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(2-Methoxyphenyl)acetaldehyde, with the chemical formula C9H10O2, is a colorless to yellow liquid characterized by a sweet, floral odor. This chemical compound is utilized in the synthesis of a variety of pharmaceuticals, fragrances, and flavoring agents, and it possesses antimicrobial and antifungal properties. However, it is also recognized as a potential sensitizer that can cause skin and eye irritation at higher concentrations, necessitating careful handling and adherence to safety protocols.

33567-59-8

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33567-59-8 Usage

Uses

Used in Pharmaceutical Industry:
(2-Methoxyphenyl)acetaldehyde is used as an intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the development of new medicinal compounds.
Used in Fragrance Industry:
(2-Methoxyphenyl)acetaldehyde is used as a component in creating fragrances due to its sweet, floral scent, enhancing the olfactory profiles of different products.
Used in Flavoring Industry:
(2-Methoxyphenyl)acetaldehyde is used as a flavoring agent to impart specific tastes and aromas to food and beverages, capitalizing on its distinctive flavor profile.
Used in Antimicrobial and Antifungal Applications:
(2-Methoxyphenyl)acetaldehyde is utilized for its antimicrobial and antifungal properties, making it a potential candidate for applications requiring the inhibition of microbial growth.

Check Digit Verification of cas no

The CAS Registry Mumber 33567-59-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,3,5,6 and 7 respectively; the second part has 2 digits, 5 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 33567-59:
(7*3)+(6*3)+(5*5)+(4*6)+(3*7)+(2*5)+(1*9)=128
128 % 10 = 8
So 33567-59-8 is a valid CAS Registry Number.
InChI:InChI=1/C9H10O2/c1-11-9-5-3-2-4-8(9)6-7-10/h2-5,7H,6H2,1H3

33567-59-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-(2-methoxyphenyl)acetaldehyde

1.2 Other means of identification

Product number -
Other names m-methoxyphenylacetaldehyde

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:33567-59-8 SDS

33567-59-8Relevant academic research and scientific papers

Synthetic Access to gem-Difluoropropargyl Vinyl Ethers and Their Application to Propargyl Claisen Rearrangement

Okamura, Toshitaka,Koyamada, Kenta,Kanazawa, Junichiro,Miyamoto, Kazunori,Iwabuchi, Yoshiharu,Uchiyama, Masanobu,Kanoh, Naoki

, p. 1911 - 1924 (2020/12/23)

With the increasing importance of fluorine to medicinal chemistry and other areas, methods to access various fluorinated compounds are needed. Herein, we report the synthesis of difluoropropargyl vinyl ethers from ketones and aldehydes using difluoropropargyl bromide dicobalt complexes. We applied difluoropropargyl vinyl ethers to the synthesis of difluorodienone or difluoroallene under thermal conditions and trifluoro-pyran under acid-catalyzed conditions.

FERROPORTIN INHIBITORS AND METHODS OF USE

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Paragraph 0519; 0520, (2020/07/07)

The subject matter described herein is directed to Ferroportin inhibitor compounds of Formula I and pharmaceutical salts thereof, methods of preparing the compounds, pharmaceutical compositions comprising the compounds and methods of administering the compounds for prophylaxis and/or treatment of diseases caused by a lack of hepcidin or iron metabolism disorders, particularly iron overload states, such as thalassemia, sickle cell disease and hemochromatosis.

Design, synthesis, and evaluation of novel inhibitors for wild-type human serine racemase

Takahara, Satoyuki,Nakagawa, Kiyomi,Uchiyama, Tsugumi,Yoshida, Tomoyuki,Matsumoto, Kazunori,Kawasumi, Yasuo,Mizuguchi, Mineyuki,Obita, Takayuki,Watanabe, Yurie,Hayakawa, Daichi,Gouda, Hiroaki,Mori, Hisashi,Toyooka, Naoki

supporting information, p. 441 - 445 (2017/12/28)

Most of the endogenous free D-serine (about 90%) in the brain is produced by serine racemase (SR). D-Serine in the brain is involved in neurodegenerative disorders and epileptic states as an endogenous co-agonist of the NMDA-type glutamate receptor. Thus, SR inhibitors are expected to be novel therapeutic candidates for the treatment of these disorders. In this study, we solved the crystal structure of wild-type SR, and tried to identify a new inhibitor of SR by in silico screening using the structural information. As a result, we identified two hit compounds by their in vitro evaluations using wild-type SR. Based on the structure of the more potent hit compound 1, we synthesized 15 derivatives and evaluated their inhibitory activities against wild-type SR. Among them, the compound 9C showed relatively high inhibitory potency for wild-type SR. Compound 9C was a more potent inhibitor than compound 24, which was synthesized by our group based upon the structural information of the mutant-type SR.

Novel Hypoxia-Inducible Factor 1α (HIF-1α) Inhibitors for Angiogenesis-Related Ocular Diseases: Discovery of a Novel Scaffold via Ring-Truncation Strategy

An, Hongchan,Lee, Seungbeom,Lee, Jung Min,Jo, Dong Hyun,Kim, Joohwan,Jeong, Yoo-Seong,Heo, Mi Jeong,Cho, Chang Sik,Choi, Hoon,Seo, Ji Hae,Hwang, Seyeon,Lim, Jihye,Kim, Taewoo,Jun, Hyoung Oh,Sim, Jaehoon,Lim, Changjin,Hur, Joonseong,Ahn, Jungmin,Kim, Hyun Su,Seo, Seung-Yong,Na, Younghwa,Kim, Seok-Ho,Lee, Jeewoo,Lee, Jeeyeon,Chung, Suk-Jae,Kim, Young-Myeong,Kim, Kyu-Won,Kim, Sang Geon,Kim, Jeong Hun,Suh, Young-Ger

, p. 9266 - 9286 (2018/10/24)

Ocular diseases featuring pathologic neovascularization are the leading cause of blindness, and anti-VEGF agents have been conventionally used to treat these diseases. Recently, regulating factors upstream of VEGF, such as HIF-1α, have emerged as a desirable therapeutic approach because the use of anti-VEGF agents is currently being reconsidered due to the VEGF action as a trophic factor. Here, we report a novel scaffold discovered through the complete structure-activity relationship of ring-truncated deguelin analogs in HIF-1α inhibition. Interestingly, analog 6i possessing a 2-fluorobenzene moiety instead of a dimethoxybenzene moiety exhibited excellent HIF-1α inhibitory activity, with an IC50 value of 100 nM. In particular, the further ring-truncated analog 34f, which showed enhanced HIF-1α inhibitory activity compared to analog 2 previously reported by us, inhibited in vitro angiogenesis and effectively suppressed hypoxia-mediated retinal neovascularization. Importantly, the heteroatom-substituted benzene ring as a key structural feature of analog 34f was identified as a novel scaffold for HIF-1α inhibitors that can be used in lieu of a chromene ring.

Pyrrole marine alkaloid Neolamellarin A analogs and its preparation method and application

-

Paragraph 0073; 0074; 0076, (2017/10/27)

The invention relates to pyrrole ocean alkaloids Neolamellarin A analogues as shown in the formula I and a preparation method and application thereof. Experiments show that, some of the pyrrole ocean alkaloids Neolamellarin A analogues have strong inhibitory effect on tumor cell lines; some of the pyrrole ocean alkaloids Neolamellarin A analogues have very good neuro cell protective effect; and some of the pyrrole ocean alkaloids Neolamellarin A analogues have very strong inhibitory effect on heat shock protein Hsp90.

One-Pot Preparation of C1-Homologated Aliphatic Nitriles from Aldehydes through a Wittig Reaction under Metal-Cyanide-Free Conditions

Ezawa, Masatoshi,Togo, Hideo

, p. 2379 - 2384 (2017/05/01)

A one-pot protocol to obtain C1-homologated aliphatic nitriles was achieved by treating aromatic and aliphatic aldehydes with the (methoxymethyl)triphenylphosphonium ylide followed by hydrolysis of the resulting methyl vinyl ethers with pTsOH (Ts = para-toluenesulfonyl) and treatment with molecular iodine and aqueous ammonia under metal cyanide free conditions. Neopentyl-type nitriles, which could not be obtained by conventional methods that involved conversion of the neopentyl alcohol into a tosylate and treatment with metal cyanide, were successfully obtained by using the present method.

METHOD OF CONTROLLING LACTATE PRODUCTION WITH PIPERDINE-DIONE DERIVATIVES

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Page/Page column 96, (2015/11/10)

The invention provides novel compounds having the general formula: and tautomers and pharmaceutically acceptable salts thereof, wherein A1, A2, A3, A4, R1, R4, R5, R6, R7 and R8 are as defined herein, compositions including the compounds and methods of using the compounds.

PIPERIDINE-DIONE DERIVATIVES

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Page/Page column 108, (2015/11/10)

The invention provides novel compounds having the general formula (I) and tautomers and pharmaceutically acceptable salts thereof, wherein A1, A2, A3, A4, R1, R4, R5, R6, R7 and R8 are as defined herein, compositions including the compounds and methods of using the compounds.

Structure-activity relationship study of E6 as a novel necroptosis inducer

Mou, Jianfeng,Park, Ann,Cai, Yu,Yuan, Junying,Yuan, Chengye

supporting information, p. 3057 - 3061 (2015/06/22)

Necroptosis inducers represent a promising potential treatment for drug-resistant cancer. We herein describe the structure modification of E6, which was identified recently as a potent and selective necroptosis inducer. The studies described herein demonstrate for the first time that functionalized biphenyl derivatives possess necroptosis inducer activity. Furthermore, these studies have led to the identification of two promising compounds (5h and 5j) that can be used for further optimization studies as well as mechanism of action investigations.

A practical in situ generation of the schwartz reagent. reduction of tertiary amides to aldehydes and hydrozirconation

Zhao, Yigang,Snieckus, Victor

, p. 390 - 393 (2014/04/03)

A new, highly efficient in situ protocol (Cp2ZrCl2/LiAlH(OBu-t)3) is described for the generation of the Schwartz reagent which provides a convenient method for the amide to aldehyde reduction and the regioselective hydrozirconation-iodination of alkynes and alkenes. Highlighted are chemoselective reductions of benzamides derived by directed ortho metalation (DoM) chemistry, allowing the synthesis of valuable 1,2,3-substituted benzaldehydes. The single-step, three-component process proceeds in a very short reaction time, shows excellent functional group compatibility, and uses inexpensive and long-storage stable reducing reagents.

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