triptycene profile

Triptycene is a polycyclic aromatic hydrocarbon consisting of three benzene rings bridged by three methylene groups. It is a rigid and symmetrical molecule with a propeller-like structure. It was first synthesized in 1942 by P. D. Bartlett and W. S. Johnson. Triptycene has been extensively studied for its unique structural and electronic properties, which have led to its applications in various fields, including organic electronics, molecular machines, and supramolecular chemistry. The synthesis of triptycene typically involves a Diels-Alder reaction between anthracene and a suitable dienophile, such as a benzyne derivative. Triptycene's rigid structure and its ability to accommodate multiple substituents make it an ideal building block for the construction of complex molecules. Its electronic properties have also made it attractive for use in organic electronics, where it has been incorporated into organic field-effect transistors, organic light-emitting diodes, and other devices. The unique structure of triptycene has also led to its use as a component in molecular machines, where its ability to rotate and interact with other molecules has been exploited to create devices with nanoscale motion. Due to its unique properties and applications, triptycene remains a subject of active research in organic chemistry and materials science.'

triptycene: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	92764
CHEBI ID	188520
MeSH ID	M0510949

Synonym
9,10-dihydro-9,10-o-benzenoanthracene
triptycene
477-75-8
nsc-122926
9,2']-benzenoanthracene, 9,10-dihydro-
tryptycene
tribenzobicyclo[2.2.2]octatriene
nsc122926
9,10[1',2']-benzenoanthracene, 9,10-dihydro-
pentacyclo[6.6.6.0~2,7~.0~9,14~.0~15,20~]icosa-2,4,6,9,11,13,15,17,19-nonaene
AH-357/31481008
triptycene, 98%
pentacyclo[6.6.6.02,7.09,14.015,20]icosa-2,4,6,9,11,13,15,17,19-nonaene
CHEBI:188520
AKOS004901795
T2807
9,10-dihydro-9,10-[1,2]benzenoanthracene
nsc 122926
einecs 207-519-3
9,10-o-benzeno-9,10-dihydroanthracene
cl32869mep ,
9,10-o-benzenoanthracene, 9,10-dihydro-
unii-cl32869mep
9,10(1',2')-benzenoanthracene, 9,10-dihydro-
tribenzobicyclo(2.2.2)octatriene
FT-0688191
tripycene
DTXSID6060058
triptycene [mi]
9,10-dihydro-9,10-(1,2)-benzenoanthracene
NGDCLPXRKSWRPY-UHFFFAOYSA-N
anthracene, 9,10-dihydro-9,10-o-benzeno-
mfcd00003813
triptycene;triptycene
52776-05-3
BBL103025
pentacyclo[6.6.6.0~2,7~.0~9,14~.0~15,20~]icosa-2,4,6,9,11,13,15,17,19-nonaene (non-preferred name)
STL556834
Q411264
SY049545
9,10[1',2']-benzenoanthracene,9,10-dihydro-
AS-17890
AMY15439
boc-d-asparticacida-benzylester
SY252774
YSWG054
9,10-o-benzenoanthracene, 9,10-dihydro-;9,10-dihydro-9,10-[1,2]benzenoanthracene
A846973
F14824
CS-W018422

Excerpt	Reference	Relevance
"Triptycenes have been shown to bind nucleic acid three-way junctions, but rapid and efficient methods to diversify the triptycene core are lacking. "	( Synthesis of 9-Substituted Triptycene Building Blocks for Solid-Phase Diversification and Nucleic Acid Junction Targeting. Barros, SA; Chenoweth, DM; Suh, SE; Yoon, I, 2016)	2.17

Class	Description
anthracenes	Compounds containing an anthracene skeleton.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	1 (2.22)	18.7374
1990's	0 (0.00)	18.2507
2000's	6 (13.33)	29.6817
2010's	26 (57.78)	24.3611
2020's	12 (26.67)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (2.22%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	44 (97.78%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
benzene [no description available]	2.04	1	aromatic annulene; benzenes; volatile organic compound	carcinogenic agent; environmental contaminant; non-polar solvent
methane Methane: The simplest saturated hydrocarbon. It is a colorless, flammable gas, slightly soluble in water. It is one of the chief constituents of natural gas and is formed in the decomposition of organic matter. (Grant & Hackh's Chemical Dictionary, 5th ed). methane : A one-carbon compound in which the carbon is attached by single bonds to four hydrogen atoms. It is a colourless, odourless, non-toxic but flammable gas (b.p. -161degreeC).	2.48	2	alkane; gas molecular entity; mononuclear parent hydride; one-carbon compound	bacterial metabolite; fossil fuel; greenhouse gas
chlorine chloride : A halide anion formed when chlorine picks up an electron to form an an anion.	2.08	1	halide anion; monoatomic chlorine	cofactor; Escherichia coli metabolite; human metabolite
coumarin 2H-chromen-2-one: coumarin derivative	7.13	1	coumarins	fluorescent dye; human metabolite; plant metabolite
naphthalene [no description available]	2.04	1	naphthalenes; ortho-fused bicyclic arene	apoptosis inhibitor; carcinogenic agent; environmental contaminant; mouse metabolite; plant metabolite; volatile oil component
azobenzene azobenzene: photosensor molecule known to undergo reversible isomerization from trans to cis on illumination with photons of appropriate wavelength; RN given refers to cpd without isomeric designation; structure. (E)-azobenzene : The (E)-isomer of azobenzene.. (Z)-azobenzene : The (Z)-isomer of azobenzene.. azobenzene : A molecule whose structure comprises two phenyl rings linked by a N=N double bond; the parent compound of the azobenzene class of compounds.	7.41	1	azobenzenes
guanidine Guanidine: A strong organic base existing primarily as guanidium ions at physiological pH. It is found in the urine as a normal product of protein metabolism. It is also used in laboratory research as a protein denaturant. (From Martindale, the Extra Pharmacopoeia, 30th ed and Merck Index, 12th ed) It is also used in the treatment of myasthenia and as a fluorescent probe in HPLC.. guanidine : An aminocarboxamidine, the parent compound of the guanidines.	2.25	1	carboxamidine; guanidines; one-carbon compound
zinc chloride zinc chloride: RN given refers to parent cpd. zinc dichloride : A compound of zinc and chloride ions in the ratio 1:2. It exists in four crystalline forms, in each of which the Zn(2+) ions are trigonal planar coordinated to four chloride ions.	2.08	1	inorganic chloride; zinc molecular entity	astringent; disinfectant; EC 5.3.3.5 (cholestenol Delta-isomerase) inhibitor; Lewis acid
diquat Diquat: A contact herbicide used also to produce desiccation and defoliation. (From Merck Index, 11th ed). diquat : The organic cation formed formally by addition of an ethylene bridge between the nitrogen atoms of 2,2'-bipyridine. Most often available as the dibromide.	7.08	1	organic cation	defoliant; herbicide
n-dodecane dodecane : A straight-chain alkane with 12 carbon atoms. It has been isolated from the essential oils of various plants including Zingiber officinale (ginger).	2.61	2	alkane	plant metabolite
anthracene acene : A polycyclic aromatic hydrocarbon consisting of fused benzene rings in a rectilinear arrangement.. acenes : Polycyclic aromatic hydrocarbons consisting of fused benzene rings in a rectilinear arrangement and their substitution derivatives.	7.1	1	acene; anthracenes; ortho-fused tricyclic hydrocarbon
triphenylene triphenylene: structure. triphenylene : An ortho-fused polycyclic arene consisting of four fused benzene rings.	7.05	1	ortho-fused polycyclic arene
benzoxazoles 1,3-benzoxazole : A benzoxazole in which the benzene ring is fused to a 1,3-oxazole ring across positions 4 and 5.. benzoxazole : Compounds based on a fused 1,2- or 1,3-oxazole and benzene bicyclic ring skeleton.	2.07	1	1,3-benzoxazoles; mancude organic heterobicyclic parent
indan indan: structure in first source. indane : An ortho-fused bicyclic hydrocarbon consisting of a benzene ring fused to a cyclopentane ring; a high-boiling (176 (o)C) colourless liquid.	7.31	1	indanes; ortho-fused bicyclic hydrocarbon
paraquat Paraquat: A poisonous dipyridilium compound used as contact herbicide. Contact with concentrated solutions causes irritation of the skin, cracking and shedding of the nails, and delayed healing of cuts and wounds.. paraquat : An organic cation that consists of 4,4'-bipyridine bearing two N-methyl substituents loctated at the 1- and 1'-positions.	2.75	3	organic cation	geroprotector; herbicide
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.	4.35	5	metal allergen; nickel group element atom; platinum group metal atom
zirconium Zirconium: A rather rare metallic element with atomic number 40, atomic weight 91.224, and symbol Zr.	7.05	1	titanium group element atom
dibenzo-18-crown-6 dibenzo-18-crown-6: structure. dibenzo-18-crown-6 : A crown ether that is 18-crown-6 ortho-fused to two benzene rings at positions 8-9 and 17-18.	2.07	1	benzenes; crown ether	phase-transfer catalyst
alkenes [no description available]	2.31	1
glycoluril glycoluril: a compound made of two 2-imidazolidinone fused at the 4 and 5 positions	2.31	1	azabicycloalkane; ureas
1,7-phenanthroline [no description available]	2.08	1	phenanthroline
dibenzo-24-crown-8 [no description available]	2.04	1
dibenzo-30-crown-10 dibenzo-30-crown-10: structure	2.06	1
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.	2.07	1	fullerene	geroprotector
hexa-peri-hexabenzocoronene hexa-peri-hexabenzocoronene: structure in first source	2.07	1
lithium Lithium: An element in the alkali metals family. It has the atomic symbol Li, atomic number 3, and atomic weight [6.938; 6.997]. Salts of lithium are used in treating BIPOLAR DISORDER.	2.07	1	alkali metal atom
calixarenes Calixarenes: Phenolic metacyclophanes derived from condensation of PHENOLS and ALDEHYDES. The name derives from the vase-like molecular structures. A bracketed [n] indicates the number of aromatic rings.. calixarenes : Originally macrocyclic compounds capable of assuming a basket (or "calix") shaped conformation. They are formed from p-hydrocarbyl phenols and formaldehyde. The term now applies to a variety of derivatives by substitution of the hydrocarbon cyclo{oligo[(1,3-phenylene)methylene]}.. calixarene : A macrocycle composed of 1,3-phenylene groups linked by methylene groups. The number of 1,3-phenylene units in the macrocycle is denoted by the "n" in calix[n]arene name.	7.03	1
selenium Selenium: An element with the atomic symbol Se, atomic number 34, and atomic weight 78.97. It is an essential micronutrient for mammals and other animals but is toxic in large amounts. Selenium protects intracellular structures against oxidative damage. It is an essential component of GLUTATHIONE PEROXIDASE.	2.04	1	chalcogen; nonmetal atom	micronutrient
warfarin Warfarin: An anticoagulant that acts by inhibiting the synthesis of vitamin K-dependent coagulation factors. Warfarin is indicated for the prophylaxis and/or treatment of venous thrombosis and its extension, pulmonary embolism, and atrial fibrillation with embolization. It is also used as an adjunct in the prophylaxis of systemic embolism after myocardial infarction. Warfarin is also used as a rodenticide.. warfarin : A racemate comprising equal amounts of (R)- and (S)-warfarin. Extensively used as both an anticoagulant drug and as a pesticide against rats and mice.. 4-hydroxy-3-(3-oxo-1-phenylbutyl)-1-benzopyran-2-one : A member of the class of coumarins that is 4-hydroxycoumarin which is substituted at position 3 by a 1-phenyl-3-oxo-1-butyl group.	2.13	1	benzenes; hydroxycoumarin; methyl ketone

Condition	Relationship Strength	Studies
Benign Neoplasms [description not available]	2.41	1
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	2.41	1
Innate Inflammatory Response [description not available]	1.94	1
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	1.94	1

triptycene

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Research Demand Index: 39.98

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