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Cas Database

201654-28-6

201654-28-6

Identification

  • Product Name:2-ethyl-2-Methyl-1,2, 3,4-tetrahydroquinolin-7-aMine

  • CAS Number: 201654-28-6

  • EINECS:

  • Molecular Weight:190.28472

  • Molecular Formula: C12H18N2

  • HS Code:

  • Mol File:201654-28-6.mol

Synonyms:2-ethyl-2-Methyl-1,2, 3,4-tetrahydroquinolin-7-aMine;2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine

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Relevant articles and documentsAll total 1 Articles be found

Synthesis and biological activity of a novel series of nonsteroidal, peripherally selective androgen receptor antagonists derived from 1,2- dihydropyridono[5,6-g]quinolines

Hamann, Lawrence G.,Higuchi, Robert I.,Zhi, Lin,Edwards, James P.,Wang, Xiao-Ning,Marschke, Keith B.,Kong, James W.,Farmer, Luc J.,Jones, Todd K.

, p. 623 - 639 (2007/10/03)

A new nonsteroidal antiandrogenic pharmacophore has been discovered using cell-based cotransfection assays with human androgen receptor (hAR). This series of AR antagonists is structurally characterized by a linear tricyclic 1,2-dihydropyridono[5,6-g]quinoline core. Analogues inhibit AR- mediated reporter gene expression and bind to AR as potently as or better than any known AR antagonists. Several analogues also showed excellent in vivo activity in classic rodent models of AR antagonism, inhibiting growth of rat ventral prostate and seminal vesicles, without accompanying increases in serum gonadotropin and testosterone levels, as is seen with other AR antagonists. Investigations of structure - activity relationships surrounding this pharmacophore resulted in molecules with complete specificity for AR, antagonist activity on an AR mutant commonly observed in prostate cancer patients, and improved in vivo efficacy. Molecules based on this series of compounds have the potential to provide unique and effective clinical opportunities for treatment of prostate cancer and other androgen-dependent diseases.

Process route upstream and downstream products

Process route

2-Ethyl-2-methyl-7-nitro-1,2,3,4-tetrahydro-quinoline
201654-48-0

2-Ethyl-2-methyl-7-nitro-1,2,3,4-tetrahydro-quinoline

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine
201654-28-6

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine

Conditions
Conditions Yield
With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 6h;
3-acetoxy-3-ethylbutyne
1185-96-2

3-acetoxy-3-ethylbutyne

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine
201654-28-6

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: CuCl, Et3N / tetrahydrofuran / Heating
2: CuCl / tetrahydrofuran / Heating
3: H2 / 10percent Pd/C / ethanol; ethyl acetate / 6 h
4: HNO3, H2SO4 / 0 °C
5: H2 / 10percent Pd/C / ethanol; ethyl acetate / 6 h
With sulfuric acid; hydrogen; nitric acid; triethylamine; copper(l) chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; ethyl acetate;
N-(3-methylpent-1-yn-3-yl)aniline
14465-46-4

N-(3-methylpent-1-yn-3-yl)aniline

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine
201654-28-6

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine

Conditions
Conditions Yield
Multi-step reaction with 4 steps
1: CuCl / tetrahydrofuran / Heating
2: H2 / 10percent Pd/C / ethanol; ethyl acetate / 6 h
3: HNO3, H2SO4 / 0 °C
4: H2 / 10percent Pd/C / ethanol; ethyl acetate / 6 h
With sulfuric acid; hydrogen; nitric acid; copper(l) chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; ethyl acetate;
aniline
62-53-3

aniline

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine
201654-28-6

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine

Conditions
Conditions Yield
Multi-step reaction with 5 steps
1: CuCl, Et3N / tetrahydrofuran / Heating
2: CuCl / tetrahydrofuran / Heating
3: H2 / 10percent Pd/C / ethanol; ethyl acetate / 6 h
4: HNO3, H2SO4 / 0 °C
5: H2 / 10percent Pd/C / ethanol; ethyl acetate / 6 h
With sulfuric acid; hydrogen; nitric acid; triethylamine; copper(l) chloride; palladium on activated charcoal; In tetrahydrofuran; ethanol; ethyl acetate;
2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinoline

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinoline

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine
201654-28-6

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine

Conditions
Conditions Yield
Multi-step reaction with 2 steps
1: HNO3, H2SO4 / 0 °C
2: H2 / 10percent Pd/C / ethanol; ethyl acetate / 6 h
With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol; ethyl acetate;
2-Ethyl-2-methyl-1,2-dihydro-quinoline
201654-47-9

2-Ethyl-2-methyl-1,2-dihydro-quinoline

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine
201654-28-6

2-Ethyl-2-methyl-1,2,3,4-tetrahydro-quinolin-7-ylamine

Conditions
Conditions Yield
Multi-step reaction with 3 steps
1: H2 / 10percent Pd/C / ethanol; ethyl acetate / 6 h
2: HNO3, H2SO4 / 0 °C
3: H2 / 10percent Pd/C / ethanol; ethyl acetate / 6 h
With sulfuric acid; hydrogen; nitric acid; palladium on activated charcoal; In ethanol; ethyl acetate;

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