Compounds > bis(diphenylphosphine)ethane
Page last updated: 2024-11-06

bis(diphenylphosphine)ethane

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

Bis(diphenylphosphine)ethane, commonly known as DPPE, is a bidentate phosphine ligand widely used in coordination chemistry and organometallic catalysis. It is synthesized by the reaction of 1,2-dibromoethane with lithium diphenylphosphide. DPPE forms stable complexes with a variety of transition metals, including platinum, palladium, and nickel, which have found applications in various catalytic reactions. Its importance arises from its ability to stabilize and activate metal centers, promoting reactivity and selectivity in catalytic processes. The study of DPPE complexes is driven by their potential applications in areas such as organic synthesis, polymer chemistry, and pharmaceuticals. Notably, DPPE-based catalysts have shown remarkable activity and selectivity in reactions such as cross-coupling reactions, hydrogenation, and hydroformylation.'

Cross-References

ID SourceID
PubMed CID74267
CHEMBL ID68683
CHEBI ID30669
SCHEMBL ID27343
MeSH IDM0140808

Synonyms (65)

Synonym
AC-4965
bis(1,2-diphenylphosphino)ethane
ethane-1,2-diylbis(diphenylphosphane)
CHEBI:30669 ,
1,2-bis(diphenylphosphino)-ethane
phosphine, 1,2-ethanediylbis[diphenyl-
bis(diphenylphosphine)ethane
p,p'-ethylenebis(diphenylphosphine)
ethylenebis(diphenylphosphine)
1,2-bis(diphenylphosphino)ethane
1,2-bis(diphenylphosphine)ethane
phosphine,2-ethanediylbis[diphenyl-
diphos
1,2-ethanediylbis(diphenylphosphine)
nsc-76285
1663-45-2
nsc76285
phosphine, ethylenebis[diphenyl-
ethylenebis(diphenylphosphine), 97%
ethylenebis(diphenylphosphine), 99%
B1137 ,
CHEMBL68683
2-diphenylphosphanylethyl(diphenyl)phosphane
1,2-bis-(diphenylphosphino)ethane
2-(4-benzylphenoxy)-n,n-diethyl-ethanamine hydrochloride
A810721
AKOS004902197
kl33qe52i4 ,
phosphine, 1,2-ethanediylbis(diphenyl-
phosphine, 1,1'-(1,2-ethanediyl)bis(1,1-diphenyl-
nsc 76285
unii-kl33qe52i4
einecs 216-769-2
BP-12632
phosphine, [(diphenylphosphino)ethyl]diphenyl-
FT-0606310
GC10104
1,2-bis(diphenylphosphino)ethane (dppe)
EPITOPE ID:189315
1,2-bis (diphenyl)phosphinoethane
1,2-bis(diphenylphosphino) ethane
1,2-bis-(diphenylphosphino)-ethane
(c6h5)2pch2ch2p(c6h5)2
1,2-bis-diphenylphosphinoethane
1.2-bis-diphenylphosphinoethane
ph2pch2ch2pph2
1,2-bis(diphenyl-phosphino) ethane
SCHEMBL27343
mfcd00003047
SY004987
DTXSID2061858
dppe [mi]
ethanediylbis(diphenylphosphine)
Q-201094
FD14027
phosphine, 1,1'-(1,2-ethanediyl)bis[1,1-diphenyl-
[2-(diphenylphosphino)ethyl](diphenyl)phosphine #
CS-W008662
[2-(diphenylphosphanyl)ethyl]diphenylphosphane
F0001-0605
BCP22570
1,2-bis(diphenylphosphor)ethane
Q161453
AMY19693
EN300-54087
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
allergenA chemical compound, or part thereof, which causes the onset of an allergic reaction by interacting with any of the molecular pathways involved in an allergy.
[role 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]

Drug Classes (2)

ClassDescription
tertiary phosphineA compound derived from phosphane by substituting three hydrogen atoms by hydrocarbyl groups.
diphosphanesCompounds containing two phosphane groups linked directly by a P-P bond or via a hydrocarbon bridge.
[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 (12)

Assay IDTitleYearJournalArticle
AID221998Tumor growth inhibition activity after subcutaneous transplanted tumor in mammary carcinoma 16/C cells1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID103458Percent increase in life span after transplant tumor in Lewis lung carcinoma cells1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID115142Maximally tolerated dose was measured after ip administration of compound, 24 hr after tumor implantation.1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID38071In vitro cytotoxicity against murine B16 melanoma cells1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID153809Maximum increase in life span was determined against P388 leukemia at 4-5 doses of compound1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID10059Tumor growth inhibition activity after subcutaneous transplanted tumor in ADJ-PC6 plasmacytoma cells1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID248395Inhibitory concentration against human lung carcinoma cell line H460 after 48 hr in MTT assay2005Journal of medicinal chemistry, Feb-24, Volume: 48, Issue:4
Mechanism of cytotoxicity of copper(I) complexes of 1,2-bis(diphenylphosphino)ethane.
AID38081Percent increase in life span after transplant tumor in B16 melanoma cells1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID101218Percent increase in life span after transplant tumor in L1210 leukemia1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID102067Percent increase in life span after transplant tumor in M5076 reticulum cells1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID153795Percent increase in life span after transplant tumor in p388 leukemia cells1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
AID106646Percent increase in life span after transplant tumor in Madison lung carcinoma cells1987Journal of medicinal chemistry, Dec, Volume: 30, Issue:12
Antitumor activity of bis(diphenylphosphino)alkanes, their gold(I) coordination complexes, and related compounds.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (13.33)18.7374
1990's1 (6.67)18.2507
2000's5 (33.33)29.6817
2010's6 (40.00)24.3611
2020's1 (6.67)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 24.29

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 Index24.29 (24.57)
Research Supply Index2.77 (2.92)
Research Growth Index5.04 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (24.29)

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%
Other15 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
bromide
Bromides: Salts of hydrobromic acid, HBr, with the bromine atom in the 1- oxidation state. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed)		2.110halide anion;
monoatomic bromine
hydrogen
Hydrogen: The first chemical element in the periodic table with atomic symbol H, and atomic number 1. Protium (atomic weight 1) is by far the most common hydrogen isotope. Hydrogen also exists as the stable isotope DEUTERIUM (atomic weight 2) and the radioactive isotope TRITIUM (atomic weight 3). Hydrogen forms into a diatomic molecule at room temperature and appears as a highly flammable colorless and odorless gas.. dihydrogen : An elemental molecule consisting of two hydrogens joined by a single bond.		2.0310elemental hydrogen;
elemental molecule;
gas molecular entity		antioxidant;
electron donor;
food packaging gas;
fuel;
human metabolite
nickel
Nickel: A trace element with the atomic symbol Ni, atomic number 28, and atomic weight 58.69. It is a cofactor of the enzyme UREASE.. nickel ion : A nickel atom having a net electric charge.. nickel atom : Chemical element (nickel group element atom) with atomic number 28.		2.0510metal allergen;
nickel group element atom		epitope;
micronutrient
penicillamine
Penicillamine: 3-Mercapto-D-valine. The most characteristic degradation product of the penicillin antibiotics. It is used as an antirheumatic and as a chelating agent in Wilson's disease.. penicillamine : An alpha-amino acid having the structure of valine substituted at the beta position with a sulfanyl group.		2.1110non-proteinogenic alpha-amino acid;
penicillamine		antirheumatic drug;
chelator;
copper chelator;
drug allergen
2-methyltetrahydrofuran
2-methyltetrahydrofuran: structure in first source		2.110
8-aminoquinoline
[no description available]		2.110
molybdenum
Molybdenum: A metallic element with the atomic symbol Mo, atomic number 42, and atomic weight 95.95. It is an essential trace element, being a component of the enzymes xanthine oxidase, aldehyde oxidase, and nitrate reductase.		2.0710chromium group element atommicronutrient
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.		2.0210metal allergen;
nickel group element atom;
platinum group metal atom
ruthenium
Ruthenium: A hard, brittle, grayish-white rare earth metal with an atomic symbol Ru, atomic number 44, and atomic weight 101.07. It is used as a catalyst and hardener for PLATINUM and PALLADIUM.		2.0810iron 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.		2.6630copper group element atom;
elemental gold
phosphine
phosphane : The simplest phosphine, consisting of a single phosphorus atom with three hydrogens attached.. phosphine : Phosphane (PH3) and compounds derived from it by substituting one, two or three hydrogen atoms by hydrocarbyl groups: RPH2, R2PH, R3P (R =/= H) are called primary, secondary and tertiary phosphines, respectively. A specific phosphine is preferably named as a substituted phosphane.		2.610mononuclear parent hydride;
phosphanes;
phosphine		carcinogenic agent;
fumigant insecticide
iodine
[no description available]		2.110halide anion;
monoatomic iodine		human metabolite
1,3-bis(diphenylphosphino)propane
1,3-bis(diphenylphosphino)propane: structure in first source		1.9710
cobalt
Cobalt: A trace element that is a component of vitamin B12. It has the atomic symbol Co, atomic number 27, and atomic weight 58.93. It is used in nuclear weapons, alloys, and pigments. Deficiency in animals leads to anemia; its excess in humans can lead to erythrocytosis.. cobalt(1+) : A monovalent inorganic cation obtained from cobalt.. cobalt atom : A cobalt group element atom that has atomic number 27.		2.1110cobalt group element atom;
metal allergen		micronutrient
tesmilifene
[no description available]		2.610diarylmethane
bis(1,2-bis(diphenylphosphino)ethane)gold(i)
bis(1,2-bis(diphenylphosphino)ethane)gold(I): RN given for parent cpd; structure given in first source		1.9710
betadex
beta-Cyclodextrins: Cyclic GLUCANS consisting of seven (7) glucopyranose units linked by 1,4-glycosidic bonds.		2.2110cyclodextrin
rhodamine 123
Rhodamine 123: A fluorescent probe with low toxicity which is a potent substrate for ATP BINDING CASSETTE TRANSPORTER, SUBFAMILY B, MEMBER 1 and the bacterial multidrug efflux transporter. It is used to assess mitochondrial bioenergetics in living cells and to measure the efflux activity of ATP BINDING CASSETTE TRANSPORTER, SUBFAMILY B, MEMBER 1 in both normal and malignant cells. (Leukemia 1997;11(7):1124-30). rhodamine 123(1+) : A cationic fluorescent dye derived from 9-phenylxanthene.		1.9710organic cation;
xanthene dye		fluorochrome
ConditionIndicatedRelationship StrengthStudiesTrials
Experimental Neoplasms
[description not available]		01.9710
Cancer of Ovary
[description not available]		02.610
American Trypanosomiasis
[description not available]		02.610
Ovarian Neoplasms
Tumors or cancer of the OVARY. These neoplasms can be benign or malignant. They are classified according to the tissue of origin, such as the surface EPITHELIUM, the stromal endocrine cells, and the totipotent GERM CELLS.		02.610
Chagas Disease
Infection with the protozoan parasite TRYPANOSOMA CRUZI, a form of TRYPANOSOMIASIS endemic in Central and South America. It is named after the Brazilian physician Carlos Chagas, who discovered the parasite. Infection by the parasite (positive serologic result only) is distinguished from the clinical manifestations that develop years later, such as destruction of PARASYMPATHETIC GANGLIA; CHAGAS CARDIOMYOPATHY; and dysfunction of the ESOPHAGUS or COLON.		02.610
Hepatocellular Carcinoma
[description not available]		02.2110
Cancer of Liver
[description not available]		02.2110
Carcinoma, Hepatocellular
A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.		02.2110
Liver Neoplasms
Tumors or cancer of the LIVER.		02.2110
Breast Cancer
[description not available]		02.0810
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.0810
Leukemia P388
An experimental lymphocytic leukemia originally induced in DBA/2 mice by painting with methylcholanthrene.		02.3720