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[ CAS No. 20439-47-8 ] {[proInfo.proName]}

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Chemical Structure| 20439-47-8
Chemical Structure| 20439-47-8
Structure of 20439-47-8 * Storage: {[proInfo.prStorage]}

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Product Details of [ 20439-47-8 ]

CAS No. :20439-47-8 MDL No. :MFCD00062985
Formula : C6H14N2 Boiling Point : -
Linear Structure Formula :(NH2CH)2(C4H8) InChI Key :SSJXIUAHEKJCMH-PHDIDXHHSA-N
M.W : 114.19 Pubchem ID :43806
Synonyms :

Calculated chemistry of [ 20439-47-8 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 8
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 0
Num. H-bond acceptors : 2.0
Num. H-bond donors : 2.0
Molar Refractivity : 34.26
TPSA : 52.04 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : No
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -7.22 cm/s

Lipophilicity

Log Po/w (iLOGP) : 1.49
Log Po/w (XLOGP3) : -0.32
Log Po/w (WLOGP) : 0.21
Log Po/w (MLOGP) : 0.21
Log Po/w (SILICOS-IT) : 0.15
Consensus Log Po/w : 0.35

Druglikeness

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

Water Solubility

Log S (ESOL) : -0.35
Solubility : 51.4 mg/ml ; 0.45 mol/l
Class : Very soluble
Log S (Ali) : -0.31
Solubility : 55.7 mg/ml ; 0.488 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -0.31
Solubility : 55.8 mg/ml ; 0.489 mol/l
Class : Soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 1.0
Synthetic accessibility : 1.81

Safety of [ 20439-47-8 ]

Signal Word:Danger Class:8
Precautionary Statements:P210-P261-P264-P271-P280-P301+P330+P331-P303+P361+P353-P304+P340+P310-P305+P351+P338+P310-P312-P363-P370+P378-P403+P233-P403+P235-P405-P501 UN#:2735
Hazard Statements:H227-H303-H314-H335 Packing Group:Ⅲ
GHS Pictogram:

Application In Synthesis of [ 20439-47-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 20439-47-8 ]

[ 20439-47-8 ] Synthesis Path-Downstream   1~10

  • 1
  • [ 33985-71-6 ]
  • [ 20439-47-8 ]
  • (1R,2R)-N,N'-Bis-[1-(2,3,6,7-tetrahydro-1H,5H-pyrido[3,2,1-ij]quinolin-9-yl)-meth-(E)-ylidene]-cyclohexane-1,2-diamine [ No CAS ]
  • 2
  • [ 33985-71-6 ]
  • [ 20439-47-8 ]
  • (R,R)-N,N'-bis<(2,3,6,7-tetrahydro-1H,5H-benzo<ij>quinolizin-9-yl)methylene>-1,2-cyclohexanediamine [ No CAS ]
  • 3
  • [ 37942-07-7 ]
  • [ 20439-47-8 ]
  • [ 151433-25-9 ]
YieldReaction ConditionsOperation in experiment
Heating / reflux; Chiral ligands were prepared by refluxing 1 ,2-cyclohexyldiamines {R,R and S1S) with 2,4 di-.erf-butyl salicylaldehyde
In ethanol; for 12h;Reflux; 1.14 g of (R,R)-1,2-cyclohexanediamine was dissolved in 20 mL of ethanol.4.7 g of 3,5-di-tert-butylsalicylaldehyde in 30 mL of ethanol solution was slowly added dropwise thereto.The resulting mixed solution was refluxed for 12 h.Obtaining a reaction mixture; removing the reaction solvent by filtration,The obtained reaction product ethanol was recrystallized to obtain a Schiff base ligand.The present invention performs elemental analysis on the obtained Schiff base compound,Obtaining the content of each atom therein,The results are as follows: Elem.Anal. (%): Calcd. C 79.07; H 9.95; N5.12.Found: C 78.71; H 9.85; N 4.77. this means,The Schiff base ligand obtained in this embodiment has the structure of formula II,Wherein Y is ((R,R)-1,2-cyclohexanediamine) and R is a tert-butyl group.
General procedure: In a round bottomed flask filled with argon, (1R,2R)-trans-1,2-diaminocyclohexane (R,R-DACH) (1 equiv.) and potassium carbonate (0.9 equiv.) were dissolved in 3mL of distilled water and heated for 30min at 80-85C. The exact amounts are given below. Subsequently, a solution of aldehyde (2 equiv.) in 45mL of ethanol was added dropwise and the reaction mixture was stirred for 3h. The solution turned yellow. After this time, ethanol was evaporated and 10mL of distilled water was added. Water solution was extracted with dichloromethane 3 times with 30mL of the solvent. The combined extracts were washed with brine and dried with anhydrous Na2SO4. After filtration of the drying agent, solution was evaporated to dryness. The resulting salens were subsequently reduced without purification. The resulting salens were dissolved in methanol (300mL or more if it was necessary for complete dissolution). To the salen solution, sodium borohydride (4 equiv.) was added in portions at room temperature. After addition of NaBH4, the reaction mixture was stirred for 3h and then 30mL of water was added and stirred for 15min. The alcohol was evaporated under vacuum and the water residue was extracted with DCM three times for 30mL. Organic phase was dried with Na2SO4 and after removing of the desiccant, the solvent was evaporated.
  • 4
  • [ 20439-47-8 ]
  • [ 100-52-7 ]
  • [ 65838-10-0 ]
YieldReaction ConditionsOperation in experiment
93% Synthesis of (lR,2R)-N,N'-dibenzylcyclohexane-l ,2-diamine; Benzaldehyde (4.65 g, 43.8 mmol) was added to a solution of (R,2R)-,2- diaminocyclohexane (2.50 g, 21.9 mmol) in methanol (13 ml). The reaction mixture was stirred at 700C for 6 h. Then NaBH4 (2.00 g, 52.7 mmol) was added in small portions at 700C during 30 minutes. After stirring for 3.5 hours at room temperature, the solvent was evaporated. The residue was taken up in dichloromethane and extracted with an aqueous solution of HCl (IN), the aqueous phase was separated, then NaOH (10% aqueous solution) was added to this aqueous phase to reach a pH of 10. Extraction with diethylether (3x), drying (Na2SO4) and concentrating gave 6.02 g (93%) of the desired diamine. 1H-NMR: 7.35-7.24 (m, 8 H); 7.24-7.16 (m, 2 H); 3.78 (d, J = 13.3, 2 H); 3.57 (d, J = 13.3, 2 H); 2.29-2.14 (m, 4 H); 2.02 (d, J = 13.3, 2 H); 1.68-1.57 (m, 2 H); 1.18-1.08 (m, 2 H); 1.06-0.92 (m, 2 H). <n="26"/>13C-NMR: 141.58 (s); 127.96 (d); 127.69 (d); 126.31 (d); 126.28 (d); 60.17 (d); 49.92 (t); 30.65 (t); 24.51 (t).
Benzaldehyde (12.72 g, 120 mmol) was added dropwise over a period of 2 minutes to a solution of (R,R)-cyclohexane-1,2-diamine (6.84 g, 60 mmol) in 100 mL of anhydrous MeOH at refluxing temperature. After stirring for 30 min, the solution was allowed to cool to room temperature and NaBH3CN (4.8 g, 126 mmol) was added in portions. After the vigorous effervescence subsided down, the mixture was brought to refluxing and stirred for 20 min. The reaction was quenched by water and extracted with dichloromethane. The organic phase was dried and concentrated to give 16.95 g of crude product (yield 96%) which was used in the next step reaction without further purification.
  • 5
  • [ 20439-47-8 ]
  • [ 7310-97-6 ]
  • [ 459166-16-6 ]
  • 6
  • [ 7044-92-0 ]
  • [ 20439-47-8 ]
  • (2R,3R,12R,13R,22R,23R)-1,4,11,14,21,24-hexaaza-(7,8',17,18',27,28')-hexamethyl-(2,3:12,13:22,23)-tributano-(6,9:16,19:26,29)-trietheno-(2H,3H,12H,13H,22H,23H)-hexahydro-(30)-annulene [ No CAS ]
  • 8
  • [ 37942-07-7 ]
  • [ 20439-47-8 ]
  • [ 360784-94-7 ]
  • [ 135616-40-9 ]
  • C38H38N2O2 [ No CAS ]
  • [ 886055-61-4 ]
  • 9
  • [ 3328-69-6 ]
  • [ 20439-47-8 ]
  • [ 656811-78-8 ]
  • 10
  • [ 7089-68-1 ]
  • [ 20439-47-8 ]
  • RR-N,N'-bis(phenanthrolin-2-yl)-1,2-cyclohexanediamine [ No CAS ]
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; ;