Compounds > 1,4-dicyanobenzene
Page last updated: 2024-12-05

1,4-dicyanobenzene

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

Description

1,4-dicyanobenzene, also known as terephthalonitrile, is a white solid organic compound. It is a versatile building block in organic synthesis, serving as a precursor to various polymers, pharmaceuticals, and other fine chemicals. Its synthesis often involves the nitration of p-xylene followed by a dehydration step. 1,4-dicyanobenzene is a highly reactive compound due to the electron-withdrawing nature of the cyano groups. This reactivity makes it a valuable starting material in a range of reactions, including nucleophilic aromatic substitution and cycloadditions. The compound is also studied for its potential applications in organic electronics, particularly in the development of organic semiconductors and photovoltaic devices. Research focuses on understanding its electronic properties, charge transport characteristics, and potential for use in creating efficient and cost-effective electronic devices.'

1,4-dicyanobenzene: occupational marker compound [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID12172
CHEMBL ID3248224
SCHEMBL ID45942
MeSH IDM0172542

Synonyms (64)

Synonym
tereftalodinitril [czech]
einecs 210-783-2
nsc 144977
terephthalodinitril [german]
nsc 78439
1,4-benzendikarbonitril [czech]
nitril kyseliny tereftalove [czech]
tereftalonitril [czech]
nsc78439
nsc-78439
terephthalonitrile
p-phthalodinitrile
1,4-benzenedicarbonitrile
p-benzenedinitrile
wln: ncr dcn
p-dicyanobenzene
nsc144977
623-26-7
4-cyanobenzonitrile
terephthalic acid dinitrile
1,4-benzodinitrile
1,4-dicyanobenzene
nsc-144977
nitril kyseliny tereftalove
terephthalodinitrile
p-pdn
tereftalodinitril
inchi=1/c8h4n2/c9-5-7-1-2-8(6-10)4-3-7/h1-4h
bhxfkxoiodiujo-uhfffaoysa-
1,4-dicyanobenzene, 98%
benzene-1,4-dicarbonitrile
T0016
A8613
AKOS007930310
benzol-1,4-dikohlenitrile
1,4-benzendikarbonitril
tereftalonitril
e6ith5cis3 ,
terephthalodinitril
unii-e6ith5cis3
FT-0632618
CHEMBL3248224
SCHEMBL45942
DTXSID1060768
mfcd00001810
GS-3039
para-dicyanobenzene
mfcd30146480
AC7870
terephthalonitrile, vetec(tm) reagent grade, 98%
CS-0016004
SY012900
3-myristyloxypropylamine
p-phthalonitrile
p-cyanobenzonitrile
1,4-bis(cyano)benzene
p-benzenedicarbonitrile
dicyanobenzene, 1,4-
AMY18055
EN300-112010
YSWG236
33411-58-4
SY099340
alpha form of 1,4-dicyanobenzene

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
"8% reduction at 100 mg/kg), six compounds, dosed at 50 mg/kg, produced reductions in inflammation comparable to this standard."( Synthesis and antiinflammatory evaluation of substituted isophthalonitriles, trimesonitriles, benzonitriles, and terephthalonitriles.
Battershell, RD; Goble, PH; Heilman, WP; Magee, TA; Pyne, WJ, 1978)		0.26
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID1133366Antiinflammatory activity in Long Evans rat assessed as reduction of carrageenan-induced pedal edema at 200 mg/kg, po administered 1 hr prior to carrageenan challenge measured after 3 hrs relative to control1978Journal of medicinal chemistry, Sep, Volume: 21, Issue:9
Synthesis and antiinflammatory evaluation of substituted isophthalonitriles, trimesonitriles, benzonitriles, and terephthalonitriles.
AID1133373Toxicity in mouse assessed as overt effects1978Journal of medicinal chemistry, Sep, Volume: 21, Issue:9
Synthesis and antiinflammatory evaluation of substituted isophthalonitriles, trimesonitriles, benzonitriles, and terephthalonitriles.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (33.33)18.7374
1990's0 (0.00)18.2507
2000's3 (50.00)29.6817
2010's1 (16.67)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 29.24

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 Index29.24 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.14 (4.65)
Search Engine Demand Index34.37 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (29.24)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
n,n-dimethylaniline
N,N-dimethylaniline: RN given refers to parent cpd; structure. dimethylaniline : A methylaniline carrying at least two methyl groups.. N,N-dimethylaniline : A tertiary amine that is aniline in which the amino hydrogens are replaced by two methyl groups.		2.0310dimethylaniline;
tertiary amine
oxyquinoline
Oxyquinoline: An antiseptic with mild fungistatic, bacteriostatic, anthelmintic, and amebicidal action. It is also used as a reagent and metal chelator, as a carrier for radio-indium for diagnostic purposes, and its halogenated derivatives are used in addition as topical anti-infective agents and oral antiamebics.. quinolin-8-ol : A monohydroxyquinoline that is quinoline substituted by a hydroxy group at position 8. Its fungicidal properties are used for the control of grey mould on vines and tomatoes.		2.0310monohydroxyquinolineantibacterial agent;
antifungal agrochemical;
antiseptic drug;
iron chelator
phenylbutazone
Phenylbutazone: A butyl-diphenyl-pyrazolidinedione that has anti-inflammatory, antipyretic, and analgesic activities. It has been used in ANKYLOSING SPONDYLITIS; RHEUMATOID ARTHRITIS; and REACTIVE ARTHRITIS.. phenylbutazone : A member of the class of pyrazolidines that is 1,2-diphenylpyrazolidine-3,5-dione carrying a butyl group at the 4-position.		1.9510pyrazolidinesantirheumatic drug;
EC 1.1.1.184 [carbonyl reductase (NADPH)] inhibitor;
metabolite;
non-narcotic analgesic;
non-steroidal anti-inflammatory drug;
peripheral nervous system drug
cyanides
Cyanides: Inorganic salts of HYDROGEN CYANIDE containing the -CN radical. The concept also includes isocyanides. It is distinguished from NITRILES, which denotes organic compounds containing the -CN radical.. cyanides : Salts and C-organyl derivatives of hydrogen cyanide, HC#N.. isocyanide : The isomer HN(+)#C(-) of hydrocyanic acid, HC#N, and its hydrocarbyl derivatives RNC (RN(+)#C(-)).. cyanide : A pseudohalide anion that is the conjugate base of hydrogen cyanide.		3.1150pseudohalide anionEC 1.9.3.1 (cytochrome c oxidase) inhibitor
fluorene
[no description available]		2.0310ortho-fused polycyclic arene;
ortho-fused tricyclic hydrocarbon
1,2-benzenedicarbonitrile
[no description available]		1.9710
1,3-dicyanobenzene
1,3-dicyanobenzene: structure in first source		1.9510nitrile
tetrafluoroterephthalonitrile
tetrafluoroterephthalonitrile: can cause contact dermatitis; structure given in first source		1.9510
palladium
Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.		2.0510metal allergen;
nickel group element atom;
platinum group metal atom
gold
Gold: A yellow metallic element with the atomic symbol Au, atomic number 79, and atomic weight 197. It is used in jewelry, goldplating of other metals, as currency, and in dental restoration. Many of its clinical applications, such as ANTIRHEUMATIC AGENTS, are in the form of its salts.		2.0510copper group element atom;
elemental gold
fullerene c60
Fullerenes: A polyhedral CARBON structure composed of around 60-80 carbon atoms in pentagon and hexagon configuration. They are named after Buckminster Fuller because of structural resemblance to geodesic domes. Fullerenes can be made in high temperature such as arc discharge in an inert atmosphere.. fullerene : A compound composed solely of an even number of carbon atoms, which form a cage-like fused-ring polycyclic system with twelve five-membered rings and the rest six-membered rings. The term has been broadened to include any closed cage structure consisting entirely of three-coordinate carbon atoms.		2.0310fullerenegeroprotector
1,4-diphenylbutadiene
[no description available]		210styrenes
aluminum
Aluminum: A metallic element that has the atomic number 13, atomic symbol Al, and atomic weight 26.98.		2.0310boron group element atom;
elemental aluminium;
metal atom
ConditionIndicatedRelationship StrengthStudiesTrials
Anasarca
[description not available]		01.9510
Edema
Abnormal fluid accumulation in TISSUES or body cavities. Most cases of edema are present under the SKIN in SUBCUTANEOUS TISSUE.		01.9510