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2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE is a chemical compound that belongs to the amide class of organic compounds. It has a molecular formula of C10H13ClN2O3 and a molecular weight of 246.68 g/mol. Also known by the chemical names of 2-chloro-N-(2,5-dimethoxyphenyl)acetamide and 2-Chloro-N-(2,5-dimethoxyphenyl)ethanamide, it is a white to off-white solid in appearance. 2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE is used in the field of medicinal chemistry and pharmaceuticals, and it may have potential applications in the treatment of certain medical conditions. However, it is important to handle 2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE with care and to follow all safety precautions when working with it in a laboratory setting.

22158-78-7

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22158-78-7 Usage

Uses

Used in Medicinal Chemistry and Pharmaceuticals:
2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE is used as a chemical intermediate for the synthesis of various pharmaceutical compounds. Its unique structure and properties make it a promising candidate for the development of new drugs and therapeutic agents.
Used in Research and Development:
In the field of research and development, 2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE is used as a starting material or building block for the synthesis of novel compounds with potential biological activities. It can be used to explore new chemical reactions and pathways, leading to the discovery of new drugs and therapeutic agents.
Used in Quality Control and Analysis:
2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE can also be used as a reference compound in quality control and analysis processes. It can be used to verify the purity and identity of synthesized compounds, ensuring that they meet the required standards for use in pharmaceutical applications.
Used in Drug Discovery:
In the process of drug discovery, 2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE can be used as a lead compound for the development of new drugs. Its unique structure and properties can be further modified and optimized to improve its pharmacological properties, leading to the development of more effective and safer drugs for the treatment of various medical conditions.
Used in Chemical Synthesis:
2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE can be used as a reagent or starting material in various chemical synthesis processes. Its versatility and reactivity make it a valuable component in the synthesis of a wide range of organic compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Analytical Chemistry:
In analytical chemistry, 2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE can be used as a reference standard for the calibration of analytical instruments and methods. It can also be used in the development of new analytical techniques and methods for the detection and quantification of related compounds in various samples.
Used in Environmental and Industrial Applications:
Although not specifically mentioned in the provided materials, 2-CHLORO-N-(2,5-DIMETHOXYPHENYL)ACETAMIDE may also have potential applications in environmental and industrial settings. For example, it could be used as a chemical intermediate in the synthesis of environmentally friendly materials or as a component in the development of new industrial processes.

Check Digit Verification of cas no

The CAS Registry Mumber 22158-78-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,2,1,5 and 8 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 22158-78:
(7*2)+(6*2)+(5*1)+(4*5)+(3*8)+(2*7)+(1*8)=97
97 % 10 = 7
So 22158-78-7 is a valid CAS Registry Number.
InChI:InChI=1/C10H12ClNO3/c1-14-7-3-4-9(15-2)8(5-7)12-10(13)6-11/h3-5H,6H2,1-2H3,(H,12,13)

22158-78-7Relevant academic research and scientific papers

Discovery of a Potent Botulinum Neurotoxin A Inhibitor ZM299 with Effective Protections in Botulism Mice

Gao, Jie,He, Zhili,Hong, Zhanying,Li, Tao,Luo, Deyan,Miao, Zhenyuan,Ning, Nianzhi,Wang, Hui,Wang, Jianxin,Wu, Yuelin,Xv, Xiguo,Zhang, Wannian,Zhang, Yanming,Zhuang, Chunlin

, p. 357 - 364 (2021/12/24)

Botulinum neurotoxins serotype A (BoNT/A) is the deadliest toxins known to humans and the "Category A" agent for bioterrorism. Over the past 20 years, significant efforts have been put forth to develop effective inhibitors of BoNT/A. Unfortunately, few id

OXAZINE-BASED FLUOROPHORE COMPOUNDS FOR NERVE-SPECIFIC IMAGING

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Page/Page column 32, (2021/07/31)

This invention concerns novel oxazine-based fluorophore compounds useful in invivo nerve imaging, as well as compositions comprising them and methods for their use.

NERVE-SPECIFIC FLUOROPHORE FORMULATIONS FOR DIRECT AND SYSTEMIC ADMINISTRATION

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Paragraph 0250-0251, (2020/03/02)

Nerve-specific fluorophore formulations for direct or systemic administration are described. The formulations can be used in fluorescence-guided surgery (FGS) to aid in nerve preservation during surgical interventions.

NEAR-INFRARED NERVE-SPARING FLUOROPHORES

-

Page/Page column 72, (2020/02/17)

Provided are far red to near-infrared nerve-sparing fluorescent compounds, compositions comprising them, and methods of their use in medical procedures.

Design and synthesis of C-19 isosteviol derivatives as potent and highly selective antiproliferative agents

Luan, Tian,Cao, Li-Hua,Deng, Hao,Shen, Qing-Kun,Tian, Yu-Shun,Quan, Zhe-Shan

, (2019/01/16)

Six series of novel isosteviol derivatives; modified in the C-19 position; were synthesized; and their antiproliferative activity was evaluated against three human cancer cell lines (HCT-116; BEL-7402; HepG2) and the human L02 normal cell line in vitro. M

A convenient modified synthesis of 5-pyridinyl-1,3,4-thiadiazole-2-carboxamides

Myannik,Yarovenko,Rodionova,Baryshnikova,Krayushkin

, p. 316 - 325 (2017/10/16)

A general one-pot procedure is developed for the synthesis of 5-pyridinyl-1,3,4-thiadiazole-2-carboxamides by the reaction of pyridine carboxaldehydes with oxamic acid thiohydrazides. (Figure Presented).

HYDROGEN PEROXIDE-ACTIVATED COMPOUNDS AS SELECTIVE ANTI-CANCER THERAPEUTICS

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Page/Page column 28, (2016/04/26)

Provided are compounds according to the following Formula I: The Formula I compounds are activated in the presence of hydrogen peroxide and are therefore selective anti-cancer therapeutics for cancers associated with elevated reactive oxygen species (ROS)

Synthesis of Novel 6-Mercapto-12-phenethyl-quinazolino[3,4-a]quinazolinones

Mohammadhosseini, Negar,Moradi, Shahram,Khoobi, Mehdi,Shafiee, Abbas

, p. 1595 - 1602 (2016/09/24)

Novel 6-mercapto-12-phenethyl-quinazolino[3,4-a]quinazolinone derivatives were synthesized through a user-friendly five-step reaction starting from isatoic anhydride. All products were characterized by IR,1H-NMR,13C-NMR spectroscopy, and chemical analysis. All of them were evaluated for their in vitro cytotoxic activity against two cell lines namely MOLT-4 (human lymphoblastic leukemia) and MCF-7 (human breast adenocarcinoma).

Design of a hydrogen peroxide-activatable agent that specifically targets cancer cells

Vadukoot, Anish K.,Abdulsalam, Safnas F.,Wunderlich, Mark,Pullen, Eboni D.,Landero-Figueroa, Julio,Mulloy, James C.,Merino, Eddie J.

supporting information, p. 6885 - 6892 (2015/02/02)

Some cancers, like acute myeloid leukemia (AML), use reactive oxygen species to endogenously activate cell proliferation and angiogenic signaling cascades. Thus many cancers display increases in reactive oxygen like hydrogen peroxide concentrations. To translate this finding into a therapeutic strategy we designed new hydrogen peroxide-activated agents with two key molecular pharmacophores. The first pharmacophore is a peroxide-acceptor and the second is a pendant amine. The acceptor is an N-(2,5-dihydroxyphenyl)acetamide susceptible to hydrogen peroxide oxidation. We hypothesized that selectivity between AML and normal cells could be achieved by tuning the pendant amine. Synthesis and testing of fourteen compounds that differed at the pendent amine led to the identification of an agent (14) with 2 μM activity against AML cancer cells and an eleven fold-lower activity in healthy CD34+ blood stem cells. Interestingly, analysis shows that upon oxidation the pendant amine cyclizes, ejecting water, with the acceptor to give a bicyclic compound capable of reacting with nucleophiles. Preliminary mechanistic investigations show that AML cells made from addition of two oncogenes (NrasG12D and MLL-AF9) increase the ROS-status, is initially an anti-oxidant as hydrogen peroxide is consumed to activate the pro-drug, and cells respond by upregulating electrophilic defense as visualized by Western blotting of KEAP1. Thus, using this chemical approach we have obtained a simple, potent, and selective ROS-activated anti-AML agent.

Synthesis and in vitro antitumor activity of novel scopoletin derivatives

Liu, Wukun,Hua, Jie,Zhou, Jinpei,Zhang, Huibin,Zhu, Haiyang,Cheng, Yanhua,Gust, Ronald

scheme or table, p. 5008 - 5012 (2012/08/28)

Twenty scopoletin derivatives were developed by a systematic combinatorial chemical approach and their chemical structures were confirmed by MS, IR, 1H NMR spectra and elemental analysis. Primary screening against mammary (MCF-7 and MDA-MB 231) and colon (HT-29) carcinoma cells indicated that five compounds (8d, 8g, 8j, 11b and 11g) displayed high antitumor potencies with IC50 values below 20 μM whereas scopoletin showed IC50 values above 100 μM. Moreover, the most promising compound 11g was more active than 5-fluorouracil. These results clearly indicated that the modification of the scopoletin structure could greatly increase its antitumor activity in vitro.

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