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2-(3-bromo-phenyl)-4-phenyl-thiazole is a chemical compound with the molecular formula C14H9BrNS. It is a derivative of thiazole, a heterocyclic compound consisting of a five-membered ring with one sulfur atom and one nitrogen atom. The compound features a 3-bromo-phenyl group attached to the 2-position and a phenyl group at the 4-position of the thiazole ring. This specific arrangement of substituents gives the molecule unique chemical and physical properties, making it potentially useful in various applications, such as pharmaceuticals, agrochemicals, or materials science. Due to the presence of a bromine atom, 2-(3-bromo-phenyl)-4-phenyl-thiazole may also be of interest in synthetic chemistry for further functionalization or as an intermediate in the preparation of other complex molecules.

2227-74-9

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2227-74-9 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2227-74-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,2,2 and 7 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 2227-74:
(6*2)+(5*2)+(4*2)+(3*7)+(2*7)+(1*4)=69
69 % 10 = 9
So 2227-74-9 is a valid CAS Registry Number.

2227-74-9Downstream Products

2227-74-9Relevant academic research and scientific papers

Optimization of thiazole analogues of resveratrol for induction of NAD(P)H:quinone reductase 1 (QR1)

Mayhoub, Abdelrahman S.,Marler, Laura,Kondratyuk, Tamara P.,Park, Eun-Jung,Pezzuto, John M.,Cushman, Mark

, p. 7030 - 7039 (2013/01/15)

NAD(P)H:quinone reductase 1 (QR1) belongs to a class of enzymes called cytoprotective enzymes. It exhibits its cancer protective activity mainly by inhibiting the formation of intracellular semiquinone radicals, and by generating α-tocopherolhydroquinone, which acts as a free radical scavenger. It is therefore believed that QR1 inducers can act as cancer chemopreventive agents. Resveratrol (1) is a naturally occurring stilbene derivative that requires a concentration of 21 μM to double QR1 activity (CD = 21 μM). The stilbene double bond of resveratrol was replaced with a thiadiazole ring and the phenols were eliminated to provide a more potent and selective derivative 2 (CD = 2.1 μM). Optimizing the substitution pattern of the two phenyl rings and the central heterocyclic linker led to a highly potent and selective QR1 inducer 9o with a CD value of 0.087 μM.

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