dodecyltriphenylphosphonium

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

Description

Dodecyltriphenylphosphonium is a quaternary ammonium salt that has been studied for its potential applications in various fields, including catalysis, materials science, and medicine. Its synthesis typically involves the reaction of triphenylphosphine with dodecyl bromide. Dodecyltriphenylphosphonium exhibits a unique combination of properties, including its hydrophobic dodecyl tail and hydrophilic triphenylphosphonium head group, which make it suitable for various applications. For example, it has been used as a catalyst in organic reactions, as a surfactant in the synthesis of nanomaterials, and as a potential drug delivery agent. The compound's importance lies in its ability to interact with both hydrophobic and hydrophilic environments, facilitating the formation of new materials and enhancing the efficiency of various chemical processes. Its applications are being actively investigated in research, and it holds promising potential for future advancements in diverse fields.'

dodecyltriphenylphosphonium: RN given refers to bromide; structure [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

dodecyl(triphenyl)phosphonium : A polyatomic cation consisting of a dodecyl group and three phenyl groups attached to a central phosphonium. [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]

Cross-References

ID Source	ID
PubMed CID	84956
CHEMBL ID	3306671
CHEBI ID	82636
SCHEMBL ID	427955
MeSH ID	M0041214

Synonyms (11)

Synonym
dodecyltriphenylphosphonium
dodecyl(triphenyl)phosphanium
SCHEMBL427955
CHEBI:82636 ,
dodecyl(triphenyl)phosphonium
c(12)tpp(+)
c12tpp(+)
CHEMBL3306671
DTXSID70904622
17895-72-6
Q27156152

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

Class	Description
polyatomic cation	A cation consisting of more than one atom.
phosphorus molecular entity
heteroorganic entity	A heteroorganic entity is an organic molecular entity in which carbon atoms or organic groups are bonded directly to one or more heteroatoms.
[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]

Bioassays (2)

Assay ID	Title	Year	Journal	Article
AID1512652	Antiobesity activity in high fat diet-induced obese C57BL/6 mouse assessed as reduction in fat mass at 50 umol/kg/day for 16 days relative to control	2018	Journal of medicinal chemistry, 06-14, Volume: 61, Issue:11	Small Molecule Mitochondrial Uncouplers and Their Therapeutic Potential.
AID1512651	Antiobesity activity in high fat diet-induced obese C57BL/6 mouse assessed as reduction in body weight at 50 umol/kg/day for 16 days relative to control	2018	Journal of medicinal chemistry, 06-14, Volume: 61, Issue:11	Small Molecule Mitochondrial Uncouplers and Their Therapeutic Potential.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (12)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	1 (8.33)	18.2507
2000's	0 (0.00)	29.6817
2010's	10 (83.33)	24.3611
2020's	1 (8.33)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.76

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 weak demand-to-supply ratio for research on this compound.

Metric	This Compound (vs All)
Research Demand Index	11.76 (24.57)
Research Supply Index	2.56 (2.92)
Research Growth Index	4.32 (4.65)
Search Engine Demand Index	0.00 (26.88)
Search Engine Supply Index	0.00 (0.95)

This Compound (11.76)

All Compounds (24.57)

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (8.33%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	11 (91.67%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
2,4-dinitrophenol 2,4-Dinitrophenol: A toxic dye, chemically related to trinitrophenol (picric acid), used in biochemical studies of oxidative processes where it uncouples oxidative phosphorylation. It is also used as a metabolic stimulant. (Stedman, 26th ed). dinitrophenol : Members of the class of nitrophenol carrying two nitro substituents.. 2,4-dinitrophenol : A dinitrophenol having the nitro groups at the 2- and 4-positions.	3.62	2	dinitrophenol	allergen; antiseptic drug; bacterial xenobiotic metabolite; geroprotector; oxidative phosphorylation inhibitor
bupivacaine Bupivacaine: A widely used local anesthetic agent.. 1-butyl-N-(2,6-dimethylphenyl)piperidine-2-carboxamide : A piperidinecarboxamide obtained by formal condensation of the carboxy group of N-butylpipecolic acid with the amino group of 2,6-dimethylaniline.. bupivacaine : A racemate composed of equimolar amounts of dextrobupivacaine and levobupivacaine. Used (in the form of its hydrochloride hydrate) as a local anaesthetic.	3.27	1	aromatic amide; piperidinecarboxamide; tertiary amino compound
carbonyl cyanide m-chlorophenyl hydrazone Carbonyl Cyanide m-Chlorophenyl Hydrazone: A proton ionophore. It is commonly used as an uncoupling agent and inhibitor of photosynthesis because of its effects on mitochondrial and chloroplast membranes.. CCCP : A member of the class of monochlorobenzenes that is benzene substituted by 2-(1,3-dinitrilopropan-2-ylidene)hydrazinyl and chloro groups at positions 1 and 3, respectively. It is a mitochondrial depolarizing agent that induces reactive oxygen species mediated cell death.	3.62	2	hydrazone; monochlorobenzenes; nitrile	antibacterial agent; geroprotector; ionophore
cetyltrimethylammonium ion Cetrimonium: Cetyltrimethylammonium compound whose salts and derivatives are used primarily as topical antiseptics.. cetyltrimethylammonium ion : A quaternary ammonium ion in which the substituents on nitrogen are one hexadecyl and three methyl groups.	2.08	1	quaternary ammonium ion
ellipticine ellipticine : A organic heterotetracyclic compound that is pyrido[4,3-b]carbazole carrying two methyl substituents at positions 5 and 11.	3.27	1	indole alkaloid; organic heterotetracyclic compound; organonitrogen heterocyclic compound; polycyclic heteroarene	antineoplastic agent; plant metabolite
erythrosine Fluoresceins: A family of spiro(isobenzofuran-1(3H),9'-(9H)xanthen)-3-one derivatives. These are used as dyes, as indicators for various metals, and as fluorescent labels in immunoassays.	2.08	1
carbonyl cyanide p-trifluoromethoxyphenylhydrazone Carbonyl Cyanide p-Trifluoromethoxyphenylhydrazone: A proton ionophore that is commonly used as an uncoupling agent in biochemical studies.. carbonyl cyanide p-trifluoromethoxyphenylhydrazone : A hydrazone that is hydrazonomalononitrile in which one of the hydrazine hydrogens is substituted by a p-trifluoromethoxyphenyl group.	3.89	3	aromatic ether; hydrazone; nitrile; organofluorine compound	ATP synthase inhibitor; geroprotector; ionophore
tyrphostin a9 [no description available]	3.27	1	alkylbenzene	geroprotector
dodecyltrimethylammonium dodecyltrimethylammonium: used to determine thermal stability of DNA; RN given refers to parent cpd. dodecyltrimethylammonium ion : A quarternary ammonium cation having one dodecyl and three methyl substituents around the central nitrogen.	1.99	1	quaternary ammonium ion
2,4-dinitroanisole 2,4-dinitroanisole : A member of the class of dinitroanisoles that is 2-nitroanisole in which the hydrogen para to the methoxy group is replaced by a second nitro group.	3.27	1	dinitroanisoles	explosive
tetraphenylborate Tetraphenylborate: An anionic compound that is used as a reagent for determination of potassium, ammonium, rubidium, and cesium ions. It also uncouples oxidative phosphorylation and forms complexes with biological materials, and is used in biological assays.	2.21	1
n,n,n-triethyl-1-dodecylammonium N,N,N-triethyl-1-dodecylammonium: RN given refers to parent cpd	2.08	1
4,5,6,7-tetrachloro-2-trifluoromethylbenzimidazole [no description available]	3.27	1	organochlorine compound
6-carboxyfluorescein 6-carboxyfluorescein: originally sold as 6-carboxyfluorescein, but commercial product is a mixture of two isomers; correct name is 5(6)-carboxyfluorescein	2.08	1	monocarboxylic acid
tetraphenylphosphonium tetraphenylphosphonium: RN given refers to parent cpd; structure. tetraphenylphosphonium : A polyatomic cation consisting of four phenyl groups attached to a central phosphonium.	7.07	1	heteroorganic entity; phosphorus molecular entity; polyatomic cation
5-chloro-3-tert-butyl-2'-chloro-4'-nitrosalicylanilide [no description available]	3.27	1
1,3-bis(3,5-dichlorophenyl)urea 1,3-bis(3,5-dichlorophenyl)urea: COH - City of Hope; has antineoplastic activity	3.27	1
sodium dodecyl sulfate Sodium Dodecyl Sulfate: An anionic surfactant, usually a mixture of sodium alkyl sulfates, mainly the lauryl; lowers surface tension of aqueous solutions; used as fat emulsifier, wetting agent, detergent in cosmetics, pharmaceuticals and toothpastes; also as research tool in protein biochemistry.. sodium dodecyl sulfate : An organic sodium salt that is the sodium salt of dodecyl hydrogen sulfate.	1.99	1	organic sodium salt	detergent; protein denaturant
plastoquinone [no description available]	2.52	2	plastoquinone
mitoquinone mitoquinone: has antineoplastic activity	3.27	1

Condition	Relationship Strength	Studies
Breast Cancer [description not available]	2.25	1
Metastase [description not available]	2.25	1
Local Neoplasm Recurrence [description not available]	2.25	1
Breast Neoplasms Tumors or cancer of the human BREAST.	2.25	1
Neoplasm Metastasis The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.	2.25	1
Dermatitis Medicamentosa [description not available]	2.15	1
Innate Inflammatory Response [description not available]	2.15	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.	7.15	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.13	1
Obesity A status with BODY WEIGHT that is grossly above the recommended standards, usually due to accumulation of excess FATS in the body. The standards may vary with age, sex, genetic or cultural background. In the BODY MASS INDEX, a BMI greater than 30.0 kg/m2 is considered obese, and a BMI greater than 40.0 kg/m2 is considered morbidly obese (MORBID OBESITY).	2.13	1

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