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(E)-3-M-TOLYL-ACRYLOYL CHLORIDE, also known as 3-methylphenylacryloyl chloride, is a chemical compound that belongs to the acryloyl chloride group. It is a colorless to light yellow liquid with a pungent odor and is primarily used as a chemical intermediate in the synthesis of various fine chemicals, pharmaceuticals, and agrochemicals.

13565-04-3

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13565-04-3 Usage

Uses

Used in Chemical Synthesis:
(E)-3-M-TOLYL-ACRYLOYL CHLORIDE is used as a chemical intermediate for the synthesis of various fine chemicals, pharmaceuticals, and agrochemicals. It plays a crucial role in the production of these compounds due to its unique chemical properties.
Used in Organic Synthesis:
(E)-3-M-TOLYL-ACRYLOYL CHLORIDE is used as a reagent in organic synthesis, specifically in the formation of acryloyl derivatives. Its reactivity and functional groups make it a valuable component in the synthesis of various organic compounds.
Used in Polymer Production:
(E)-3-M-TOLYL-ACRYLOYL CHLORIDE is used in the production of polymers. Its properties allow it to be incorporated into the polymer structure, contributing to the overall characteristics and performance of the final product.
Used in Pharmaceutical Production:
(E)-3-M-TOLYL-ACRYLOYL CHLORIDE is used in the production of pharmaceuticals. Its involvement in the synthesis of various drug compounds highlights its importance in the development of new medications.

Check Digit Verification of cas no

The CAS Registry Mumber 13565-04-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,5,6 and 5 respectively; the second part has 2 digits, 0 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 13565-04:
(7*1)+(6*3)+(5*5)+(4*6)+(3*5)+(2*0)+(1*4)=93
93 % 10 = 3
So 13565-04-3 is a valid CAS Registry Number.

13565-04-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name (E)-3-M-TOLYL-ACRYLOYL CHLORIDE

1.2 Other means of identification

Product number -
Other names trans-3-methyl-cinnamic acid methyl ester

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:13565-04-3 SDS

13565-04-3Relevant academic research and scientific papers

Synthesis and Biological Evaluation of Celastrol Derivatives with Improved Cytotoxic Selectivity and Antitumor Activities

Feng, Jia-Hao,He, Qi-Wei,Hou, Ji-Qin,Hu, Xiao-Long,Long, Huan,Wang, Bao-Lin,Wang, Hao,Wang, Quan,Wang, Rong,Ye, Wen-Cai,Zhang, Li-Xin,Zhang, Xiao-Qi

, p. 1954 - 1966 (2021/07/20)

Cdc37 associates kinase clients to Hsp90 and promotes the development of cancers. Celastrol, a natural friedelane triterpenoid, can disrupt the Hsp90-Cdc37 interaction to provide antitumor effects. In this study, 31 new celastrol derivatives, 2a - 2d , 3a - 3g , and 4a - 4t , were designed and synthesized, and their Hsp90-Cdc37 disruption activities and antiproliferative activities against cancer cells were evaluated. Among these compounds, 4f , with the highest tumor cell selectivity (15.4-fold), potent Hsp90-Cdc37 disruption activity (IC50= 1.9 μM), and antiproliferative activity against MDA-MB-231 cells (IC50= 0.2 μM), was selected as the lead compound. Further studies demonstrated 4f has strong antitumor activities both in vitro and in vivo through disrupting the Hsp90-Cdc37 interaction and inhibiting angiogenesis. In addition, 4f exhibited less toxicity than celastrol and showed a good pharmacokinetics profile in vivo. These findings suggest that 4f may be a promising candidate for development of new cancer therapies.

Antifungal Exploration of Quinoline Derivatives against Phytopathogenic Fungi Inspired by Quinine Alkaloids

Chen, Yong-Jia,Ma, Kun-Yuan,Du, Sha-Sha,Zhang, Zhi-Jun,Wu, Tian-Lin,Sun, Yu,Liu, Ying-Qian,Yin, Xiao-Dan,Zhou, Rui,Yan, Yin-Fang,Wang, Ren-Xuan,He, Ying-Hui,Chu, Qing-Ru,Tang, Chen

, p. 12156 - 12170 (2021/10/26)

Enlightened from our previous work of structural simplification of quinine and innovative application of natural products against phytopathogenic fungi, lead structure 2,8-bis(trifluoromethyl)-4-quinolinol (3) was selected to be a candidate and its diversified design, synthesis, and antifungal evaluation were carried out. All of the synthesized compounds Aa1-Db1 were evaluated for their antifungal activity against four agriculturally important fungi, Botrytis cinerea, Fusarium graminearum, Rhizoctonia solani, and Sclerotinia sclerotiorum. Results showed that compounds Ac3, Ac4, Ac7, Ac9, Ac12, Bb1, Bb10, Bb11, Bb13, Cb1. and Cb3 exhibited a good antifungal effect, especially Ac12 had the most potent activity with EC50 values of 0.52 and 0.50 μg/mL against S. sclerotiorum and B. cinerea, respectively, which were more potent than those of the lead compound 3 (1.72 and 1.89 μg/mL) and commercial fungicides azoxystrobin (both >30 μg/mL) and 8-hydroxyquinoline (2.12 and 5.28 μg/mL). Moreover, compound Ac12 displayed excellent in vivo antifungal activity, which was comparable in activity to the commercial fungicide boscalid. The preliminary mechanism revealed that compound Ac12 might cause an abnormal morphology of cell membranes, an increase in membrane permeability, and release of cellular contents. These results indicated that compound Ac12 displayed superior in vitro and in vivo fungicidal activities and could be a potential fungicidal candidate against plant fungal diseases.

Pd(II)-catalyzed cascade Heck/intramolecular C(sp2)–H amidation reaction: An efficient route to 4-aryl-2-quinolinones

Xiao, Chengqian,Wang, Ziyi,Lei, Min,Hu, Lihong

supporting information, p. 204 - 211 (2016/12/23)

A Pd(II)-catalyzed cascade Heck/intramolecular C(sp2)–H amidation reaction is described for the synthesis of 4-aryl-2-quinolinone derivatives. Substituted cinnamamide containing 2-(pyridin-2-yl)ethanamine unit reacts with aryl iodide to form in

Copper-catalyzed highly selective synthesis of 2-benzyl- and 2-benzylidene-substituted benzo[: B] thiazinones from 2-iodophenylcinnamamides and potassium sulfide

Liu, Wenjuan,Min, Hao,Zhu, Xiaoming,Deng, Guobo,Liang, Yun

supporting information, p. 9804 - 9808 (2017/12/08)

An efficient and practical procedure for the synthesis of 2-benzyl- and 2-benzylidene-substituted benzo[b]thiazinones from easily available 2-iodophenylcinnamamides and potassium sulfide has been developed. In the presence of DBU, the reaction proceeds vi

Pd-Catalyzed α-Selective C-H Functionalization of Olefins: En Route to 4-Imino-β-Lactams

Kong, Wei-Jun,Liu, Yue-Jin,Xu, Hui,Chen, Yan-Qiao,Dai, Hui-Xiong,Yu, Jin-Quan

supporting information, p. 2146 - 2149 (2016/03/05)

Pd-catalyzed α-olefinic C-H activation of simple α,β-unsaturated olefins has been developed. 4-imino-β-lactam derivatives were readily synthesized via activation of α-olefinic C-H bonds with excellent cis stereoselectivity. A wide range of heterocycles at the β-position are compatible with this reaction. The product of 4-imino-β-lactam derivatives can be readily converted to 2-aminoquinoline which exists extensively in pharmaceutical drugs and natural products.

βUnsaturated acyl cyanides as new bis-electrophiles for enantioselective organocatalyzed formal [3+3]spiroannulation

Goudedranche, Sebastien,Bugaut, Xavier,Constantieux, Thierry,Bonne, Damien,Rodriguez, Jean

supporting information, p. 410 - 415 (2014/04/03)

α,β-Unsaturated acyl cyanides are key bis-electrophile substrates for successful domino enantioselective organocatalyzed Michael-intramolecular acylation domino sequences. This new reactivity has been applied to the synthesis of enantioenriched azaspiro[4

The triflic acid-mediated cyclisation of N-benzyl-cinnamamides

King, Frank D.,Caddick, Stephen

supporting information, p. 487 - 491 (2013/07/27)

N-Benzyl-cinnamamides cyclise with triflic acid to form 5-aryl-benzazepinones and/or cinnamamides.

USE OF PHYSIOLOGICAL COOLING ACTIVE INGREDIENTS, AND AGENTS CONTAINING SUCH ACTIVE INGREDIENTS

-

Page/Page column 53, (2012/10/23)

The invention relates to a TRPM8 modulator for achieving a cooling effect on the skin or a mucous membrane.

Tandem-type Pd(ii)-catalyzed oxidative Heck reaction/intramolecular C-H amidation sequence: A novel route to 4-aryl-2-quinolinones

Inamoto, Kiyofumi,Kawasaki, Junpei,Hiroya, Kou,Kondo, Yoshinori,Doi, Takayuki

supporting information; experimental part, p. 4332 - 4334 (2012/05/20)

A novel catalytic method for synthesizing 4-aryl-2-quinolinones is reported. The process involves two mechanistically independent, sequential Pd(ii)-catalyzed reactions - the oxidative Heck reaction and the intramolecular C-H amidation - both of which smoothly proceed in the presence of a single catalytic system in a one-pot manner. The Royal Society of Chemistry 2012.

Design, synthesis, and insecticidal activity of 1,5-diphenyl-1-pentanone analogues

Yang, Shaoxiang,Kang, Tieniu,Rui, Changhui,Yang, Xinling,Sun, Yufeng,Cui, Zining,Ling, Yun

experimental part, p. 2394 - 2400 (2012/02/04)

Three series of novel 1,5-diphenyl-1-pentanone derivatives were designed and synthesized. Their structures were characterized by IR, 1H NMR techniques, and elemental analysis. The insecticidal activities of the new compounds were preliminarily evaluated. The bioassay results indicated that the compounds X11-X30 displayed better aphicidal activity against Aphis gossypii than compounds X1-X10 and the lead compound (E)-1,5-diphenyl-1-penten-1-one (A). The inhibitory rates of compounds X6 and X29 were 100% against Plutella xylostella (L.) at 600 mg·L-1. Compounds X12, X13, X19, X24, X25, X26 and X27 showed higher insecticidal activity against Tetranychus cinnabarinus (Boisduval) at 600 mg·L-1 than the lead compound (A).

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