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695467

Sigma-Aldrich

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

97%

Sinonimo/i:

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

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500 MG
CHF 51.20
2 G
CHF 181.00

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500 MG
CHF 51.20
2 G
CHF 181.00

About This Item

Formula empirica (notazione di Hill):
C6H12N3P
Numero CAS:
Peso molecolare:
157.15
Numero MDL:
Codice UNSPSC:
12352005
ID PubChem:
NACRES:
NA.22

CHF 51.20


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Livello qualitativo

Saggio

97%

Stato

solid

Impiego in reazioni chimiche

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

Punto di fusione

244-250 °C

Gruppo funzionale

phosphine

Stringa SMILE

C1N2CN3CN1CP(C2)C3

InChI

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

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Descrizione generale

Air stable organocatalyst for Baylis-Hillman transformation[1]

Applicazioni

  • 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).

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°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

Articoli

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

Contenuto correlato

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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