Bumetanide

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Cat Number

API28395031

CAS Number

28395-03-1

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Product Detail Description Scientific Support Customer Q&A

CAS Number

28395-03-1

EINECS

249-004-6

Storage

2-8℃

Synonyms

3-(Butylamino)-4-phenoxy-5-sulfamoylbenzoic acid; Bumex; Burinex

Molecular Formula

C17H20N2O5S

Molecular Weight

364.4

Smiles

CCCCNC1=C(C(=CC(=C1)C(=O)O)S(=O)(=O)N)OC2=CC=CC=C2

Appearance

White to light yellow solid

Melting Point

230-231℃

Boiling Point

571.2±60.0 ℃

Relative Density

1.2812

General Description

Bumetanide is a derivative of aminobenzenesulfonamide and belongs to the class of "loop diuretics." It is typically more potent than furosemide, but its duration of action is relatively shorter. It is usually administered in the form of oral tablets or injectable solutions. The injectable form works more quickly and is listed as a drug in shortage by the FDA.

Mechanism of Action

Bumetanide primarily acts on the Henle's loop in the kidneys, inhibiting the Na+/K+/2Cl− co-transporter at this site, which prevents the reabsorption of Na+, K+, and Cl-. This leads to the excretion of large amounts of water and electrolytes from the body, thereby increasing urine output and producing a diuretic effect.

Application

It is used to treat edema associated with heart failure, liver disease, and kidney disease. It is mainly indicated for various refractory edemas and acute pulmonary edema, and is particularly suitable for patients with acute and chronic renal failure.

NKCC1 is the target of the loop diuretic bumetanide. Zhao et al. determined structures of human NKCC1 and the bumetanide-bound human NKCC1 by single-particle cryo-electron microscopy (cryo-EM). These structures revealed how bumetanide acts directly on NKCC1. They showed that bumetanide is “embedded” within the entrance of NKCC1's extracellular ion permeation pathway, which sterically hinders normal ion passage. Bumetanide also traps NKCC1 in an outward-open conformation, halting the required conformational change from outward-open to inward-open that would normally occur during transmembrane transport.

Fig. 1 Mechanism of bumetanide inhibition of NKCC1. Fig. 1 Mechanism of bumetanide inhibition of NKCC1.

References

Zhao, Yongxiang, et al. Structural basis for inhibition of the Cation-chloride cotransporter NKCC1 by the diuretic drug bumetanide. Nature Communications, 2022 May 18;1(13): 2747.

What are the safety precautions for Bumetanide?

Bumetanide is associated with ototoxicity, and concomitant use with other ototoxic drugs (such as aminoglycosides) may increase the risk.

What is your standard delivery time for Bumetanide?

Bumetanide lead times are order-specific, but generally 2-4 weeks.

Is Bumetanide purity guaranteed?

Yes, we ensure Bumetanide meets high purity standards.

How should I store Bumetanide?

Store in a well-ventilated, cool, and dry place.