sodium 3-(aminosulphonyl)-5-(butylamino)-4-phenoxybenzoate

Modify Date: 2025-08-25 22:59:52

sodium 3-(aminosulphonyl)-5-(butylamino)-4-phenoxybenzoate structure	Common Name	sodium 3-(aminosulphonyl)-5-(butylamino)-4-phenoxybenzoate
	CAS Number	28434-74-4	Molecular Weight	386.39800
	Density	N/A	Boiling Point	571.2ºC at 760mmHg
	Molecular Formula	C₁₇H₁₉N₂NaO₅S	Melting Point	N/A
	MSDS	N/A	Flash Point	299.3ºC

Use of sodium 3-(aminosulphonyl)-5-(butylamino)-4-phenoxybenzoate

Bumetanide sodium, a highly potent loop diuretic, is a Na+-K+-Cl+ cotransporter (NKCC) blocker. Bumetanide sodium is a selective NKCC1 inhibitor, and also inhibits NKCC2, with IC50s of 0.68 and 4.0 μM for hNKCC1A and hNKCC2A, respectively[1][2].

Name	sodium,3-(butylamino)-4-phenoxy-5-sulfamoylbenzoate
Synonym	More Synonyms

Description	Bumetanide sodium, a highly potent loop diuretic, is a Na+-K+-Cl+ cotransporter (NKCC) blocker. Bumetanide sodium is a selective NKCC1 inhibitor, and also inhibits NKCC2, with IC50s of 0.68 and 4.0 μM for hNKCC1A and hNKCC2A, respectively[1][2].
Related Catalog	Research Areas >> Cardiovascular Disease Signaling Pathways >> Membrane Transporter/Ion Channel >> NKCC Research Areas >> Metabolic Disease
In Vitro	Bumetanide sodium has inhibitory effects for the two major human splice variants of NKCCs, hNKCC1A and hNKCC2A [1]. Bumetanide sodium (0.03-100 μM; 5 minutes) inhibits the 86Rb+ uptake in NKCC1A-expressing oocytes in a dose-dependent manner[1]. Bumetanide sodium inhibits NKCC2 isoform B in HEK-293 cells with an IC50 value of 0.54 μM[2].
In Vivo	Bumetanide sodium (7.6-30.4 mg/kg; i.v.) attenuates the decrease in apparent diffusion coefficients (ADC) ratios for both cortex and striatum (by 40-67%), indicating reduced edema formation[3]. Bumetanide sodium also reduces infarct size[3]. Bumetanide sodium shows different half-lives of 21.4 min, 53.8 min and 137 min following 2 mg/kg, 8 mg/kg and 20 mg/kg intravenous injection, respectively, in rats[4].
References	[1]. Lykke K, et al. The search for NKCC1-selective drugs for the treatment of epilepsy: Structure-function relationship of bumetanide and various bumetanide derivatives in inhibiting the human cation-chloride cotransporter NKCC1A. Epilepsy Behav. 2016 Jun;59:42-9. [2]. Ciaran Richardson, et al. Regulation of the NKCC2 ion cotransporter by SPAK-OSR1-dependent and -independent pathways. J Cell Sci. 2011 Mar 1;124(Pt 5):789-800. [3]. Martha E O'Donnell, et al. Bumetanide inhibition of the blood-brain barrier Na-K-Cl cotransporter reduces edema formation in the rat middle cerebral artery occlusion model of stroke. J Cereb Blood Flow Metab. 2004 Sep;24(9):1046-56. [4]. S H Lee, et al. Pharmacokinetics and pharmacodynamics of bumetanide after intravenous and oral administration to rats: absorption from various GI segments. J Pharmacokinet Biopharm. 1994 Feb;22(1):1-17.6

Boiling Point	571.2ºC at 760mmHg
Molecular Formula	C₁₇H₁₉N₂NaO₅S
Molecular Weight	386.39800
Flash Point	299.3ºC
Exact Mass	386.09100
PSA	129.93000
LogP	3.55590
Vapour Pressure	6.89E-14mmHg at 25°C

Bumetanide

CAS#:28395-03-1

~97%

sodium 3-(amino...

CAS#:28434-74-4

Literature: Ong, Winston; Cheung, Eugene Y.; Schultz, Karen A.; Smith, Cartney; Bourassa, James; Hickey, Magali B. CrystEngComm, 2012 , vol. 14, # 7 p. 2428 - 2434

Precursor 1
CAS#:28395-03-1 Bumetanide
DownStream 0

Sodium 3-(aminosulphonyl)-5-(butylamino)-4-phenoxybenzoate

Sodium 3-(butylamino)-4-phenoxy-5-sulfamoylbenzoate

Benzoic acid,3-(aminosulfonyl)-5-(butylamino)-4-phenoxy-,sodium salt (1:1)

SODIUM 3-(AMINOSULFONYL)-5-(BUTYLAMINO)-4-PHENOXYBENZOATE

Benzoic acid,3-(butylamino)-4-phenoxy-5-sulfamoyl-,monosodium salt (8CI)

EINECS 249-015-6

sodium bumetanide

Benzoicacid,3-(aminosulfonyl)-5-(butylamino)-4-phenoxy-,monosodium salt (9CI)

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Use of sodium 3-(aminosulphonyl)-5-(butylamino)-4-phenoxybenzoate

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