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Merck

695467

Sigma-Aldrich

1,3,5-Triaza-7-phosphatricyclo[3.3.1.13,7]decane

97%

Sinónimos:

1,3,5-Triaza-7-phosphaadamantane, NSC 266642, PTA

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About This Item

Fórmula empírica (notación de Hill):
C6H12N3P
Número de CAS:
Peso molecular:
157.15
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

form

solid

reaction suitability

reagent type: ligand
reaction type: Hydroformylations

reagent type: ligand
reaction type: Hydrogenations

reagent type: ligand
reaction type: Morita-Baylis-Hillman Reactions

reagent type: ligand
reaction type: Sonogashira Coupling

reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

244-250 °C

functional group

phosphine

SMILES string

C1N2CN3CN1CP(C2)C3

InChI

1S/C6H12N3P/c1-7-2-9-3-8(1)5-10(4-7)6-9/h1-6H2

InChI key

FXXRPTKTLVHPAR-UHFFFAOYSA-N

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General description

Air stable organocatalyst for Baylis-Hillman transformation

Application

  • The molecular mechanisms of antimetastatic ruthenium compounds explored through DIGE proteomics.: This study examines the antimetastatic properties of ruthenium compounds using DIGE proteomics. The involvement of 1,3,5-Triaza-7-phosphaadamantane in the complexation with ruthenium and its biological effects were analyzed, highlighting its potential in anticancer therapies (Guidi et al., 2013).
  • Synthesis, antimicrobial and antiproliferative activity of novel silver(I) tris(pyrazolyl)methanesulfonate and 1,3,5-triaza-7-phosphadamantane complexes.: This research details the synthesis of novel silver complexes containing 1,3,5-Triaza-7-phosphaadamantane, evaluating their antimicrobial and antiproliferative activities, which demonstrates the compound′s utility in biomedical applications (Pettinari et al., 2011).

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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William D J Tremlett et al.
Journal of inorganic biochemistry, 199, 110768-110768 (2019-07-30)
Organometallic compounds based on bioactive ligand systems have shown promising antiproliferative properties. The use of 8-hydroxyquinoline and its derivatives as bioactive ligands resulted in organometallic complexes with potent anticancer activity, but they lack aqueous solubility for further development. We report
Phillips, A. D.; Gonsalvi, L. et al.
Coordination Chemistry Reviews, 248, 955-955 (2004)
He, Z. et al
Advanced Synthesis & Catalysis, 368, 413-413 (2006)
Sabina W Jaros et al.
Molecules (Basel, Switzerland), 25(9) (2020-05-07)
The present study reports the synthesis, characterization, and crystal structure of a novel bioactive metal-organic framework, [Ag4(µ-PTA)2(µ3-PTA)2(µ4-pma)(H2O)2]n·6nH2O (bioMOF 1), which was assembled from silver(I) oxide, 1,3,5-triaza-7-phosphaadamantane (PTA), and pyromellitic acid (H4pma). This product was isolated as a stable microcrystalline solid
Leila Tabrizi et al.
Dalton transactions (Cambridge, England : 2003), 48(2), 728-740 (2018-12-19)
The new cyclometalated ruthenium(ii) complex, [Ru(CCC-Nap)(Ibu)(PTA)] was designed and synthesized using ibuprofen (Ibu), 1,3,5-triaza-7-phosphaadamantane (PTA) and CCC-pincer containing naproxen moiety (CCC-Nap) as ligands. The compounds were fully characterized by elemental analysis, FT-IR, multinuclear (1H, 13C, and 31P) NMR spectroscopy, and

Artículos

Amines and phosphines in nucleophilic catalysis are discussed, addressing the air sensitivity of phosphines.

Amines and phosphines in nucleophilic catalysis are discussed, addressing the air sensitivity of phosphines.

Amines and phosphines in nucleophilic catalysis are discussed, addressing the air sensitivity of phosphines.

Amines and phosphines in nucleophilic catalysis are discussed, addressing the air sensitivity of phosphines.

Contenido relacionado

The Frost group has a longstanding interest in aqueous phase organometallic chemistry with an emphasis on water-soluble phosphine ligands. One focus of this research group has been centered on the chemistry of the neutral, air stable, and water-soluble heterocyclic phosphine 1,3,5-Triaza-7-phosphaadamantane (PTA). PTA is a small phosphine ligands with a cone angle of ~103°. PTA binds metal centers quite strongly and is electronically more donating than PPh3. Ruthenium complexes of PTA have exhibited impressive anticancer activity. A wide variety of transition metal complexes of PTA have been utilized as catalysts for reactions such as hydrogenation, C-C bond forming reactions, atom transfer radical addition, and nitrile hydration.

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