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Substance Name: Bumetanide [USAN:USP:INN:BAN:JAN]
RN: 28395-03-1
UNII: 0Y2S3XUQ5H
InChIKey: MAEIEVLCKWDQJH-UHFFFAOYSA-N

Note

  • A sulfamyl diuretic.

Molecular Formula

  • C17-H20-N2-O5-S

Molecular Weight

  • 364.42
 

Classification Codes

  • Diuretic
  • Diuretics
  • Drug / Therapeutic Agent
  • Membrane Transport Modulators
  • Natriuretic Agents
  • Sodium Potassium Chloride Symporter Inhibitors

Names and Synonyms

Name of Substance

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

MeSH Heading

  • Bumetanide

Synonyms

  • 3-(Aminosulfonyl)-5-(butylamino)-4-phenoxybenzoic acid
  • 3-(Butylamino)-4-phenoxy-5-sulfamoylbenzoic acid
  • Aquazone
  • Benzoic acid, 3-(aminosulfonyl)-5-(butylamino)-4-phenoxy-
  • BRN 2185351
  • Bumetanida
  • Bumetanida [INN-Spanish]
  • Bumetanide
  • Bumetanidum
  • Bumetanidum [INN-Latin]
  • Bumex
  • Burinex
  • Butinat
  • Cambiex
  • Diurama
  • EINECS 249-004-6
  • Fontego
  • Fordiuran
  • Lixil-Leo
  • Lunetoron
  • PF 1593
  • Ro 10-6338
  • Segurex
  • UNII-0Y2S3XUQ5H
  • Yurinex

Systematic Names

  • Benzoic acid, 3-(aminosulfonyl)-5-(butylamino)-4-phenoxy-
  • Benzoic acid, 3-(butylamino)-4-phenoxy-5-sulfamoyl-
  • Bumetanide

Registry Numbers

CAS Registry Number

  • 28395-03-1

FDA UNII

  • 0Y2S3XUQ5H

System Generated Number

  • 0028395031

Structure Descriptors

InChI

1S/C17H20N2O5S/c1-2-3-9-19-14-10-12(17(20)21)11-15(25(18,22)23)16(14)24-13-7-5-4-6-8-13/h4-8,10-11,19H,2-3,9H2,1H3,(H,20,21)(H2,18,22,23)

InChIKey

MAEIEVLCKWDQJH-UHFFFAOYSA-N

Smiles

CCCCNc1cc(cc(c1Oc2ccccc2)S(=O)(=O)N)C(=O)O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous > 500ug/kg (0.5mg/kg) BEHAVIORAL: TETANY

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)
Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 66, 1972.
dog LDLo oral > 500ug/kg (0.5mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED Arzneimittel-Forschung. Drug Research. Vol. 22, Pg. 66, 1972.
mammal (species unspecified) LD50 intravenous 6200ug/kg (6.2mg/kg)   Journal of Clinical Pharmacology. Vol. 21, Pg. 543, 1981.
mouse LD50 intramuscular > 25mg/kg (25mg/kg)   Yakkyoku. Pharmacy. Vol. 27, Pg. 1057, 1976.
mouse LD50 intraperitoneal 519mg/kg (519mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 614, 1976.
mouse LD50 intravenous > 200mg/kg (200mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 614, 1976.
mouse LD50 oral 4624mg/kg (4624mg/kg)   Drugs in Japan Vol. 6, Pg. 683, 1982.
mouse LD50 subcutaneous 1660mg/kg (1660mg/kg)   Drugs in Japan Vol. 6, Pg. 683, 1982.
rabbit LD50 intravenous 70mg/kg (70mg/kg)   Postgraduate Medical Journal, Supplement. Vol. 51(Suppl,
rabbit LD50 oral 350mg/kg (350mg/kg)   Postgraduate Medical Journal, Supplement. Vol. 51(Suppl,
rat LD50 intramuscular > 5mg/kg (5mg/kg)   Yakkyoku. Pharmacy. Vol. 27, Pg. 1057, 1976.
rat LD50 intraperitoneal 891mg/kg (891mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 21, Pg. 775, 1979.
rat LD50 intravenous > 200mg/kg (200mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 614, 1976.
rat LD50 oral > 6gm/kg (6000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 614, 1976.
rat LD50 subcutaneous > 2gm/kg (2000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 7, Pg. 614, 1976.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 230.5 deg C   EXP
log P (octanol-water) 2.570 (none)   EST
Atmospheric OH Rate Constant 2.13E-11 cm3/molecule-sec 25 EST

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