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Chemical Structure| 2439-54-5 Chemical Structure| 2439-54-5

Structure of 2439-54-5

Chemical Structure| 2439-54-5

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Product Details of [ 2439-54-5 ]

CAS No. :2439-54-5
Formula : C9H21N
M.W : 143.27
SMILES Code : CCCCCCCCNC
MDL No. :MFCD00048927
Boiling Point : No data available
InChI Key :SEGJNMCIMOLEDM-UHFFFAOYSA-N
Pubchem ID :75538

Safety of [ 2439-54-5 ]

GHS Pictogram:
Signal Word:Danger
Hazard Statements:H227-H314
Precautionary Statements:P280-P305+P351+P338-P310
Class:8
UN#:2735
Packing Group:

Computational Chemistry of [ 2439-54-5 ] Show Less

Physicochemical Properties

Num. heavy atoms 10
Num. arom. heavy atoms 0
Fraction Csp3 1.0
Num. rotatable bonds 7
Num. H-bond acceptors 1.0
Num. H-bond donors 1.0
Molar Refractivity 48.18
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

12.03 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.93
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

3.7
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

2.57
Log Po/w (MLOGP)?

MLOGP: Topological method implemented from
Moriguchi I. et al. 1992 Chem. Pharm. Bull.
Moriguchi I. et al. 1994 Chem. Pharm. Bull.
Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.

2.54
Log Po/w (SILICOS-IT)?

SILICOS-IT: Hybrid fragmental/topological method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

2.41
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

2.83

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-2.6
Solubility 0.362 mg/ml ; 0.00253 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (Ali)?

Ali: Topological method implemented from
Ali J. et al. 2012 J. Chem. Inf. Model.

-3.64
Solubility 0.0326 mg/ml ; 0.000227 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble
Log S (SILICOS-IT)?

SILICOS-IT: Fragmental method calculated by
FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com

-3.52
Solubility 0.0438 mg/ml ; 0.000305 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

Soluble

Pharmacokinetics

GI absorption?

Gatrointestinal absorption: according to the white of the BOILED-Egg

High
BBB permeant?

BBB permeation: according to the yolk of the BOILED-Egg

Yes
P-gp substrate?

P-glycoprotein substrate: SVM model built on 1033 molecules (training set)
and tested on 415 molecules (test set)
10-fold CV: ACC=0.72 / AUC=0.77
External: ACC=0.88 / AUC=0.94

No
CYP1A2 inhibitor?

Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.83 / AUC=0.90
External: ACC=0.84 / AUC=0.91

No
CYP2C19 inhibitor?

Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set)
and tested on 3000 molecules (test set)
10-fold CV: ACC=0.80 / AUC=0.86
External: ACC=0.80 / AUC=0.87

No
CYP2C9 inhibitor?

Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set)
and tested on 2075 molecules (test set)
10-fold CV: ACC=0.78 / AUC=0.85
External: ACC=0.71 / AUC=0.81

No
CYP2D6 inhibitor?

Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set)
and tested on 1068 molecules (test set)
10-fold CV: ACC=0.79 / AUC=0.85
External: ACC=0.81 / AUC=0.87

No
CYP3A4 inhibitor?

Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set)
and tested on 2579 molecules (test set)
10-fold CV: ACC=0.77 / AUC=0.85
External: ACC=0.78 / AUC=0.86

No
Log Kp (skin permeation)?

Skin permeation: QSPR model implemented from
Potts RO and Guy RH. 1992 Pharm. Res.

-4.55 cm/s

Druglikeness

Lipinski?

Lipinski (Pfizer) filter: implemented from
Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev.
MW ≤ 500
MLOGP ≤ 4.15
N or O ≤ 10
NH or OH ≤ 5

0.0
Ghose?

Ghose filter: implemented from
Ghose AK. et al. 1999 J. Comb. Chem.
160 ≤ MW ≤ 480
-0.4 ≤ WLOGP ≤ 5.6
40 ≤ MR ≤ 130
20 ≤ atoms ≤ 70

None
Veber?

Veber (GSK) filter: implemented from
Veber DF. et al. 2002 J. Med. Chem.
Rotatable bonds ≤ 10
TPSA ≤ 140

0.0
Egan?

Egan (Pharmacia) filter: implemented from
Egan WJ. et al. 2000 J. Med. Chem.
WLOGP ≤ 5.88
TPSA ≤ 131.6

0.0
Muegge?

Muegge (Bayer) filter: implemented from
Muegge I. et al. 2001 J. Med. Chem.
200 ≤ MW ≤ 600
-2 ≤ XLOGP ≤ 5
TPSA ≤ 150
Num. rings ≤ 7
Num. carbon > 4
Num. heteroatoms > 1
Num. rotatable bonds ≤ 15
H-bond acc. ≤ 10
H-bond don. ≤ 5

2.0
Bioavailability Score?

Abbott Bioavailability Score: Probability of F > 10% in rat
implemented from
Martin YC. 2005 J. Med. Chem.

0.55

Medicinal Chemistry

PAINS?

Pan Assay Interference Structures: implemented from
Baell JB. & Holloway GA. 2010 J. Med. Chem.

0.0 alert
Brenk?

Structural Alert: implemented from
Brenk R. et al. 2008 ChemMedChem

0.0 alert: heavy_metal
Leadlikeness?

Leadlikeness: implemented from
Teague SJ. 1999 Angew. Chem. Int. Ed.
250 ≤ MW ≤ 350
XLOGP ≤ 3.5
Num. rotatable bonds ≤ 7

No; 1 violation:MW<2.0
Synthetic accessibility?

Synthetic accessibility score: from 1 (very easy) to 10 (very difficult)
based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties,
trained on 12'782'590 molecules and tested on 40 external molecules (r2 = 0.94)

1.22

Application In Synthesis of [ 2439-54-5 ]

* 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 [ 2439-54-5 ]

[ 2439-54-5 ] Synthesis Path-Downstream   1~35

  • 1
  • [ 111-25-1 ]
  • [ 2439-54-5 ]
  • hexyl-methyl-octyl-amine [ No CAS ]
  • 2
  • [ 2439-54-5 ]
  • [ 107-99-3 ]
  • [ 117685-18-4 ]
  • 3
  • [ 111-85-3 ]
  • [ 74-89-5 ]
  • [ 2439-54-5 ]
  • [ 4455-26-9 ]
  • 4
  • [ 111-83-1 ]
  • [ 74-89-5 ]
  • [ 2439-54-5 ]
YieldReaction ConditionsOperation in experiment
With potassium; In ethanol; (a) Preparation of N-methyl-N-octyl amine N-methyl-N-octyl amine is prepared in the following way: STR6 405 g of a 37percent methyl amine solution in ethanol and 150 g of n-octyl bromide were introduced into a 1 liter autoclave. The autoclave is heated to 180° C. for 20 hours and then to 200° C. for 8 hours. The crude residue is evaporated to dryness after cooling. Thus, a grey crystalline residue is obtained, which is treated with 300 ml of a 20percent potassium solution. The aqueous phase is extracted with ether, the ethereal phase is dried on magnesium sulphate, followed by filtration and expulsion of the ether. The sought product is then recoered with a good yield by distillation (approximately 70percent). The boiling point is 75° to 78° C., under 13 mmHg.
  • 7
  • [ 2439-54-5 ]
  • [ 56555-02-3 ]
  • N-Methyl-9-oxo-10-aza-octadecansaeure-methylester [ No CAS ]
  • 8
  • [ 63493-49-2 ]
  • [ 2439-54-5 ]
  • 9
  • [ 292638-84-7 ]
  • [ 50-00-0 ]
  • [ 2439-54-5 ]
  • [ 23580-89-4 ]
  • [ 87462-13-3 ]
  • 10
  • [ 17639-93-9 ]
  • [ 2439-54-5 ]
  • (S)-2-Chloro-N-methyl-N-octyl-propionamide [ No CAS ]
  • (R)-2-Chloro-N-methyl-N-octyl-propionamide [ No CAS ]
  • 11
  • [ 1942-45-6 ]
  • [ 2439-54-5 ]
  • Octyl-((E)-2-propyl-hex-2-enyl)-amine [ No CAS ]
  • 12
  • [ 2439-54-5 ]
  • [ 2835-68-9 ]
  • [ 66521-49-1 ]
  • 13
  • [ 2439-54-5 ]
  • [ 5447-38-1 ]
  • N-octyl-N-methyl-4-acetoxy-3-methoxyphenylacetamide [ No CAS ]
  • 14
  • [ 2439-54-5 ]
  • [ 150059-12-4 ]
  • 3-[4-(1-Ethoxy-ethoxy)-3-methoxy-benzyl]-1-methyl-1-octyl-thiourea [ No CAS ]
  • 15
  • [ 2439-54-5 ]
  • [ 7378-99-6 ]
  • [ 4455-26-9 ]
  • 18
  • [ 2439-54-5 ]
  • [ 150-13-0 ]
  • [ 66974-67-2 ]
  • 19
  • [ 2439-54-5 ]
  • [ 543-20-4 ]
  • [ 97856-80-9 ]
  • 20
  • [ 2439-54-5 ]
  • [ 111-50-2 ]
  • [ 98056-20-3 ]
  • 21
  • [ 109-73-9 ]
  • 3-methyl-2-(N-methyloctylamino)benzothiazolium iodide [ No CAS ]
  • [ 70038-63-0 ]
  • [ 2439-54-5 ]
  • 22
  • [ 2439-54-5 ]
  • [ 79-22-1 ]
  • Methyl-octyl-carbamic acid methyl ester [ No CAS ]
  • 23
  • [ 2439-54-5 ]
  • [ 109-64-8 ]
  • [ 58293-40-6 ]
  • 24
  • [ 111-86-4 ]
  • [ 2258-42-6 ]
  • [ 2439-54-5 ]
  • 25
  • [ 2439-54-5 ]
  • [ 1663-67-8 ]
  • [ 91914-97-5 ]
YieldReaction ConditionsOperation in experiment
With triethylamine; In dichloromethane; (b) Preparation of the diamide The product obtained, i.e. <strong>[2439-54-5]N-methyl-N-octyl amine</strong> is then reacted with malonyl chloride in order to obtain the corresponding diamide in accordance with the following reaction diagram: STR7 1 mole of <strong>[2439-54-5]N-methyl-N-octylamine</strong> and 1 mole of triethyl amine are introduced into a reactor containing 300 ml of methylene chloride. The reactor is cooled to a temperature of 10° C. by means of an ice bath. This is followed by the dropwise addition of a solution of 0.5 mole of malonyl chloride in 150 ml of methylene chloride. Following the addition, the reaction medium is allowed to return to ambient temperature, whilst maintaining stirring for 2 hours. The product obtained is then washed several times with water, then with a 10percent sodium carbonate solution and finally with water. This is followed by drying, expulsion of the solvent and recovery of the product by successive recrystallizations in hexane. In this way diamide with a melting point of 41° C. is obtained. This product was identified by nuclear magnetic resonance of the proton in CDCl3 +TMS, the results being given in the attached Table 1.
  • 26
  • [ 2439-54-5 ]
  • [ 155701-61-4 ]
  • (E)-3-[4-((Z)-1,2-Diphenyl-but-1-enyl)-phenyl]-N-methyl-N-octyl-acrylamide [ No CAS ]
  • 27
  • [ 2439-54-5 ]
  • [ 99814-64-9 ]
  • 4-Methoxy-5-(methyl-octyl-amino)-[1,2]benzoquinone [ No CAS ]
  • 4-(4-Methoxy-phenoxy)-5-(methyl-octyl-amino)-[1,2]benzoquinone [ No CAS ]
  • 28
  • [ 2439-54-5 ]
  • [ 92007-54-0 ]
  • C22H38N2O4S [ No CAS ]
  • 29
  • [ 2439-54-5 ]
  • [ 92049-91-7 ]
  • C25H44N2O4S [ No CAS ]
  • 30
  • [ 2439-54-5 ]
  • [ 142777-65-9 ]
  • C22H39N3O3S [ No CAS ]
  • 31
  • [ 2439-54-5 ]
  • 3-(benzotriazol-2-yl)-1-pentene [ No CAS ]
  • (Z)-N-methyl-N-(2-pentenyl)octylamine [ No CAS ]
  • (E)-N-methyl-N-(2-pentenyl)octylamine [ No CAS ]
  • 32
  • [ 2439-54-5 ]
  • [ 201854-23-1 ]
  • (Z)-N-methyl-N-(2-pentenyl)octylamine [ No CAS ]
  • (E)-N-methyl-N-(2-pentenyl)octylamine [ No CAS ]
  • 33
  • [ 67-56-1 ]
  • [ 111-86-4 ]
  • [ 7378-99-6 ]
  • [ 2439-54-5 ]
YieldReaction ConditionsOperation in experiment
64%Chromat.; 23%Chromat. With platinum on carbon; sodium hydroxide; at 150℃; under 750.075 Torr; for 36h;Inert atmosphere; Autoclave; General procedure: After the reduction under a flow of H2 at 300C for 0.5h, we carried out catalytic tests without exposing the catalyst to air as follows. Methanol (30mmol) was injected to the reduced catalyst inside the glass tube through a septum inlet, thus the catalyst was covered with a layer of methanol to restrict it from air exposure. After removal of the septum under air, amine (1mmol), solid NaOH (1mmol), n-dodecane (0.25mmol) and a magnetic stirrer bar were placed in the tube. The tube was inserted into a stainless-steel autoclave (28cm3) and purged with N2 gas. Finally, the resulting mixture was heated at 150C and stirred under 1barN2. For the model reaction of n-octylamine, the catalyst screening, optimization of reaction conditions, kinetic studies and control reactions, the conversion of n-octylamine and yields of products were determined by GC analyses, using n-dodecane as an internal standard by applying the GC sensitivity of the isolated or commercial products. For the substrate scope study, the products were isolated by column chromatography with silica gel 60 (spherical, 60-100mum, Kanto Chemical Co., Ltd.) using hexane/ethyl acetate or ethyl acetate/methanol as the eluting solvent. The yields of the isolated amine derivatives were determined and identified by 1H and 13C NMR and GC-MS methods.
  • 34
  • [ 2439-54-5 ]
  • [ 694-53-1 ]
  • methyl-octyl-phenylsilanyl-amine [ No CAS ]
  • <i>N</i>,<i>N</i>'-dimethyl-<i>N</i>,<i>N</i>'-dioctyl-Si-phenyl-silanediamine [ No CAS ]
  • 35
  • [ 7647-01-0 ]
  • [ 855895-81-7 ]
  • [ 7732-18-5 ]
  • amalgamated zinc [ No CAS ]
  • [ 2439-54-5 ]
 

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