systematic Names

  • 2',6'-Salicyloxylidide, 4-chloro-5-sulfamoyl-
  • Benzamide, 5-(aminosulfonyl)-4-chloro-N-(2,6-dimethylphenyl)-2-hydroxy-
  • Xipamide

Registry Numbers

CAS Registry Number

  • 14293-44-8

FDA UNII

  • 4S9EY0NUEC

Other Registry Number

  • 135274-05-4

System Generated Number

  • 0014293448

Structure Descriptors

InChI

1S/C15H15ClN2O4S/c1-8-4-3-5-9(2)14(8)18-15(20)10-6-13(23(17,21)22)11(16)7-12(10)19/h3-7,19H,1-2H3,(H,18,20)(H2,17,21,22)

InChIKey

MTZBBNMLMNBNJL-UHFFFAOYSA-N

Smiles

Cc1cccc(C)c1NC(=O)c2cc(c(Cl)cc2O)S(=O)(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 50mg/kg (50mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 245, 1975.
dog LD50 oral > 1500mg/kg (1500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 245, 1975.
mouse LD50 intraperitoneal 520mg/kg (520mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: COMA

BEHAVIORAL: ATAXIA
Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 245, 1975.
mouse LD50 oral 877mg/kg (877mg/kg)   United States Patent Document. Vol. #4490368,
mouse LD50 subcutaneous 1480mg/kg (1480mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: COMA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 245, 1975.
rat LD50 intraperitoneal 320mg/kg (320mg/kg) BEHAVIORAL: COMA

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION
Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 245, 1975.
rat LD50 oral 1640mg/kg (1640mg/kg) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: COMA

BEHAVIORAL: ATAXIA
Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 245, 1975.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.19 (none)   EXP
Water Solubility 58 mg/L 25 EXP
Atmospheric OH Rate Constant 2.36E-11 cm3/molecule-sec 25 EST

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