Alternatived Products of [ 65372-54-5 ]
Product Details of [ 65372-54-5 ]
CAS No. : 65372-54-5
MDL No. : MFCD10009218
Formula :
C12 H12 O4
Boiling Point :
-
Linear Structure Formula : -
InChI Key : PTOMGSWLGSRLCK-UHFFFAOYSA-N
M.W :
220.22
Pubchem ID : 11746130
Synonyms :
Calculated chemistry of [ 65372-54-5 ]
Physicochemical Properties
Num. heavy atoms :
16
Num. arom. heavy atoms :
6
Fraction Csp3 :
0.33
Num. rotatable bonds :
1
Num. H-bond acceptors :
4.0
Num. H-bond donors :
1.0
Molar Refractivity :
57.63
TPSA :
63.6 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) :
-6.56 cm/s
Lipophilicity
Log Po/w (iLOGP) :
1.49
Log Po/w (XLOGP3) :
1.52
Log Po/w (WLOGP) :
2.13
Log Po/w (MLOGP) :
1.19
Log Po/w (SILICOS-IT) :
2.28
Consensus Log Po/w :
1.72
Druglikeness
Lipinski :
0.0
Ghose :
None
Veber :
0.0
Egan :
0.0
Muegge :
0.0
Bioavailability Score :
0.85
Water Solubility
Log S (ESOL) :
-2.37
Solubility :
0.93 mg/ml ; 0.00422 mol/l
Class :
Soluble
Log S (Ali) :
-2.46
Solubility :
0.756 mg/ml ; 0.00343 mol/l
Class :
Soluble
Log S (SILICOS-IT) :
-3.0
Solubility :
0.22 mg/ml ; 0.000998 mol/l
Class :
Soluble
Medicinal Chemistry
PAINS :
0.0 alert
Brenk :
0.0 alert
Leadlikeness :
1.0
Synthetic accessibility :
2.27
Application In Synthesis of [ 65372-54-5 ]
* 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 [ 65372-54-5 ]
1
[ 908094-01-9 ]
[ 65372-54-5 ]
[ 78507-90-1 ]
Yield Reaction Conditions Operation in experiment
In diethyl ether for 0.166667h;
2
[ 123-75-1 ]
[ 65372-54-5 ]
[ 52721-69-4 ]
[ 75-36-5 ]
N-[2,2-Dimethyl-6-(pyrrolidine-1-carbonyl)-chroman-4-yl]-N-[2-(2-fluoro-phenyl)-ethyl]-acetamide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
solid phase synthesis; Yield given. Multistep reaction;
3
[ 65372-54-5 ]
[ 120-20-7 ]
[ 141-43-5 ]
[ 624-83-9 ]
4-{1-[2-(3,4-Dimethoxy-phenyl)-ethyl]-3-methyl-ureido}-2,2-dimethyl-chroman-6-carboxylic acid (2-hydroxy-ethyl)-amide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
solid phase synthesis; Yield given. Multistep reaction;
4
[ 65372-54-5 ]
[ 120-20-7 ]
[ 701-99-5 ]
[ 5332-73-0 ]
4-[(3-Methoxy-propyl)-(2-phenoxy-acetyl)-amino]-2,2-dimethyl-chroman-6-carboxylic acid [2-(3,4-dimethoxy-phenyl)-ethyl]-amide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
solid phase synthesis; Yield given. Multistep reaction;
5
[ 65372-54-5 ]
[ 124-40-3 ]
[ 100-46-9 ]
4-Benzylamino-2,2-dimethyl-chroman-6-carboxylic acid dimethylamide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
solid phase synthesis; Yield given. Multistep reaction;
6
[ 65372-54-5 ]
[ 109-73-9 ]
[ 100-46-9 ]
4-Benzylamino-2,2-dimethyl-chroman-6-carboxylic acid butylamide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
solid phase synthesis; Yield given. Multistep reaction;
7
[ 2740-83-2 ]
[ 65372-54-5 ]
[ 556-61-6 ]
[ 109-85-3 ]
2,2-Dimethyl-4-[3-methyl-1-(3-trifluoromethyl-benzyl)-thioureido]-chroman-6-carboxylic acid (2-methoxy-ethyl)-amide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
solid phase synthesis; Yield given. Multistep reaction;
8
[ 16357-40-7 ]
[ 67-64-1 ]
[ 65372-54-5 ]
9
[ 65372-54-5 ]
[ 100-46-9 ]
[ 103-80-0 ]
[ 5332-73-0 ]
4-[(3-Methoxy-propyl)-phenylacetyl-amino]-2,2-dimethyl-chroman-6-carboxylic acid benzylamide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
solid phase synthesis; Yield given. Multistep reaction;
11
[ 63678-14-8 ]
[ 67-64-1 ]
[ 65372-54-5 ]
[ 143260-32-6 ]
Yield Reaction Conditions Operation in experiment
1: 61%
2: 19%
With dipotassium peroxodisulfate; copper(I) sulfate; copper(II) sulfate In acetonitrile at 75 - 80℃; for 1h; Heating;
12
[ 933055-06-2 ]
[ 65372-54-5 ]
Yield Reaction Conditions Operation in experiment
69%
With sodium hydroxide In ethanol at 20℃; for 24h;
13
[ 65372-54-5 ]
[ 933055-07-3 ]
Yield Reaction Conditions Operation in experiment
With thionyl chloride In dichloromethane for 5h; Heating;
14
[ 65372-54-5 ]
[ 870088-09-8 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
15
[ 65372-54-5 ]
benzoic acid <i>N</i>-<i>tert</i>-butyl-<i>N</i>'-(2,2-dimethyl-4-oxo-chroman-6-carbonyl)-hydrazide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
3: 73 percent / triethylamine / CH2 Cl2 / 3 h / 20 °C
16
[ 65372-54-5 ]
4-chloro-benzoic acid <i>N</i>-<i>tert</i>-butyl-<i>N</i>'-(2,2-dimethyl-4-oxo-chroman-6-carbonyl)-hydrazide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
3: 65 percent / triethylamine / CH2 Cl2 / 3 h / 20 °C
17
[ 65372-54-5 ]
2,2-dimethyl-4-oxo-chroman-6-carboxylic acid <i>N</i>'-<i>tert</i>-butyl-<i>N</i>'-(2-chloro-benzoyl)-hydrazide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
3: 77 percent / triethylamine / CH2 Cl2 / 3 h / 20 °C
18
[ 65372-54-5 ]
3-chloro-benzoic acid <i>N</i>-<i>tert</i>-butyl-<i>N</i>'-(2,2-dimethyl-4-oxo-chroman-6-carbonyl)-hydrazide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
3: 68 percent / triethylamine / CH2 Cl2 / 3 h / 20 °C
19
[ 65372-54-5 ]
2,2-dimethyl-4-oxo-chroman-6-carboxylic acid <i>N</i>'-<i>tert</i>-butyl-<i>N</i>'-(2-methyl-benzoyl)-hydrazide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
3: 81 percent / triethylamine / CH2 Cl2 / 3 h / 20 °C
20
[ 65372-54-5 ]
4-bromo-benzoic acid <i>N</i>-<i>tert</i>-butyl-<i>N</i>'-(2,2-dimethyl-4-oxo-chroman-6-carbonyl)-hydrazide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
3: 72 percent / triethylamine / CH2 Cl2 / 3 h / 20 °C
21
[ 65372-54-5 ]
2,2-dimethyl-4-oxo-chroman-6-carboxylic acid <i>N</i>'-<i>tert</i>-butyl-<i>N</i>'-(2-fluoro-benzoyl)-hydrazide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
3: 79 percent / triethylamine / CH2 Cl2 / 3 h / 20 °C
22
[ 65372-54-5 ]
4-fluoro-benzoic acid <i>N</i>-<i>tert</i>-butyl-<i>N</i>'-(2,2-dimethyl-4-oxo-chroman-6-carbonyl)-hydrazide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
3: 74 percent / triethylamine / CH2 Cl2 / 3 h / 20 °C
23
[ 65372-54-5 ]
2,2-dimethyl-4-oxo-chroman-6-carboxylic acid <i>N</i>'-<i>tert</i>-butyl-<i>N</i>'-(3,5-dimethyl-benzoyl)-hydrazide
[ No CAS ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 3 steps
1: thionyl chloride / CH2 Cl2 / 5 h / Heating
2: sodium hydroxide / CH2 Cl2 / 0 - 20 °C
3: 80 percent / triethylamine / CH2 Cl2 / 3 h / 20 °C
24
[ 57009-53-7 ]
[ 65372-54-5 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: 79 percent / pyridine / 2 h / Heating
2: 69 percent / sodium hydroxide / ethanol / 24 h / 20 °C
25
[ 1450-72-2 ]
[ 65372-54-5 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: 77 percent / piperidine; pyridine / 72 h / Heating
2: 19 percent / aq. K2 S2 O8 ; copper sulfate / acetonitrile / 1 h / 75 - 80 °C / Heating
26
[ 99-96-7 ]
[ 65372-54-5 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: 70 percent / AlCl3 , TCE
2: pyrrolidine / toluene / Heating
27
[ 123-75-1 ]
[ 16357-40-7 ]
[ 65372-54-5 ]
Yield Reaction Conditions Operation in experiment
With hydrogenchloride; In water; acetone; acetonitrile;
b 6-Carboxy-2,2-dimethyl-4-chromanone 13.8 g of pyrrolidine and 40 ml of acetone are added to a suspension of 14.7 g (0.0815 mol) of <strong>[16357-40-7]3-acetyl-4-hydroxybenzoic acid</strong> in 200 ml of acetonitrile. The slowly discoloring solution is allowed to stand at room temperature for 2 days, the solvent is distilled off on a rotary evaporator, the residue is treated with water and adjusted to acidic pH<1 using conc. hydrochloric acid and the crystalline substance is filtered off. Colorless crystals, melting point 154-150° C.
28
[ 2345-34-8 ]
[ 65372-54-5 ]
Yield Reaction Conditions Operation in experiment
Multi-step reaction with 2 steps
1: hydrogenchloride / AlCl3 / (2S)-N-methyl-1-phenylpropan-2-amine hydrate; 1,2,4-Trichlorobenzene
2: hydrogenchloride / water; acetone; acetonitrile