Page last updated: 2024-12-05

3,3'-iminodipropionitrile

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

3,3'-iminodipropionitrile: lathyrogen; RN refers to parent cpd; blocks axoplasmic transport of neurofilament proteins with subsequent axon swelling typical of some motor neuron diseases [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID8149
SCHEMBL ID151133
MeSH IDM0051684

Synonyms (80)

Synonym
3-(2-cyanoethylamino)propannitril
ethanamine, 2-cyano-n-(2-cyanoethyl)-
wln: nc2m2cn
bbce
propanenitrile,3'-iminobis-
3,3'-iminodipropionitrile
propionitrile,3'-iminodi-
3,3'-iminobis[propanenitrile]
bis(.beta.-cyanoethyl)amine
.beta.,.beta.'-iminodipropionitrile
iminodipropanenitrile
3,3'-iminobispropionitrile
nsc7770
bis(cyanoethyl)amine
n,n-bis(2-cyanoethyl)amine
usaf a-8564
111-94-4
idpn
3,3'-iminodipropanenitrile
di(2-cyanoethyl)amine
diethylamine,2'-dicyano-
imino-.beta.,.beta.'-dipropionitrile
nsc-7770
bis(2-cyanoethyl)amine
3,3'-iminobispropanenitrile
ccris 4135
ai3-02147
bis-(2-cyanoethyl)amine
diethylamine, 2,2'-dicyano-
brn 1746455
3,3'-iminobis(propanenitrile)
propionitrile, 3,3'-iminodi-
3,3'-iminodipropiononitrile
di(2-cianoetil)ammina [italian]
iminodiproprionitrile
imino-beta,beta'-dipropionitrile
nsc 7770
bis-(3-cyanoethyl)amine
hsdb 5539
di-(2-cyanoethyl)amine
3,3'-iminodiproprionitrile
bis(beta-cyanoethyl)amine
einecs 203-922-3
bis-(2-kyanethyl)amin [czech]
propanenitrile, 3,3'-iminobis-
inchi=1/c6h9n3/c7-3-1-5-9-6-2-4-8/h9h,1-2,5-6h
3,3'-iminodipropionitrile, technical grade, 90%
3-(2-cyanoethylamino)propanenitrile
I0010
AKOS000119573
NCGC00248163-01
dtxsid2041464 ,
NCGC00254674-01
cas-111-94-4
dtxcid0021464
tox21_300770
68412-52-2
einecs 270-194-1
ec 270-194-1
2341 i.s.
di(2-cianoetil)ammina
unii-3xp1cvu865
bis-(2-kyanethyl)amin
3xp1cvu865 ,
3-[(2-cyanoethyl)amino]propanenitrile
.beta.,.beta.'-iminodipropionitrile [hsdb]
iminodipropionitrile
bis-(2-cyanoethyl)-amine
iminobispropionitrile
SCHEMBL151133
3,3'-iminobis(propionitrile)
hn(ch2ch2cn)2
J-002663
mfcd00001956
3,3'-azanediyl-bis-propionitrile
3,3'-iminodipropanitrile
Q26841287
EN300-21402
STR01445
3,3/'-i minobispropanenitrile

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" Initially, considerable information will have to be gathered from various laboratories to form the background data on which decisions of toxic effects can be made."( Correlation between behavioral and pathological changes in the evaluation of neurotoxicity.
Beyrouty, P; Broxup, B; Losos, G; Robinson, K, 1989
)
0.28
" DDTC and disulfiram themselves produced olfactory mucosal lesions in the rat, whereas DDTC protected against the olfactory toxic effects of dichlobenil in the mouse."( Olfactory toxicity of diethyldithiocarbamate (DDTC) and disulfiram and the protective effect of DDTC against the olfactory toxicity of dichlobenil.
Deamer, NJ; Genter, MB, 1995
)
0.29
" In conclusion, the data showed that low doses of IDPN are toxic to the vestibular hair cells, and suggest a link between this action and the effects of the chemical on spontaneous behavior."( The toxicity of IDPN on the vestibular system of the rat: new insights on its effects on behavior and neurofilament transport.
Demêmes, D; Llorens, J; Sans, A, 1994
)
0.29
" Type I HC were found to be more sensitive to the toxic effects of IDPN than type II HC."( Hair cell degeneration resulting from 3,3'-iminodipropionitrile toxicity in the rat vestibular epithelia.
Demêmes, D; Llorens, J, 1994
)
0.56
" To clarify these points, the acute toxic effects of IDPN on hypothalamic-pituitary-gonadal axis of male rats were examined histologically, biochemically and serologically."( Acute toxic effects of 3,3'-iminodipropionitrile on hypothalamic-pituitary-gonadal axis in male rats.
Hamada, N; Ishizuka, B; Takahashi, N, 2014
)
0.71

Dosage Studied

ExcerptRelevanceReference
"Following a pilot study which revealed olfactory epithelial degeneration induced by beta,beta'-iminodipropionitrile (IDPN), dose-response and time-course analyses were undertaken to further characterize the effects of IDPN on the olfactory system."( Olfactory toxicity of beta,beta'-iminodipropionitrile in the rat.
Crofton, KM; Genter, MB; Llorens, J; Morgan, KT; O'Callaghan, JP; Peele, DB, 1992
)
0.28
" As dosage increased, the lesions progressed in severity and in proximity to the cell bodies."( Comparison of location, severity, and dose response of proximal axonal lesions induced by 3,3'-iminodipropionitrile and deuterium substituted analogs.
Amarnath, V; Anthony, DC; Denlinger, RH; Graham, DG, 1992
)
0.5
" Impairment of xenobiotic biotransformation was confirmed by elevated pentobarbital sleeping time in animals under the same CCl4 dosing regimen."( Enhanced neurotoxicity of 3,3'-iminodipropionitrile following carbon tetrachloride pretreatment in the rat.
Crofton, KM; Llorens, J, 1991
)
0.58
" In animals dosed daily for 2 or 3 days, the number of head twitches at 24 h after the last dose was about one-third of the number before treatment."( Long-lasting effect of ceruletide on dyskinesia and monoaminergic neuronal pathways in rats treated with iminodipropionitrile.
Asanuma, M; Haba, K; Mori, A; Ogawa, N, 1991
)
0.28
" The exact location at which axonal enlargements occur appears to be a continuous function, dependent on both the structure and dosage schedule of the chemical toxin."( Pathogenesis of experimental giant neurofilamentous axonopathies: a unified hypothesis based on chemical modification of neurofilaments.
Autilio-Gambetti, L; Gambetti, P; Sayre, LM, 1985
)
0.27
" A dose-response study revealed that approximately twice the dose of DDTC was required in mice to cause the same olfactory toxic effects seen in the rat."( Olfactory toxicity of diethyldithiocarbamate (DDTC) and disulfiram and the protective effect of DDTC against the olfactory toxicity of dichlobenil.
Deamer, NJ; Genter, MB, 1995
)
0.29
" The morphology of the peripheral vestibular system in animals dosed with 0, 200, 400, 600, 800, or 1000 mg/kg of IDPN was assessed at 4 days post-dosing by light microscopy on semithin sections."( The toxicity of IDPN on the vestibular system of the rat: new insights on its effects on behavior and neurofilament transport.
Demêmes, D; Llorens, J; Sans, A, 1994
)
0.29
" Separate groups of male rats were dosed with IDPN (IP, in 1 ml/kg saline) for 3 consecutive days and tested in the following procedures: (a) step-through passive avoidance conditioning (0, 100, 150, and 200 mg/kg/day); (b) Morris water maze (MWM) acquisition and retention (0, 125, 150, 175, and 200 mg/kg/day); (c) radial arm maze (RAM) acquisition (0, 100, 200, and 400 mg/kg/day); (d) RAM steady-state performance (0, 200, and 400 mg/kg/day); (e) repeated acquisition in the RAM (0, and 200 mg/kg/day)."( Effects of 3,3'-iminodipropionitrile on acquisition and performance of spatial tasks in rats.
Crofton, KM; Llorens, J; Peele, DB,
)
0.52
" Adult Long-Evans rats (males and females) were tested before dosing and 1, 14, 28, 56, and 91 days after the third dose."( Prolonged neurobehavioral and visual effects of short-term exposure to 3,3'-iminodipropionitrile (IDPN) in rats.
Boyes, WK; Moser, VC, 1993
)
0.52
" IDPN significantly retarded the rate of development of kindling and shortened the mean afterdischarge (AD) duration with successive stimulations in animals dosed as adults."( Delay in the development of amygdala kindling following treatment with 3,3'-iminodipropionitrile.
Gilbert, ME; Llorens, J,
)
0.36
" A subsequent experiment was performed to characterize the dose-response of IDPN on retinal histology, 2 weeks after the last dose (0, 100, 200, 400 mg/kg x 3 days)."( Effects of 3,3'-iminodipropionitrile on the peripheral structures of the rat visual system.
Barone, S; Crofton, KM; Herr, DW, 1995
)
0.68
" As a positive control, another group received 300 mg/kg ip of 1-methyl-2-mercaptoimidazole (methimazole), a dosing regimen which destroys nearly all of the olfactory mucosa."( Characterization of olfactory deficits in the rat following administration of 2,6-dichlorobenzonitrile (dichlobenil), 3,3'-iminodipropionitrile, or methimazole.
Carlone, HB; Crofton, KM; Genter, MB; Owens, DM, 1996
)
0.5
" dosing schedule (2."( Butenenitriles have low axonopathic potential in the rat.
Boadas-Vaello, P; Cutillas, B; Llorens, J; Saldaña-Ruíz, S; Soler-Martín, C, 2011
)
0.37
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (214)

TimeframeStudies, This Drug (%)All Drugs %
pre-199087 (40.65)18.7374
1990's71 (33.18)18.2507
2000's21 (9.81)29.6817
2010's31 (14.49)24.3611
2020's4 (1.87)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 18.40

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index18.40 (24.57)
Research Supply Index5.46 (2.92)
Research Growth Index4.56 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (18.40)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews9 (3.83%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other226 (96.17%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]