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[ CAS No. 124-22-1 ] {[proInfo.proName]}

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Chemical Structure| 124-22-1
Chemical Structure| 124-22-1
Structure of 124-22-1 * Storage: {[proInfo.prStorage]}

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Product Details of [ 124-22-1 ]

CAS No. :124-22-1 MDL No. :MFCD00008154
Formula : C12H27N Boiling Point : -
Linear Structure Formula :- InChI Key :JRBPAEWTRLWTQC-UHFFFAOYSA-N
M.W : 185.35 Pubchem ID :13583
Synonyms :

Calculated chemistry of [ 124-22-1 ]      Expand+

Physicochemical Properties

Num. heavy atoms : 13
Num. arom. heavy atoms : 0
Fraction Csp3 : 1.0
Num. rotatable bonds : 10
Num. H-bond acceptors : 1.0
Num. H-bond donors : 1.0
Molar Refractivity : 62.51
TPSA : 26.02 ?2

Pharmacokinetics

GI absorption : High
BBB permeant : Yes
P-gp substrate : No
CYP1A2 inhibitor : No
CYP2C19 inhibitor : No
CYP2C9 inhibitor : No
CYP2D6 inhibitor : No
CYP3A4 inhibitor : No
Log Kp (skin permeation) : -6.69 cm/s

Lipophilicity

Log Po/w (iLOGP) : 3.5
Log Po/w (XLOGP3) : 1.05
Log Po/w (WLOGP) : 3.87
Log Po/w (MLOGP) : 3.41
Log Po/w (SILICOS-IT) : 3.65
Consensus Log Po/w : 3.1

Druglikeness

Lipinski : 0.0
Ghose : None
Veber : 0.0
Egan : 0.0
Muegge : 2.0
Bioavailability Score : 0.55

Water Solubility

Log S (ESOL) : -0.99
Solubility : 18.9 mg/ml ; 0.102 mol/l
Class : Very soluble
Log S (Ali) : -1.19
Solubility : 12.0 mg/ml ; 0.065 mol/l
Class : Very soluble
Log S (SILICOS-IT) : -4.36
Solubility : 0.00807 mg/ml ; 0.0000436 mol/l
Class : Moderately soluble

Medicinal Chemistry

PAINS : 0.0 alert
Brenk : 0.0 alert
Leadlikeness : 2.0
Synthetic accessibility : 1.64

Safety of [ 124-22-1 ]

Signal Word:Danger Class:8
Precautionary Statements:P261-P273-P280-P301+P310-P305+P351+P338-P310 UN#:3259
Hazard Statements:H304-H314-H335-H373-H410 Packing Group:Ⅱ
GHS Pictogram:

Application In Synthesis of [ 124-22-1 ]

* 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 [ 124-22-1 ]

[ 124-22-1 ] Synthesis Path-Downstream   1~15

  • 1
  • [ 124-22-1 ]
  • [ 589-10-6 ]
  • [ 538-71-6 ]
  • 2
  • [ 124-22-1 ]
  • [ 40724-47-8 ]
  • 4-dodecylaminomethyl-benzenesulfonic acid amide [ No CAS ]
  • 3
  • [ 124-22-1 ]
  • [ 57-92-1 ]
  • [ 56222-71-0 ]
  • 4
  • [ 124-22-1 ]
  • [ 475-11-6 ]
  • (2S)-N-dodecyl-1-methylpyrrolidine-2-carboxamide [ No CAS ]
  • 5
  • [ 124-22-1 ]
  • [ 869-07-8 ]
  • [ 32618-85-2 ]
  • [ 221043-26-1 ]
YieldReaction ConditionsOperation in experiment
310 mg (67.0%) With trichlorophosphate; In water; acetonitrile; Reference Example 12 2-Chloro-4-dodecylamino-6-nitroquinazoline To 250 mg (1.21 mmol) of <strong>[32618-85-2]6-nitroquinazoline-2,4(1H,3H)-dione</strong> were added 5.00 ml (53.64 mmol) of phosphorus oxychloride and 0.18 ml (1.21 mmol) of diisopropylformamide, and the resulting mixture was subjected to heating under reflux for 24 hours. After phosphorus oxychloride was removed in vacuo, the mixture was dissolved in 5 ml of acetonitrile, followed by addition of 2.80 ml (12.10 mmol) of dodecylamine under ice cooling and stirring under ice cooling for 30 minutes. To the reaction solution was added water, followed by extraction with ethyl acetate, washing with brine and drying over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to give 310 mg (67.0%) of the title compound. NMR (delta, CDCl3): 0.88 (3H, t, J=7 Hz), 1.27-1.49 (18H, m), 1.74-1.81 (2H, m), 3.70-3.75 (2H, m), 6.21 (1H, br), 7.86 (1H, d, J=9 Hz), 8.51 (1H, dd, J=9 Hz, 2 Hz), 8.69 (1H, d, J=2 Hz)
  • 6
  • [ 124-22-1 ]
  • [ 1173074-49-1 ]
  • [ 29390-67-8 ]
  • [ 1173074-54-8 ]
  • [ 1173074-57-1 ]
  • 8
  • [ 124-22-1 ]
  • [ 546-43-0 ]
  • [ 1245719-13-4 ]
  • 9
  • [ 1122-12-9 ]
  • [ 124-22-1 ]
  • 3,4-dibromo-1-dodecylpyrrole-2,5-dione [ No CAS ]
  • 10
  • [ 124-22-1 ]
  • [ 99-14-9 ]
  • [ 1401230-21-4 ]
YieldReaction ConditionsOperation in experiment
37% With boron trioxide; In xylene; for 6h;Reflux; Addition of 44.5 g (240 mmol) of n-dodecylamine to a 150 ml xylene solution of 13.0 g (120 mmol) of cresol, 7.0 g (40 mmol) of 1 , 2 , 3-propanetricarboxylic acid, and 1.0 g (14.4 mmol) of boric oxide was performed, and heat-refluxing was performed for 6 hours to effect dehydration. After the reaction was completed, concentration was performed under reduced pressure and, then, suspension cleaning wasperformed with 150 mL of acetonitrile through agitation at 50C for 1 hour. Solids were filtrated, so as to obtain 10.0 g (yield 37%) of Compound (4).Analytical result of Compound (4)[1] XH NMR (400 MHz, DMSO-d6, room temperature): delta [ppm] = 0.85 (t, 9H, J = 6.64 Hz), 1.17 (m, 60H) , 2.50 (t, 11H, J = 1.83 Hz), 7.64 (s, 1H) , 8.03 (s, 1H) , 10.8 (s, 1H)[2] Mass analysis (ESI-TOF) : m/z = 676.6414 (M-H) ~
37% With boron trioxide; In 5,5-dimethyl-1,3-cyclohexadiene; for 6h;Reflux; Cresol 13.0g (120mmol),1,2,3-propane tricarboxylic acid 7.0g (40mmol),It was added to the xylene 150mL solution of boron oxide 1.0g (14.4mmol) n- dodecylamine 44.5g (240mmol),6 hours under heating to reflux after completion of the reaction obtained by dehydration,After concentration under reduced pressure,Acetonitrile 150 mL, was suspended and washed by stirring for 1 hour at 50 C.. The solid was filtered,Compound (4) was obtained 10.0 g (37% yield). Analysis results for compound (4)]
37% With boron trioxide; In 5,5-dimethyl-1,3-cyclohexadiene; for 6h;Reflux; 13.0 g of cresol (120 mmol), 7.0 g of 1,2,3-propanetricarboxylic acid (40 mmol), and 1.0 g of diboron trioxide (14.4 mmol) were dissolved in 150 ml xylene, and 44.5 g of n-dodecyl amine (240 mmol) was added to the xylene solution. The xylene solution was heated and refluxed for 6 hours for dehydration. After the reaction, the solution was concentrated, and then stirred at 50 C. for 1 hour for suspension washing in 150 ml of acetonitrile. The resultant solid was filtered to obtain 10.0 g of compound (4) (in 37% yield).
  • 11
  • [ 124-22-1 ]
  • [ 5736-06-1 ]
  • N-dodecyl-2,2-dimethyl-1,3-dioxolane-4-carboxamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
90.3% With dmap; dicyclohexyl-carbodiimide; In chloroform; at 20℃; for 16h; To a solution of 6 (1.5009 g, 0.0103 mmol) in 40 mL of CHCl3 were added 12-dodecylamine (2.2909 g, 12.4 mmol), DMAP (1.3812 g, 11.3 mmol), and DCC (2.3315 g, 11.3 mmol) and the mixture was stirred at room temperature for 16 h. The DCC-urea that formed was filtered and the solvent was evaporated. The residue was re-dissolved in CHCl3 and purified on a silica gel column packed with CHCl3 and eluted with CHCl3/EtOAc (10:1). The fractions containing the product were combined, evaporated, re-dissolved in benzene, and freeze-dried to give 8 (2.9162 g, 90.3%) as colorless oil that solidified in the freezer. IR (CHCl3): 3345, 1680br cm-1; 1H NMR (CDCl3, 200 MHz) delta 0.83 (br t, 3H), 1.21 (br s, 18H), 1.35 (s, 3H), 1.42 (s, 3H), 1.69 (m, 2H), 3.24 (m, 2H), 4.04 (m, 1H), 4.23 (br t, 1H), 4.43 (br t, 1H), 6.58 (m, 1H). 13C NMR (CDCl3, 50 MHz) delta 14.0, 22.5, 24.5, 24.9, 26.0, 26.7, 29.1, 29.2, 29.4, 29.5, 30.6, 31.8, 38.8, 67.6, 74.9, 110.9, 170.9. Rf (CHCl3/EtOAc 5:1) 0.80. [alpha]D20 -12.4 (c 1.03, CHCl3), known compound.
  • 12
  • [ 124-22-1 ]
  • [ 118996-38-6 ]
  • C57H90N4O3 [ No CAS ]
  • 13
  • [ 124-22-1 ]
  • [ 148332-36-9 ]
  • N-dodecyl[2,2':6',2''-terpyridine]4'-carboxamide [ No CAS ]
  • 14
  • [ 124-22-1 ]
  • [ 128-69-8 ]
  • [ 851786-15-7 ]
  • N,N'-bis(2-ethylhexyl)-1,6-dibromoperylene-3,4:9,10-tetracarboxylic acid diimide [ No CAS ]
  • N,N'-bis(2-ethylhexyl)-1,6,7-tribromoperylene-3,4:9,10-tetracarboxylic acid diimide [ No CAS ]
  • 15
  • [ 652-12-0 ]
  • [ 124-22-1 ]
  • N-dodecyl-3,4,5,6-tetrafluorophthalimide [ No CAS ]
YieldReaction ConditionsOperation in experiment
80% With acetic acid; at 120℃; for 4h; General procedure: To a 10 mL round-bottomed flask equipped with a stirring bar and refluxcondenser was charged the appropriate mono-, di-, or tetrafluorophthalicanhydride 1 (0.5-4 mmol, 1 equiv). Glacial AcOH (0.5-4mL) was then added, and to the stirred solution was added the appropriateamine 2 (0.55-4.4 mmol, 1.1 equiv). The solution was heated at120 C and allowed to stir at this temperature for 4-12 h, then theflask was allowed to cool to rt. The reaction mixture was taken in aseparatory funnel, treated with sat. aq Na2CO3 (4-30 mL), and extractedwith EtOAc (2 × 2.5-15 mL). The combined organic phases weredried (anhyd MgSO4) and concentrated. The crude product was purifiedby recrystallization or flash chromatography using silica gel withhexanes/EtOAc as eluents.
Reference： [1]Synthesis,2021
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