Ortho-Iodohippuric acid

Last updated

ortho-Iodohippuric acid
Ortho-Iodohippuric acid.svg
Clinical data
Other namesIodohippuric acid, I Hippuran, I OIH, I-Hippuran, I-OIH, Iodobenzoylglycine, Sodium iodohippurate, Sodium o-iodohippurate, ortho' Iodohippurate, ortho-Iodohippurate, Orthoiodohippurate, Radio Hippuran, Radio-Hippuran, RadioHippuran, Sodium Iodohippurate [1]
Routes of
administration
intravenous
Pharmacokinetic data
Excretion renal
Identifiers
  • 2-[(2-Iodobenzoyl)amino]acetic acid
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
ECHA InfoCard 100.005.176 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C9H8INO3
Molar mass 305.071 g·mol−1
3D model (JSmol)
  • C1=CC=C(C(=C1)C(=O)NCC(=O)O)I
  • InChI=1S/C9H8INO3/c10-7-4-2-1-3-6(7)9(14)11-5-8(12)13/h1-4H,5H2,(H,11,14)(H,12,13)
  • Key:CORFWQGVBFFZHF-UHFFFAOYSA-N

ortho-Iodohippuric acid (ortho-iodohippurate, OIH) is an analog of p-aminohippuric acid for the determination of effective renal plasma flow. Labelled OIH has a significantly higher clearance than other radiopharmaceutical yet developed and is eminently suitable for renography. It is eliminated mainly by tubular secretion. In patients with normally functioning kidneys, 85% of the OIH may be found in the urine 30 minutes after intravenous injection.

OIH was first labelled with 131I by Tubis and colleagues (Tubis, Posnick and Nordyke in 1960) and for many years this was the only radiopharmaceutical for renography. 131I has a half-life of 8 days and emits high-energy γ rays (364  keV) in addition to β particles. These physical characteristics were acceptable for probe studies when quantities of the order 1-2 MBq (25-50 μCi) were administered, but they are far from ideal for γ-camera studies which demand a higher activity and a γ ray emission of lower energy. The introduction of OIH labelled with 123I, with its short physical half-life (13 hours) and its gamma emission of 159 keV has greatly improved the diagnostic potential of renal studies by combining the production of high-quality functional images with the ability to derive a renogram. The only factor limiting its widespread use is restricted availability and the expense involved in its cyclotron production. [2]

Related Research Articles

<span class="mw-page-title-main">Nuclear isomer</span> Metastable excited state of a nuclide

A nuclear isomer is a metastable state of an atomic nucleus, in which one or more nucleons (protons or neutrons) occupy excited state (higher energy) levels. "Metastable" describes nuclei whose excited states have half-lives 100 to 1000 times longer than the half-lives of the excited nuclear states that decay with a "prompt" half life (ordinarily on the order of 10−12 seconds). The term "metastable" is usually restricted to isomers with half-lives of 10−9 seconds or longer. Some references recommend 5 × 10−9 seconds to distinguish the metastable half life from the normal "prompt" gamma-emission half-life. Occasionally the half-lives are far longer than this and can last minutes, hours, or years. For example, the 180m
73
Ta
nuclear isomer survives so long (at least 1015 years) that it has never been observed to decay spontaneously. The half-life of a nuclear isomer can even exceed that of the ground state of the same nuclide, as shown by 180m
73
Ta
as well as 186m
75
Re
, 192m2
77
Ir
, 210m
83
Bi
, 212m
84
Po
, 242m
95
Am
and multiple holmium isomers.

<span class="mw-page-title-main">Nuclear medicine</span> Medical specialty

Nuclear medicine, or nucleology, is a medical specialty involving the application of radioactive substances in the diagnosis and treatment of disease. Nuclear imaging is, in a sense, radiology done inside out, because it records radiation emitted from within the body rather than radiation that is transmitted through the body from external sources like X-ray generators. In addition, nuclear medicine scans differ from radiology, as the emphasis is not on imaging anatomy, but on the function. For such reason, it is called a physiological imaging modality. Single photon emission computed tomography (SPECT) and positron emission tomography (PET) scans are the two most common imaging modalities in nuclear medicine.

A radioactive tracer, radiotracer, or radioactive label is a synthetic derivative of a natural compound in which one or more atoms have been replaced by a radionuclide. By virtue of its radioactive decay, it can be used to explore the mechanism of chemical reactions by tracing the path that the radioisotope follows from reactants to products. Radiolabeling or radiotracing is thus the radioactive form of isotopic labeling. In biological contexts, experiments that use radioisotope tracers are sometimes called radioisotope feeding experiments.

<span class="mw-page-title-main">Iodine-131</span> Isotope of iodine

Iodine-131 is an important radioisotope of iodine discovered by Glenn Seaborg and John Livingood in 1938 at the University of California, Berkeley. It has a radioactive decay half-life of about eight days. It is associated with nuclear energy, medical diagnostic and treatment procedures, and natural gas production. It also plays a major role as a radioactive isotope present in nuclear fission products, and was a significant contributor to the health hazards from open-air atomic bomb testing in the 1950s, and from the Chernobyl disaster, as well as being a large fraction of the contamination hazard in the first weeks in the Fukushima nuclear crisis. This is because 131I is a major fission product of uranium and plutonium, comprising nearly 3% of the total products of fission. See fission product yield for a comparison with other radioactive fission products. 131I is also a major fission product of uranium-233, produced from thorium.

<span class="mw-page-title-main">Isotopes of iodine</span> Nuclides with atomic number of 53 but with different mass numbers

There are 37 known isotopes of iodine (53I) from 108I to 144I; all undergo radioactive decay except 127I, which is stable. Iodine is thus a monoisotopic element.

Technetium (43Tc) is one of the two elements with Z < 83 that have no stable isotopes; the other such element is promethium. It is primarily artificial, with only trace quantities existing in nature produced by spontaneous fission or neutron capture by molybdenum. The first isotopes to be synthesized were 97Tc and 99Tc in 1936, the first artificial element to be produced. The most stable radioisotopes are 97Tc, 98Tc, and 99Tc.

<span class="mw-page-title-main">Sodium pertechnetate</span> Chemical compound

Sodium pertechnetate is the inorganic compound with the formula NaTcO4. This colourless salt contains the pertechnetate anion, TcO
4
that has slightly distorted tetrahedron symmetry both at 296 K and at 100 K while the coordination polyhedron of the sodium cation is different from typical for scheelite structure. The radioactive 99m
Tc
O
4
anion is an important radiopharmaceutical for diagnostic use. The advantages to 99m
Tc
include its short half-life of 6 hours and the low radiation exposure to the patient, which allow a patient to be injected with activities of more than 30 millicuries. Na[99m
Tc
O
4
]
is a precursor to a variety of derivatives that are used to image different parts of the body.

Iodine-125 (125I) is a radioisotope of iodine which has uses in biological assays, nuclear medicine imaging and in radiation therapy as brachytherapy to treat a number of conditions, including prostate cancer, uveal melanomas, and brain tumors. It is the second longest-lived radioisotope of iodine, after iodine-129.

<span class="mw-page-title-main">Radioisotope renography</span>

Radioisotope renography is a form of medical imaging of the kidneys that uses radiolabelling. A renogram, which may also be known as a MAG3 scan, allows a nuclear medicine physician or a radiologist to visualize the kidneys and learn more about how they are functioning. MAG3 is an acronym for mercapto acetyl tri glycine, a compound that is chelated with a radioactive element – technetium-99m.

<span class="mw-page-title-main">Fluorine-18</span> Isotope of fluorine emitting a positron

Fluorine-18 (18F) is a fluorine radioisotope which is an important source of positrons. It has a mass of 18.0009380(6) u and its half-life is 109.771(20) minutes. It decays by positron emission 96.7% of the time and electron capture 3.3% of the time. Both modes of decay yield stable oxygen-18.

Iodine-123 (123I) is a radioactive isotope of iodine used in nuclear medicine imaging, including single-photon emission computed tomography (SPECT) or SPECT/CT exams. The isotope's half-life is 13.2230 hours; the decay by electron capture to tellurium-123 emits gamma radiation with a predominant energy of 159 keV. In medical applications, the radiation is detected by a gamma camera. The isotope is typically applied as iodide-123, the anionic form.

<span class="mw-page-title-main">Radioactivity in the life sciences</span>

Radioactivity is generally used in life sciences for highly sensitive and direct measurements of biological phenomena, and for visualizing the location of biomolecules radiolabelled with a radioisotope.

<span class="mw-page-title-main">Technetium-99m</span> Metastable nuclear isomer of technetium-99

Technetium-99m (99mTc) is a metastable nuclear isomer of technetium-99, symbolized as 99mTc, that is used in tens of millions of medical diagnostic procedures annually, making it the most commonly used medical radioisotope in the world.

Copper-64 (64Cu) is a positron and beta emitting isotope of copper, with applications for molecular radiotherapy and positron emission tomography. Its unusually long half-life (12.7-hours) for a positron-emitting isotope makes it increasingly useful when attached to various ligands, for PET and PET-CT scanning.

<span class="mw-page-title-main">Iobenguane</span> Chemical compound

Iobenguane, or MIBG, is an aralkylguanidine analog of the adrenergic neurotransmitter norepinephrine (noradrenaline), typically used as a radiopharmaceutical. It acts as a blocking agent for adrenergic neurons. When radiolabeled, it can be used in nuclear medicinal diagnostic and therapy techniques as well as in neuroendocrine chemotherapy treatments.

<span class="mw-page-title-main">Gamma ray</span> Energetic electromagnetic radiation arising from radioactive decay of atomic nuclei

A gamma ray, also known as gamma radiation (symbol
γ
), is a penetrating form of electromagnetic radiation arising from the radioactive decay of atomic nuclei. It consists of the shortest wavelength electromagnetic waves, typically shorter than those of X-rays. With frequencies above 30 exahertz (3×1019 Hz) and wavelengths less than 10 picometers (1×10−11 m), gamma ray photons have the highest photon energy of any form of electromagnetic radiation. Paul Villard, a French chemist and physicist, discovered gamma radiation in 1900 while studying radiation emitted by radium. In 1903, Ernest Rutherford named this radiation gamma rays based on their relatively strong penetration of matter; in 1900, he had already named two less penetrating types of decay radiation (discovered by Henri Becquerel) alpha rays and beta rays in ascending order of penetrating power.

Nuclear medicine physicians, also called nuclear radiologists or simply nucleologists, are medical specialists that use tracers, usually radiopharmaceuticals, for diagnosis and therapy. Nuclear medicine procedures are the major clinical applications of molecular imaging and molecular therapy. In the United States, nuclear medicine physicians are certified by the American Board of Nuclear Medicine and the American Osteopathic Board of Nuclear Medicine.

Radiofluorination is the process by which a radioactive isotope of fluorine is attached to a molecule and is preferably performed by nucleophilic substitution using nitro or halogens as leaving groups. Fluorine-18 is the most common isotope used for this procedure. This is due to its 97% positron emission and relatively long 109.8 min half-life. The half-life allows for a long enough time to be incorporated into the molecule and be used without causing exceedingly harmful effects. This process has many applications especially with the use of positron emission tomography (PET) as the aforementioned low positron energy is able to yield a high resolution in PET imaging.

Fluoroethyl-<small>L</small>-tyrosine (<sup>18</sup>F) Chemical compound

Fluoroethyl-l-tyrosine (18F) commonly known as [18F]FET, is a radiopharmaceutical tracer used in positron emission tomography (PET) imaging. This synthetic amino acid, labeled with the radioactive isotope fluorine-18, is a valuable radiopharmaceutical tracer for used in neuro-oncology for diagnosing, planning treatment, and following up on brain tumors such as gliomas. The tracer's ability to provide detailed metabolic imaging of tumors makes it an essential tool in the clinical management of brain cancer patients. Continued advancements in PET imaging technology and the development of more efficient synthesis methods are expected to further enhance the clinical utility of [18F]FET.

<span class="mw-page-title-main">Peptide receptor radionuclide therapy</span> Type of radiotherapy

Peptide receptor radionuclide therapy (PRRT) is a type of radionuclide therapy, using a radiopharmaceutical that targets peptide receptors to deliver localised treatment, typically for neuroendocrine tumours (NETs).

References

  1. Pubchem. "Compound Summary for CID 8614: 2-Iodohippuric acid". National Center for Biotechnology Information, U.S. National Library of Medicine.
  2. Testa HJ (22 October 2013). "Radiopharmaceuticals". In O'Reilly PH, Shields RA, Testa HJ (eds.). Nuclear Medicine in Urology and Nephrology (2nd ed.). Butterworth-Heinemann. p. 239. ISBN   978-1483162416.