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CAS No.: | 130641-38-2 |
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Name: | Bindarit |
Article Data: | 4 |
Molecular Structure: | |
Formula: | C19H20N2O3 |
Molecular Weight: | 324.379 |
Synonyms: | 2-[(1-Benzyl-1H-indazol-3-yl)methoxy]-2-methylpropanoic acid;2-Methyl-2-((1-(phenylmethyl)-1H-indazol-3-yl)methoxy)propanoic acid;AF 2838; |
Density: | 1.188 g/cm3 |
Boiling Point: | 542.869 °C at 760 mmHg |
Flash Point: | 282.117 °C |
PSA: | 64.35000 |
LogP: | 3.46440 |
ethyl 2-hydroxy-2,2-dimethylethanoate
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
Conditions | Yield |
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Stage #1: ethyl 2-hydroxy-2,2-dimethylethanoate With sodium hexamethyldisilazane In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 5℃; for 1.5h; Inert atmosphere; Stage #2: 1-benzyl-3-chloromethyl-1H-indazole With tetra-(n-butyl)ammonium iodide In tetrahydrofuran; N,N-dimethyl-formamide at 0 - 25℃; for 10h; Inert atmosphere; | 88.7% |
benzyl bromide
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
Conditions | Yield |
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Multi-step reaction with 5 steps 1.1: potassium tert-butylate / toluene / 0.5 h / 20 °C / Inert atmosphere 1.2: 4.5 h / 20 °C 2.1: isopropylmagnesium chloride / tetrahydrofuran / 7 h / -10 °C / Inert atmosphere 2.2: 0 °C 3.1: hydrogenchloride / toluene; water / 2 h / 90 °C 4.1: sodium hydride / N,N-dimethyl-formamide; toluene / 1.5 h / Inert atmosphere 4.2: 10 h / 90 °C 5.1: sodium hydroxide / 3 h / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: potassium tert-butylate / toluene / 0.5 h / 20 °C / Inert atmosphere 1.2: 4.5 h / 20 °C 2.1: isopropylmagnesium chloride / tetrahydrofuran / 7 h / -10 °C / Inert atmosphere 2.2: 2 h / 0 °C 3.1: hydrogenchloride / toluene; water / 2 h / 90 °C 4.1: sodium hydride / toluene; mineral oil / 1.5 h / Inert atmosphere 4.2: 10 h / 90 °C 5.1: sodium hydroxide / 3 h / Reflux View Scheme |
3-bromo-1H-indazole
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
Conditions | Yield |
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Multi-step reaction with 5 steps 1.1: potassium tert-butylate / toluene / 0.5 h / 20 °C / Inert atmosphere 1.2: 4.5 h / 20 °C 2.1: isopropylmagnesium chloride / tetrahydrofuran / 7 h / -10 °C / Inert atmosphere 2.2: 0 °C 3.1: hydrogenchloride / toluene; water / 2 h / 90 °C 4.1: sodium hydride / N,N-dimethyl-formamide; toluene / 1.5 h / Inert atmosphere 4.2: 10 h / 90 °C 5.1: sodium hydroxide / 3 h / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: potassium tert-butylate / toluene / 0.5 h / 20 °C / Inert atmosphere 1.2: 4.5 h / 20 °C 2.1: isopropylmagnesium chloride / tetrahydrofuran / 7 h / -10 °C / Inert atmosphere 2.2: 2 h / 0 °C 3.1: hydrogenchloride / toluene; water / 2 h / 90 °C 4.1: sodium hydride / toluene; mineral oil / 1.5 h / Inert atmosphere 4.2: 10 h / 90 °C 5.1: sodium hydroxide / 3 h / Reflux View Scheme |
(1-Benzyl-1H-indazol-3-yl)-methanol
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: hydrogenchloride / toluene; water / 2 h / 90 °C 2.1: sodium hydride / N,N-dimethyl-formamide; toluene / 1.5 h / Inert atmosphere 2.2: 10 h / 90 °C 3.1: sodium hydroxide / 3 h / Reflux View Scheme | |
Multi-step reaction with 3 steps 1.1: hydrogenchloride / toluene; water / 2 h / 90 °C 2.1: sodium hydride / toluene; mineral oil / 1.5 h / Inert atmosphere 2.2: 10 h / 90 °C 3.1: sodium hydroxide / 3 h / Reflux View Scheme |
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide; toluene / 1.5 h / Inert atmosphere 1.2: 10 h / 90 °C 2.1: sodium hydroxide / 3 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1.1: sodium hydride / toluene; mineral oil / 1.5 h / Inert atmosphere 1.2: 10 h / 90 °C 2.1: sodium hydroxide / 3 h / Reflux View Scheme |
N-benzyl-3-iodo-1H-indazole
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1.1: isopropylmagnesium chloride / 2-methyltetrahydrofuran / 2 h / -10 °C / Inert atmosphere 1.2: 2 h / 0 °C 2.1: hydrogenchloride / toluene; water / 2 h / 90 °C 3.1: sodium hydride / N,N-dimethyl-formamide; toluene / 1.5 h / Inert atmosphere 3.2: 10 h / 90 °C 4.1: sodium hydroxide / 3 h / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 2 h / -10 °C / Inert atmosphere 1.2: 0 °C 2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.25 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / toluene; water / 2 h / 90 °C 4.1: sodium hydride / N,N-dimethyl-formamide; toluene / 1.5 h / Inert atmosphere 4.2: 10 h / 90 °C 5.1: sodium hydroxide / 3 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: isopropylmagnesium chloride / 2-methyltetrahydrofuran / 2 h / -10 °C / Inert atmosphere 1.2: 2 h / 0 °C 2.1: hydrogenchloride / toluene; water / 2 h / 90 °C 3.1: sodium hydride / toluene; mineral oil / 1.5 h / Inert atmosphere 3.2: 10 h / 90 °C 4.1: sodium hydroxide / 3 h / Reflux View Scheme | |
Multi-step reaction with 5 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 2 h / -10 °C / Inert atmosphere 1.2: 0 °C 2.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.25 h / 20 °C / Inert atmosphere 3.1: hydrogenchloride / toluene; water / 2 h / 90 °C 4.1: sodium hydride / toluene; mineral oil / 1.5 h / Inert atmosphere 4.2: 10 h / 90 °C 5.1: sodium hydroxide / 3 h / Reflux View Scheme |
1-benzyl-1H-indazole-3-carbaldehyde
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.25 h / 20 °C / Inert atmosphere 2.1: hydrogenchloride / toluene; water / 2 h / 90 °C 3.1: sodium hydride / N,N-dimethyl-formamide; toluene / 1.5 h / Inert atmosphere 3.2: 10 h / 90 °C 4.1: sodium hydroxide / 3 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: sodium bis(2-methoxyethoxy)aluminium dihydride / toluene / 0.25 h / 20 °C / Inert atmosphere 2.1: hydrogenchloride / toluene; water / 2 h / 90 °C 3.1: sodium hydride / toluene; mineral oil / 1.5 h / Inert atmosphere 3.2: 10 h / 90 °C 4.1: sodium hydroxide / 3 h / Reflux View Scheme |
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
Conditions | Yield |
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Stage #1: C21H24N2O3 With sodium hydroxide for 3h; Reflux; Stage #2: With hydrogenchloride In water | |
Stage #1: C21H24N2O3 With sodium hydroxide for 3h; Reflux; Stage #2: With hydrogenchloride In water |
1-benzyl-3-bromoindazole
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
Conditions | Yield |
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Multi-step reaction with 4 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 7 h / -10 °C / Inert atmosphere 1.2: 0 °C 2.1: hydrogenchloride / toluene; water / 2 h / 90 °C 3.1: sodium hydride / N,N-dimethyl-formamide; toluene / 1.5 h / Inert atmosphere 3.2: 10 h / 90 °C 4.1: sodium hydroxide / 3 h / Reflux View Scheme | |
Multi-step reaction with 4 steps 1.1: isopropylmagnesium chloride / tetrahydrofuran / 7 h / -10 °C / Inert atmosphere 1.2: 2 h / 0 °C 2.1: hydrogenchloride / toluene; water / 2 h / 90 °C 3.1: sodium hydride / toluene; mineral oil / 1.5 h / Inert atmosphere 3.2: 10 h / 90 °C 4.1: sodium hydroxide / 3 h / Reflux View Scheme |
morpholine
2-((1-benzyl-1H-indazol-3-yl)methoxy)-2-methylpropanoic acid
1-benzyl-3-[(1,1-dimethyl-2-morpholin-4-yl-2-oxyethoxy)methyl]-1H-indazole
Conditions | Yield |
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Stage #1: 2-((1-benzylindazol-3-yl)methoxy)-2-methyl propionic acid With sodium methylate In methanol at 20℃; for 0.166667h; Stage #2: morpholine With thionyl chloride In toluene at 20℃; |
The Bindarit, with the CAS registry number 130641-38-2, is also known as 2-Methyl-2-((1-(phenylmethyl)-1H-indazol-3-yl)methoxy)propanoic acid. This chemical's molecular formula is C19H20N2O3 and molecular weight is 324.38. What's more, its systematic name is 2-[(1-Benzyl-1H-indazol-3-yl)methoxy]-2-methylpropanoic acid. Its classification code is Antirheumatic. This chemical is a protein antidenaturant agent; reduces secondary phase of adjuvant arthritis in rats.
Physical properties of Bindarit are: (1)ACD/LogP: 3.252; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.35; (4)ACD/LogD (pH 7.4): -0.23; (5)ACD/BCF (pH 5.5): 2.16; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 17.34; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 5; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 6; (12)Polar Surface Area: 64.35 Å2; (13)Index of Refraction: 1.595; (14)Molar Refractivity: 92.729 cm3; (15)Molar Volume: 273.074 cm3; (16)Polarizability: 36.761×10-24cm3; (17)Surface Tension: 45.1 dyne/cm; (18)Density: 1.188 g/cm3; (19)Flash Point: 282.117 °C; (20)Enthalpy of Vaporization: 86.414 kJ/mol; (21)Boiling Point: 542.869 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.
You can still convert the following datas into molecular structure:
(1)SMILES: OC[C@H]1CCCC[C@@H]1CO
(2)Std. InChI: InChI=1S/C8H16O2/c9-5-7-3-1-2-4-8(7)6-10/h7-10H,1-6H2/t7-,8-/m1/s1
(3)Std. InChIKey: XDODWINGEHBYRT-HTQZYQBOSA-N