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HomeProduct name list2-[3-(butyrylamino)-2,4,6-triiodobenzyl]butyric acid

2-[3-(butyrylamino)-2,4,6-triiodobenzyl]butyric acid

  • CAS NO.:27293-82-9
  • Empirical Formula: C15H18I3NO3
  • Molecular Weight: 641.02
  • MDL number: MFCD00867926
  • EINECS: 2483898
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2023-05-04 17:34:36
2-[3-(butyrylamino)-2,4,6-triiodobenzyl]butyric acid Structural

What is 2-[3-(butyrylamino)-2,4,6-triiodobenzyl]butyric acid?

Absorption

This triiodide is well absorbed by the small intestine and it is excreted in the bile within 2 h after oral administration . It has been found to be readily absorbed and show maximal radiographic definition at 10-12 h post ingestion, but this can occur as early as 4-6h .

Toxicity

LD50 i.v. in mice: 720 mg/kg .
Since the introduction of iopanoic acid (Telepaque) in 1951, widespread clinical application has demonstrated that this medium represents an ideal cholecystographic agent.1 Iopanoic acid [β-(3-amino-2, 4, 6-triiodophenyl)-α-ethylpropionic acid] contains 66.68% iodine. Maximum concentration in the gallbladder occurs at from 10 to 12 hours. Iopanoic acid is excreted primarily through the intestinal tract. Its elimination is rapid and complete within 48 hours. Toxic reactions to this agent are rare, and side-effects rarely occur .
Although the foregoing oral cholecystographic agents are relatively non-toxic substances, adverse reactions such as minor gastrointestinal disturbances or allergic reactions are occasionally observed. Therefore, it is highly desirable, in order to minimize the occurrence of these undesirable side-effects, to use as low a dose as possible and maintain the blood plasma iodine concentration at the lowest possible level without sacrificing adequate imaging of the gallbladder .
A study was done on this agent in basic form and slow-release form . The acute oral toxicity in mice of the basic formulation was determined, and a 7-day LD50 value of 5042 (3623-6596) mg/kg in terms of sodium tyropanoate was obtained. This compared to a Ld50 value of 3158 (1302-3900) for commercial sodium tyropanoate capsule mix (uncoated). The sustained release preparation was thus statistically significantly less toxic than the immediate-release material .

The Uses of 2-[3-(butyrylamino)-2,4,6-triiodobenzyl]butyric acid

Tyropanoic Acid acts as a cholecystographic agent that interferes with the binding of thyroid hormones.

Background

Tyropanoic acid is a radiocontrast agent used in cholecystography, the X-ray diagnosis of gallstones under the trade names include Bilopaque, Lumopaque, Tyropaque, and Bilopac. The molecule contains three heavy iodine atoms which obstruct X-rays in the same way as the calcium in bones, which results in a visible image .

Indications

For use in cholecystography (X-ray diagnosis/imaging of gallstones).

Definition

ChEBI: Tyropanoate is a monocarboxylic acid and a member of benzenes.

brand name

Bilopaque (GE Healthcare).

Pharmacokinetics

Tyropanoate sodium, also known as sodium tyropanoate, is a radiocontrast agent used in cholecystography (X-ray imagining and diagnosis of gallstones). This molecule contains three heavy iodine atoms which obstruct X-rays to produce a visible image. After injection, it is rapidly excreted into the bile .

Metabolism

Conjugated with glucuronic acid in the liver .

Properties of 2-[3-(butyrylamino)-2,4,6-triiodobenzyl]butyric acid

Melting point: 172-185.5 °C
Boiling point: 608.7±55.0 °C(Predicted)
Density  2.143±0.06 g/cm3(Predicted)
pka 4.53±0.19(Predicted)

Safety information for 2-[3-(butyrylamino)-2,4,6-triiodobenzyl]butyric acid

Computed Descriptors for 2-[3-(butyrylamino)-2,4,6-triiodobenzyl]butyric acid

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