Furosemide

C12H11ClN2O5SCAS 54-31-9330.74 g/mol

Open in Covalent MOL file
H2NSOOOHONHOCl
Aryl halideCarboxylic acidSecondary amineSulfonamide

Properties

Molecular formula
C12H11ClN2O5S
Molar mass
330.74 g/mol
Exact mass
330.0077 Da
Melting point
206 °C
pKa
3.52, 3.9 (carboxyl), 7.5
Water solubility
73.1 mg/L (30 °C)
logP
1.89Crippen estimate
Polar surface area
122.6 Ų
H-bond donors / acceptors
3 / 5
Rotatable bonds
5

Hazards

Danger
Irritant (GHS07)Health Hazard (GHS08)

Aggregated from 240 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P203, P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P318, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, P501

Identifiers

CAS number
54-31-9
SMILES
NS(=O)(=O)c1cc(C(=O)O)c(NCc2ccco2)cc1Cl
InChIKey
ZZUFCTLCJUWOSV-UHFFFAOYSA-N
InChI
InChI=1S/C12H11ClN2O5S/c13-9-5-10(15-6-7-2-1-3-20-7)8(12(16)17)4-11(9)21(14,18)19/h1-5,15H,6H2,(H,16,17)(H2,14,18,19)
Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 8.56 (s, 1H), 7.42 (dd, J = 1.8, 0.9 Hz, 1H), 6.98 (s, 1H), 6.38 (m, J = 3.3, 0.9 Hz, 1H), 6.38 (m, J = 3.3, 1.8 Hz, 1H), 4.70 (br s, 2H), 4.29 (s, 2H), 3.60 (br s, 1H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 172.7, 157.6, 157.0, 142.8, 139.3, 130.3, 129.5, 113.2, 113.2, 109.7, 108.3, 44.8.
[M + H]+
[M + H]+ Calcd for C12H12ClN2O5S 331.0150
[M + Na]+
[M + Na]+ Calcd for C12H11ClN2NaO5S 352.9969
[M − H]−
[M − H]− Calcd for C12H10ClN2O5S 329.0004
Elemental analysis
Anal. Calcd for C12H11ClN2O5S: C, 43.58; H, 3.35; N, 8.47; S, 9.69.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

138 names · show all
  • Cetasix
  • Benzoic acid, 5-(aminosulfonyl)-4-chloro-2-[(2-furanylmethyl)amino]-
  • Anthranilic acid, 4-chloro-N-furfuryl-5-sulfamoyl-
  • 5-(Aminosulfonyl)-4-chloro-2-[(2-furanylmethyl)amino]benzoic acid
  • LB 502
  • 4-Chloro-N-furfuryl-5-sulfamoylanthranilic acid
  • 4-Chloro-N-(2-furylmethyl)-5-sulfamoylanthranilic acid
  • Furosemid
  • Lasix
  • Frusemide
  • Furanthryl
  • Trofurit
  • 5-(Aminosulfamyl)-4-chloro-2-[(2-furanylmethyl)amino]benzoic acid
  • Aisemide
  • Beronald
  • Desdemin
  • Errolon
  • Frusemin
  • Fulsix
  • Fuluvamide
  • Katlex
  • Lasilix
  • Lowpstron
  • Macasirool
  • Prefemin
  • Nicorol
  • Rosemide
  • Transit
  • Urex
  • Furantril
  • Seguril
  • Salix
  • Fusid
  • Lasex
  • Furanthril
  • Furesis
  • Radonna
  • 2-Furfurylamino-4-chloro-5-sulfamoylbenzoic acid
  • Aluzine
  • Anfuramaide
  • Apo-frusemide
  • Apo-furosemide
  • Aquarid
  • Naclex
  • Aldic
  • Arasemide
  • Bioretic
  • Dirine
  • Disemide
  • Diural
  • Diuresal
  • Diurin
  • Diurolasa
  • Diusemide
  • Diusil
  • Dranex
  • Dryptal
  • Aquamide
  • Aquasin
  • Eutensin
  • Fluidrol
  • Franyl
  • Frumex
  • Furmid
  • Frusedan
  • Frusema
  • Frusetic
  • Frusid
  • Furanturil
  • Furetic
  • Furex
  • Furix
  • Frumide
  • Furo-basan
  • Furocot
  • Furodiurol
  • Furomen
  • Furomex
  • Furomide M.D.
  • Furo-puren
  • Furorese
  • Furosan
  • Furosix
  • Furoter
  • Furovite
  • Golan
  • Hissuflux
  • Hydrex
  • Hydro
  • Impugan
  • Kofuzon
  • Kutrix
  • Lasemid
  • Lasiletten
  • Lasix retard
  • Laxur
  • Liside
  • Marsemide
  • Urenil
  • Nadis
  • Nelsix
  • Nephron
  • Odemase
  • Odemex
  • Oedemex
  • Promedes
  • Promide
  • Radisemide
  • Retep
  • Salinex
  • Salurid
  • Selectofur
  • Uremide
  • Durafurid
  • Uresix
  • Urex M
  • Urian
  • Uridon
  • Yidoli
  • Zafurida
  • Hydro-rapid
  • Disal
  • Diuretic salt
  • Mirfat
  • Discoid
  • Profemin
  • Lowpston
  • Rusyde
  • Furosedon
  • NSC 269420
  • Desal
  • Frusenex
  • Furosem
  • Teuto
  • Furosemide-darnitsa
  • Neosemid
  • Pharlab
  • Fuluobi

Work with Furosemide

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Similar compounds

5-(Aminosulfonyl)-2,4-dichlorobenzoic acid2736-23-458 % similar 4-Chloro-5-sulfamoylsalicylic acid14556-98-052 % similar 4-Chloro-2-fluoro-5-sulfamoylbenzoic acid4793-22-051 % similar 4-Chloro-3-sulfamoylbenzoic acid1205-30-746 % similar 5-(Aminosulfonyl)-2-chlorobenzoic acid97-04-143 % similar Hydrochlorothiazide58-93-539 % similar Xipamide14293-44-839 % similar Metolazone17560-51-937 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook