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5-Bromoquinoline-2-carbonitrile, with the molecular formula C10H5BrN2, is a yellow solid chemical compound that serves as a versatile building block in organic synthesis. It is widely utilized in the creation of pharmaceutical and agrochemical products due to its diverse reactivity, which allows it to participate in reactions such as Suzuki-Miyaura coupling, Sonogashira coupling, and palladium-catalyzed cross-coupling to form new carbon-carbon bonds. Additionally, 5-broMoquinoline-2-carbonitrile has garnered interest for its potential biological activities, including its role as an antineoplastic agent and its ability to inhibit the Hedgehog signaling pathway. Moreover, 5-bromoquinoline-2-carbonitrile has been explored as a fluorescent probe for detecting metal ions like zinc and copper in biological systems.

1092304-90-9

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1092304-90-9 Usage

Uses

Used in Pharmaceutical and Agrochemical Industries:
5-Bromoquinoline-2-carbonitrile is used as a key intermediate in the synthesis of various pharmaceutical and agrochemical products due to its ability to form new carbon-carbon bonds through reactions such as Suzuki-Miyaura coupling, Sonogashira coupling, and palladium-catalyzed cross-coupling.
Used in Antineoplastic Applications:
5-Bromoquinoline-2-carbonitrile is used as an antineoplastic agent for its potential to inhibit cancer cell growth and proliferation, making it a candidate for further research and development in oncology.
Used in the Inhibition of Hedgehog Signaling Pathway:
As a potent inhibitor of the Hedgehog signaling pathway, 5-bromoquinoline-2-carbonitrile is utilized in biological research to study and modulate this pathway, which plays a crucial role in embryonic development and is implicated in various diseases, including cancer.
Used in Fluorescent Detection of Metal Ions:
5-Bromoquinoline-2-carbonitrile is used as a fluorescent probe for the detection and measurement of metal ions such as zinc and copper in biological systems, which is valuable for understanding the role of these ions in biological processes and diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 1092304-90-9 includes 10 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 7 digits, 1,0,9,2,3,0 and 4 respectively; the second part has 2 digits, 9 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 1092304-90:
(9*1)+(8*0)+(7*9)+(6*2)+(5*3)+(4*0)+(3*4)+(2*9)+(1*0)=129
129 % 10 = 9
So 1092304-90-9 is a valid CAS Registry Number.

1092304-90-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-bromoquinoline-2-carbonitrile

1.2 Other means of identification

Product number -
Other names -

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1092304-90-9 SDS

1092304-90-9Downstream Products

1092304-90-9Relevant academic research and scientific papers

Synthesis method of 2-cyanoquinoline derivative

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Paragraph 0044-0048, (2019/10/04)

The invention discloses a synthesis method of a 2-cyanoquinoline derivative, and belongs to the technical field of synthesis methods of chinoline and derivatives thereof. The synthesis method includes: adopting a compound represented as in formula (I) and trimethylsilyl cyanide as raw materials, dissolving the raw materials in an organic solvent, catalyzing with H-diethyl phosphite and carbon tetrachloride, and adopting alkali as a deacid reagent to prepare a compound represented as in formula (II). The synthesis method of the 2-cyanoquinoline derivative has the advantages that the adopted catalysts are low in cost and easy to obtain, the raw materials are easy to store, reaction conditions are mild, experimental operations are simple, the obtained 2-cyanoquinoline derivative products are easy to purify, high yield and applicability to industrial production are realized, and a novel synthesis method for preparing the 2-cyanoquinoline derivative is provided.

Hypervalent Iodine(III)-Mediated Regioselective Cyanation of Quinoline N-Oxides with Trimethylsilyl Cyanide

Xu, Feng,Li, Yuqin,Huang, Xin,Fang, Xinjie,Li, Zhuofei,Jiang, Hongshuo,Qiao, Jingyi,Chu, Wenyi,Sun, Zhizhong

supporting information, p. 520 - 525 (2018/12/13)

A regioselective cyanation of quinoline N-oxides with trimethylsilyl cyanide was developed by using (Diacetoxyiodo) benzene (PIDA) as mediated hypervalent iodine(III) reagent under metal-free and base-free reaction conditions to obtain 2-cyanoquinolines. The efficient PIDA reagent could play the role of an activator of the substrates and an accelerator of N?O bond cleavage. The reaction system featured a wide range of substrate suitability and high yields. The procedure was enlarged gram-scale to synthesize the tuberculosis (TB) inhibitor. Finally, according to some experimental results, a plausible mechanism for the cyanation reaction is proposed. (Figure presented.).

GLUCAGON RECEPTOR ANTAGONIST COMPOUNDS, COMPOSITIONS CONTAINING SUCH COMPOUNDS AND METHODS OF USE

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Page/Page column 48, (2010/04/06)

Glucagon receptor antagonist compounds are disclosed. The compounds are useful for treating type 2 diabetes and related conditions. Pharmaceutical compositions and methods of treatment are also included.

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