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Substance Name: Indapamide [USAN:USP:INN:BAN:JAN]
RN: 26807-65-8
UNII: F089I0511L
InChIKey: NDDAHWYSQHTHNT-UHFFFAOYSA-N

Note

  • A benzamide-sulfonamide-indole derived DIURETIC that functions by inhibiting SODIUM CHLORIDE SYMPORTERS.

Molecular Formula

  • C16-H16-Cl-N3-O3-S

Molecular Weight

  • 365.8394
 

Classification Codes

  • Antihypertensive
  • Antihypertensive Agents
  • Cardiovascular Agents
  • Diuretic
  • Diuretics
  • Drug / Therapeutic Agent
  • Membrane Transport Modulators
  • Natriuretic Agents
  • Reproductive Effect
  • Sodium Chloride Symporter Inhibitors
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Names and Synonyms

Name of Substance

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

MeSH Heading

  • Indapamide

Synonyms

  • 3-(Aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)benzamide
  • 4-Chloro-N-(2-methyl-1-indolinyl)-3-sulfamoylbenzamide
  • 5-20-06-00348 (Beilstein Handbook Reference)
  • Arifon
  • Bajaten
  • BRN 1604026
  • Cormil
  • Damide
  • EINECS 248-012-7
  • Fludex
  • Indaflex
  • Indamol
  • Indapamida
  • Indapamida [INN-Spanish]
  • Indapamide
  • Indapamidum
  • Indapamidum [INN-Latin]
  • Ipamix
  • Lozol
  • Natrilix
  • Noranat
  • NSC 757075
  • Pressurai
  • RHC 2555
  • SE 1520
  • SE-1520
  • Tandix
  • Tertensif
  • UNII-F089I0511L
  • USV 2555
  • Veroxil

Systematic Names

  • Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-1-yl)-
  • Benzamide, 3-(aminosulfonyl)-4-chloro-N-(2,3-dihydro-2-methyl-1H-indol-l-yl)-
  • Benzamide, 4-chloro-N-(2-methyl-1-indolinyl)-3-sulfamoyl-
  • Indapamide

Registry Numbers

CAS Registry Number

  • 26807-65-8

FDA UNII

  • F089I0511L

Other Registry Number

  • 49564-58-1

System Generated Number

  • 0026807658

Structure Descriptors

InChI

InChI=1S/C16H16ClN3O3S/c1-10-8-11-4-2-3-5-14(11)20(10)19-16(21)12-6-7-13(17)15(9-12)24(18,22)23/h2-7,9-10H,8H2,1H3,(H,19,21)(H2,18,22,23)

InChIKey

NDDAHWYSQHTHNT-UHFFFAOYSA-N

Smiles

CC1Cc2ccccc2N1NC(=O)c3ccc(Cl)c(c3)S(=O)(=O)N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 intraperitoneal 347mg/kg (347mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
guinea pig LD50 intravenous 272mg/kg (272mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
guinea pig LD50 oral > 3gm/kg (3000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
mouse LD50 intraperitoneal 410mg/kg (410mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
mouse LD50 intravenous 577mg/kg (577mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
mouse LD50 oral > 3gm/kg (3000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
mouse LD50 subcutaneous > 10gm/kg (10000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 1110, 1981.
rabbit LD50 intravenous 337mg/kg (337mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: DYSPNEA		 Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 1110, 1981.
rat LD50 intraperitoneal 393mg/kg (393mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
rat LD50 intravenous 394mg/kg (394mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
rat LD50 oral > 3gm/kg (3000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 25, Pg. 1491, 1975.
rat LD50 subcutaneous > 5gm/kg (5000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 12, Pg. 1110, 1981.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 161 deg C   EXP
log P (octanol-water) 2.660 (none)   EST
Atmospheric OH Rate Constant 3.60E-11 cm3/molecule-sec 25 EST

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