Alternatived Products of [ 2047-89-4 ]
Product Details of [ 2047-89-4 ]
CAS No. : 2047-89-4
MDL No. : MFCD00101340
Formula :
C13 H15 N
Boiling Point :
-
Linear Structure Formula : -
InChI Key : XZUJMYLNFZHNLP-UHFFFAOYSA-N
M.W :
185.26
Pubchem ID : 251955
Synonyms :
Calculated chemistry of [ 2047-89-4 ]
Physicochemical Properties
Num. heavy atoms :
14
Num. arom. heavy atoms :
9
Fraction Csp3 :
0.38
Num. rotatable bonds :
0
Num. H-bond acceptors :
0.0
Num. H-bond donors :
1.0
Molar Refractivity :
60.54
TPSA :
15.79 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
Yes
CYP1A2 inhibitor :
Yes
CYP2C19 inhibitor :
Yes
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
Yes
CYP3A4 inhibitor :
No
Log Kp (skin permeation) :
-4.72 cm/s
Lipophilicity
Log Po/w (iLOGP) :
2.25
Log Po/w (XLOGP3) :
3.82
Log Po/w (WLOGP) :
3.44
Log Po/w (MLOGP) :
3.04
Log Po/w (SILICOS-IT) :
4.2
Consensus Log Po/w :
3.35
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
2.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-3.87
Solubility :
0.0249 mg/ml ; 0.000135 mol/l
Class :
Soluble
Log S (Ali) :
-3.85
Solubility :
0.0264 mg/ml ; 0.000142 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-4.67
Solubility :
0.00394 mg/ml ; 0.0000213 mol/l
Class :
Moderately soluble
Medicinal Chemistry
PAINS :
1.0 alert
Brenk :
0.0 alert
Leadlikeness :
2.0
Synthetic accessibility :
2.12
Application In Synthesis of [ 2047-89-4 ]
* 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 [ 2047-89-4 ]
1
[ 2047-89-4 ]
[ 246-06-0 ]
Reference:
[1]Chemistry - A European Journal,2016,vol. 22,p. 13835 - 13839
[2]Journal of the American Chemical Society,1952,vol. 74,p. 3455
[3]Justus Liebigs Annalen der Chemie,1953,vol. 581,p. 54,58
2
[ 2047-89-4 ]
[ 4514-04-9 ]
3
2-phenyl-cyclohept-2-enone oxime
[ No CAS ]
[ 2047-89-4 ]
4
[ 3349-69-7 ]
[ 2047-89-4 ]
5
[ 3240-94-6 ]
[ 2047-89-4 ]
5-(2-morpholin-4-yl-ethyl)-5,6,7,8,9,10-hexahydro-cyclohepta[<i>b</i>]indole
[ No CAS ]
6
[ 2047-89-4 ]
[ 18997-19-8 ]
[ 108940-05-2 ]
7
[ 2047-89-4 ]
[ 5436-21-5 ]
[ 77118-45-7 ]
8
[ 2047-89-4 ]
[ 15949-84-5 ]
[ 156609-56-2 ]
9
[ 2047-89-4 ]
[ 6627-89-0 ]
[ 108939-94-2 ]
10
[ 2047-89-4 ]
[ 108-24-7 ]
[ 99391-36-3 ]
11
[ 2047-89-4 ]
[ 80149-80-0 ]
[ 108940-02-9 ]
12
[ 2047-89-4 ]
[ 7669-54-7 ]
[ 82237-73-8 ]
13
[ 2047-89-4 ]
[ 18162-48-6 ]
[ 108940-00-7 ]
14
[ 2047-89-4 ]
[ 109-54-6 ]
[ 10316-07-1 ]
[ 137279-26-6 ]
15
[ 2047-89-4 ]
[ 106-96-7 ]
[ 131637-24-6 ]
16
[ 2047-89-4 ]
[ 2904-57-6 ]
[ 130872-90-1 ]
17
[ 2047-89-4 ]
[ 80-40-0 ]
5-Ethyl-5,6,7,8,9,10-hexahydro-cyclohepta[b]indole
[ No CAS ]
18
[ 2047-89-4 ]
[ 77-78-1 ]
[ 52751-32-3 ]
20
[ 2047-89-4 ]
[ 2904-62-3 ]
[ 130872-87-6 ]
21
[ 2047-89-4 ]
[ 14961-03-6 ]
22
[ 2047-89-4 ]
[ 10316-07-1 ]
23
[ 2047-89-4 ]
[ 7257-25-2 ]
24
[ 2047-89-4 ]
[ 78024-81-4 ]
25
[ 104563-26-0 ]
[ 2047-89-4 ]
[ 171-74-4 ]
26
[ 31274-16-5 ]
[ 2047-89-4 ]
27
azido-1, tricyclo(6,5,0,02-7 ) tridecatriene-2,4,6
[ No CAS ]
[ 2047-89-4 ]
28
[ 77118-45-7 ]
[ 2047-89-4 ]
[ 77118-46-8 ]
[ 77118-48-0 ]
[ 77118-47-9 ]
29
[ 108940-02-9 ]
[ 2047-89-4 ]
30
[ 108939-94-2 ]
[ 2047-89-4 ]
31
[ 100-63-0 ]
[ 502-42-1 ]
[ 2047-89-4 ]
Yield Reaction Conditions Operation in experiment
With hydrogenchloride; In water; at 50 - 60℃; for 5h;
General procedure: Substituted phenyl hydrazine (14 mmol) was solved in the mixture of concentrated hydrochloric acid and water (50 mL, 1:20) and then ketone (16.8 mmol) was added dropwise at rt. After that, the mixture was stirred for more than 5 h at 50-60 . When the reaction cooled to rt, some rice shape solids appeared in the system. The mixture was filtered and the solid was washed with enough water until neutral.T he crude product was recrystallized in hexane to afford 1k-1q in 72-95% yield.
Reference:
[1]Heterocyclic Communications,2003,vol. 9,p. 9 - 12
[2]Green Chemistry,2009,vol. 11,p. 1239 - 1246
[3]Tetrahedron,2007,vol. 63,p. 1689 - 1694
[4]Journal of the Chemical Society. Perkin transactions I,1981,p. 3141 - 3146
[5]Tetrahedron,2013,vol. 69,p. 6839 - 6844
[6]Organic Letters,2016,vol. 18,p. 28 - 31
32
[ 917-64-6 ]
[ 171-74-4 ]
[ 2047-89-4 ]
[ 97961-94-9 ]
33
[ 917-54-4 ]
[ 171-74-4 ]
[ 2047-89-4 ]
[ 97961-94-9 ]
34
[ 171-74-4 ]
[ 2047-89-4 ]
35
[ 59-88-1 ]
[ 502-42-1 ]
[ 2047-89-4 ]
Yield Reaction Conditions Operation in experiment
93%
With 1-(3-sulfopropyl)pyridinium p-toluenesulfonate; In water; at 100℃; for 0.166667h;
Sulfonic acid ionic liquid 1b (0.125 mmol), phenylhydrazine hydrochloride (25 mmol),Cycloheptanone (25 mmol) water 15 mL were sequentially added to the reaction vessel,Placed in a reactor, under mechanical stirring, 100 C for 10 minutes,After cooling to room temperature, the mixture was filtered and dried to give 4.30 g, yield 93%.
91%
With 1,3-bis(3-sulfopropyl)-1H-imidazol-3-ium trifluoromethanesulfonate; In water; at 100℃; for 0.25h;Microwave irradiation; Green chemistry;
General procedure: Cyclohexanone (0.91 g, 10.0 mmol) was mixed with [(HSO3- p)2im][CF3SO3] (0.5 mmol) in water (15 mL), and phenylhydrazine hydrochloride (1.44 g, 10.0 mmol) was added. The mixture was then stirred at 100 8C for about 15 min under microwave irradiation. Reaction progress was monitored by GC-MS. After completion, the reaction mixture was cooled to room temperature, and 1,2,3,4-tetrahydrocarbazole was obtained by filtration. The remaining mixture of [(HSO3-p)2im][CF3SO3]/H2O was reused directly.
Reference:
[1]Organic Letters,2012,vol. 14,p. 4568 - 4571
[2]Patent: CN105968039,2016,A .Location in patent: Paragraph 0043-0045
[3]Journal of Fluorine Chemistry,2012,vol. 144,p. 45 - 50,6
[4]Angewandte Chemie - International Edition,2018,vol. 57,p. 15891 - 15895
Angew. Chem.,2018,vol. 130,p. 16118 - 16122,5
[5]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1996,vol. 35,p. 737 - 738
[6]Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry,1997,vol. 36,p. 86 - 87
[7]Angewandte Chemie - International Edition,2011,vol. 50,p. 5682 - 5686
[8]Organic Letters,2019,vol. 21,p. 2795 - 2799
36
[ 2047-89-4 ]
[ 60-29-7 ]
6-ethyl-5,6,7,8,9,10-hexahydro-cyclohepta[<i>b</i>]indole
[ No CAS ]
38
(+-)-<1-anilino-cyclohexyl>-hydroxy-acetic acid ethyl ester
[ No CAS ]
[ 2047-89-4 ]
39
cyclohexanecarbaldehyde phenylhydrazone
[ No CAS ]
[ 2047-89-4 ]
40
[ 443303-79-5 ]
[ 2047-89-4 ]
42
[ 2047-89-4 ]
[ 67-66-3 ]
9,9,16-trichloro-8-azatetracyclo[8.5.1.02,7 .08,10 ]-hexadeca-1(16) ,2,4,6-tetraene
[ No CAS ]
43
[ 2047-89-4 ]
[ 3294-57-3 ]
9,9,16-trichloro-8-azatetracyclo[8.5.1.02,7 .08,10 ]-hexadeca-1(16) ,2,4,6-tetraene
[ No CAS ]
[ 5778-71-2 ]
44
[ 2047-89-4 ]
[ 106018-85-3 ]
5-(2-trimethylsilanylethanesulfonyl)-5,6,7,8,9,10-hexahydrocyclohepta[b]indole
[ No CAS ]
45
[ 2047-89-4 ]
(trans-2-(4-methoxyphenyl)cyclopropyl)(phenyl)methanone
[ No CAS ]
4-(5,6,7,8,9,10-hexahydro-cyclohepta[<i>b</i>]indol-2-yl)-4-(4-methoxy-phenyl)-1-phenyl-butan-1-one
[ No CAS ]
(1SR,3SR,5aRS,10bRS)-3-benzoyl-1-(4-methoxyphenyl)-1,2,3,4,5,6-hexahydro-5a,10b-propanocyclohepta[b]indole
[ No CAS ]
46
[ 104563-26-0 ]
[ 2047-89-4 ]
47
[ 201230-82-2 ]
[ 100-63-0 ]
[ 110-83-8 ]
[ 2047-89-4 ]
[ 4740-63-0 ]
48
[ 2047-89-4 ]
5,5a,6,7,8,9,10,10a-octahydrocyclohepta[b]indole
[ No CAS ]
49
[ 100-63-0 ]
2-oxy-hydrindone-(1)
[ No CAS ]
[ 2047-89-4 ]
50
[ 2043-61-0 ]
hexahydrobenzyl magnesium iodide
[ No CAS ]
[ 2047-89-4 ]
51
[ 2047-89-4 ]
[ 928120-92-7 ]
52
[ 2047-89-4 ]
15,15-dichloro-8-(2-trimethylsilanylethanesulfonyl)-8-azatetracyclo[7.5.1.01,9 .02,7 ]pentadeca-2(3) ,4,6-triene
[ No CAS ]
53
[ 2047-89-4 ]
[ 16244-20-5 ]
54
[ 609-73-4 ]
[ 2047-89-4 ]
55
[ 160878-96-6 ]
[ 2047-89-4 ]
56
[ 2047-89-4 ]
[ 78024-86-9 ]
57
[ 2047-89-4 ]
[ 78024-87-0 ]
58
[ 2047-89-4 ]
[ 99405-28-4 ]
59
[ 2047-89-4 ]
[ 95207-98-0 ]
60
[ 2047-89-4 ]
[ 95208-00-7 ]
61
[ 2047-89-4 ]
[ 95207-99-1 ]
62
[ 2047-89-4 ]
[ 77118-57-1 ]
63
[ 2047-89-4 ]
[ 77118-63-9 ]
64
[ 2047-89-4 ]
[ 77118-46-8 ]
65
[ 2047-89-4 ]
[ 77118-60-6 ]
66
[ 2047-89-4 ]
[ 77118-55-9 ]
67
[ 2047-89-4 ]
[ 77118-50-4 ]
68
[ 2047-89-4 ]
[ 77118-61-7 ]
69
[ 2047-89-4 ]
2,3,4,5,5a,6,8a,9-Octahydrospiro<1H-cyclohepta<d>carbazol-7(8H),2'-<1,3>dioxolan>
[ No CAS ]
70
[ 2047-89-4 ]
[ 77118-48-0 ]
71
[ 2047-89-4 ]
[ 77118-59-3 ]
72
[ 2047-89-4 ]
[ 77118-47-9 ]
73
[ 2047-89-4 ]
[ 77118-70-8 ]
74
[ 2047-89-4 ]
[ 77118-49-1 ]
75
[ 2047-89-4 ]
[ 77118-58-2 ]
76
[ 2047-89-4 ]
[ 77118-52-6 ]
77
[ 2047-89-4 ]
[ 77127-89-0 ]
78
[ 2047-89-4 ]
[ 77118-56-0 ]
79
[ 2047-89-4 ]
N-(2,4-Dinitro-phenyl)-N'-[2,3,4,5,8a,9-hexahydro-1H,8H-cyclohepta[d]carbazol-(7E)-ylidene]-hydrazine
[ No CAS ]
80
[ 2047-89-4 ]
C25 H27 NO8
[ No CAS ]
81
[ 2047-89-4 ]
[ 77118-54-8 ]
82
[ 2047-89-4 ]
[ 77118-54-8 ]
83
[ 108-86-1 ]
[ 2047-89-4 ]
84
[ 502-42-1 ]
[ 2047-89-4 ]
85
[ 2047-89-4 ]
[ 131637-47-3 ]
86
[ 2047-89-4 ]
[ 35466-83-2 ]
[ 1029578-20-8 ]
87
[ 2047-89-4 ]
(+)-(2R,3R)-cis-5,5a,6,7,8,9,10,10a-octahydrocyclohepta[b]indole
[ No CAS ]
88
[ 2047-89-4 ]
[ 824-94-2 ]
[ 1313809-60-7 ]