169677-20-7

Basic information

• Product Name: 4-TERT-AMYLBENZENESULFONYL CHLORIDE
• Synonyms: 4-TERT-AMYLBENZENESULFONYL CHLORIDE;4-TERT-AMYLBENZENESULPHONYL CHLORIDE;4-(1,1-Dimethylpropyl)benzenesulphonyl chloride~4-[2-(2-Methylbutyl)]benzenesulphonyl chloride~4-tert-Pentylbenzenesulphonyl chloride;Benzenesulfonyl chloride, 4-(1,1-dimethylpropyl)- (9CI);4-(1,1-Dimethylpropyl)benzenesulfonylchloride;4-[2-(2-Methylbutyl)]benzenesulfonylchloride;4-tert-pentylbenzenesulfonyl chloride;4-(1,1-Dimethylpropyl)Benzenesulphonyl Chloride~4-[2-(2-Methylbutyl)]Benzenesulphonyl Chloride~4-Tert-Pentylbenzenesulphonyl Chloride
• CAS NO: 169677-20-7
• Molecular Formula: C₁₁H₁₅ClO₂S
• Molecular Weight: 246.75
• Product Categories: SULFONYLHALIDE
• Mol File: 169677-20-7.mol
• Article Data: 1

Chemical Properties

• Melting Point: 44-49°C
• Boiling Point: 311.4°Cat760mmHg
• Flash Point: 142.1°C
• Appearance: /
• Density: 1.179g/cm³
• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.519
• Sensitive: Moisture Sensitive
• BRN: 2102813
• CAS DataBase Reference: 4-TERT-AMYLBENZENESULFONYL CHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-TERT-AMYLBENZENESULFONYL CHLORIDE(169677-20-7)
• EPA Substance Registry System: 4-TERT-AMYLBENZENESULFONYL CHLORIDE(169677-20-7)

Safety Data

• Statements: 34
• Safety Statements: 26-36/37/39
• RIDADR: 3261
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 169677-20-7(Hazardous Substances Data)

Usage

General Description

4-Tert-Amylbenzenesulfonyl chloride is a chemical compound with the formula C11H15ClO2S. It is a sulfonating agent that is used in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. 4-TERT-AMYLBENZENESULFONYL CHLORIDE is a colorless to light yellow liquid and is highly reactive, with the ability to form sulfonamides and sulfonates with a wide range of substrates. It is commonly used in organic synthesis as a reagent for introducing the sulfonate group into various organic molecules. Additionally, 4-Tert-Amylbenzenesulfonyl chloride is also utilized in the production of dyes and pigments and is an important intermediate in the manufacture of a variety of commercial products.

InChI:InChI=1/C11H15ClO2S/c1-4-11(2,3)9-5-7-10(8-6-9)15(12,13)14/h5-8H,4H2,1-3H3

Upstream product

• 2049-95-8 tery-amylbenzene 

Downstream Products

• 1035267-74-3 3-[4-(3-bromo-4-fluorophenyl)-1-methyI-5-oxo-2-thioxoimidazolidin-4-yI]phenyl 4-(1,1-dimethylpropyl)benzenesulfonate 
• 1452182-68-1 N-(3-methyl-1-(quinolin-5-yl)-1H-pyrazol-5-yl)-4-tert-pentylbenzenesulfonamide 
• 1111300-62-9 Methyl 3-(4-(1,1-dimethylpropyl)phenylsulfonamido)thiophene-2-carboxylate 

Relevant articles and documents

Fragment-Based Design, Synthesis, and Biological Evaluation of 1-Substituted-indole-2-carboxylic Acids as Selective Mcl-1 Inhibitors

Based on a known selective Mcl-1 inhibitor, 6-chloro-3-(3-(4-chloro-3,5-dimethylphenoxy)propyl)-1H-indole-2-carboxylic acid, we applied a fragment-based approach to obtain new molecules that extended into the p1 pocket of the BH3 groove and then exhibited binding selectivity for the Mcl-1 over the Bcl-2 protein. After we deconstructed the 1H-indole-2-carboxylic acid from the parental molecule, a benzenesulfonyl was substituted at the 1-position to adopt a geometry preferred for accessing the p1 pocket according to the binding mode of the parental molecule identified by X-ray crystallography. A linear relationship between the free energy of ligand binding (ΔG) and the count of non-hydrogen heavy atoms (HAC) was maintained during the molecular growing to occupy the p1 pocket. Finally, we not only obtained compound 12 with a 7.5-fold selectivity to Mcl-1 (Ki = 0.48 μM by fluorescence polarization) over Bcl-2 (Ki = 3.6 μM), but also provided evidence that additional occupation of the p1 pocket is more favorable for Mcl-1 than for Bcl-2 binding, and contributes more to Mcl-1 inhibition than occupation of the p2 pocket. Compound 12 exhibited a selective killing ability on Mcl-1-dependent cancer cells.