17147-80-7

Basic information

• Product Name: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI)
• Synonyms: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI);1-(1,3-benzothiazol-2-yl)ethan-1-ol
• CAS NO: 17147-80-7
• Molecular Formula: C₉H₉NOS
• Molecular Weight: 179.23886
• Product Categories: BENZOTHIAZOLE
• Mol File: 17147-80-7.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 294.8°Cat760mmHg
• Flash Point: 132.1°C
• Appearance: /
• Density: 1.305g/cm³
• Vapor Pressure: 0.000718mmHg at 25°C
• Refractive Index: 1.676
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI)(17147-80-7)
• EPA Substance Registry System: 2-Benzothiazolemethanol,alpha-methyl-(7CI,8CI,9CI)(17147-80-7)

Safety Data

• Hazardous Substances Data: 17147-80-7(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H9NOS/c1-6(11)9-10-7-4-2-3-5-8(7)12-9/h2-6,11H,1H3

Upstream product

• 849585-22-4 LACTIC ACID 
• 137-07-5 2-amino-benzenethiol 
• 95-16-9 1,3-Benzothiazole 
• 75-07-0 acetaldehyde 
• 64-17-5 ethanol 
• 1629-78-3 2-acetylbenzothiazole 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 

Downstream Products

• 1629-78-3 2-acetylbenzothiazole 
• 110704-27-3 2-(1-chloroethyl)benzothiazole 
• 433924-22-2 2-(1-allyloxyethyl)benzothiazole 
• 433924-37-9 1-(benzothiazol-2-yl)pent-4-en-2-ol 
• 7028-57-1 2-methyl-3,4-dihydro-3-oxo-2H-1,4-benzothiazine 
• 91132-41-1 2-(2-ethoxyethyl)-1,3-benzothiazole 
• 166450-64-2 2-(1-methoxyethyl)-1,3-benzothiazole 
• 190384-97-5 2-(1-ethoxyethyl)benzo[d]thiazole 
• 190385-07-0 2-(2-isopropoxyethyl)-1,3-benzothiazole 
• 29942-03-8 2-[2-(4-methoxy-phenyl)-thiazol-4-yl]-benzothiazole 
• 54223-20-0 1-(benzo[d]thiazol-2-yl)-2-bromoethanone 
• 29947-31-7 2-(4-Thiazolyl)-benzothiazol 
• 29947-32-8 2-(2-phenylthiazol-4-yl)benzo[d]thiazole 
• 29947-34-0 2-(2-m-tolyl-thiazol-4-yl)-benzothiazole 

Relevant articles and documents

Lipase-catalyzed kinetic resolution of racemic 1-heteroarylethanols-experimental and QM/MM study

The kinetic resolution of racemic 1-(benzothiazol-2-yl)ethanol rac-2a, 1-(benzo[b]thiophen-2-yl)ethanol rac-2b, 1-(benzo[b]furan-3-yl)ethanol rac-2c and 1-(benzo[b]thiophen-3-yl)ethanol rac-2d was studied by enantiomer selective acylation catalyzed by a selection of commercially available and in house produced lipases. Alcoholysis of the corresponding racemic acetates rac-3a-d catalyzed by Candida antarctica lipase B (CaLB) was also investigated. Two racemic 1-heteroarylethanols rac-2a,b were prepared by addition of the corresponding lithiated heteroarylic compounds 1a,b to acetaldehyde, whereas two others, rac-2c,d were synthesized by the addition of MeMgI onto the corresponding heteroaryl-carbaldehydes 1c,d. The high enantiomer selectivities of CaLB in the acylation of racemic 1-heteroarylethanols rac-2a-d allowed the determination of the enantiomeric preference of these enzymatic acetylation reactions by QM/MM [pm3/uff or hf(3-21+g**)/uff] calculations. For acetylation of each of the racemic alcohols rac-2a-d, four possible tetrahedral intermediate states were compared and analyzed.

Neutral analogs of the heat shock protein 70 (Hsp70) inhibitor, JG-98

The heat shock protein 70 (Hsp70) family of molecular chaperones are highly expressed in tumors. Inhibitors containing a pyridinium-modified benzothiazole, such as JG-98, bind to a conserved, allosteric site in Hsp70, showing promising anti-proliferative activity in cancer cells. When bound to Hsp70, the charged pyridinium makes favorable contacts; however, this moiety also increases the inhibitor's fluorescence, giving rise to undesirable interference in biochemical and cell-based assays. Here, we explore whether the pyridinium can be replaced with a neutral pyridine. We report that pyridine-modified benzothiazoles, such as compound 17h (JG2-38), have reduced fluorescence, yet retain promising anti-proliferative activity (EC50 values ~0.1 to 0.07 μM) in breast and prostate cancer cell lines. These chemical probes are expected to be useful in exploring the roles of Hsp70s in tumorigenesis and cell survival.

Preparation method of C2-substituted 2H-benzothiazole hydroxyalkylated derivative

The invention discloses a preparation method of a C2-substituted 2H-benzothiazole hydroxyalkylated derivative. The preparation method comprises the following steps: mixing substituted 2H-benzothiazolewith fatty alcohol, taking an organic dye photosensitizer as a catalyst, carrying out a normal-temperature stirring reaction in a solvent under the protection of nitrogen and the irradiation of an LED white light lamp, carrying out TLC monitoring until the reaction is finished, and carrying out separation and purification on a reaction solution to obtain the C2-substituted 2H-benzothiazole hydroxyalkylated derivative. By adopting the technology, a cheap and readily available organic dye is used as the catalyst, the new method for synthesizing the 2H-benzothiazole C2 hydroxyalkylated derivative through visible light induction is simple in catalytic system, mild in reaction condition, cheap and readily available in catalyst and good in yield.