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Substance Name: Mefruside [USAN:INN:BAN:JAN]
RN: 7195-27-9
UNII: X1NS9SNS92
InChIKey: SMNOERSLNYGGOU-UHFFFAOYSA-N

Note

  • A benzene-sulfonamide-furan. It is used as a diuretic that affects the concentrating ability of the KIDNEY, increases SODIUM CHLORIDE excretion, but may not spare POTASSIUM. It inhibits CARBONIC ANHYDRASES and may increase the blood URIC ACID level.

Molecular Formula

  • C13-H19-Cl-N2-O5-S2

Molecular Weight

  • 382.8871
 

Classification Codes

  • Diuretic
  • Diuretics
  • Drug / Therapeutic Agent
  • Natriuretic Agents
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Names and Synonyms

Name of Substance

  • Mefruside
  • Mefruside [USAN:INN:BAN:JAN]

MeSH Heading

  • Mefruside

Synonyms

  • 1,3-Benzenedisulfonamide, 4-chloro-N(sup 1)-methyl-N(sup 1)-((tetrahydro-2-methyl-2-furanyl)methyl)-
  • 4-Chloro-N(sup 1)-methyl-N(sup 1)-(tetrahydro-2-methylfurfuryl)-m-benzenedisulfonamide
  • 4-Chloro-N-methyl-N-(2-methyltetrahydrofurfuryl)-1,3-benzenesulfonamide
  • B 1500
  • BAY 1500
  • Baycaron
  • EINECS 230-562-4
  • FBA 1500
  • FDA 1902
  • Mefrusal
  • Mefrusid
  • Mefrusida
  • Mefrusida [INN-Spanish]
  • Mefruside
  • Mefrusidum
  • Mefrusidum [INN-Latin]
  • N-(4'-Chloro-3'-sulfamoylbenzenesulfonyl)-N-methyl-2-aminomethyl-2-methyltetrahydrofuran
  • UNII-X1NS9SNS92

Systematic Names

  • 1,3-Benzenedisulfonamide, 4-chloro-N(sup 1)-methyl-N(sup 1)-((tetrahydro-2-methyl-2-furanyl)methyl)-
  • 1,3-Benzenedisulfonamide, 4-chloro-N1-methyl-N1-((tetrahydro-2-methyl-2-furanyl)methyl)-
  • m-Benzenedisulfonamide, 4-chloro-N(sup 1)-methyl-N(sup 1)-(tetrahydro-2-methylfurfuryl)-
  • Mefruside

Registry Numbers

CAS Registry Number

  • 7195-27-9

FDA UNII

  • X1NS9SNS92

System Generated Number

  • 0007195279

Structure Descriptors

InChI

1S/C13H19ClN2O5S2/c1-13(6-3-7-21-13)9-16(2)23(19,20)10-4-5-11(14)12(8-10)22(15,17)18/h4-5,8H,3,6-7,9H2,1-2H3,(H2,15,17,18)

InChIKey

SMNOERSLNYGGOU-UHFFFAOYSA-N

Smiles

CC1(CCCO1)CN(C)S(=O)(=O)c2ccc(c(c2)S(=O)(=O)N)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LD50 oral > 5gm/kg (5000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 659, 1967.
cat LD50 oral > 5gm/kg (5000mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: EXCITEMENT
Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 659, 1967.
dog LD50 oral > 5gm/kg (5000mg/kg) BEHAVIORAL: ATAXIA

BEHAVIORAL: FOOD INTAKE (ANIMAL)

BEHAVIORAL: TREMOR
Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 659, 1967.
mouse LD50 intraperitoneal 5200mg/kg (5200mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1003, 1973.
mouse LD50 intravenous 500mg/kg (500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 659, 1967.
mouse LD50 oral > 10gm/kg (10000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1003, 1973.
mouse LD50 oral > 10gm/kg (10000mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1003, 1973.
mouse LD50 subcutaneous 5200mg/kg (5200mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 386, 1975.
rabbit LD50 oral > 3gm/kg (3000mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 659, 1967.
rat LD50 intraperitoneal 9800mg/kg (9800mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1003, 1973.
rat LD50 intraperitoneal 9800mg/kg (9800mg/kg) SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE

SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE
Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1003, 1973.
rat LD50 intravenous 500mg/kg (500mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 17, Pg. 659, 1967.
rat LD50 oral > 10gm/kg (10000mg/kg)   Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1003, 1973.
rat LD50 oral > 10gm/kg (10000mg/kg) SENSE ORGANS AND SPECIAL SENSES: CHROMODACYRORREA: EYE

SENSE ORGANS AND SPECIAL SENSES: MYDRIASIS (PUPILLARY DILATION): EYE
Kiso to Rinsho. Clinical Report. Vol. 7, Pg. 1003, 1973.
rat LD50 subcutaneous 9800mg/kg (9800mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 6, Pg. 386, 1975.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 1.54 (none)   EXP
Water Solubility 16.8 mg/L 25 EST
Vapor Pressure 1.87E-10 mm Hg 25 EST
Henry's Law Constant 2.39E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 4.18E-11 cm3/molecule-sec 25 EST

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