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(2-Amino-5-chloro-3-methyl-phenyl)-methanol, also known as 5-chloro-o-toluidine, is an organic compound with the chemical formula C8H10ClNO. It is a white crystalline solid that serves as an intermediate in the synthesis of pharmaceuticals and other organic compounds. Being a derivative of o-toluidine, which is a known carcinogen, (2-Amino-5-chloro-3-methyl-phenyl)-methanol requires careful handling and storage due to its potential health hazards and toxicity.

775331-65-2

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775331-65-2 Usage

Uses

Used in Pharmaceutical Industry:
(2-Amino-5-chloro-3-methyl-phenyl)-methanol is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its unique structure allows it to be a key component in the development of new drugs and medications, contributing to advancements in healthcare and medicine.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, (2-Amino-5-chloro-3-methyl-phenyl)-methanol is utilized as an intermediate for synthesizing other organic compounds. Its versatility in chemical reactions makes it valuable for creating a wide range of products, from dyes to agrochemicals, expanding its applications across different industries.

Check Digit Verification of cas no

The CAS Registry Mumber 775331-65-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 7,7,5,3,3 and 1 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 775331-65:
(8*7)+(7*7)+(6*5)+(5*3)+(4*3)+(3*1)+(2*6)+(1*5)=182
182 % 10 = 2
So 775331-65-2 is a valid CAS Registry Number.

775331-65-2Downstream Products

775331-65-2Relevant academic research and scientific papers

A [4+3] Cycloaddition Reaction of Aza-ortho-quinone Methides with C,N-Cyclic Azomethine Imines for Synthesis of 1,2,4-Triazepines

Wang, Xinyue,Li, Zefei,Feng, Chang,Zhen, Qi,Guo, Mingzhang,Yao, Yaning,Zou, Xinyu,Wang, Pengfei,Hou, Yunlei,Gong, Ping

supporting information, p. 2090 - 2096 (2021/09/06)

The base-induced formal [4+3] cycloaddition reaction of C,N-cyclic azomethine imines with aza-ortho-quinone methides, generated in situ, is reported. This protocol provided an efficient method for the synthesis of biologically important 1,2,4-triazepine derivatives, with a wide substrate scope and excellent functional-group tolerance, and it gives moderate to excellent yields under mild conditions. Several of the derivatives exhibited in vitro antitumor activities against the A2780 cell line in a screening of the cancer cell lines HCT-116, H2228, and A2780 by an MTT assay.

Synthesis and pesticidal activities of novel anthranilic diamides containing pyridylpyrazole and iminodithiocarbamate or thiosemicarbazone motifs

Liu, Qiao-Xia,Wang, Bao-Lei,Mao, Ming-Zhen,Xiong, Li-Xia,Li, Zheng-Ming

, p. 593 - 599 (2018/09/25)

A series of novel anthranilic diamide derivatives containing pyridylpyrazole and iminodithiocarbamate or thiosemicarbazone motifs were synthesized via multi-step reactions. The structures of seven title compounds (methyl 2-(2-(3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamido)-5-chloro-3- methylbenzylidene)hydrazinecarbodithioate 7 and 3-bromo-N-(2-((2-substitutedcarbamothioylhydrazono)methyl)-4-chloro-6-methylphenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide 8a-8f) were confirmed by melting points, IR, 1H NMR, 13C NMR, and HRMS. The bioassays showed that some of the compounds exhibited modest insecticidal activities against oriental armyworm (Mythimna separata Walker), particularly, compound 8b (3-bromo-N-(4-chloro-2-methyl-6-((2-(methylcarbamothioyl)hydrazono)methyl)phenyl)-1-(3-chloropyridin-2-yl)-1H-pyrazole-5-carboxamide) held 100% and 30% larvicidal activity at the concentration of 25 mg/L and 10 mg/L, respectively. In addition, several compounds displayed favorable fungicidal activities against Alternaria solani Sorauer and Physalospora piricola at 50 μg/mL, and were comparable with the controls Chlorothalonil and Triadimefon. The results in this paper will provide important information for further research and development of sulfur-containing heterocyclic agrochemicals.

Synthesis of quinolines and naphthyridines: Via catalytic retro-aldol reaction of β-hydroxyketones with ortho -aminobenzaldehydes or nicotinaldehydes

Zhang, Song-Lin,Deng, Zhu-Qin

supporting information, p. 8966 - 8970 (2016/10/05)

A Cu(i)-catalyzed retro-aldol reaction of β-hydroxyketones with ortho-aminobenzaldehydes and nicotinaldehydes is reported that produces a range of quinolines and naphthyridines with high efficiency and selectivity. This reaction uses β-hydroxyketones as a regiospecific ketone-protected enolate source via copper-catalyzed retro-aldol Cα-Cβ bond cleavage. The in situ generated copper enolate undergoes kinetically favorable cyclization with ortho-amino aryl aldehydes to produce quinolines and naphthyridines in a chemo- and regioselective manner. The mild and weakly basic reaction conditions also suppress possible side reactions of benzaldehydes under strongly basic conditions, resulting in improved reaction yields.

Synthesis and insecticidal evaluation of novel N- pyridylpyrazolecarboxamides containing cyano substituent in the ortho-position

Mao, Mingzhen,Li, Yuxin,Liu, Qiaoxia,Zhou, Yunyun,Zhang, Xiulan,Xiong, Lixia,Li, Yongqiang,Li, Zhengming

, p. 42 - 46 (2013/02/23)

In an attempt to search for potent insecticides targeting the ryanodine receptor (RyR), a series of novel N-pyridylpyrazolecarboxamides containing cyano substituent in the ortho-position were designed and synthesized. Their insecticidal activities of targ

GLYCINE B ANTAGONISTS

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Page/Page column 68, (2013/02/28)

The invention relates to 2(1H)-quinolinone derivatives of formula (I) as well as their pharmaceutically acceptable salts. The invention further relates to a process for the preparation of such compounds. The compounds of the invention are glycine B antagonists and are therefore useful for the control and prevention of various disorders, including neurological disorders.

Gold(I)-catalyzed unprecedented rearrangement reaction between 2-aminobenzaldehydes with propargyl amines: An expedient route to 3-aminoquinolines

Patil, Nitin T.,Raut, Vivek S.,Shinde, Valmik S.,Gayatri, Gaddamanugu,Sastry, G. Narahari

supporting information; experimental part, p. 5530 - 5535 (2012/05/21)

Access to aminoquinolines: A gold(I)-catalyzed unprecedented rearrangement reaction between 2-aminobenzaldehydes with propargyl amine was studied. The study provided, for the first time, direct access to 3-aminoquinolines in one step starting from readily available starting materials (see scheme). Elegantly designed experiments were employed to unravel the mechanism of this unprecedented rearrangement, which are corroborated by DFT calculations.

Synthesis and insecticidal evaluation of novel N- pyridylpyrazolecarboxamides containing different substituents in the ortho-position

Feng, Qi,Yu, Guanping,Xiong, Lixia,Wang, Mingzhong,Li, Zhengming

experimental part, p. 1651 - 1655 (2012/02/02)

In order to look for novel insecticides containing N-pyridylpyrazole, ten novel pyrazolecarboxamides containing different ortho-substituents in the aniline part were synthesized, and their structures were characterized by 1H NMR, 13C

BENZOPYRAN COMPOUNDS USEFUL FOR TREATING INFLAMMATORY CONDITIONS

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Page 249-250, (2010/02/08)

The subject invention concerns methods and compounds that have utility in the treatment of a condition associated with cyclooxygenase-2 mediated disorders. Compounds of particular interest are benzopyrans and their analogs defined by formula (1). Wherein Z, X, R1, R2, R3, and R4 are as described in specification.

CHROMENE DERIVATIVES AS ANTI-INFLAMMATORY AGENTS

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Page 249-250, (2010/02/08)

The subject invention concerns methods and compounds that have utility in the treatment of a condition associated with cyclooxygenase-2 mediated disorders. Compounds of particular interest are benzopyrans and their analogs defined by formula (I). Wherein Z, X, R1, R2, R3, and R4 are as described in the specification.

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