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54-31-9 structure


Iupac Name:4-chloro-2-(furan-2-ylmethylamino)-5-sulfamoylbenzoic acid
CAS No.:54-31-9
EINECS(EC#): 200-203-6
Molecular Weight:330.739
Molecular Formula:C12H11ClN2O5S (isomer)
1. Names and Identifiers
1.1 Synonyms

1Z9Y 2-furfurylamino-4-chloro-5-sulfamoylbenzoic acid 4-chloranyl-2-(furan-2-ylmethylamino)-5-sulfamoyl-benzoic acid 4-chloro-2-((furan-2-ylmethyl)amino)-5-sulfamoylbenzoic acid 4-chloro-2-(2-furanylmethylamino)-5-sulfamoylbenzoic acid 4-chloro-2-(2-furylmethylamino)-5-sulfamoyl-benzoic acid 4-chloro-2-(furan-2-ylmethylamino)-5-sulfamoylbenzoic acid 4-chloro-2-[(2-furylmethyl)amino]-5-sulfamoylbenzoic acid 4-chloro-2-[(furan-2-ylmethyl)amino]-5-sulfamoylbenzoic acid 4-chloro-2-{[(furan-2-yl)methyl]amino}-5-sulfamoylbenzoic acid 4-chloro-5-sulfamoyl-n-furfuryl-anthranilic acid 4-chloro-n-(2-furylmethyl)-5-sulfamoylanthranilic acid 4-chloro-n-furfuryl-5-sulfamoylanthranilic acid 4-chloro-n-furfuryl-5-sulfamoylanthranilic acid pound>>fu 5-(aminosulfamyl)-4-chloro-2-[(2-furanylmethyl)amino]benzoic acid 5-(aminosulfonyl)-4-chloro-2-((2-furanylmethyl)amino)benzoic acid 5-(aminosulfonyl)-4-chloro-2-([2-furanylmethyl]amino)benzoic acid 5-(aminosulfonyl)-4-chloro-2-[(2-furanylmethyl)amino]benzoic acid 5-(aminosulfonyl)-4-chloro-2-[(2-furylmethyl)amino]benzoic acid 5-(aminosulfonyl)-4-chloro-2-[(2-furylmethyl)amino]benzoic acid # 5-(aminosulfonyl)-4-chloro-2-[(furan-2-ylmethyl)amino]benzoic acid 5-[aminosulfonyl]-4-chloro-2-[(2-furanylmethyl)-amino]benzoic acid 54f319 7LXU5N7ZO5 A830094 AB00052001 AB00052001_12 AB00052001_13 AB00052001-10 AB00052001-11 AB0007947 AC-11067 AC1L1FXW AC1Q557O aisemide aisemide (tn) AK164514 AKOS000266625 ALBB-019200 aldalix aldic aluzine AN-16917 anfuramaide anthranilic acid, 4-chloro-n-furfuryl-5-sulfamoyl- api0002772 apo-frusemide apo-furosemide apo-furosemide (tn) aquarid aquasin arasemide bbc/460 BBL027780 BC201654 bdbm25902 benzoic acid, 5-(aminosulfonyl)-4-chloro-2-((2-furanylmethyl)amino)- benzoic acid, 5-(aminosulfonyl)-4-chloro-2-[(2-furanylmethyl)amino]- beronald beronald (tn) BG00659662 bg0201 BIDD:GT0139 BIO-0044 bioretic BPBIO1_000443 BRD-K78010432-001-05-8 brn 0840915 BSPBIO_000401 BSPBIO_002054 C07017 c12h11cln2o5s c-20036 cas-54-31-9 cc-28906 CCG-40223 ccris 1951 cetasix CHEBI:47426 chembl35 chlor-n-(2-furylmethyl)-5-sulfamylanthranilsaeure chlor-n-(2-furylmethyl)-5-sulfamylanthranilsaeure [german] cpd000058202 CS-1915 CTK0I1617 D00331 D0PQ3G DB00695 depix desal desdemin desdemin (tn) dirine disal discoid discoid (tn) disemide diumide-k diural diural (tn) diurapid diurapid (tn) diurin diurolasa diusemide diusil diuzol DIVK1C_000575 dranex dryptal dryptal (tn) dsstox_rid_75710 DTXSID6020648 durafurid durafurid (tn) edemid edenol einecs 200-203-6 eliur endural errolon errolon (tn) eutensin eutensin (tn) F0182 F4381_SIGMA farsix fluidrol fluss franyl frudix (tn) frumex frumide frumil frumil (salt/mix) frusedan frusema frusemid frusemide frusemin frusenex frusetic frusetic (tn) frusid frusid (tn) fu sid fulsix fulsix (tn) fuluvamide fuluvamide (tn) fuluvamine fulvamide fun furanthril furanthryl furantral furantril furanturil furesis furesis (tn) furetic furex furfan furix furix (tn) furmid furo-basan furobeta furocot furodiurol furodrix furomen furomex furomide m.d furo-puren furo-puren (tn) furorese furosan furose furosedon furosedon (tn) furosemid furosemida furosemida [inn-spanish] furosemide (jp15/usp/inn) furosemide (jp17/usp/inn) furosemide (mita) furosemide [usan:inn:jan] furosemide \"mita\" furosemide ''mita'' furosemide monohydrochloride furosemide monosodium salt furosemide usp furosemide(lasix) furosemide(lasix)/ furosemide, 4 furosemide, british pharmacopoeia (bp) reference standard furosemidu furosemidu [polish] furosemidum furosemidum [inn-latin] furosemix furoside furosifar furosix furoter furovite fursemid fursemida fursemide fursol fusid golan gtpl4839 hissuflux HMS1569E03 HMS1920B03 HMS2090K06 HMS2091H05 HMS2096E03 HMS2233H03 HMS3259M03 HMS3370J22 HMS501M17 hoe-058a hsdb 3086 HY-B0135 hydrex hydro hydroled hydro-rapid hydro-rapid(tn) I04-0179 IDI1_000575 impugan impugan (tn) J10011 jenafusid K-9798 katlex katlex (tn) KBIO1_000575 KBIO2_001580 KBIO2_004148 KBIO2_006716 KBIO3_001274 KBIOGR_001259 KBIOSS_001580 kofuzon kolkin KS-1226 kutrix lasemid lasex lasiletten lasilix lasilix (tn) lasix lasix (tn) lasix retard lasix special lasix, frusemide, furosemide laxur lazix lb 502 lb-502 less diur liside lodix (tn) logirene lowpston lowpston (tn) lowpstron luscek macasirool macasirool (tn) marsemide mfcd00010549 mirfat mirfat (tn) mita MLS001066374 MLS001306403 moilarorin myrosemide nadis NCGC00016241-01 NCGC00016241-02 NCGC00016241-03 NCGC00016241-04 NCGC00016241-05 NCGC00016241-06 NCGC00016241-07 NCGC00016241-08 NCGC00016241-11 NCGC00090893-01 NCGC00090893-02 NCGC00090893-03 NCGC00090893-05 NCGC00090893-06 NCGC00259762-01 nci-c55936 nelsix neo-renal neosemid nephron nicorol (tn) NINDS_000575 novosemide nsc 269420 nsc269420 nsc-269420 nsc757039 odemase odemase (tn) odemex oedemex oedemex (tn) OPREA1_667724 or5475 polysquall a prefemin PRESTWICK_752 PRESTWICK0_000341 PRESTWICK1_000341 PRESTWICK2_000341 PRESTWICK3_000341 profemin profemin (tn) promedes promide protargen puresis radisemide radonna radouna retep rosemide rosemide (tn) rosis RT-000186 rusyde rusyde (tn) salinex salix salix (brand of furosemide) salix (tn) salurex salurid SAM002264614 SC-05214 SCHEMBL9811 seguril selectofur sigasalur SMP1_000129 smr000058202 SPBIO_001129 SPBIO_002322 SPECTRUM_001100 SPECTRUM1500310 SPECTRUM2_001005 SPECTRUM3_000437 SPECTRUM4_000560 SPECTRUM5_000744 spirofur sr-01000765380 SR-01000765380-7 ST005581 STK177334 synephron TL8003563 transit trofurit trofurit (tn) UPCMLD-DP022 UPCMLD-DP022:001 uremide uresix urex urex m urex-m urian uridon uritol urosemide vesix wln: t5oj b1mr cg fvq dszw yidoli zafimida zafurida ZINC35804 zx-an034923 zx-as004664 zx-at016383 ZZUFCTLCJUWOSV-UHFFFAOYSA-N

1.2 Inchi
1.3 InChkey
1.4 Canonical Smiles
2. 3D Conformer
3. Properties
3.1 Appearance
white powder
3.2 Density
3.3 Melting Point
3.4 Boiling Point
582.1 °C at 760 mmHg
3.5 Flash Point
305.9 °C
3.6 Solubility
Slightly soluble in water
3.7 Color/Form
Crystals from aqueous ethanol
Yellow powder
3.8 Other physical and chemical properties
PHYSICAL DESCRIPTION: Odorless white to slightly yellow crystalline powder. A diuretic drug. Almost tasteless. (NTP, 1992)
3.9 Stability
Stable, but light sensitive, air sensitive and hygroscopic. Incompatible with strong oxidizing agents.
3.9 Stability
3.10 HS Code
3.11 Storage temp
3.12 Spectral properties
UV Max (95% ethanol): 288, 276, 336 nm (E(1%)(1 cm): 945, 588, 144); (0.1N NaOH): 226, 273, 336 (E(1%)(1 cm): 1147, 557, 133).
4. Safety and Handling
4.1 Hazard Codes
4.1 Risk Statements
4.2 Safety Statements
4.3 Safety

Hazard Codes of Furosemide (CAS NO.54-31-9): TF
Risk Statements: 61-39/23/24/25-11
61: May cause harm to the unborn child
39/23/24/25: Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed 
11: Highly Flammable
Safety Statements: 7-16-45-53-36/37/39-22
7: Keep container tightly closed 
16: Keep away from sources of ignition - No smoking 
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) 
53: Avoid exposure - obtain special instruction before use 
36/37/39: Wear suitable protective clothing, gloves and eye/face protection 
22: Do not breathe dust
RIDADR: UN 1230 3/PG 2
WGK Germany: 3
RTECS: CB2625000

4.4 Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 400mg/kg (400mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
dog LD50 oral 2gm/kg (2000mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
human TDLo intravenous 1300ug/kg (1.3mg/kg) CARDIAC: OTHER CHANGES

Annals of Internal Medicine. Vol. 103, Pg. 1, 1985.
infant TDLo intravenous 1mg/kg/4H-I (1mg/kg)   Archives of Disease in Childhood. Vol. 59, Pg. 907, 1984.


New England Journal of Medicine. Vol. 282, Pg. 1413, 1970.
mouse LD50 intravenous 308mg/kg (308mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 14, Pg. 44, 1964.
mouse LD50 oral 2gm/kg (2000mg/kg)   European Patent Application. Vol. #0008367,
mouse LD50 unreported 900mg/kg (900mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 15, Pg. 386, 1980.
rabbit LD50 intravenous 400mg/kg (400mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
rabbit LD50 oral 800mg/kg (800mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
rat LD50 intraperitoneal 800mg/kg (800mg/kg)   Acta Poloniae Pharmaceutica. For English translation, see APPFAR. Vol. 42, Pg. 199, 1985.
rat LD50 intravenous 800mg/kg (800mg/kg)   Drugs in Japan Vol. 6, Pg. 725, 1982.
rat LD50 oral 2600mg/kg (2600mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 subcutaneous 4600mg/kg (4600mg/kg)   Gekkan Yakuji. Pharmaceuticals Monthly. Vol. 9, Pg. 759, 1967.
women TDLo intravenous 2500ug/kg/2M- (2.5mg/kg) CARDIAC: PULSE RATE Intensive Care Medicine. Vol. 12, Pg. 54, 1986.
women TDLo oral 6250ug/kg (6.25mg/kg) BEHAVIORAL: MUSCLE WEAKNESS Journal of Toxicology, Clinical Toxicology. Vol. 31, Pg. 341, 1993.
women TDLo oral 120mg/kg/21W- (120mg/kg) KIDNEY, URETER, AND BLADDER: INTERSTITIAL NEPHRITIS Journal of the Royal Society of Medicine. Vol. 79, Pg. 239, 1986.

4.5 Transport
UN 1230 3/PG 2
4.6 Formulations/Preparations
Oral solution, 40 mg/5 ml furosemide solution (with alcohol 0.2% and sorbitol), Roxane; Lasix (with alcohol 11.5%, parabens, and sorbitol), Hoechst-Roussel; Tablets, 20 mg, Lasix, Hoechst-Roussel; 40 mg, Lasix (scored), Hoechst-Roussel; 80 mg, Lasix, Hoechst-Roussel.
Parenteral Injection, 10 mg/ml, Furomide, Hyrex; Lasix (with benzyl alcohol 0.9%), Hoechst-Rousel.
Tablets, 20, 40, and 80 mg. Oral solution, 10 mg/ml. Ampules, vials, and syringes, 10 mg/ml.
Grade: National Formulary grade
4.7 Exposure Standards and Regulations
Manufacturers, packers, and distributors of drug and drug products for human use are responsible for complying with the labeling, certification, and usage requirements as prescribed by the Federal Food, Drug, and Cosmetic Act, as amended (secs 201-902, 52 Stat. 1040 et seq., as amended; 21 U.S.C. 321-392).
The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl furosemide, approved on the basis of safety and effectiveness by FDA under sections 505 and 507 of the Federal Food, Drug, and Cosmetic Act.
Furosemide: (a) Each tablet contains 12.5 or 50 mg furosemide. Each tablet contains 2 g furosemide. Each bolus contains 2 g furosemide. Each milliliter of syrup contains 10 mg furosemide. ... (d) Indications for use: In cattle for treatment of physiological parturient edema of the mammary gland and associated sturctures. Limitations: Treatment not to exceed 48 hours post-parturition. Milk taken during treatment and for 48 hours after the last treatment must not be used for food. Cattle must not be slaughtered for food within 48 hours following last treatment. In dogs for treatment of edema (pulmonary congestion, ascites) associated with cardiac insufficiency and acute noninflammatory tissue edema. For treatment of edema (pulmonary congestion, ascites) associated with cardiac insufficiency. In cats for treatment of edema (pulmonary congestion, ascites) associated with cardiac insufficiency and acute noninflammatory tissue edema.
Furosemide: (a) Each milliliter of solution contains 50 mg of furosemide diethanolamine. ... (d) In dogs and cats for treatment of edema (pulmonary congestion, ascites) associated with cardiac insufficiency and acute noninflammatory tissue edema. In horses for treatment of edema (pulmonary congestion, ascites) associated with cardiac insufficiency and acute noninflammatory tissue edema. Do not use in horses intended for food. In cattle for treatment of physiological parturient edema of the mammary gland and associated structures. Treatment not to exceed 48 hours post-parturition. Milk taken during treatment and for 48 hours after the last treatment must not be used for food. Cattle must not be slaughtered for food within 48 hours following last treatment.
4.8 Reactivities and Incompatibilities
Furosemide is soluble in alkaline soln that is prepared as a mildly buffered alkaline product. It should not be mixed with acidic solns have a pH below 5.5. Furosemide may precipitate if combined with ascorbic acid, epinephrine, norepinephrine, or tetracycline. The acidic pH of aminoglycoside admixtures may cause transient cloudiness or frank precipitation if furosemide is added, depending on which aminoglycoside is used & the concn of the additives. Avoiding the admixture of furosemide & aminoglycosides has been recommended.
Furosemide may precipitate if mixed with milrinone lactate infusions.
4.9 Specification

 Furosemide may undergo hydrolysis at sufficiently low pH. The pH of aqueous solutions should be maintained in the basic range to prevent hydrolysis. Alcohol has been shown to improve the stability of Furosemide. Incompatible with strong oxidizing agents .

4.10 Octanol/Water Partition Coefficient
log Kow = 2.03
4.11 Disposal Methods
SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

2.Hazard identification

2.1 Classification of the substance or mixture

Reproductive toxicity, Category 1B

2.2 GHS label elements, including precautionary statements

Signal word


Hazard statement(s)

H360 May damage fertility or the unborn child

Precautionary statement(s)

P201 Obtain special instructions before use.

P202 Do not handle until all safety precautions have been read and understood.

P280 Wear protective gloves/protective clothing/eye protection/face protection.


P308+P313 IF exposed or concerned: Get medical advice/ attention.


P405 Store locked up.


P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification


7. Precursor and Product
8. Computational chemical data
  • Molecular Weight:330.739g/mol
  • Molecular Formula:C12H11ClN2O5S
  • Compound Is Canonicalized:True
  • XLogP3-AA:2
  • Exact Mass:330.008
  • Monoisotopic Mass:330.008
  • Complexity:481
  • Rotatable Bond Count:5
  • Hydrogen Bond Donor Count:3
  • Hydrogen Bond Acceptor Count:7
  • Topological Polar Surface Area:131A^2
  • Heavy Atom Count:21
  • Defined Atom Stereocenter Count:0
  • Undefined Atom Stereocenter Count:0
  • Defined Bond Stereocenter Count:0
  • Undefined Bond Stereocenter Count:0
  • Isotope Atom Count:0
  • Covalently-Bonded Unit Count:1
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