IDPN (chemical)

Last updated
IDPN
Bis(2-cyanoethyl)amine.svg
IDPN 3D structure.png
Names
Preferred IUPAC name
3,3′-Azanediyldipropanenitrile
Other names
Bis(2-cyanoethyl)amine
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.003.566 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 203-922-3
PubChem CID
UNII
UN number 3334
  • InChI=1S/C6H9N3/c7-3-1-5-9-6-2-4-8/h9H,1-2,5-6H2
    Key: SBAJRGRUGUQKAF-UHFFFAOYSA-N
  • C(CNCCC#N)C#N
Properties
C6H9N3
Molar mass 123.159 g·mol−1
Density 1.02
Melting point −5.5 °C (22.1 °F; 267.6 K)
Hazards
GHS labelling:
GHS-pictogram-exclam.svg
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

IDPN (3,3'-iminodipropanenitrile) is a neurotoxin with ototoxic and hepatotoxic effects. It causes irreversible movement disorder. [1] [2] [3]

Ototoxicity

IDPN has been shown to kill vestibular hair cells, disrupting normal vestibular function, in rats, [4] mice, guinea pigs, and frogs. [5] In rodents, the loss of vestibular function results in balance-related deficits, including circling behavior, retropulsion, and head bobbing, as well as weight loss. [5] Type I hair cells are more sensitive to IDPN toxicity than Type II hair cells. [4] No regeneration of vestibular hair cells was observed, thus these effects can be considered to be irreversible. [4]

IDPN has also been shown to kill cochlear hair cells, affecting auditory function. [6] IDPN-induced hearing loss covered a broad range of frequencies.

Related Research Articles

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The cochlea is the part of the inner ear involved in hearing. It is a spiral-shaped cavity in the bony labyrinth, in humans making 2.75 turns around its axis, the modiolus. A core component of the cochlea is the organ of Corti, the sensory organ of hearing, which is distributed along the partition separating the fluid chambers in the coiled tapered tube of the cochlea.

<span class="mw-page-title-main">Organ of Corti</span> Receptor organ for hearing

The organ of Corti, or spiral organ, is the receptor organ for hearing and is located in the mammalian cochlea. This highly varied strip of epithelial cells allows for transduction of auditory signals into nerve impulses' action potential. Transduction occurs through vibrations of structures in the inner ear causing displacement of cochlear fluid and movement of hair cells at the organ of Corti to produce electrochemical signals.

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Ototoxicity is the property of being toxic to the ear (oto-), specifically the cochlea or auditory nerve and sometimes the vestibular system, for example, as a side effect of a drug. The effects of ototoxicity can be reversible and temporary, or irreversible and permanent. It has been recognized since the 19th century. There are many well-known ototoxic drugs used in clinical situations, and they are prescribed, despite the risk of hearing disorders, for very serious health conditions. Ototoxic drugs include antibiotics, loop diuretics, and platinum-based chemotherapy agents. A number of nonsteroidal anti-inflammatory drugs (NSAIDS) have also been shown to be ototoxic. This can result in sensorineural hearing loss, dysequilibrium, or both. Some environmental and occupational chemicals have also been shown to affect the auditory system and interact with noise.

<span class="mw-page-title-main">Auditory system</span> Sensory system used for hearing

The auditory system is the sensory system for the sense of hearing. It includes both the sensory organs and the auditory parts of the sensory system.

<span class="mw-page-title-main">Hair cell</span> Auditory sensory receptor nerve cells

Hair cells are the sensory receptors of both the auditory system and the vestibular system in the ears of all vertebrates, and in the lateral line organ of fishes. Through mechanotransduction, hair cells detect movement in their environment.

Presbycusis, or age-related hearing loss, is the cumulative effect of aging on hearing. It is a progressive and irreversible bilateral symmetrical age-related sensorineural hearing loss resulting from degeneration of the cochlea or associated structures of the inner ear or auditory nerves. The hearing loss is most marked at higher frequencies. Hearing loss that accumulates with age but is caused by factors other than normal aging is not presbycusis, although differentiating the individual effects of distinct causes of hearing loss can be difficult.

<span class="mw-page-title-main">Stereocilia (inner ear)</span> Mechanosensing organelles of hair cells

In the inner ear, stereocilia are the mechanosensing organelles of hair cells, which respond to fluid motion in numerous types of animals for various functions, including hearing and balance. They are about 10–50 micrometers in length and share some similar features of microvilli. The hair cells turn the fluid pressure and other mechanical stimuli into electric stimuli via the many microvilli that make up stereocilia rods. Stereocilia exist in the auditory and vestibular systems.

<span class="mw-page-title-main">Neurofibromatosis type II</span> Type of neurofibromatosis disease

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<span class="mw-page-title-main">Cochlear nerve</span> Nerve carrying auditory information from the inner ear to the brain

The cochlear nerve is one of two parts of the vestibulocochlear nerve, a cranial nerve present in amniotes, the other part being the vestibular nerve. The cochlear nerve carries auditory sensory information from the cochlea of the inner ear directly to the brain. The other portion of the vestibulocochlear nerve is the vestibular nerve, which carries spatial orientation information to the brain from the semicircular canals, also known as semicircular ducts.

<span class="mw-page-title-main">Helicotrema</span> Connection between the scala tympani and the scala vestibuli in the cochlea

The helicotrema is the part of the cochlear labyrinth where the scala tympani and the scala vestibuli meet. It is the main component of the cochlear apex. The hair cells near this area best detect low frequency sounds.

<span class="mw-page-title-main">Superior olivary complex</span> Collection of brainstem nuclei related to hearing

The superior olivary complex (SOC) or superior olive is a collection of brainstem nuclei that functions in multiple aspects of hearing and is an important component of the ascending and descending auditory pathways of the auditory system. The SOC is intimately related to the trapezoid body: most of the cell groups of the SOC are dorsal to this axon bundle while a number of cell groups are embedded in the trapezoid body. Overall, the SOC displays a significant interspecies variation, being largest in bats and rodents and smaller in primates.

<span class="mw-page-title-main">Tectorial membrane</span>

The tectoria membrane (TM) is one of two acellular membranes in the cochlea of the inner ear, the other being the basilar membrane (BM). "Tectorial" in anatomy means forming a cover. The TM is located above the spiral limbus and the spiral organ of Corti and extends along the longitudinal length of the cochlea parallel to the BM. Radially the TM is divided into three zones, the limbal, middle and marginal zones. Of these the limbal zone is the thinnest (transversally) and overlies the auditory teeth of Huschke with its inside edge attached to the spiral limbus. The marginal zone is the thickest (transversally) and is divided from the middle zone by Hensen's Stripe. It overlies the sensory inner hair cells and electrically-motile outer hair cells of the organ of Corti and during acoustic stimulation stimulates the inner hair cells through fluid coupling, and the outer hair cells via direct connection to their tallest stereocilia.

<span class="mw-page-title-main">TMC1</span> Protein-coding gene in the species Homo sapiens

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The olivocochlear system is a component of the auditory system involved with the descending control of the cochlea. Its nerve fibres, the olivocochlear bundle (OCB), form part of the vestibulocochlear nerve, and project from the superior olivary complex in the brainstem (pons) to the cochlea.

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<span class="mw-page-title-main">Hensen's cell</span>

Hensen's cells are a layer of tall cells arranged in the organ of Corti in the cochlea, which are part of the supporting cells lie on the outer hair cells (OHC). Their appearance are upper part wide with lower part narrow, column like cells. One significant morphologic feature of Hensen's cells is the lipid droplets, which are most noticeable at the third and forth turns of the cochlear, the lipid droplets are thought to have association with the auditory process because they are parallel to the innervation. One significant structure found among the Hensen's cells and the hair cells are the gap junctions, they are made of connexins which serve important function in distribution and connection between cells, the gaps enable the long distance of electric communication.

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<span class="mw-page-title-main">Janie C. Park</span> American biologist (1946–2023)

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References

  1. Sedó-Cabezón, Lara; Jedynak, Paulina; Boadas-Vaello, Pere; Llorens, Jordi (1 October 2015). "Transient alteration of the vestibular calyceal junction and synapse in response to chronic ototoxic insult in rats". Disease Models & Mechanisms. 8 (10): 1323–1337. doi:10.1242/dmm.021436. PMC   4610239 . PMID   26398945.
  2. Khan, HA; Ibrahim, KE (12 October 2015). "Pattern of neurobehavioral and organ-specific toxicities of β, β'-iminodipropionitrile in mice". Archives of Medical Science. 11 (5): 1137–44. doi:10.5114/aoms.2015.54871 (inactive 31 January 2024). PMC   4624758 . PMID   26528360.{{cite journal}}: CS1 maint: DOI inactive as of January 2024 (link)
  3. Ogata, Keiko; Kushida, Masahiko; Miyata, Kaori; Sumida, Kayo; Takeda, Shuji; Izawa, Takeshi; Kuwamura, Mitsuru; Yamate, Jyoji (2016). "Alteration of microRNA expressions in the pons and medulla in rats after 3,3′-iminodipropionitrile administration". Journal of Toxicologic Pathology. 29 (4): 229–236. doi:10.1293/tox.2016-0019. PMC   5097965 . PMID   27821907.
  4. 1 2 3 Llorens, J.; Demêmes, D. (1994-06-01). "Hair cell degeneration resulting from 3,3'-iminodipropionitrile toxicity in the rat vestibular epithelia". Hearing Research. 76 (1–2): 78–86. doi:10.1016/0378-5955(94)90090-6. ISSN   0378-5955. PMID   7928719. S2CID   4761312.
  5. 1 2 Soler-Martín, Carla; Díez-Padrisa, Núria; Boadas-Vaello, Pere; Llorens, Jordi (2007-03-01). "Behavioral Disturbances and Hair Cell Loss in the Inner Ear Following Nitrile Exposure in Mice, Guinea Pigs, and Frogs". Toxicological Sciences. 96 (1): 123–132. doi: 10.1093/toxsci/kfl186 . ISSN   1096-6080. PMID   17159233.
  6. Crofton, K. M.; Janssen, R.; Prazma, J.; Pulver, S.; Barone, S. (November 1994). "The ototoxicity of 3,3'-iminodipropionitrile: functional and morphological evidence of cochlear damage". Hearing Research. 80 (2): 129–140. doi:10.1016/0378-5955(94)90104-X. ISSN   0378-5955. PMID   7896571. S2CID   4699179.