37414-03-2

Usage

Definition

19-IODOCHOLESTEROL is a radioactive derivative of cholesterol.

Radioactive label

It is labeled with iodine-125, which allows for easy detection and measurement of its distribution in various tissues and organs.

Application

19-IODOCHOLESTEROL is commonly used in the study of cholesterol metabolism and transport.

Research use

It is often used in research to investigate cholesterol uptake, storage, and synthesis in cells and animal models.

Role as a radiotracer

Its use as a radiotracer has been valuable in understanding the metabolic processes involved in cholesterol regulation.

Contribution to knowledge

19-IODOCHOLESTEROL has contributed to the development of new insights into the role of cholesterol in health and disease.

InChI:InChI=1/C27H45IO/c1-18(2)6-5-7-19(3)23-10-11-24-22-9-8-20-16-21(29)12-15-27(20,17-28)25(22)13-14-26(23,24)4/h8,18-19,21-25,29H,5-7,9-17H2,1-4H3/t19-,21+,22+,23-,24+,25+,26-,27-/m1/s1

Upstream product

• 37414-02-1 cholest-5-en-3β,19-diol 19-toluene-p-sulfonate 
• 4561-90-4 19-iodocholest-5-en-3β-ol acetate 

Downstream Products

• 66277-12-1 3β-ethoxy-19-iodo-5-cholestene 
• 55623-03-5 6β-Iodmethyl-19-norcholest-5(10)-en-3β-ol 
• 66277-11-0 19-iodo-3β-methoxy-5-cholestene 

Relevant academic research and scientific papers

Homoallylic rearrangement of 19 iodocholest 5 en 3β ol: [I] new adrenal scanning agent

Homoallylic rearrangement of 19 iodocholest 5 en 3β ol (II) gave 6β iodomethyl 19 norcholest 5 (10) en 3β ol (III). It was proved that the preparation of (II) according to the method of Counsell et al. previously reported usually contains (III) as a by product.

Synthesis of a new adrenal cortex imaging agent 6β 131I iodomethyl 19 nor cholest 5(10) en 3β ol (NP 59)

A new adrenal cortex imaging agent, 6β 131I iodomethyl 19 norcholest 5 (10) en 3β ol (NP 59) [I] was synthesized by the homallylic rearrangement of 19 iodocholesterol or directly from cholest 5 ene 3β,19 diol 19 toluene sulfonate via homoallylic rearrangement with the iodide ion as a nucleophile and subsequent exchange with Na131I. NP 59 appears to concentrate 5 times better than 19 iodocholesterol in the rat adrenal and is currently being evaluated as a possible diagnostic agent in man.

3-Ethyl and 3-methyl ethers of 19-iodocholesterol as potential adrenal scanning agents.

19-Iodocholesterol-131I, though useful as an adrenal scanning agent, was found to be unstable. However, the substitution of methoxyl and ethoxyl groups for the hydroxyl group in the 3 position rendered these derivatives much more stable in solid form than the parent compound. They showed concentration in the adrenals of dogs similar to that of 19-iodocholesterol itself and therefore may be useful as adrenal scanning agents.