Alternatived Products of [ 104408-23-3 ]
Product Details of [ 104408-23-3 ]
CAS No. : 104408-23-3
MDL No. : MFCD00778334
Formula :
C5 H5 Cl2 N3
Boiling Point :
-
Linear Structure Formula : -
InChI Key : ZHHZCBPODAZZOL-UHFFFAOYSA-N
M.W :
178.02
Pubchem ID : 600966
Synonyms :
Calculated chemistry of [ 104408-23-3 ]
Physicochemical Properties
Num. heavy atoms :
10
Num. arom. heavy atoms :
6
Fraction Csp3 :
0.0
Num. rotatable bonds :
1
Num. H-bond acceptors :
2.0
Num. H-bond donors :
2.0
Molar Refractivity :
41.46
TPSA :
50.94 Ų
Pharmacokinetics
GI absorption :
High
BBB permeant :
Yes
P-gp substrate :
No
CYP1A2 inhibitor :
No
CYP2C19 inhibitor :
No
CYP2C9 inhibitor :
No
CYP2D6 inhibitor :
No
CYP3A4 inhibitor :
No
Log Kp (skin permeation) :
-6.19 cm/s
Lipophilicity
Log Po/w (iLOGP) :
1.14
Log Po/w (XLOGP3) :
1.68
Log Po/w (WLOGP) :
1.48
Log Po/w (MLOGP) :
1.36
Log Po/w (SILICOS-IT) :
1.22
Consensus Log Po/w :
1.38
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
1.0
Bioavailability Score :
0.55
Water Solubility
Log S (ESOL) :
-2.38
Solubility :
0.742 mg/ml ; 0.00417 mol/l
Class :
Soluble
Log S (Ali) :
-2.36
Solubility :
0.769 mg/ml ; 0.00432 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-2.95
Solubility :
0.201 mg/ml ; 0.00113 mol/l
Class :
Soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
1.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
2.1
Safety of [ 104408-23-3 ]
Application In Synthesis of [ 104408-23-3 ]
* 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 [ 104408-23-3 ]
1
[ 16063-70-0 ]
[ 104408-23-3 ]
Yield Reaction Conditions Operation in experiment
72%
With hydrazine; In 1,4-dioxane; for 20h;Reflux;
(2) Synthesis of 3,5-dichloro-2-hydrazinylpyridine To a 500 mL flask, 2, 3, 5-trichloropyridine (20.00 g, 0.110 mol), 80% hydrazine (34.30 g, 0.550 mol) and dioxane (200 mL) were added sequentially. The reaction mixture was heated to reflux for 20 hours. Then the reaction mixture was cooled down to room temperature overnight and white crystal was precipitated. The white crystal was isolated via filtration and dried to give the product (14.0 g) as a white solid in 72% yield. Melting point: 187-189 C. 1H NMR (300 MHz, DMSO-d6): 8.123 (d, 1H), 7.849 (d, 1H).
24.07 g
With hydrazine; In ethanol; at 100℃;
(1) 2,3,5-trichloro-pyridine (25g), was added hydrazine monohydrate (109.8g) in ethanol (20) and stirred at 100 C, was cooled to room temperature. By collecting the generated solid was filtered to give the 3,5-dichloro-2-yl hydrazine (24.07g).
With hydrazine hydrate; In ethanol; for 10h;Reflux;
General procedure: 2,6-dichloropyrazine (10.49 g, 70.38 mmol) was dissolved in 150 mL of ethanol. After stirring for 5 min, 80% hydrazine hydrate (7.05 g, 0.147 mol) was added. The reaction was heated to 80 C and refluxed for 10 h until the solution became clear. The resulting mixture was cooled to room temperature, and a yellow solid was precipitated. The suspension was filtered, and the filtrate was concentrated under reduced pressure to afford a yellow solid 9.1 g.
Reference:
[1]Chemical Communications,1996,p. 813 - 814
[2]Organic and Biomolecular Chemistry,2004,vol. 2,p. 246 - 256
[3]Chemistry of Heterocyclic Compounds,2000,vol. 36,p. 931 - 943
[4]Chemistry of Heterocyclic Compounds,2003,vol. 39,p. 213 - 222
[5]Patent: US2011/46186,2011,A1 .Location in patent: Page/Page column 8; 9; 10
[6]Patent: KR2015/2661,2015,A .Location in patent: Paragraph 0333; 0334
[7]Chinese Chemical Letters,2019,p. 417 - 420
2
[ 104408-23-3 ]
[ 177211-89-1 ]
3
[ 672-13-9 ]
[ 104408-23-3 ]
2-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-4-methoxy-phenol
[ No CAS ]
4
[ 6285-05-8 ]
[ 104408-23-3 ]
<i>N</i>-[1-(4-chloro-phenyl)-propylidene]-<i>N</i>'-(3,5-dichloro-pyridin-2-yl)-hydrazine
[ No CAS ]
5
[ 4166-53-4 ]
[ 104408-23-3 ]
3-methylglutaric acid (3,5-dichloro-2-pyridyl)hydrazide
[ No CAS ]
6
[ 16063-70-0 ]
[ 104408-23-3 ]
N,N'-bis(3,5-dichloro-2-pyridyl)hydrazine
[ No CAS ]
7
[ 700-58-3 ]
[ 104408-23-3 ]
<i>N</i>-adamantan-2-ylidene-<i>N</i>'-(3,5-dichloro-pyridin-2-yl)-hydrazine
[ No CAS ]
8
[ 765-43-5 ]
[ 104408-23-3 ]
<i>N</i>-(1-cyclopropyl-ethylidene)-<i>N</i>'-(3,5-dichloro-pyridin-2-yl)-hydrazine
[ No CAS ]
9
[ 1144-74-7 ]
[ 104408-23-3 ]
<i>N</i>-(3,5-dichloro-pyridin-2-yl)-<i>N</i>'-[(4-nitro-phenyl)-phenyl-methylene]-hydrazine
[ No CAS ]
10
[ 89-95-2 ]
[ 104408-23-3 ]
[ 334685-40-4 ]
11
[ 875-59-2 ]
[ 104408-23-3 ]
[ 334685-56-2 ]
12
[ 704-13-2 ]
[ 104408-23-3 ]
[ 334685-48-2 ]
13
[ 108-24-7 ]
[ 104408-23-3 ]
acetic acid (3,5-dichloro-2-pyridyl)hydrazide
[ No CAS ]
14
[ 99-03-6 ]
[ 104408-23-3 ]
3-{1-[(3,5-dichloro-pyridin-2-yl)-hydrazono]-ethyl}-phenylamine
[ No CAS ]
15
[ 555-16-8 ]
[ 104408-23-3 ]
[ 334685-44-8 ]
16
[ 123-08-0 ]
[ 104408-23-3 ]
[ 334685-41-5 ]
17
[ 123-11-5 ]
[ 104408-23-3 ]
[ 334685-42-6 ]
18
[ 99-92-3 ]
[ 104408-23-3 ]
4-{1-[(3,5-dichloro-pyridin-2-yl)-hydrazono]-ethyl}-phenylamine
[ No CAS ]
19
[ 619-66-9 ]
[ 104408-23-3 ]
4-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-benzoic acid
[ No CAS ]
20
[ 121-33-5 ]
[ 104408-23-3 ]
4-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-2-methoxy-phenol
[ No CAS ]
21
[ 123-62-6 ]
[ 104408-23-3 ]
propionic acid (3,5-dichloro-2-pyridyl)hydrazide
[ No CAS ]
22
[ 97-51-8 ]
[ 104408-23-3 ]
2-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-4-nitro-phenol
[ No CAS ]
23
[ 98-86-2 ]
[ 104408-23-3 ]
<i>N</i>-(3,5-dichloro-pyridin-2-yl)-<i>N</i>'-(1-phenyl-ethylidene)-hydrazine
[ No CAS ]
24
[ 524-42-5 ]
[ 104408-23-3 ]
2-[(3,5-dichloro-pyridin-2-yl)-hydrazono]-2<i>H</i>-naphthalen-1-one
[ No CAS ]
25
[ 100-10-7 ]
[ 104408-23-3 ]
[ 334685-43-7 ]
26
[ 99-02-5 ]
[ 104408-23-3 ]
<i>N</i>-[1-(3-chloro-phenyl)-ethylidene]-<i>N</i>'-(3,5-dichloro-pyridin-2-yl)-hydrazine
[ No CAS ]
27
[ 104408-23-3 ]
[ 1620-98-0 ]
[ 334685-50-6 ]
28
[ 99-40-1 ]
[ 104408-23-3 ]
2-(3,5-dichloropyrid-2-yl)-4-(3,4-dihydroxyphenyl)-1H-Δ3 -1,2,3-triazoline
[ No CAS ]
2-chloro-3',4'-dihydroxyacetophenone N-(3,5-dichloropyrid-2-yl)hydrazone
[ No CAS ]
ω-[N1 -(3,5-dichloropyrid-2-yl)hydrazino]-3,4-dihydroxyacetophenone N-(3,5-dichloropyrid-2-yl)hydrazone
[ No CAS ]
29
[ 104408-23-3 ]
[ 625093-43-8 ]
2,2,4-trichloro-5-hydroxypentanal 3,5-dichloro-2-pyridylhydrazone
[ No CAS ]
30
[ 927-49-1 ]
[ 104408-23-3 ]
<i>N</i>-(3,5-dichloro-pyridin-2-yl)-<i>N</i>'-(1-pentyl-hexylidene)-hydrazine
[ No CAS ]
31
[ 100-52-7 ]
[ 104408-23-3 ]
[ 354531-27-4 ]
32
[ 52661-56-0 ]
[ 104408-23-3 ]
N-(3,5-Dichloro-pyridin-2-yl)-N'-[(E)-3-(5-nitro-furan-2-yl)-prop-2-en-(Z)-ylidene]-hydrazine
[ No CAS ]
3,5-dichloro-2-[5-(5-nitro-furan-2-yl)-4,5-dihydro-pyrazol-1-yl]-pyridine
[ No CAS ]
33
[ 52661-56-0 ]
[ 104408-23-3 ]
3,5-dichloro-2-[5-(5-nitro-furan-2-yl)-4,5-dihydro-pyrazol-1-yl]-pyridine
[ No CAS ]
34
[ 22214-30-8 ]
[ 104408-23-3 ]
4-{(E)-3-[(3,5-Dichloro-pyridin-2-yl)-hydrazono]-but-1-enyl}-phenol
[ No CAS ]
4-[2-(3,5-dichloro-pyridin-2-yl)-5-methyl-3,4-dihydro-2<i>H</i>-pyrazol-3-yl]-phenol
[ No CAS ]
35
[ 22214-30-8 ]
[ 104408-23-3 ]
4-[2-(3,5-dichloro-pyridin-2-yl)-5-methyl-3,4-dihydro-2<i>H</i>-pyrazol-3-yl]-phenol
[ No CAS ]
36
[ 141-97-9 ]
[ 104408-23-3 ]
2-(3,5-dichloropyridin-2-yl)-5-methyl-2,4-dihydropyrazol-3-one
[ No CAS ]
37
[ 94-41-7 ]
[ 104408-23-3 ]
3,5-dichloro-2-(3,5-diphenyl-4,5-dihydro-pyrazol-1-yl)-pyridine
[ No CAS ]
38
[ 94-41-7 ]
[ 104408-23-3 ]
N-(3,5-Dichloro-pyridin-2-yl)-N'-[(E)-1,3-diphenyl-prop-2-en-(E)-ylidene]-hydrazine
[ No CAS ]
39
[ 120-46-7 ]
[ 104408-23-3 ]
3,5-dichloro-2-(3,5-diphenyl-pyrazol-1-yl)-pyridine
[ No CAS ]
40
[ 104-55-2 ]
[ 104408-23-3 ]
N-(3,5-Dichloro-pyridin-2-yl)-N'-[(E)-3-phenyl-prop-2-en-(Z)-ylidene]-hydrazine
[ No CAS ]
3,5-dichloro-2-(5-phenyl-4,5-dihydro-pyrazol-1-yl)-pyridine
[ No CAS ]
41
[ 104-55-2 ]
[ 104408-23-3 ]
3,5-dichloro-2-(5-phenyl-4,5-dihydro-pyrazol-1-yl)-pyridine
[ No CAS ]
42
[ 6001-23-6 ]
[ 104408-23-3 ]
5-nitrofuran-2-carboxylic acid N1 -(3,5-dichloro-2-pyridyl)amidrazone
[ No CAS ]
43
[ 123-54-6 ]
[ 104408-23-3 ]
3,5-dichloro-2-(3,5-dimethyl-pyrazol-1-yl)-pyridine
[ No CAS ]
44
[ 122-57-6 ]
[ 104408-23-3 ]
N-(3,5-Dichloro-pyridin-2-yl)-N'-[(E)-1-methyl-3-phenyl-prop-2-en-(Z)-ylidene]-hydrazine
[ No CAS ]
3,5-dichloro-2-(3-methyl-5-phenyl-4,5-dihydro-pyrazol-1-yl)-pyridine
[ No CAS ]
45
[ 122-57-6 ]
[ 104408-23-3 ]
3,5-dichloro-2-(3-methyl-5-phenyl-4,5-dihydro-pyrazol-1-yl)-pyridine
[ No CAS ]
46
[ 104408-23-3 ]
(2-benzothiazolyl)thioacetic acid methyl imino ester
[ No CAS ]
[ 651713-99-4 ]
47
[ 104408-23-3 ]
[ 651714-19-1 ]
3,5-dichloro-2-[3-(5-nitro-furan-2-yl)-5-phenyl-[1,2,4]triazol-1-yl]-pyridine
[ No CAS ]
48
[ 104408-23-3 ]
[ 651714-22-6 ]
2-[1-(3,5-dichloro-pyridin-2-yl)-5-methyl-1<i>H</i>-[1,2,4]triazol-3-ylmethylsulfanyl]-benzothiazole
[ No CAS ]
49
[ 104408-23-3 ]
[ 651714-23-7 ]
2-[1-(3,5-dichloro-pyridin-2-yl)-5-phenyl-1<i>H</i>-[1,2,4]triazol-3-ylmethylsulfanyl]-benzothiazole
[ No CAS ]
50
[ 104408-23-3 ]
<i>N</i>-[2-(1<i>H</i>-indol-3-yl)-1-methoxy-ethylidene]-benzamide
[ No CAS ]
3-[1-(3,5-dichloro-pyridin-2-yl)-5-phenyl-1<i>H</i>-[1,2,4]triazol-3-ylmethyl]-1<i>H</i>-indole
[ No CAS ]
51
[ 104408-23-3 ]
<i>N</i>-[2-(benzothiazol-2-ylsulfanyl)-1-methoxy-ethylidene]-2-phenyl-acetamide
[ No CAS ]
2-[5-benzyl-1-(3,5-dichloro-pyridin-2-yl)-1<i>H</i>-[1,2,4]triazol-3-ylmethylsulfanyl]-benzothiazole
[ No CAS ]
52
[ 104408-23-3 ]
[ 651714-26-0 ]
C23 H14 Cl2 N6 S4
[ No CAS ]
53
[ 104408-23-3 ]
[ 651714-25-9 ]
2-[1-(3,5-dichloro-pyridin-2-yl)-5-(3,4,5-trimethoxy-phenyl)-1<i>H</i>-[1,2,4]triazol-3-ylmethylsulfanyl]-benzothiazole
[ No CAS ]
54
[ 104408-23-3 ]
[ 177212-02-1 ]
55
[ 104408-23-3 ]
[ 177212-03-2 ]
56
[ 104408-23-3 ]
C6 H5 ClN2 O
[ No CAS ]
57
[ 104408-23-3 ]
2-[1-(3,5-dichloro-pyridin-2-yl)-5-methyl-1<i>H</i>-[1,2,4]triazol-3-ylmethylsulfanyl]-benzothiazole
[ No CAS ]
58
[ 104408-23-3 ]
3,5-dichloro-2-[3-(5-nitro-furan-2-yl)-5-phenyl-[1,2,4]triazol-1-yl]-pyridine
[ No CAS ]
59
[ 104408-23-3 ]
2-[1-(3,5-dichloro-pyridin-2-yl)-5-thiophen-2-yl-1<i>H</i>-[1,2,4]triazol-3-ylmethylsulfanyl]-benzothiazole
[ No CAS ]
60
[ 104408-23-3 ]
2-[1-(3,5-dichloro-pyridin-2-yl)-5-phenyl-1<i>H</i>-[1,2,4]triazol-3-ylmethylsulfanyl]-benzothiazole
[ No CAS ]
61
[ 104408-23-3 ]
2-[5-benzyl-1-(3,5-dichloro-pyridin-2-yl)-1<i>H</i>-[1,2,4]triazol-3-ylmethylsulfanyl]-benzothiazole
[ No CAS ]
62
[ 104408-23-3 ]
C23 H14 Cl2 N6 S4
[ No CAS ]
63
[ 104408-23-3 ]
2-[1-(3,5-dichloro-pyridin-2-yl)-5-(3,4,5-trimethoxy-phenyl)-1<i>H</i>-[1,2,4]triazol-3-ylmethylsulfanyl]-benzothiazole
[ No CAS ]
64
[ 104408-23-3 ]
3-(3,5-dichloro-pyridin-2-ylamino)-2-phenyl-thiazolidin-4-one
[ No CAS ]
65
[ 104408-23-3 ]
3-(3,5-dichloro-pyridin-2-ylamino)-2-(2-hydroxy-phenyl)-thiazolidin-4-one
[ No CAS ]
66
[ 104408-23-3 ]
3-(3,5-dichloro-pyridin-2-ylamino)-2-(4-methoxy-phenyl)-thiazolidin-4-one
[ No CAS ]
67
[ 104408-23-3 ]
3-(3,5-dichloro-pyridin-2-ylamino)-2-(4-dimethylamino-phenyl)-thiazolidin-4-one
[ No CAS ]
68
[ 104408-23-3 ]
3-(3,5-dichloro-pyridin-2-ylamino)-2-(4-nitro-phenyl)-thiazolidin-4-one
[ No CAS ]
69
[ 104408-23-3 ]
3-(3,5-dichloro-pyridin-2-ylamino)-2,2-dipentyl-thiazolidin-4-one
[ No CAS ]
70
[ 104408-23-3 ]
2-(3,5-di-<i>tert</i>-butyl-4-hydroxy-phenyl)-3-(3,5-dichloro-pyridin-2-ylamino)-thiazolidin-4-one
[ No CAS ]
71
[ 104408-23-3 ]
2-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-4-phenylazo-phenol
[ No CAS ]
72
[ 104408-23-3 ]
4-{5-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-2-hydroxy-phenylazo}-benzenesulfonic acid
[ No CAS ]
73
[ 104408-23-3 ]
4-{3-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-4-hydroxy-phenylazo}-benzenesulfonic acid
[ No CAS ]
74
[ 104408-23-3 ]
4-{5-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-2-dimethylamino-phenylazo}-benzenesulfonic acid
[ No CAS ]
75
[ 104408-23-3 ]
4-{5-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-2-dimethylamino-phenylazo}-benzoic acid
[ No CAS ]
76
[ 104408-23-3 ]
4-(5-{1-[(3,5-dichloro-pyridin-2-yl)-hydrazono]-ethyl}-2-hydroxy-4-methyl-phenylazo)-benzoic acid
[ No CAS ]
77
[ 104408-23-3 ]
7-(4-{5-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-2-hydroxy-phenylazo}-benzoylamino)-4-hydroxy-naphthalene-2-sulfonic acid
[ No CAS ]
78
[ 104408-23-3 ]
7-(4-{3-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-4-hydroxy-phenylazo}-benzoylamino)-4-hydroxy-naphthalene-2-sulfonic acid
[ No CAS ]
79
[ 104408-23-3 ]
7-(4-{3-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-2-hydroxy-5-methoxy-phenylazo}-benzoylamino)-4-hydroxy-naphthalene-2-sulfonic acid
[ No CAS ]
80
[ 104408-23-3 ]
7-(4-{2-[(3,5-dichloro-pyridin-2-yl)-hydrazonomethyl]-4-hydroxy-5-nitro-phenylazo}-benzoylamino)-4-hydroxy-naphthalene-2-sulfonic acid
[ No CAS ]
81
[ 94-05-3 ]
[ 104408-23-3 ]
5-amino-1-(3,5-dichloropyrid-2-yl)-4-ethoxycarbonyl-pyrazole
[ No CAS ]
Yield Reaction Conditions Operation in experiment
In 1-ethoxyethanol;
STR93 (Process (a) 16.9 g (0.1 mole) of ethyl ethoxymethylenecyanoacetate and 17.8 g (0.1 mole) of 3,5-dichloro-pyrid-2-ylhydrazine in 150 ml of ethoxyethanol are stirred at 80 C. for 5 hours and then at 120 C. for a further 2 hours. For working up, the solvent is removed in vacuo. 29.6 g (98% of theory) of 5-amino-1-(3,5-dichloro-pyrid-2-yl)-4-ethoxycarbonyl-pyrazole of melting point 98-101 C. are obtained.
82
[ 52817-12-6 ]
[ 104408-23-3 ]
[ 939437-68-0 ]
Yield Reaction Conditions Operation in experiment
73%
In termed iate-1 (prepared by Step 1.1)Synthesis of pyrazole ring(S-Bromo^-hydroxyphenylJ-fi-fS.S-dichloropyridin^-yO-IH-pyrazol^-yll-methanone. To6-bromo-3-formylchromone (126 mg, 0.5 mmol) in ethanol (1.5ml) in a reaction tube was added (3,5-dichloropyridin-2-yl)hydrazine (89 mg, 0.5 mmol) and the mixture was stirred over <n="9"/>night. 0.7 M KOH (0.75 ml_, 0.53 tnmol) was added to the mixture. The tube was sealed and heated by microwaves to 100 0C for 2 min. To the reaction mixture was added 3% HCI until pH ~1 and left to precipitate. The precipitate was filtered off and washed with a small amount of water and ethanol and concentrated to give the product (150 mg, 73%), which was used directly for the next step. LC-MS (an20p5): Rt 3.4 min, m/z 414 [M + H]+.
84
[ 1174985-79-5 ]
[ 104408-23-3 ]
C18 H16 Cl2 N4 O2
[ No CAS ]
85
[ 104408-23-3 ]
1-(3,5-dichloropyridin-2-yl)-3-methyl-1H-pyrazole-5-carboxylic acid
[ No CAS ]
86
[ 104408-23-3 ]
1-(3,5-dichloropyridin-2-yl)-3-methyl-1H-pyrazole-5-carbonyl chloride
[ No CAS ]
87
[ 104408-23-3 ]
[ 1006620-87-6 ]
88
[ 104408-23-3 ]
1-(3,5-dichloropyridin-2-yl)-3-(trifluoromethyl)-1H-pyrazole-5-carbonyl chloride
[ No CAS ]