Alternatived Products of [ 523-50-2 ]
Product Details of [ 523-50-2 ]
CAS No. : 523-50-2
MDL No. : MFCD00064930
Formula :
C11 H6 O3
Boiling Point :
-
Linear Structure Formula : -
InChI Key : XDROKJSWHURZGO-UHFFFAOYSA-N
M.W : 186.16
Pubchem ID : 10658
Synonyms :
Angelicin
Calculated chemistry of [ 523-50-2 ]
Physicochemical Properties
Num. heavy atoms :
14
Num. arom. heavy atoms :
13
Fraction Csp3 :
0.0
Num. rotatable bonds :
0
Num. H-bond acceptors :
3.0
Num. H-bond donors :
0.0
Molar Refractivity :
52.26
TPSA :
43.35 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) :
-5.96 cm/s
Lipophilicity
Log Po/w (iLOGP) :
2.03
Log Po/w (XLOGP3) :
2.08
Log Po/w (WLOGP) :
2.54
Log Po/w (MLOGP) :
1.48
Log Po/w (SILICOS-IT) :
2.91
Consensus Log Po/w :
2.21
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
1.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-2.99
Solubility :
0.19 mg/ml ; 0.00102 mol/l
Class :
Soluble
Log S (Ali) :
-2.62
Solubility :
0.447 mg/ml ; 0.0024 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-4.5
Solubility :
0.00587 mg/ml ; 0.0000316 mol/l
Class :
Moderately soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
1.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
3.07
Application In Synthesis of [ 523-50-2 ]
* 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 [ 523-50-2 ]
1
3<i>t</i>-(4-hydroxy-benzofuran-5-yl)-acrylic acid
[ No CAS ]
[ 523-50-2 ]
2
[ 59292-71-6 ]
[ 127-09-3 ]
[ 108-24-7 ]
[ 523-50-2 ]
3
[ 59292-71-6 ]
[ 523-50-2 ]
4
[ 523-50-2 ]
[ 623-11-0 ]
[ 77-78-1 ]
[ 1449-53-2 ]
5
[ 523-50-2 ]
[ 77-78-1 ]
[ 1449-53-2 ]
6
[ 523-50-2 ]
3<i>t</i>-(4-hydroxy-benzofuran-5-yl)-acrylic acid
[ No CAS ]
7
[ 523-50-2 ]
[ 1001206-83-2 ]
8
[ 523-50-2 ]
[ 31231-46-6 ]
9
[ 523-50-2 ]
5A,5b,12b,12c-tetrahydro-difuro[2,3-<i>h</i>;2',3'-<i>h'</i>]cyclobuta[1,2-<i>c</i>;4,3-<i>c'</i>] dichromium ene-5,6-dione
[ No CAS ]
10
[ 523-50-2 ]
5A,5b,12a,12b-tetrahydro-difuro[2,3-<i>h</i>;2',3'-<i>h'</i>]cyclobuta[1,2-<i>c</i>;3,4-<i>c'</i>] dichromium ene-5,12-dione
[ No CAS ]
11
[ 119658-44-5 ]
[ 523-50-2 ]
12
[ 94522-81-3 ]
[ 523-50-2 ]
Reference:
[1]Bioorganic and Medicinal Chemistry,1999,vol. 7,p. 1933 - 1940
[2]Journal of Organic Chemistry,1957,vol. 22,p. 1696
[3]Journal of the Indian Chemical Society,1990,vol. 67,p. 71 - 72
[4]Tetrahedron,1992,vol. 48,p. 4239 - 4246
13
[ 116103-94-7 ]
[ 523-50-2 ]
[ 94522-81-3 ]
14
[ 67-56-1 ]
[ 523-50-2 ]
[ 145039-58-3 ]
15
[ 523-50-2 ]
[ 6544-86-1 ]
[ 51559-40-1 ]
[ 145039-59-4 ]
16
[ 523-50-2 ]
[ 145039-59-4 ]
17
[ 523-50-2 ]
[ 80673-10-5 ]
18
[ 523-50-2 ]
Furo[2,3-h]chromene-2-thione
[ No CAS ]
19
[ 233-28-3 ]
[ 523-50-2 ]
20
[ 59292-71-6 ]
[ 1099-45-2 ]
[ 523-50-2 ]
21
[ 184352-13-4 ]
[ 523-50-2 ]
22
[ 197314-94-6 ]
[ 523-50-2 ]
9-Allyl-2H,8H-benzo[1,2-b;3,4-b']dipyran-2,8-dione
[ No CAS ]
25
[ 119658-44-5 ]
[ 86119-84-8 ]
[ 523-50-2 ]
26
[ 56-23-5 ]
[ 93-35-6 ]
[ 2032-35-1 ]
7-hydroxy-coumarin sodium
[ No CAS ]
[ 31005-02-4 ]
[ 523-50-2 ]
27
[ 7446-70-0 ]
[ 523-50-2 ]
[ 71-43-2 ]
[ 31231-46-6 ]
28
[ 444109-48-2 ]
[ 523-50-2 ]
29
[ 16851-02-8 ]
[ 66-97-7 ]
[ 523-50-2 ]
30
8-(1-propenyl)-7-(vinyloxy)coumarin
[ No CAS ]
[ 523-50-2 ]
31
trans-8,9-dihydro-9-hydroxy-8-(1-hydroxy-1-methylethyl)-2H-furo[2,3-h]-1-benzopyran-2-one
[ No CAS ]
[ 523-50-2 ]
32
[ 26992-52-9 ]
[ 523-50-2 ]
33
[ 55136-72-6 ]
[ 523-50-2 ]
Reference:
[1]Journal of the Chinese Chemical Society,2004,vol. 51,p. 1019 - 1023
[2]Tetrahedron,2002,vol. 58,p. 2831 - 2837
[3]Tetrahedron,1958,vol. 4,p. 256,270
34
[ 849796-54-9 ]
[ 523-50-2 ]
35
[ 93-35-6 ]
crotyl halide
[ No CAS ]
[ 523-50-2 ]
36
[ 31005-03-5 ]
[ 523-50-2 ]
37
[ 65763-00-0 ]
[ 523-50-2 ]
38
[ 93-35-6 ]
[ 523-50-2 ]
39
[ 1221-46-1 ]
[ 523-50-2 ]
40
[ 2067-86-9 ]
[ 523-50-2 ]
41
[ 197314-93-5 ]
[ 523-50-2 ]
42
[ 184352-08-7 ]
[ 523-50-2 ]
43
[ 112183-08-1 ]
[ 523-50-2 ]
44
[ 112183-09-2 ]
[ 523-50-2 ]
45
[ 112183-05-8 ]
[ 523-50-2 ]
46
[ 523-50-2 ]
5,6-furanohydrocoumaric acid methyl ester
[ No CAS ]
47
[ 523-50-2 ]
[ 145039-53-8 ]
48
[ 523-50-2 ]
[ 145039-57-2 ]
Reference:
[1]Heterocycles,1992,vol. 34,p. 1555 - 1564
[2]Heterocycles,1992,vol. 34,p. 1555 - 1564
[3]Heterocycles,1992,vol. 34,p. 1555 - 1564
[4]Heterocycles,1992,vol. 34,p. 1555 - 1564
49
[ 523-50-2 ]
[ 145039-56-1 ]
50
3-Benzenesulfinyl-3,4-dihydro-2H-furo[2,3-h]chromene
[ No CAS ]
[ 523-50-2 ]
51
[ 35722-50-0 ]
[ 523-50-2 ]
52
[ 6748-68-1 ]
[ 523-50-2 ]
53
[ 129110-46-9 ]
[ 523-50-2 ]
54
[ 523-50-2 ]
[ 6544-86-1 ]
55
[ 523-50-2 ]
3-(4-methoxy-benzofuran-5-yl)-propionic acid
[ No CAS ]
56
[ 523-50-2 ]
[ 1449-53-2 ]
57
[ 116103-94-7 ]
[ 523-50-2 ]
58
[ 109185-78-6 ]
[ 523-50-2 ]
59
[ 480-97-7 ]
[ 523-50-2 ]
60
[ 1361944-38-8 ]
[ 523-50-2 ]
61
[ 523-50-2 ]
[ 2067-86-9 ]
C12 H6 O7
[ No CAS ]
62
[ 523-50-2 ]
[ 2067-86-9 ]
C10 H6 O4
[ No CAS ]
63
8-(prop-1-en-1-yl)-7-(prop-1-en-1-yloxy)-2H-chromen-2-one
[ No CAS ]
[ 523-50-2 ]
Yield Reaction Conditions Operation in experiment
95%
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 90℃; for 1.0h;Inert atmosphere;
General procedure: The appropriate precursors 9 or 10 (1.00 mmol) were dissolved in toluene (10 mL) andprecatalyst A (42 mg, 0.05 mmol, 5 mol %) was added. The mixture was heated to 90 C untilS10TLC indicated complete conversion (ca. 1 h), cooled to ambient temperature and evaporatedin vacuo. The residue was purified by column chromatography on silica using hexanes-MTBEmixtures of increasing polarity as eluents to furnish the products 3 or 11, respectively.
64
[ 219489-13-1 ]
[ 2361306-76-3 ]
[ 523-50-2 ]
Yield Reaction Conditions Operation in experiment
47%
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; potassium phosphate; palladium diacetate In N,N-dimethyl-formamide at 80℃; for 16h; Schlenk technique; Sealed tube;
Reference:
[1]Wienhold, Max; Molloy, John J.; Daniliuc, Constantin G.; Gilmour, Ryan
[Angewandte Chemie - International Edition, 2021, vol. 60, # 2, p. 685 - 689][Angew. Chem., 2021, vol. 133, # 2, p. 695 - 699,5]
65
[ 523-50-2 ]
[ 353-83-3 ]
[ 2595088-94-9 ]
Yield Reaction Conditions Operation in experiment
34%
With tris[2-phenylpyridinato-C2 ,N]iridium(III); potassium carbonate In dimethyl sulfoxide at 20℃; for 12h; Schlenk technique; Irradiation; Inert atmosphere;
Reference:
[1]Chen, Xiaoyu; Li, Linlin; Pei, Congcong; Li, Jingya; Zou, Dapeng; Wu, Yangjie; Wu, Yusheng
[Journal of Organic Chemistry, 2021, vol. 86, # 3, p. 2772 - 2783]
66
[ 523-50-2 ]
[ 371-67-5 ]
[ 2687981-26-4 ]
Yield Reaction Conditions Operation in experiment
36%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In 1,4-dioxane; tert-butyl methyl ether at 80℃; for 96h;
Reference:
[1]Cao, Tingting; Lu, Shan; Sun, Yunfang; Wang, Lei; Yang, Zhen; Zhang, Jing; Zhao, Nannan
[European Journal of Organic Chemistry, 2021, vol. 2021, # 21, p. 2950 - 2954]
67
[ 523-50-2 ]
[ 2091753-13-6 ]
[ CAS Unavailable ]
Yield Reaction Conditions Operation in experiment
54%
With (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; sodium acetate In dimethyl sulfoxide at 45℃; for 24h; Inert atmosphere; Irradiation; regioselective reaction;
Reference:
[1]Tao, Maoling; Wang, An-Jun; Guo, Peng; Li, Weipiao; Zhao, Liang; Tong, Jie; Wang, Haoyang; Yu, Yanbo; He, Chun-Yang
[Advanced Synthesis and Catalysis, 2022, vol. 364, # 1, p. 24 - 29]
68
[ 523-50-2 ]
[ 35024-12-5 ]
[ 66645-40-7 ]
Yield Reaction Conditions Operation in experiment
55%
With Bromoeosine; potassium carbonate In dimethyl sulfoxide at 20℃; for 12h; Inert atmosphere; Irradiation; Schlenk technique;
55%
With potassium carbonate; Eosin In dimethyl sulfoxide at 25℃; for 12h; Irradiation;
22 Synthesis of Compound (I-22)
Isopsoralen 0.1mmol, iodine ylide 0.15mmol,Eosin Y 0.002mmol, potassium carbonate 0.1mmol were added to the reaction tube,Soluble in dimethyl sulfoxide solvent, 25,The reaction was carried out under LED illumination for 12 hours, and the target product (I-22) was obtained by column chromatography, and the isolated yield was 55%.
Reference:
[1]Cui, Xiuling; Pi, Chao; Ren, Jie; Wu, Yangjie
[Green Chemistry, 2022, vol. 24, # 7, p. 3017 - 3022]
[2]Current Patent Assignee: ZHENGZHOU UNIVERSITY - CN113956208, 2022, A
Location in patent: Paragraph 0157-0162