42159-76-2

Usage

General Description

2-Amino-6-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophene-3-carbonitrile is a chemical compound with a complex structure consisting of a benzothiophene ring, a tert-butyl group, and a carbonitrile functional group. It is a heterocyclic compound with potential pharmaceutical applications due to its diverse properties. 2-AMINO-6-TERT-BUTYL-4,5,6,7-TETRAHYDRO-1-BENZOTHIOPHENE-3-CARBONITRILE has the potential to be used as a building block for the synthesis of more complex molecules, with potential applications in the pharmaceutical industry. It could also be used in research and development of new drugs and materials due to its unique structure and potential reactivity. However, further research would be needed to determine its specific applications and potential uses in various fields.

InChI:InChI=1/C13H18N2S/c1-13(2,3)8-4-5-9-10(7-14)12(15)16-11(9)6-8/h8H,4-6,15H2,1-3H3/t8-/m1/s1

Upstream product

• 98-53-3 4-tercbutyl-cyclohexanone 
• 109-77-3 malononitrile 
• 35704-28-0 2-(4-(tert-butyl)cyclohexylidene)malononitrile 

Downstream Products

• 1243985-39-8 7-tert-butyl-2-(4-chlorophenyl)-5,6,7,8-tetrahydro[b]benzothieno[2,3-d]pyrimidin-4-amine 
• 1243985-40-1 7-tert-butyl-2-(2-chlorophenyl)-5,6,7,8-tetrahydro[b]benzothieno[2,3-d]pyrimidin-4-amine 
• 1243985-38-7 7-tert-butyl-2-(4-methoxyphenyl)-5,6,7,8-tetrahydro[b]benzothieno[2,3-d]pyrimidin-4-amine 
• 1243985-37-6 7-tert-butyl-2-(4-methylphenyl)-5,6,7,8-tetrahydro[b]benzothieno[2,3-d]pyrimidin-4-amine 
• 1243985-36-5 7-tert-butyl-2-phenyl-5,6,7,8-tetrahydro[b]benzothieno[2,3-d]pyrimidin-4-amine 
• 380902-66-9 7-tert-butyltetrahydrobenzo[b]thieno[2,3-d]pyrimidin-4(3H)-one 

Relevant academic research and scientific papers

Structure-Guided Optimization of Inhibitors of Acetyltransferase Eis from Mycobacterium tuberculosis

The enhanced intracellular survival (Eis) protein of Mycobacterium tuberculosis (Mtb) is a versatile acetyltransferase that multiacetylates aminoglycoside antibiotics abolishing their binding to the bacterial ribosome. When overexpressed as a result of promoter mutations, Eis causes drug resistance. In an attempt to overcome the Eis-mediated kanamycin resistance of Mtb, we designed and optimized structurally unique thieno[2,3-d]pyrimidine Eis inhibitors toward effective kanamycin adjuvant combination therapy. We obtained 12 crystal structures of enzyme-inhibitor complexes, which guided our rational structure-based design of 72 thieno[2,3-d]pyrimidine analogues divided into three families. We evaluated the potency of these inhibitors in vitro as well as their ability to restore the activity of kanamycin in a resistant strain of Mtb, in which Eis was upregulated. Furthermore, we evaluated the metabolic stability of 11 compounds in vitro. This study showcases how structural information can guide Eis inhibitor design.

Addressing the Metabolic Stability of Antituberculars through Machine Learning

We present the first prospective application of our mouse liver microsomal (MLM) stability Bayesian model. CD117, an antitubercular thienopyrimidine tool compound that suffers from metabolic instability (MLM t1/2 1/2 values greater than or equal to 60 min. It is noteworthy that whole-cell efficacy and lack of relative mammalian cell cytotoxicity could not be predicted simultaneously. These results support the utility of our new MLM stability model in chemical tool and drug discovery optimization efforts.

Solvent-free synthesis of 2-aminothiophene-3-carbonitrile derivatives using high-speed vibration milling

The solvent-free synthesis of 2-aminothiophene-3-carbonitrile derivatives by high-speed vibration milling using the inexpensive and environmentally friendly Et2NH as a catalyst was studied. The reaction conditions were optimised and the derivatives were obtained in good yield. This method has advantages in terms of short reaction time and facile conditions.

Activation of elemental sulfur by electrogenerated cyanomethyl anion: Synthesis of substituted 2-aminothiophenes by the Gewald reaction

The activation of elemental sulfur (S8) has been achieved by means of electrogenerated cyanomethyl anion [easily obtained by galvanostatic reduction from acetonitrile/tetraethylammonium hexafluorophosphate (MeCN-Et 4NPF4)]. The activated sulfur reacted with ylidenemalononitriles to give substituted 2-aminothiophenes in very high yields. This variation of the Gewald reaction has been carried out using only catalytic amounts of electricity and supporting electrolyte. A proposed mechanism for the interaction between S8 and cyanomethyl anion is described.