Alternatived Products of [ 4264-35-1 ]
Product Details of [ 4264-35-1 ]
CAS No. : 4264-35-1
MDL No. : MFCD01863329
Formula :
C10 H9 NO
Boiling Point :
-
Linear Structure Formula : -
InChI Key : QXJMCSBBTMVSJS-UHFFFAOYSA-N
M.W :
159.19
Pubchem ID : 589081
Synonyms :
Calculated chemistry of [ 4264-35-1 ]
Physicochemical Properties
Num. heavy atoms :
12
Num. arom. heavy atoms :
9
Fraction Csp3 :
0.1
Num. rotatable bonds :
1
Num. H-bond acceptors :
1.0
Num. H-bond donors :
1.0
Molar Refractivity :
48.49
TPSA :
32.86 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
No
CYP1A2 inhibitor :
Yes
CYP2C19 inhibitor :
No
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
No
CYP3A4 inhibitor :
No
Log Kp (skin permeation) :
-5.52 cm/s
Lipophilicity
Log Po/w (iLOGP) :
1.43
Log Po/w (XLOGP3) :
2.47
Log Po/w (WLOGP) :
2.37
Log Po/w (MLOGP) :
1.18
Log Po/w (SILICOS-IT) :
2.85
Consensus Log Po/w :
2.06
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
1.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-2.87
Solubility :
0.214 mg/ml ; 0.00134 mol/l
Class :
Soluble
Log S (Ali) :
-2.8
Solubility :
0.25 mg/ml ; 0.00157 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-3.61
Solubility :
0.0393 mg/ml ; 0.000247 mol/l
Class :
Soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
1.23
Application In Synthesis of [ 4264-35-1 ]
* 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 [ 4264-35-1 ]
1
[ 1477-50-5 ]
[ 74-88-4 ]
[ 4264-35-1 ]
2
[ 4264-35-1 ]
[ 3970-21-6 ]
[ 143466-38-0 ]
3
[ 4264-35-1 ]
[ 71051-83-7 ]
[ 124558-35-6 ]
4
[ 4264-35-1 ]
[ 119219-77-1 ]
[ 143466-30-2 ]
5
[ 4264-35-1 ]
[ 76513-69-4 ]
[ 143466-37-9 ]
6
[ 15385-07-6 ]
[ 4264-35-1 ]
7
[ 70097-14-2 ]
[ 4264-35-1 ]
8
[ 95306-87-9 ]
[ 4264-35-1 ]
9
[ 78839-04-0 ]
[ 4264-35-1 ]
Reference:
[1]Chemistry of Heterocyclic Compounds,1983,vol. 19,p. 1179 - 1181
Khimiya Geterotsiklicheskikh Soedinenii,1983,p. 1490 - 1492
[2]Chemistry of Heterocyclic Compounds,1983,vol. 19,p. 1179 - 1181
Khimiya Geterotsiklicheskikh Soedinenii,1983,p. 1490 - 1492
10
[ 4264-35-1 ]
[ 100-44-7 ]
[ 95306-87-9 ]
Yield Reaction Conditions Operation in experiment
Pulverized KOH 4eqv in 18 ml DMSO was stirred for five minutes, followed by the addition of 2-acetyl pyrrole /2-acetyl-indole 9mmol, and stirred for 45min, then 2eqv of benzyl chloride was added , stirred for 45min at room temperature, the reaction was quenched with water, extracted with ether, washed with water, dried over anhydrous sodium sulfate, the solvent was evaporated, purified by column chromatography.
11
[ 137777-70-9 ]
[ 4264-35-1 ]
12
[ 4264-35-1 ]
[ 106-95-6 ]
1-(1-allyl-1H-indol-2-yl)ethanone
[ No CAS ]
13
tert-butyl 2-(methoxy(methyl)carbamoyl)-1H-indole-1-carboxylate
[ No CAS ]
[ 917-54-4 ]
[ 4264-35-1 ]
14
[ 4264-35-1 ]
[ 616-38-6 ]
methyl 3-(1H-indol-2-yl)-3-oxopropanoate
[ No CAS ]
Reference:
[1]Chemical Communications,2014,vol. 50,p. 15171 - 15174
[2]Organic Letters,2015,vol. 17,p. 5184 - 5187
[3]Advanced Synthesis and Catalysis,2018,vol. 360,p. 2093 - 2100
[4]Organic Letters,2006,vol. 8,p. 5661 - 5664
[5]Organic Letters,2019,vol. 21,p. 7268 - 7273
[6]Organic Letters,2019,vol. 21,p. 2008 - 2012
15
[ 4264-35-1 ]
1-methyl-9H-pyrrolo[1,2-a]indole-2-carbaldehyde
[ No CAS ]
16
[ 4264-35-1 ]
1-methyl-3H-pyrrolo[1,2-a]indole-2-carbaldehyde
[ No CAS ]
17
[ 4264-35-1 ]
1,3-dimethylpyrazino[1,2-a]indole
[ No CAS ]
18
[ 4264-35-1 ]
3-benzyl-1-methylpyrazino[1,2-a]indole
[ No CAS ]
19
[ 4264-35-1 ]
1-(1-(3-phenylprop-2-yn-1-yl)-1H-indol-2-yl)ethanone
[ No CAS ]
20
[ 4264-35-1 ]
1-methyl-3-[1-phenyl-(Z)-methylidene]-3,4-dihydropyrazino[1,2-a]indole
[ No CAS ]
21
[ 4264-35-1 ]
1-methyl-3-[1-pyrimidin-5-yl-(Z)-methylidene]-3,4-dihydropyrazino[1,2-a]indole
[ No CAS ]
22
[ 4264-35-1 ]
1,3-dimethyl-pyrazino[1,2-a]indole
[ No CAS ]
23
[ 4264-35-1 ]
1-methyl-3-pyrimidin-5-ylmethyl-pyrazino[1,2-a]indole
[ No CAS ]
24
[ 4264-35-1 ]
[ 600727-39-7 ]
25
[ 4264-35-1 ]
3-(4-chloro-benzyl)-1-methyl-pyrazino[1,2-a]indole
[ No CAS ]
26
[ 4264-35-1 ]
[ 600727-37-5 ]
27
[ 4264-35-1 ]
3-[1-(4-chloro-phenyl)-(Z)-methylidene]-1-methyl-3,4-dihydropyrazino[1,2-a]indole
[ No CAS ]
28
[ 4264-35-1 ]
1-methyl-3-(3-trifluoromethyl-benzyl)-pyrazino[1,2-a]indole
[ No CAS ]
29
[ 4264-35-1 ]
1-methyl-3-[1-(3-trifluoromethyl-phenyl)-(Z)-methylidene]-3,4-dihydropyrazino[1,2-a]indole
[ No CAS ]
30
[ 4264-35-1 ]
[ 600727-38-6 ]
31
[ 4264-35-1 ]
1-methyl-9<i>H</i>-imidazo[1,5-<i>a</i>]indole-3-carboxylic acid methyl ester
[ No CAS ]
32
[ 552-89-6 ]
1-<i>trans</i>-cinnamyl-pyridinium chloride
[ No CAS ]
[ 4264-35-1 ]
33
[ 4264-35-1 ]
1,1-dimethyl-2-[(methyl-phenyl-silanyl)-methyl]-2,3-dihydro-1<i>H</i>-3a-aza-cyclopenta[<i>a</i>]indene
[ No CAS ]
34
[ 4264-35-1 ]
(1,1-dimethyl-2,3-dihydro-1H-pyrrolo[1,2-a]indol-2-yl)methanol
[ No CAS ]
35
[ 4264-35-1 ]
[ 284049-44-1 ]
36
[ 4264-35-1 ]
[ 143466-30-2 ]
37
[ 4264-35-1 ]
[ 143466-36-8 ]
38
[ 4264-35-1 ]
[ 143466-35-7 ]
39
[ 4264-35-1 ]
(+/-)-Na -ervitsine
[ No CAS ]
40
[ 4264-35-1 ]
methyl 2-dimethyl-13-methylene-7-oxo-8-<<2-(trimethylsilyl)ethoxy>methyl>-2,5,6,7-tetrahydro-1,5-methano-1H-azonino<4,3-b>indole-4(E)-acrylate
[ No CAS ]
41
[ 4264-35-1 ]
C18 H22 N2 O
[ No CAS ]
42
[ 4264-35-1 ]
(+/-)-16-demethyleneervitsine
[ No CAS ]
43
[ 4264-35-1 ]
3-acetyl-4-([1-(tert-butoxycarbonyl)-2-indolyl]carbonyl}methylene)-1-methyl-1,4-dihydropyridine
[ No CAS ]
44
[ 4264-35-1 ]
methyl (1RS,5RS,13SR)-13-[(dimethylamino)methyl]-2-methyl-7-oxo-8-[2-(trimethylsilyl)ethoxy]methyl}-2,5,6,7-tetrahydro-1,5-methano-1H-azonino[4,3-b]indole-4(E)-acrylate
[ No CAS ]
45
[ 4264-35-1 ]
3-acetyl-4-([1-(tert-butoxycarbonyl)-2-indolyl]carbonyl}methyl)-1-methyl-5-(trichloroacetyl)-1,4-dihydropyridine
[ No CAS ]
46
[ 4264-35-1 ]
C29 H41 N3 O5 Si
[ No CAS ]
47
[ 4264-35-1 ]
4-[1-(tert-butoxycarbonyl)-2-indolyl]carbonylmethyl}-1-methyl-5-[1-(trichloroacetoxy)vinyl]-3-(trichloroacetyl)-1,4-dihydropyridine
[ No CAS ]
48
[ 115692-53-0 ]
[ 4264-35-1 ]
49
[ 5344-90-1 ]
potassium hydroxide
[ No CAS ]
[ 4264-35-1 ]
50
[ 78133-84-3 ]
[ 4264-35-1 ]
51
[ 1137-96-8 ]
[ 4264-35-1 ]
52
[ 17617-34-4 ]
[ 4264-35-1 ]
53
[ 91-56-5 ]
<4-(3-oxo-2,3-dihydro-benzo<<i>b</i>>thiophen-5-yl)-phenylsulfanyl>-acetic acid
[ No CAS ]
[ 4264-35-1 ]
54
[ 119027-91-7 ]
[ 4264-35-1 ]
55
[ 4264-35-1 ]
[ 96286-10-1 ]
56
[ 4264-35-1 ]
[ 96286-09-8 ]
57
[ 4264-35-1 ]
[ 96286-23-6 ]
58
[ 4264-35-1 ]
[ 96286-13-4 ]
59
[ 4264-35-1 ]
[ 111964-64-8 ]
Reference:
[1]Tetrahedron Letters,1992,vol. 33,p. 3895 - 3898
[2]Tetrahedron Letters,1992,vol. 33,p. 3895 - 3898
[3]Tetrahedron Letters,1992,vol. 33,p. 3895 - 3898
[4]Tetrahedron Letters,1992,vol. 33,p. 3895 - 3898
60
[ 4264-35-1 ]
[ 143466-31-3 ]
Reference:
[1]Tetrahedron Letters,1992,vol. 33,p. 3895 - 3898
[2]Tetrahedron Letters,1992,vol. 33,p. 3895 - 3898
[3]Tetrahedron Letters,1992,vol. 33,p. 3895 - 3898
[4]Tetrahedron Letters,1992,vol. 33,p. 3895 - 3898
61
[ 134-20-3 ]
[ 4264-35-1 ]
62
[ 120-72-9 ]
[ 4264-35-1 ]
63
[ 119668-50-7 ]
[ 4264-35-1 ]
64
[ 137777-57-2 ]
[ 4264-35-1 ]
65
[ 137777-56-1 ]
[ 4264-35-1 ]
66
[ 137777-58-3 ]
[ 4264-35-1 ]
67
[ 4264-35-1 ]
[ 3470-72-2 ]
Yield Reaction Conditions Operation in experiment
With hydrogen bromide; In diethyl ether; water; for 0.5h;
Step C: To an ice-cold suspension of the crude product from Step B in Et2O (50 mL) was added 48% HBr (3 mL) dropwise. After 30 minutes, the reaction mixture was diluted with Et2O (25 mL) and washed with water. The aqueous layer was re-extracted with Et2O (25 mL). The organic extracts were combined, washed with brine, dried (MgSO4), filtered and concentrated under reduced pressure to give the crude product (1.88 g, crude), which was used in Step D without further purification
68
[ 58881-45-1 ]
[ 4264-35-1 ]
Yield Reaction Conditions Operation in experiment
Step B: To an ice-cold biphasic mixture of 40% aqueous KOH (7.88 g of KOH in 19.7 g of solution) and Et2O (67 mL) was added 1-methyl-3-nitro-1-nitrosoguanidine (4.35 g, 29.5 mmol) over 15 minutes. After 30 minutes, the bright yellow Et2O solution of diazomethane was decanted into an ice-cooled Erlenmeyer flask containing KOH pellets. After 2 hours, the ice-cold diazomethane solution was decanted into a second, ice-cooled Erlenmeyer flask. The acid chloride (2.04 g, 11.4 mmol) was added to the above solution over 15 minutes. The resultant mixture was stirred at 0 C. for 1 hour, and then stored at -30 C. overnight. Nitrogen was bubbled through the cold reaction mixture for 30 minutes, which was then diluted with EtOAc (60 mL). The reaction mixture was washed with water and brine, dried (MgSO4), filtered and concentrated to give the crude product, which was used as such in Step C.
69
[ 4264-35-1 ]
[ 16498-68-3 ]
Yield Reaction Conditions Operation in experiment
With sodium hydroxide; dimethyl sulfate; In water;
a. 1-Methyl-2-acetyl indole. 2-Acetyl indole (15 g, 0.94 mmole) and sodium hydroxide (32 g) were dissolved in water (300 mL). Dimethyl sulfate (67.5 g) was added and the mixture was heated at 85 for 4 hours. The reaction mixture was then cooled and filtered to collect the product.
70
[ 4264-35-1 ]
[ 411235-57-9 ]
3-acetyl-N-cyclopropylindole
[ No CAS ]
71
[ 4264-35-1 ]
[ 108-24-7 ]
[ 106971-52-2 ]
72
1-(4-methylphenyl)-3-phenylprop-2-ynyl acetate
[ No CAS ]
[ 4264-35-1 ]
[ 1173768-12-1 ]
73
[ 4264-35-1 ]
[ 1173768-04-1 ]
[ 1173768-14-3 ]
74
[ 62985-06-2 ]
[ 4264-35-1 ]
[ 1173768-16-5 ]
75
[ 4264-35-1 ]
[ 116460-49-2 ]
[ 1173768-19-8 ]
76
[ 4264-35-1 ]
[ 115085-25-1 ]
[ 1173768-21-2 ]
77
[ 4264-35-1 ]
[ 1190082-07-5 ]
[ 1273047-26-9 ]
[ 1273048-03-5 ]
78
[ 4264-35-1 ]
[ 1273047-82-7 ]
[ 1273048-06-8 ]
(3R,6R,7R,8R,8aS)-6-(benzyloxycarbonyl)-8-ethyl-7-[2-(2-indolyl)-2-oxoethyl]-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
[ No CAS ]
(3R,6S,7R,8R,8aS)-6-(benzyloxycarbonyl)-8-ethyl-7-[2-(2-indolyl)-2-oxoethyl]-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
[ No CAS ]
79
[ 4264-35-1 ]
[ 1273047-82-7 ]
[ 1273047-41-8 ]
80
[ 4264-35-1 ]
[ 1273047-85-0 ]
[ 1273048-09-1 ]
(3R,6R,7S,8S,8aS)-6-(benzyloxycarbonyl)-8-ethyl-7-[2-(2-indolyl)-2-oxoethyl]-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
[ No CAS ]
[ 1273047-32-7 ]
81
[ 4264-35-1 ]
[ 1273047-91-8 ]
82
[ 4264-35-1 ]
(3R,7R,8S,8aR)-8-ethyl-7-[2-hydroxy-2-(2-indolyl)ethyl]-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
[ No CAS ]
83
[ 4264-35-1 ]
[ 1273047-47-4 ]
84
[ 4264-35-1 ]
[ 1273047-50-9 ]
85
[ 4264-35-1 ]
(3R,7S,8S,8aR)-8-ethyl-7-[2-hydroxy-2-(2-indolyl)ethyl]-5-oxo-3-phenyl-2,3,6,7,8,8a-hexahydro-5H-oxazolo[3,2-a]pyridine
[ No CAS ]