Alternatived Products of [ 2032-33-9 ]
Product Details of [ 2032-33-9 ]
CAS No. : 2032-33-9
MDL No. : MFCD00015197
Formula :
C10 H15 N
Boiling Point :
-
Linear Structure Formula : -
InChI Key : OUMBFMLKPJUWDQ-UHFFFAOYSA-N
M.W :
149.23
Pubchem ID : 74850
Synonyms :
Calculated chemistry of [ 2032-33-9 ]
Physicochemical Properties
Num. heavy atoms :
11
Num. arom. heavy atoms :
6
Fraction Csp3 :
0.4
Num. rotatable bonds :
4
Num. H-bond acceptors :
1.0
Num. H-bond donors :
1.0
Molar Refractivity :
48.63
TPSA :
12.03 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
No
CYP1A2 inhibitor :
Yes
CYP2C19 inhibitor :
No
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
Yes
CYP3A4 inhibitor :
No
Log Kp (skin permeation) :
-5.63 cm/s
Lipophilicity
Log Po/w (iLOGP) :
2.43
Log Po/w (XLOGP3) :
2.23
Log Po/w (WLOGP) :
2.03
Log Po/w (MLOGP) :
2.49
Log Po/w (SILICOS-IT) :
2.52
Consensus Log Po/w :
2.34
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
2.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-2.31
Solubility :
0.731 mg/ml ; 0.0049 mol/l
Class :
Soluble
Log S (Ali) :
-2.12
Solubility :
1.14 mg/ml ; 0.00762 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-4.03
Solubility :
0.0139 mg/ml ; 0.0000931 mol/l
Class :
Moderately soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
1.0
Safety of [ 2032-33-9 ]
Signal Word: Warning
Class: N/A
Precautionary Statements: P280
UN#: N/A
Hazard Statements: H302+H312+H332
Packing Group: N/A
GHS Pictogram:
Application In Synthesis of [ 2032-33-9 ]
* 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 [ 2032-33-9 ]
2
[ 74-96-4 ]
[ 2032-33-9 ]
[ 148807-79-8 ]
3
[ 64-18-6 ]
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[ 2532-72-1 ]
4
[ 79-36-7 ]
[ 2032-33-9 ]
[ 29524-29-6 ]
5
[ 6852-55-7 ]
[ 2032-33-9 ]
Reference:
[1]Organometallics,2012,vol. 31,p. 5239 - 5242,4
[2]Journal of Organic Chemistry,1984,vol. 49,p. 2021 - 2023
[3]Tetrahedron Letters,1980,vol. 21,p. 3385 - 3388
[4]Bulletin of the Chemical Society of Japan,2003,vol. 76,p. 143 - 151
[5]Monatshefte fur Chemie,2008,vol. 139,p. 117 - 123
[6]Applied Organometallic Chemistry,2013,vol. 27,p. 174 - 176
[7]Advanced Synthesis and Catalysis,2013,vol. 355,p. 1315 - 1322
[8]Journal of the American Chemical Society,1955,vol. 77,p. 3798,3800
[9]Justus Liebigs Annalen der Chemie,1888,vol. 245,p. 285
[10]Journal of Medicinal Chemistry,1984,vol. 27,p. 1111 - 1118
[11]Bulletin of the Chemical Society of Japan,1991,vol. 64,p. 3466 - 3467
[12]Macromolecules,2003,vol. 36,p. 8320 - 8329
[13]Journal of the American Chemical Society,2004,vol. 126,p. 14342 - 14343
[14]Phosphorus, Sulfur and Silicon and the Related Elements,2005,vol. 180,p. 2047 - 2050
[15]Journal of the Chemical Society. Perkin Transactions 1 (2001),2000,p. 3765 - 3774
[16]Food Chemistry,2012,vol. 130,p. 945 - 952
[17]Angewandte Chemie - International Edition,2013,vol. 52,p. 2538 - 2542
Angew. Chem.,2013,vol. 125,p. 2598 - 2602,5
[18]Green Chemistry,2019,vol. 21,p. 2252 - 2256
6
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7
[ 107-10-8 ]
[ 100-39-0 ]
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8
[ 2032-33-9 ]
[ 75-03-6 ]
[ 148807-79-8 ]
9
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[ 598-31-2 ]
[ 137565-41-4 ]
10
[ 75-44-5 ]
[ 2032-33-9 ]
[ 55246-49-6 ]
11
2-acetamino-5-cyano-benzylbromide
[ No CAS ]
[ 2032-33-9 ]
[ 55413-64-4 ]
Yield Reaction Conditions Operation in experiment
EXAMPLE 87 2-Acetamino-N-benzyl-5-cyano-N-n-propyl-benzylamine, m.p. 109-111C, was prepared from 2-acetamino-5-cyano-benzyl bromide and N-n-propyl-benzylamine analogous to Example 25.
12
[ 2032-33-9 ]
[ 90972-14-8 ]
[ 94436-84-7 ]
13
[ 100368-56-7 ]
[ 2032-33-9 ]
14
[ 107-10-8 ]
[ 100-44-7 ]
[ 2032-33-9 ]
15
[ 2032-33-9 ]
[ 103-80-0 ]
N-benzyl-2-phenyl-N-propylacetamide
[ No CAS ]
16
[ 110-87-2 ]
[ 220934-05-4 ]
[ 2032-33-9 ]
[ 99398-29-5 ]
[ 99398-24-0 ]
[ 99398-25-1 ]
17
[ 10400-19-8 ]
[ 2032-33-9 ]
[ 142566-01-6 ]
18
[ 50-00-0 ]
[ 2032-33-9 ]
[ 2532-72-1 ]
19
[ 111-34-2 ]
[ 220934-05-4 ]
[ 2032-33-9 ]
[ 99398-26-2 ]
[ 99398-24-0 ]
20
[ 6651-36-1 ]
[ 220934-05-4 ]
[ 2032-33-9 ]
[ 99398-30-8 ]
[ 99398-25-1 ]
21
[ 32426-80-5 ]
[ 220934-05-4 ]
[ 2032-33-9 ]
[ 99398-31-9 ]
22
[ 32426-79-2 ]
[ 220934-05-4 ]
[ 2032-33-9 ]
[ 99398-32-0 ]
23
[ 1835-02-5 ]
[ 2032-33-9 ]
[ 78095-22-4 ]
24
[ 2532-72-1 ]
[ 2032-33-9 ]
25
[ 2032-33-9 ]
[ 140715-56-6 ]
2-[3-(Benzyl-propyl-amino)-propyl]-5-nitro-isoindole-1,3-dione
[ No CAS ]
26
[ 2032-33-9 ]
[ 125207-39-8 ]
2-[4-(Benzyl-propyl-amino)-butyl]-5-nitro-isoindole-1,3-dione
[ No CAS ]
27
[ 2032-33-9 ]
[ 133637-47-5 ]
2-[5-(Benzyl-propyl-amino)-pentyl]-5-nitro-isoindole-1,3-dione
[ No CAS ]
28
[ 2032-33-9 ]
[ 84858-19-5 ]
[ 117096-62-5 ]
29
[ 2032-33-9 ]
[ 10313-60-7 ]
[ 151250-69-0 ]
30
C28 H29 NP(1+) *I(1-)
[ No CAS ]
[ 2032-33-9 ]
31
[ 220934-05-4 ]
[ 2032-33-9 ]
[ 99398-24-0 ]
32
[ 220934-05-4 ]
[ 2032-33-9 ]
[ 99398-25-1 ]
33
[ 107-10-8 ]
[ 100-52-7 ]
[ 2032-33-9 ]
Yield Reaction Conditions Operation in experiment
65%
General procedure: The appropriate benzaldehydes (3.33 mmol) was dissolved in anhydrous methanol (20 ml) and cooled to 0 C under stirring. To this cold mixture of n-propylamine (0.39 ml, 6.66 mmol) was added dropwise and stirring was continued for 30 min at 0 C, then for 3 hr at ambient temp. The reaction mixture was again cooled to 0 C and NaBH4 (0.19 g, 5.0 mmol) was added in three portions at 10 min intervals. Then it was stirred at room temp for another 1 hr and the solvent was distilled to 1/3 of its original volume under vacuum. Cold water (5 ml) and NaHCO3 (0.28 g, 3.33 mmol) were added to the above concentrated solution, stirred for 10 min and extracted with methylene chloride (3 x 20 ml). Combined organic phases was dried over Na2SO4 and evaporated the solvent and dried under vacuum to get the compounds (1a-o).
Add benzaldehyde (1 g, 9.43 mmol) to a 50 mL single-mouth bottle.N-propylamine (1.4 mL, 14.15 mmol),5 mL of methanol and 2 drops of glacial acetic acidAfter stirring at room temperature for half an hour, sodium borohydride (180 mg, 4.74 mmol) was added under ice bath.Stir at room temperature overnight and complete the reaction by TLC.The reaction was quenched with saturated aqueous sodium carbonate and extracted with ethyl acetate.Dry over anhydrous sodium sulfate,Combine the organic solvent and spin dry,Crude product 1.2g,The yield was 84.8%.
Reference:
[1]Applied Organometallic Chemistry,2014,vol. 28,p. 113 - 115
[2]Synlett,2006,p. 431 - 434
[3]Bulletin of the Chemical Society of Japan,2003,vol. 76,p. 143 - 151
[4]Synthetic Communications,2008,vol. 38,p. 1976 - 1983
[5]Chinese Journal of Chemistry,2012,vol. 30,p. 1775 - 1780
[6]Organic Process Research and Development,2014,vol. 18,p. 1771 - 1776
[7]Journal of Organic Chemistry,1981,vol. 46,p. 3571 - 3574
[8]Journal of the American Chemical Society,2016,vol. 138,p. 10356 - 10364
[9]Tetrahedron,2004,vol. 60,p. 7899 - 7906
[10]Indian Journal of Heterocyclic Chemistry,2014,vol. 24,p. 115 - 118
[11]Journal of Organic Chemistry,1981,vol. 46,p. 3571 - 3574
[12]Synthesis,2000,p. 789 - 800
[13]Synthetic Communications,1993,vol. 23,p. 1393 - 1402
[14]Journal of the American Chemical Society,1999,vol. 121,p. 7933 - 7934
[15]Patent: CN109206346,2019,A .Location in patent: Paragraph 0320; 0323; 324; 0325
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[ 2032-33-9 ]
[ 5332-06-9 ]
[ 89690-07-3 ]
35
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[ 528-76-7 ]
[ 32895-39-9 ]
36
[ 2032-33-9 ]
[ 101566-00-1 ]
[ 172328-06-2 ]
37
[ 10546-70-0 ]
[ 2032-33-9 ]
38
[ 2032-33-9 ]
(4-Chloro-6-methyl-[1,3,5]triazin-2-yl)-(2,6-dimethyl-phenyl)-amine
[ No CAS ]
N-Benzyl-N'-(2,6-dimethyl-phenyl)-6-methyl-N-propyl-[1,3,5]triazine-2,4-diamine
[ No CAS ]
39
[ 2032-33-9 ]
[ 184021-48-5 ]
N-Benzyl-6-methyl-N-propyl-N'-(2,4,6-trimethyl-phenyl)-[1,3,5]triazine-2,4-diamine
[ No CAS ]
40
[ 2032-33-9 ]
(4-Chloro-6-methyl-[1,3,5]triazin-2-yl)-(2,6-diethyl-phenyl)-amine
[ No CAS ]
N-Benzyl-N'-(2,6-diethyl-phenyl)-6-methyl-N-propyl-[1,3,5]triazine-2,4-diamine
[ No CAS ]
41
[ 2032-33-9 ]
[ 54871-31-7 ]
N-Benzyl-6-methyl-N-propyl-N'-p-tolyl-[1,3,5]triazine-2,4-diamine
[ No CAS ]
42
[ 107-20-0 ]
[ 2032-33-9 ]
[ 767576-84-1 ]
43
[ 27845-48-3 ]
[ 2032-33-9 ]
44
[ 2032-33-9 ]
[ 182251-52-1 ]
[ 1053611-61-2 ]
45
[ 2032-33-9 ]
[ 200292-45-1 ]
Benzyl-(2-butyl-thieno[3,2-d]pyrimidin-4-yl)-propyl-amine
[ No CAS ]
46
[ 107-08-4 ]
[ 100-46-9 ]
[ 2032-33-9 ]
47
[ 75-15-0 ]
[ 2032-33-9 ]
[ 74-88-4 ]
Benzyl-propyl-dithiocarbamic acid methyl ester
[ No CAS ]
48
[ 71-23-8 ]
[ 100-46-9 ]
[ 20441-12-7 ]
[ 2032-33-9 ]
49
[ 4449-98-3 ]
[ 100-52-7 ]
[ 2032-33-9 ]
51
benzaldehyde propylimine
[ No CAS ]
[ 2032-33-9 ]
52
[ 1074-42-6 ]
(CH3 )2CuLi
[ No CAS ]
[ 2032-33-9 ]
53
[ 2032-33-9 ]
2-bromo-1-<3.4-dibenzyloxy-phenyl>-propanone-(1)
[ No CAS ]
(1<i>RS</i>:2<i>SR</i>)-2-propylamino-1-(3.4-dihydroxy-phenyl)-propanol-(1)
[ No CAS ]
54
[ 79218-15-8 ]
[ 2032-33-9 ]
[ 265669-75-8 ]
55
[ 22014-89-7 ]
[ 2032-33-9 ]
56
[ 2032-33-9 ]
2-<i>tert</i>-butoxycarbonyloxycarbonyl-piperidine-1-carboxylic acid <i>tert</i>-butyl ester
[ No CAS ]
[ 528597-90-2 ]
57
[ 2032-33-9 ]
[ 215115-08-5 ]
benzyl-[8-(2,4-dichloro-phenyl)-2-methyl-quinolin-4-yl]-propyl-amine
[ No CAS ]
58
[ 2032-33-9 ]
[ 204062-61-3 ]
benzyl-[2-methyl-8-(2,4,6-trimethyl-phenyl)-quinolin-4-yl]-propyl-amine
[ No CAS ]
59
[ 2032-33-9 ]
[ 1514-50-7 ]
3-benzyl-1-(4-iodophenyl)-3-propyltriazene
[ No CAS ]
60
[ 2032-33-9 ]
[ 195055-65-3 ]
benzyl-[3-(6-dimethylamino-4-methyl-pyridin-3-yl)-2,5-dimethyl-pyrazolo[1,5-<i>a</i>]pyrimidin-7-yl]-propyl-amine
[ No CAS ]
61
[ 2032-33-9 ]
[ 744210-18-2 ]
benzyl-[3-(3-chloro-5-trifluoromethyl-pyridin-2-yl)-2,5-dimethyl-pyrazolo[1,5-<i>a</i>]pyrimidin-7-yl]-propyl-amine
[ No CAS ]
62
[ 50-00-0 ]
[ 2032-33-9 ]
[ 105-67-9 ]
N-benzyl-N-(3,5-dimethyl-2-hydroxybenzyl)-n-propylamine
[ No CAS ]
63
[ 201230-82-2 ]
[ 2032-33-9 ]
[ 61214-23-1 ]
64
[ 2032-33-9 ]
[ 405878-88-8 ]
{5-[(Benzyl-propyl-amino)-methyl]-4-trifluoromethyl-thiazol-2-yl}-(2,4,6-trichloro-phenyl)-amine
[ No CAS ]
65
[ 2032-33-9 ]
[ 6852-55-7 ]
66
[ 444325-42-2 ]
[ 2032-33-9 ]
2-ethyl-7-(2,4,6-trimethyl-phenyl)-6,7-dihydro-5<i>H</i>-imidazo[1,2-<i>a</i>]imidazole-3-carboxylic acid benzyl-propyl-amide
[ No CAS ]
67
[ 444336-02-1 ]
[ 2032-33-9 ]
benzyl-propyl-[2-trifluoromethyl-8-(2,4,6-trimethyl-phenyl)-8<i>H</i>-1,3a,8-triaza-cyclopenta[<i>a</i>]inden-3-ylmethyl]-amine
[ No CAS ]
68
[ 444326-03-8 ]
[ 2032-33-9 ]
2-trifluoromethyl-8-(2,4,6-trimethyl-phenyl)-8<i>H</i>-1,3a,8-triaza-cyclopenta[<i>a</i>]indene-3-carboxylic acid benzyl-propyl-amide
[ No CAS ]
69
[ 123-38-6 ]
[ 100-46-9 ]
[ 2032-33-9 ]
70
[ 123-38-6 ]
[ 932-90-1 ]
[ 20441-12-7 ]
[ 2032-33-9 ]
[ 103-49-1 ]
71
[ 444326-22-1 ]
[ 2032-33-9 ]
benzyl-[8-(2-chloro-4,6-dimethyl-phenyl)-2-methyl-8<i>H</i>-1,3a,7,8-tetraaza-cyclopenta[<i>a</i>]inden-3-ylmethyl]-propyl-amine
[ No CAS ]
72
[ 2032-33-9 ]
benzyl-propyl-[2-trifluoromethyl-8-(2,4,6-trimethyl-phenyl)-8<i>H</i>-1,3a,8-triaza-cyclopenta[<i>a</i>]inden-3-ylmethyl]-amine
[ No CAS ]
73
[ 620-40-6 ]
[ 2032-33-9 ]
74
[ 103-49-1 ]
[ 2032-33-9 ]
75
[ 2032-33-9 ]
Benzyl-propyl-trifluoromethyl-amine
[ No CAS ]
76
[ 2032-33-9 ]
[ 193158-10-0 ]
77
[ 2032-33-9 ]
N-[2-(Benzyl-propyl-amino)-ethyl]-N-ethyl-4-oxo-4-(6-oxo-5,6-dihydro-benzo[e]pyrido[3,2-b][1,4]diazepin-11-yl)-butyramide
[ No CAS ]
78
[ 2032-33-9 ]
4-(3,4-Dimethoxy-phenyl)-2-propyl-1,4-dihydro-2H-isoquinolin-3-one
[ No CAS ]
79
[ 2032-33-9 ]
[ 151250-71-4 ]
80
[ 1576-37-0 ]
[ 2032-33-9 ]
81
[ 2032-33-9 ]
4-ethoxy-3-nitro-benzoic acid-[2-(benzyl-propyl-amino)-ethyl ester]
[ No CAS ]
82
[ 2032-33-9 ]
[ 95228-22-1 ]
83
[ 2032-33-9 ]
[ 97082-57-0 ]
84
[ 2032-33-9 ]
[ 95744-52-8 ]
85
[ 71-43-2 ]
(+-)-pentane-1,4-diol
[ No CAS ]
[ 2032-33-9 ]
86
[ 373354-56-4 ]
[ 2032-33-9 ]
C23 H22 N2 O3 S
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Following the procedure of Example 74 using 5,5-Dioxo-2-(4-nitrobenzoxy-carbonylamino)dibenzothiophene (Example 24) and the appropriate amine the following compounds were prepared.
87
[ 107-10-8 ]
3-(N-benzyl-N-propylamino)-propionic acid
[ No CAS ]
[ 2032-33-9 ]
Yield Reaction Conditions Operation in experiment
With benzaldehyde;palladium;
EXAMPLE 14 3-(N-Benzyl-N-propylamino)-propane-1-hydroxy-1,1-diphosphonic acid Analogously to Example 3, from 3-(N-benzyl-N-propylamino)-propionic acid there is obtained the desired compound in a yield of 35% of theory; m.p. 112-115 C. (decomp.); Mrel =0.33. The starting material is obtained as follows: The oily Schiff base from propylamine and benzaldehyde (yield 86% of theory) is hydrogenated in the presence of palladium catalyst and gives N-benzyl-N-propylamine in a yield of 81% of theory.
88
[ 2032-33-9 ]
[ 28188-41-2 ]
[ 55413-64-4 ]
Yield Reaction Conditions Operation in experiment
EXAMPLE 59 2-Acetamino-N-benzyl-5-cyano-N-n-propyl-benzylamine, m.p. 109-111 C, was prepared from 2-acetamino:5-cyano-benzylbromide and N-n-propyl-benzylamine analogous to Example 8.