7471-09-2

Usage

Uses

Used in Pharmaceutical Synthesis:
(1,1-DIMETHYL-PROP-2-YNYL)-PHENYL-AMINE is used as an intermediate in the synthesis of Endophenazine A, a novel phenazine antibiotic. This antibiotic exhibits antimicrobial activities against various pathogens, including Gram-positive bacteria and some filamentous fungi. It is derived from the arthropod-associated endosymbiont Streptomyces anulatus, highlighting the potential of natural sources in discovering new therapeutic agents.
Used in Agricultural Applications:
In the agricultural industry, (1,1-DIMETHYL-PROP-2-YNYL)-PHENYL-AMINE is used as an intermediate in the synthesis of compounds with herbicidal activity. Specifically, it contributes to the development of substances that target and control the growth of Lemna minor, commonly known as duckweed. This application demonstrates the compound's utility in addressing challenges in agriculture and environmental management.

InChI:InChI=1/C11H13N/c1-4-11(2,3)12-10-8-6-5-7-9-10/h1,5-9,12H,2-3H3

Upstream product

• 1111-97-3 3-chloro-3-methylbut-1-yne 
• 62-53-3 aniline 
• 6214-31-9 3-bromo-3-methylbut-1-yne 
• 1604-29-1 1,1-dimethyl-2-propynyl acetate 
• 18387-63-8 (3-chloro-3-methylbut-1-yn-1-yl)trimethylsilane 
• 5272-33-3 2-methyl-4-(trimethylsilyl)but-3-yn-2-ol 
• 99968-62-4 3-chloro-3-methyl-1-butyne 
• 121-44-8 triethylamine 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 1124-52-3 N-(propan-2-ylidene)aniline 
• 74-86-2 acetylene 

Downstream Products

• 60173-64-0 N-(1,1-dimethylprop-2-en-1-yl)aniline 
• 91-22-5 quinoline 
• 14465-61-3 2,2-dimethyl-1,2-dihydroquinoline 
• 27125-61-7 2-(3-methylbut-2-en-1-yl)aniline 
• 19088-50-7 N-(tert-pentyl)aniline 
• 69611-46-7 2-(3-Hydroxy-3-methylbutyl)aniline 
• 132588-91-1 1,2,3,4-tetrahydro-2,2-dimethylquinolin-4-one 
• 179898-87-4 1-tert-butoxycarbonyl-1,2,3,4-tetrahydro-2,2-dimethyl-4-quinolinone 
• 179898-89-6 1-tert-butoxycarbonyl-1,2-dihydro-2,2-dimethylquinoline 
• 201541-36-8 1,2,3,4-tetrahydro-2,2-dimethyl-7-nitroquinoline 
• 179899-22-0 7-amino-1,2,3,4-tetrahydro-2,2-dimethylquinoline 
• 179899-03-7 (R/S)-3-ethyl-1,2,3,4-tetrahydro-2,2-dimethylquinoline 
• 179898-88-5 1,2,3,4-tetrahydro-2,2,3-trimethylquinoline 
• 20364-30-1 2,2-dimethyl-1,2,3,4-tetrahydroquinoline 

Relevant academic research and scientific papers

Synthesis of 1,2-Dihydro-Substituted Aniline Analogues Involving N -Phenyl-3-aza-Cope Rearrangement Using a Metal-Free Catalytic Approach

An efficient metal-free domino reaction leading to structural/electronically divergent 1,2-dihydropyridines from easily accessible propargyl vinyl anilines via N-phenyl 3-aza-Cope sigmatropic rearrangement is reported with good to excellent yields using 1,2-dichlorobenzene as solvent under thermal conditions. Spirocyclic substitution is also tolerated under the present optimized conditions.

Superbase-Promoted Addition of Acetylene Gas to the C=N Bond

A new Csp3–Csp bond forming reaction is reported: the C=N bond of widespread imines reacts with acetylene gas in the presence of superbase KOtBu/DMSO at room temperature to afford terminal α-aminoacetylenes in up to 94 % yield. The reaction all

Copper-catalyzed intramolecular carbotrifluoromethylation of alkynes for the construction of trifluoromethylated heterocycles

A mild and efficient copper-catalyzed intramolecular carbotrifluoromethylation of alkynes has been achieved in the presence of Togni reagent as trifluoromethylating reagent. The reaction tolerates a range of substrates to give a group of trifluoromethylated heterocycles with high selectivities. A plausible mechanism was proposed on the basis of experimental results. And the Togni award goes to Copper-catalyzed intramolecular carbotrifluoromethylation of alkynes is carried out with a Togni reagent as the trifluoromethylating reagent (see scheme). Various trifluoromethylated heterocycles are synthesized in moderate to good yields. Moreover, a range of common functional groups is tolerated under the reaction conditions.

A convenient method for the aromatic amino-claisen rearrangement of N-(1,1-disubstituted-allyl)anilines

N-(1,1-Disubstituted-allyl)anilines are rearranged cleanly and in high yield to 2-(3,3-disubstituted-allyl)anilines using a catalytic amount of p-toluenesulfonic acid in acetonitrile/water (10:1).

Androgen receptor modulator compounds and methods

Non-steroidal compounds that are high affinity, high selectivity modulators for androgen receptors are disclosed. Also disclosed are pharmaceutical compositions incorporating such compounds, methods for employing the disclosed compounds and compositions for treating patients requiring androgen receptor agonist, partial agonist or antagonist therapy, intermediates useful in the preparation of the compounds and processes for the preparation of the androgen receptor modulator compounds.

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

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.

STEROID RECEPTOR MODULATOR COMPOUNDS AND METHODS

Non-steroidal compounds which are high affinity, high selectivity modulators for steroid receptors are disclosed. Also disclosed are pharmaceutical compositions incorporating such compounds, methods for employing the disclosed compounds and compositions for treating patients requiring steroid receptor agonist or antagonist therapy, intermediates useful in the preparation of the compounds and processes for the preparation of the steroid receptor modulator compounds.

STEROID RECEPTOR MODULATOR COMPOUNDS AND METHODS

Non-steroidal compounds which are high affinity, high selectivity modulators for steroid receptors are disclosed. Also disclosed are pharmaceutical compositions incorporating such compounds, methods for employing the disclosed compounds and compositions for treating patients requiring steroid receptor agonist or antagonist therapy, intermediates useful in the preparation of the compounds and processes for the preparation of the steroid receptor modulator compounds.

Steroid receptor modulator compounds and methods

Non-steroidal compounds which are high affinity, high selectivity modulators for steroid receptors are disclosed. Also disclosed are pharmaceutical compositions incorporating such compounds, methods for employing the disclosed compounds and compositions for treating patients requiring steroid receptor agonist or antagonist therapy, intermediates useful in the preparation of the compounds and processes for the preparation of the steroid receptor modulator compounds.