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3-(diMethylaMino)-1-(4-Methoxyphenyl)prop-2-en-1-one, commonly known as DMAP, is a chemical compound with the molecular formula C11H15NO2. It is a yellow crystalline solid that is widely recognized for its utility as a reagent in organic synthesis. Characterized by its effectiveness as a catalyst in various chemical reactions, DMAP plays a pivotal role in the acylation of alcohols and amines, as well as the esterification of carboxylic acids. Its applications extend to the preparation of pharmaceuticals and agrochemicals, making it a versatile component in the production of a diverse array of chemicals.

18096-70-3

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18096-70-3 Usage

Uses

Used in Pharmaceutical Industry:
3-(diMethylaMino)-1-(4-Methoxyphenyl)prop-2-en-1-one is used as a catalyst in the synthesis of pharmaceuticals for its ability to facilitate key chemical reactions, such as acylation and esterification, which are crucial in the production of various drugs.
Used in Agrochemical Industry:
In the agrochemical sector, 3-(diMethylaMino)-1-(4-Methoxyphenyl)prop-2-en-1-one serves as a catalyst for the synthesis of agrochemicals, contributing to the development of effective pesticides and other agricultural products that require precise chemical transformations.
Used in Organic Synthesis:
3-(diMethylaMino)-1-(4-Methoxyphenyl)prop-2-en-1-one is utilized as a reagent in organic synthesis for its capacity to act as an effective catalyst, enabling the formation of new chemical bonds and the creation of a wide range of organic compounds.

Check Digit Verification of cas no

The CAS Registry Mumber 18096-70-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,8,0,9 and 6 respectively; the second part has 2 digits, 7 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 18096-70:
(7*1)+(6*8)+(5*0)+(4*9)+(3*6)+(2*7)+(1*0)=123
123 % 10 = 3
So 18096-70-3 is a valid CAS Registry Number.

18096-70-3 Well-known Company Product Price

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  • Alfa Aesar

  • (H33051)  3-Dimethylamino-1-(4-methoxyphenyl)-2-propen-1-one, 95%   

  • 18096-70-3

  • 5g

  • 439.0CNY

  • Detail
  • Alfa Aesar

  • (H33051)  3-Dimethylamino-1-(4-methoxyphenyl)-2-propen-1-one, 95%   

  • 18096-70-3

  • 25g

  • 1455.0CNY

  • Detail

18096-70-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(dimethylamino)-1-(4-methoxyphenyl)prop-2-en-1-one

1.2 Other means of identification

Product number -
Other names 3-Dimethylamino-1-(4-methoxy-phenyl)-propenone

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:18096-70-3 SDS

18096-70-3Relevant academic research and scientific papers

DDQ-mediated oxidative coupling reaction of N,N-dimethyl enaminones with cycloheptatriene

Cheng, Dongping,Yu, Chenze,Pu, Yueqi,Xu, Xiaoliang

supporting information, (2022/01/23)

An efficient 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ)-mediated oxidative coupling reaction of N,N-dimethyl enaminones with cycloheptatriene is developed. It provides a variety of α-alkenylated 1,3-dicarbonyl compounds in moderate to good yields under mild conditions.

Efficient synthesis, structure elucidation, and anti-parasitic activities of novel quinolinyl β–enaminones

Khanikar, Shilpika,Kaping, Shunan,Helissey, Philippe,Joshi, Prince,Shaham, Salique Hassan,Mishra, Shikha,Srivastava, Mrigank,Tripathi, Renu,Vishwakarma, Jai N.

, p. 665 - 678 (2021/05/26)

In the present study, a novel series of side chain-modified quinoline β-enaminones were synthesized in good-to-excellent yields. The structures of all the synthesized compounds have been established with the help of spectral and analytical data and also b

An expedient synthesis of highly functionalized 1,3-dienes by employing cyclopropenes asC4units

Jiang, Chengzhou,Wu, Jiamin,Han, Jiabin,Chen, Kai,Qian, Yang,Zhang, Zhengyu,Jiang, Yaojia

supporting information, p. 5710 - 5713 (2021/06/16)

An efficient method has been described to synthesize dicarbonyl functionalized 1,3-dienes by cleaving the CC bond of enaminones with cyclopropenes in the presence of a rhodium catalyst. The acetate-substituted cyclopropenes are judiciously chosen as standardC4units of 1,3-diene precursors. The reactions are believed to undergo a unique cutting and insertion process, involving a CC bond cleavage of the enaminone and insertion of a newC(sp2) source with the formation of two C-C single bonds. A broad range of substrates can be used to synthesize the corresponding 1,3-dienes under very mild reaction conditions, including low catalyst-loading, ambient temperature, and a neutral reaction solvent.

Structure-Based Discovery of Pyrimidine Aminobenzene Derivatives as Potent Oral Reversal Agents against P-gp- And BCRP-Mediated Multidrug Resistance

Qiu, Qianqian,Zou, Feng,Li, Huilan,Shi, Wei,Zhou, Daoguang,Zhang, Ping,Li, Teng,Yin, Ziyu,Cai, Zilong,Jiang, Yuxuan,Huang, Wenlong,Qian, Hai

, p. 6179 - 6197 (2021/06/01)

Overexpression of ATP binding cassette (ABC) transporters, including P-glycoprotein (P-gp) and breast cancer resistance protein (BCRP), is an important factor leading to multidrug resistance (MDR) in cancer treatments. Three subclasses of dual inhibitors of P-gp and BCRP were designed based on the active moieties of BCRP inhibitors, tyrosine kinase inhibitors, and P-gp inhibitors, of which compound 21 possessed low cytotoxicity, high reversal potency, and good lipid distribution coefficient. 21 also increased the accumulation of Adriamycin (ADM) and Mitoxantrone (MX), blocked Rh123 efflux, and made no change in the protein expression of P-gp and BCRP. Importantly, coadministration of 21 can significantly improve the oral bioavailability of paclitaxel (PTX). It was also demonstrated that 21 significantly inhibited the growth of K562/A02 xenograft tumors by increasing the sensitivity of ADM in vivo. In summary, 21 has the potential to overcome MDR caused by P-gp and BCRP and to improve the oral bioavailability of PTX.

One-Pot Synthesis of Symmetrical and Asymmetrical 3-Amino Diynes via Cu(I)-Catalyzed Reaction of Enaminones with Terminal Alkynes

Zhang, Changyuan,Guo, Huosheng,Chen, Lulu,Zhang, Jiantao,Guo, Mengping,Zhu, Xuncheng,Shen, Chan,Li, Zeng

supporting information, p. 8169 - 8173 (2021/11/01)

An economical and efficient protocol for the direct construction of amino skipped diynes through the Cu(I)-catalyzed reaction of enaminones and terminal alkynes has been described. Different kinds of symmetrical and asymmetrical 3-amino diynes could be ob

ANTIVIRAL COMPOUNDS

-

Paragraph 0063; 0064, (2021/08/07)

A compound can include the structure of Formula 1, derivative thereof, prodrug thereof, salt thereof, stereoisomer thereof, tautomer thereof, polymorph thereof, or solvate thereof, or having any chirality at any chiral center: R1 includes a hyd

Discovery of highly potent tubulin polymerization inhibitors: Design, synthesis, and structure-activity relationships of novel 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidines

Huo, Xian-Sen,Jian, Xie-Er,Ou-Yang, Jie,Chen, Lin,Yang, Fang,Lv, Dong-Xin,You, Wen-Wei,Rao, Jin-Jun,Zhao, Pei-Liang

, (2021/05/10)

By removing 5-methyl and 6-acetyl groups in our previously reported compound 3, we designed a series of novel 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidine derivatives as potential tubulin polymerization inhibitors. Among them, compound 5e displayed low nanomolar antiproliferative efficacy on HeLa cells which was 166-fold higher than the lead analogue 3. Interestingly, 5e displayed significant selectivity in inhibiting cancer cells over HEK-293 (normal human embryonic kidney cells). In addition, 5e dose-dependently arrested HeLa in G2/M phase through the alterations of the expression levels of p-cdc2 and cyclin B1, and caused HeLa cells apoptosis by regulation of expressions of cleaved PARP. Further evidence demonstrated that 5e effectively inhibited tubulin polymerization and was 3-fold more powerful than positive control CA-4. Moreover, molecular docking analysis indicated that 5e overlapped well with CA-4 in the colchicine-binding site. These studies demonstrated that 2,7-diaryl-[1,2,4]triazolo[1,5-a]pyrimidine skeleton might be used as the leading unit to develop novel tubulin polymerization inhibitors as potential anticancer agents.

Pyrimidinone derivative, preparation method thereof and application thereof in resisting mycobacterium tuberculosis infection

-

Paragraph 0169-0174, (2020/11/25)

The invention discloses a pyrimidinone derivative, a preparation method thereof and an application thereof in resisting mycobacterium tuberculosis infection. The structure of the pyrimidinone derivative is shown as a formula I, wherein R1, m, X, Y, Z, R2

VASCULAR ADHESION PROTEIN-1 (VAP-1) MODULATORS AND THERAPEUTIC USES THEREOF

-

Paragraph 0258; 0262, (2020/01/24)

Disclosed herein are small molecule Vascular Adhesion Protein- 1 (VAP-1) modulator compositions, pharmaceutical compositions, the use and preparation thereof.

Synthesis and in-vitro anti-proliferative evaluation of some pyrazolo[1,5-a]pyrimidines as novel larotrectinib analogs

Attia, Mohamed H.,Elrazaz, Eman Z.,El-Emam, Soad Z.,Taher, Azza T.,Abdel-Aziz, Hatem A.,Abouzid, Khaled A.M.

, (2019/12/12)

A series of 2-phenyl-7-(aryl)pyrazolo[1,5-a]pyrimidine-3-carbonitriles 11a–j and 2-phenyl-7-(aryl)pyrazolo[1,5-a]pyrimidine-3,6-dicarbonitriles 16a–c was synthesized by the reaction of 5-amino-3-phenyl-1H-pyrazole-4-carbonitrile (5) with 3-(dimethylamino)

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