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[ CAS No. 213697-53-1 ] {[proInfo.proName]}

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Chemical Structure| 213697-53-1
Chemical Structure| 213697-53-1
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Product Citations

Product Citations

Gilbert, Robert ; Davis, Christopher W ; Bingham, Tanner W , et al. DOI:

Abstract: A dearomative 1,4-hydroamination of nonactivated arenes has been developed, using a key arene-arenophile photocycloaddition strategy to disrupt aromaticity. Palladium catalysis with K-Selectride? as a hydride source uniquely enables selective reactivity and provides access to a range of substituted 1,4-cyclohexadienes from aromatic starting materials. We demonstrate a few synthetic applications of this scalable procedure by preparing highly-functionalized small molecules in three to four steps from naphthalene.

Keywords: Dearomatization ; Hydroamination ; Arenophiles ; Palladium ; Catalysis

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Product Details of [ 213697-53-1 ]

CAS No. :213697-53-1 MDL No. :MFCD02183572
Formula : C26H36NP Boiling Point : No data available
Linear Structure Formula :P(C6H11)2(C12H8(N(CH3)2)) InChI Key :ZEMZPXWZVTUONV-UHFFFAOYSA-N
M.W : 393.54 Pubchem ID :2734217
Synonyms :
Chemical Name :2'-(Dicyclohexylphosphino)-N,N-dimethyl-[1,1'-biphenyl]-2-amine

Calculated chemistry of [ 213697-53-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 28
Num. arom. heavy atoms : 12
Fraction Csp3 : 0.54
Num. rotatable bonds : 5
Num. H-bond acceptors : 0.0
Num. H-bond donors : 0.0
Molar Refractivity : 128.21
TPSA : 16.83 ?2

Pharmacokinetics

GI absorption : Low
BBB permeant : No
P-gp substrate : Yes
CYP1A2 inhibitor : Yes
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : Yes
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -3.83 cm/s

Lipophilicity

Log Po/w (iLOGP) : 4.51
Log Po/w (XLOGP3) : 6.86
Log Po/w (WLOGP) : 7.19
Log Po/w (MLOGP) : 5.94
Log Po/w (SILICOS-IT) : 6.88
Consensus Log Po/w : 6.28

Druglikeness

Lipinski : 1.0
Ghose : None
Veber : 0.0
Egan : 1.0
Muegge : 1.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -6.59
Solubility : 0.000101 mg/ml ; 0.000000258 mol/l
Class : Poorly soluble
Log S (Ali) : -7.02
Solubility : 0.0000373 mg/ml ; 0.0000000948 mol/l
Class : Poorly soluble
Log S (SILICOS-IT) : -7.93
Solubility : 0.00000457 mg/ml ; 0.0000000116 mol/l
Class : Poorly soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 1.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 4.32

Safety of [ 213697-53-1 ]

Signal Word:Warning Class:
Precautionary Statements:P261-P305+P351+P338 UN#:
Hazard Statements:H315-H319-H335 Packing Group:
GHS Pictogram:
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