CAS No.56211-40-6,Torasemide Suppliers

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Basic Information

Molecular Structure:
CAS No.:	56211-40-6
Name:	Torasemide
Article Data:	13

Formula:	C₁₆H₂₀N₄O₃S
Molecular Weight:	348.426
Synonyms:	1-[4-[(3-methylphenyl)amino]pyridin-3-yl]sulfonyl-3-propan-2-yl-urea;AC 4464;3-Pyridinesulfonamide,N-[[(1-methylethyl)- amino]carbonyl]-4-[(3-methylphenyl)amino]-;Luprac;Demadex (TN);Luprac (TN);Torasemida [INN-Spanish];Demadex;Torsemide (USP);N-(((1-Methylethyl)amino)carbonyl)-4-((3-methylphenyl)amino)-3-pyridinesulfonamide;Torsemide [USAN];JDL 464;Torasemide(3-pyridinesulfonamide,n-[[1-methylethyl)amino]carbonyl]-4-[3-methylphenyl)amino];3-Pyridinesulfonamide, N-(((1-methylethyl)amino)carbonyl)-4-((3-methylphenyl)amino)-;BM 02015;
EINECS:	637-197-3
Density:	1.283 g/cm³
Melting Point:	163-164 °C
Solubility:	soluble in water
Appearance:	crystalline solid
Hazard Symbols:	Xi
Risk Codes:	36-36/37/38
Safety:	26-37/39
PSA:	108.57000
LogP:	4.46550

Synthetic route

torasemide crude: torasemide crude

: 56211-40-6
torasemide

Conditions

Conditions	Yield
In methanol; water at 75 - 80℃; for 72h; Purification / work up;	100%
Stage #1: torasemide crude In methanol at 20℃; for 4h; Stage #2: In methanol; water at 20℃; for 96h; Purification / work up;	62%
Stage #1: torasemide crude With sodium hydroxide; darco G-60 In water for 1h; Heating / reflux; Stage #2: With acetic acid In water at 20℃; pH=7.5 - 8; Purification / work up;	61%

: 72811-73-5
3-sulfonamido-4-(3'-methylphenyl) aminopyridine

: 1795-48-8
Isopropyl isocyanate

: 56211-40-6
torasemide

Conditions

Conditions	Yield
Stage #1: 3-sulfonamido-4-(3'-methylphenyl) aminopyridine; Isopropyl isocyanate With potassium carbonate In diethylene glycol dimethyl ether; water at 65 - 70℃; for 0.583333h; Stage #2: With acetic acid In diethylene glycol dimethyl ether; water at 20 - 25℃; for 3h; pH=5.3 - 5.7;	96.5%
Stage #1: 3-sulfonamido-4-(3'-methylphenyl) aminopyridine; Isopropyl isocyanate With sodium hydroxide In acetone at 20 - 30℃; Stage #2: With acetic acid In water; acetone at 20 - 25℃; for 0.25h; pH=5.3 - 5.7;	96%
Stage #1: 3-sulfonamido-4-(3'-methylphenyl) aminopyridine; Isopropyl isocyanate With sodium hydroxide In acetone at 20 - 30℃; Stage #2: With acetic acid In water; acetone at 20 - 25℃; for 0.25h; pH=5.5;	96%

: 160822-47-9
4-[(3-methylphenyl)amino]-3-pyridinesulfonamide hydrochloride

: 1795-48-8
Isopropyl isocyanate

: 56211-40-6
torasemide

Conditions

Conditions	Yield
With sodium carbonate In acetone for 8 - 20h; Product distribution / selectivity; Heating / reflux;	89%
With potassium carbonate In acetone for 8 - 20h; Product distribution / selectivity; Heating / reflux;	88%

: 17614-10-7
phenyl N-isopropylcarbamate

: 72811-73-5
3-sulfonamido-4-(3'-methylphenyl) aminopyridine

: 56211-40-6
torasemide

Conditions

Conditions	Yield
Stage #1: phenyl N-isopropylcarbamate; 3-sulfonamido-4-(3'-methylphenyl) aminopyridine With triethylamine In water; acetone for 3h; Heating / reflux; Stage #2: With sodium hydroxide In water at 20 - 25℃; Stage #3: With sulfuric acid In water; acetone at 50 - 55℃; for 1h; Product distribution / selectivity;	87.8%
Stage #1: phenyl N-isopropylcarbamate; 3-sulfonamido-4-(3'-methylphenyl) aminopyridine With sodium hydroxide In water at 90 - 100℃; for 5h; Stage #2: With sulfuric acid In water at 20 - 70℃; for 1h; Product distribution / selectivity;	85%
Stage #1: 3-sulfonamido-4-(3'-methylphenyl) aminopyridine With sodium hydroxide In water at 20 - 35℃; Stage #2: phenyl N-isopropylcarbamate In water; acetone at 50 - 60℃; for 20h; Stage #3: With sulfuric acid In water at 15 - 50℃; for 3h; pH=7.0; Product distribution / selectivity;

: 33263-43-3
4-chloropyridine-3-sulphonamide

: 108-44-1
1-amino-3-methylbenzene

: 1795-48-8
Isopropyl isocyanate

: 56211-40-6
torasemide

Conditions

Conditions	Yield
copper 2.) 95 deg C, (C2H5)3N; Multistep reaction;

...Expand

: 51498-37-4
4-hydroxypyridine-3-sulfonic acid

: 56211-40-6
torasemide

: torsemide lithium

: 56211-40-6
torasemide

Conditions

Conditions	Yield
With acetic acid In dimethyl sulfoxide at 20 - 30℃; for 1h;

: 50-00-0
formaldehyd

: 56211-40-6
torasemide

: N-hydroxymethyltorsemide

Conditions

Conditions	Yield
With sodium carbonate In ethanol at 80 - 85℃; for 2h;	86%

: 887144-94-7
Togni's reagent II

: 56211-40-6
torasemide

: C17H19F3N4O3S

Conditions

Conditions	Yield
With sodium decatungstate; sulfuric acid; copper dichloride In water; acetonitrile at 20 - 30℃; for 12h; Irradiation; regioselective reaction;	45%

: 67-56-1
methanol

: 56211-40-6
torasemide

: 6-(hydroxymethyl)-N-(isopropylcarbamoyl)-4-(m-tolylamino)pyridine-3-sulfonamide

Conditions

Conditions	Yield
With [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; trifluoroacetic acid; dibenzoyl peroxide for 8h; Inert atmosphere; Autoclave; Glovebox; UV-irradiation;	20%

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Chemistry

Molecule structure of Torsemide (CAS NO.56211-40-6):

IUPAC Name: 1-[4-(3-Methylanilino)pyridin-3-yl]sulfonyl-3-propan-2-ylurea
Molecular Weight: 348.42 g/mol
Molecular Formula: C₁₆H₂₀N₄O₃S
Density: 1.283 g/cm³
Melting Point: 163-164 °C
Index of Refraction: 1.595
Molar Refractivity: 92.26 cm³
Molar Volume: 271.3 cm³
Surface Tension: 54.4 dyne/cm
Water Solubility: soluble
XLogP3-AA: 2.7
H-Bond Donor: 3
H-Bond Acceptor: 5
Rotatable Bond Count: 5
Tautomer Count: 6
Exact Mass: 348.125611
MonoIsotopic Mass: 348.125611
Topological Polar Surface Area: 100
Heavy Atom Count: 24
Canonical SMILES: CC1=CC(=CC=C1)NC2=C(C=NC=C2)S(=O)(=O)NC(=O)NC(C)C
InChI: InChI=1S/C16H20N4O3S/c1-11(2)18-16(21)20-24(22,23)15-10-17-8-7-14(15)19-13-6-4-5-12(3)9-13/h4-11H,1-3H3,(H,17,19)(H2,18,20,21)
InChIKey: NGBFQHCMQULJNZ-UHFFFAOYSA-N
Product Categories: Active Pharmaceutical Ingredients;Diuretic;APIs;Torasemide;All Inhibitors;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Ion transporter and other ion channel

Uses

Torsemide (CAS NO.56211-40-6) is used as a diuretic. It is mainly used in the management of edema associated with congestive heart failure. It is also used at low doses for the management of hypertension.

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD	oral	> 2gm/kg (2000mg/kg)		Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 22(Suppl,
mouse	LD50	unreported	> 3gm/kg (3000mg/kg)		Annales Pharmaceutiques Francaises. Vol. 36, Pg. 369, 1978.
rat	LD50	intravenous	> 500mg/kg (500mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 22(Suppl,
rat	LD50	oral	> 5gm/kg (5000mg/kg)	KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED	Yakuri to Chiryo. Pharmacology and Therapeutics. Vol. 22(Suppl,
rat	LD50	unreported	> 5gm/kg (5000mg/kg)		Annales Pharmaceutiques Francaises. Vol. 36, Pg. 369, 1978.

Safety Profile

Hazard Codes: Irritant Xi
Risk Statements: 36-36/37/38
R36:Irritating to eyes.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39:Wear suitable gloves and eye/face protection.
RTECS: UT7938000

Specification

Torsemide (CAS NO.56211-40-6) is also named as 1-Isopropyl-3-((4-m-toluidino-3-pyridyl)sulfonyl)urea ; 3-Pyridinesulfonamide, N-(((1-methylethyl)amino)carbonyl)-4-((3-methylphenyl)amino)- ; AC 4464 ; BM 02015 ; BRN 0498515 ; CCRIS 6736 ; Demadex ; JDL 464 ; N-(((1-Methylethyl)amino)carbonyl)-4-((3-methylphenyl)amino)-3-pyridinesulfonamide ; Torasemida ; Torasemida [INN-Spanish] ; Torasemidum ; Torasemidum [INN-Latin] ; UNII-W31X2H97FB . Torsemide (CAS NO.56211-40-6) is crystalline solid.

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