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N1-(4-ISOPROPYLPHENYL)-2-CHLOROACETAMIDE, also known as O-Desmethyltramadol, is a synthetic compound with potent analgesic properties. It is a key metabolite of the opioid drug tramadol, playing a significant role in its pain-relieving effects. N1-(4-ISOPROPYLPHENYL)-2-CHLOROACETAMIDE exerts its action by binding to opioid receptors in the central nervous system, leading to effective pain relief and a calming effect on the user.

1527-61-3

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1527-61-3 Usage

Uses

Used in Pharmaceutical Industry:
N1-(4-ISOPROPYLPHENYL)-2-CHLOROACETAMIDE is used as an active pharmaceutical ingredient for its analgesic properties, primarily in the treatment of moderate to severe pain conditions. Its efficacy in pain management is attributed to its ability to bind with opioid receptors, providing relief and a sense of calm to patients suffering from various types of pain.
Used in Pain Management:
N1-(4-ISOPROPYLPHENYL)-2-CHLOROACETAMIDE is utilized as a pain-relieving agent, offering an alternative to other opioids for managing pain. Its role in binding to opioid receptors makes it a valuable component in formulations designed to alleviate discomfort and provide comfort to individuals in need.
Used in Research and Development:
In the scientific community, N1-(4-ISOPROPYLPHENYL)-2-CHLOROACETAMIDE serves as a subject of research for understanding the mechanisms of opioid analgesics and exploring potential improvements in pain management therapies. Its study contributes to the advancement of knowledge in pharmacology and the development of safer and more effective pain relief medications.

Check Digit Verification of cas no

The CAS Registry Mumber 1527-61-3 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,5,2 and 7 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 1527-61:
(6*1)+(5*5)+(4*2)+(3*7)+(2*6)+(1*1)=73
73 % 10 = 3
So 1527-61-3 is a valid CAS Registry Number.
InChI:InChI=1/C11H14ClNO/c1-8(2)9-3-5-10(6-4-9)13-11(14)7-12/h3-6,8H,7H2,1-2H3,(H,13,14)

1527-61-3SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 20, 2017

Revision Date: Aug 20, 2017

1.Identification

1.1 GHS Product identifier

Product name 2-chloro-N-(4-propan-2-ylphenyl)acetamide

1.2 Other means of identification

Product number -
Other names 2-chloro-4-isopropylacetanilide

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:1527-61-3 SDS

1527-61-3Relevant academic research and scientific papers

Synthesis, in silico Study and Antimicrobial Evaluation of New Selenoglycolicamides

Souza, Helivaldo D.S.,De Sousa, Roxana P.F.,Lira, Bruno F.,Vilela, Raquel F.,Borges, Nathalie H.P.B.,De Siqueira?Junior, José P.,Lima, Edeltrudes O.,Jardim, Jeane U.G.,Da Silva, Gracielle A.T.,Barbosa?Filho, José M.,De Athayde?Filho, Petr?nio F.

, p. 188 - 197 (2019)

Nine new compounds derived from selenoglycolic acid were synthesized, and their structures were fully characterized by elemental analysis, infrared (IR),1H and13C nuclear magnetic resonance (NMR). The compounds were evaluated in an i

Synthesis and antifungal activity against candida strains of mesoionic system derived from 1,3-Thyazolium-5-Thiolate

Peixoto, Isabelle N.,Souza, Helivaldo D. S.,Lira, Bruno F.,Silva, Daniele F.,Lima, Edeltrudes O.,Barbosa-Filho, José M.,De Athayde-Filho, Petr?nio F.

, p. 1807 - 1813 (2016)

A series of ten new compounds have been synthetized in satisfactory yields (85-95percent) through the treatment of isopropyl mesoionic 1,3-Thiazolium-5-Thiolate with 2-chloro-N-Arylacetamides and characterized by elemental analysis, infrared (IR), 1H and

Synthesis, biological evaluation, and structure-activity relationships of new tubulin polymerization inhibitors based on 5-amino-1,2,4-triazole scaffold

Yang, Fang,Chen, Lin,Lai, Jin-Mei,Jian, Xie-Er,Lv, Dong-Xin,Yuan, Li-Li,Liu, Yu-Xia,Liang, Feng-Ting,Zheng, Xiao-Lan,Li, Xiong-Li,Wei, Li-Yuan,You, Wen-Wei,Zhao, Pei-Liang

, (2021)

Based on our previous research, thirty new 5-amino-1H-1,2,4-triazoles possessing 3,4,5-trimethoxyphenyl moiety were synthesized, and evaluated for antiproliferative activities. Among them, compounds IIa, IIIh, and IIIm demonstrated significant antiproliferative activities against a panel of tumor cell lines, and the promising compound IIIm dose-dependently caused G2/M phase arrest in HeLa cells. Furthermore, analogue IIa exhibited the most potent tubulin polymerization inhibitory activity with an IC50 value of 9.4 μM, and molecular modeling studies revealed that IIa formed stable interactions in the colchicine-binding site of tubulin, suggesting that 5-amino-1H-1,2,4-triazole scaffold has potential for further investigation to develop novel tubulin polymerization inhibitors with anticancer activity.

Design, synthesis and SAR exploration of tri-substituted 1,2,4-triazoles as inhibitors of the annexin A2-S100A10 protein interaction

Reddy, Tummala R.K.,Li, Chan,Guo, Xiaoxia,Fischer, Peter M.,Dekker, Lodewijk V.

, p. 5378 - 5391 (2014)

Recent target validation studies have shown that inhibition of the protein interaction between annexin A2 and the S100A10 protein may have potential therapeutic benefits in cancer. Virtual screening identified certain 3,4,5-trisubstituted 4H-1,2,4-triazoles as moderately potent inhibitors of this interaction. A series of analogues were synthesized based on the 1,2,4-triazole scaffold and were evaluated for inhibition of the annexin A2-S100A10 protein interaction in competitive binding assays. 2-[(5-{[(4,6-Dimethylpyrimidin-2-yl)sulfanyl]methyl}-4-(furan-2-ylmethyl)-4H-1,2,4-triazol-3-yl)sulfanyl]-N-[4-(propan-2-yl)phenyl]acetamide (36) showed improved potency and was shown to disrupt the native complex between annexin A2 and S100A10.

Triazole sulfonamides derivatives and their use in agriculture

-

Paragraph 0151-0154, (2021/09/26)

The invention provides a novel triazole sulfonamide derivative and application thereof in agriculture. , The invention relates to a triazole sulfonamides derivative as shown in a formula (I) and a preparation method thereof. I In formula (R)1 And R2 Are each independently hydrogen. C1 -6 Alkyl and the like, R3 Document C3 -8 Cycloalkyl, R4 -SO2 - NRa Rb , SO2 - C1 -6 Alkyl group, SO2 - C3 -8 Cycloalkyl, SO2 - C1 -3 Alkylene - C3 -8 Cycloalkyl, SO2 - Rc , C1 -3 Alkylene - C (= O) O-C1 -6 Alkyl or - C1 -3 Alkylene - C (= O) - NRd Re , Ra , Rb , Rc , Rd And Re Having the meaning of the invention. The compound, the composition containing the compound and/or the preparation provided by the invention has good bactericidal activity and can be used as a bactericide in agriculture.

Microwave-assisted multicomponent synthesis of benzo[f]pyrrolo[1,2-a]quinoline derivatives

Georgescu, Emilian,Georgescu, Florentina,Dumitrascu, Florea,Draghici, Constantin,Nicolescu, Alina,Marinescu, Daniela,Deleanu, Calin

, p. 97 - 102 (2021/02/05)

We present an efficient one-pot, three component microwave-assisted synthesis of benzo[f]pyrrolo[1,2-a]quinoline derivatives starting from benzo[f]quinoline, 2-bromo-acetophenones or 2-chloro-(N-phenyl)acetamides and electron-deficient alkynes. This synthetic strategy provides a direct and easy access to a range of novel benzo[f]pyrrolo[1,2-a]quinoline derivatives. The method has the advantages of considerable shorter reaction time, reduced solvent consumption, operational simplicity and minimal impact on the environment. Nine new benzo[f]pyrrolo[1,2-a]quinoline derivatives have been synthesized with the new method and they are fully characterized.

Novel selective ido1 inhibitors with isoxazolo[5,4-d]pyrimidin-4(5h)-one scaffold

?vajger, Urban,Bratkovi?, Toma?,Dol?ak, Ana,Gobec, Stanislav,Mlinari?, Larisa,Ogorevc, Eva,Sova, Matej

, (2021/04/02)

Indoleamine 2,3-dioxygenase 1 (IDO1) is a promising target in immunomodulation of several pathological conditions, especially cancers. Here we present the synthesis of a series of IDO1 inhibitors with the novel isoxazolo[5,4-d]pyrimidin-4(5H)-one scaffold. A focused library was prepared using a 6-or 7-step synthetic procedure to allow a systematic investigation of the structure-activity relationships of the described scaffold. Chemistry-driven modifications lead us to the discovery of our best-in-class inhibitors possessing p-trifluoromethyl (23), p-cyclohexyl (32), or p-methoxycarbonyl (20, 39) substituted aniline moieties with IC50 values in the low micromolar range. In addition to hIDO1, compounds were tested for their inhibition of indoleamine 2,3-dioxygenase 2 and tryptophan dioxygenase, and found to be selective for hIDO1. Our results thus demon-strate a successful study on IDO1-selective isoxazolo[5,4-d]pyrimidin-4(5H)-one inhibitors, defining promising chemical probes with a novel scaffold for further development of potent small-molecule immunomodulators.

Microwave-Assisted multicomponent synthesis of benzo[f]pyrrolo[1,2-a]quinoline derivatives

Deleanu, Calin,Draghici, Constantin,Dumitrascu, Florea,Georgescu, Emilian,Georgescu, Florentina,Marinescu, Daniela,Nicolescu, Alina

, p. 97 - 102 (2020/07/07)

We present an efficient one-pot, three component microwave-assisted synthesis of benzo[f]pyrrolo[1,2-a]quinoline derivatives starting from benzo[f]quinoline, 2-bromo-acetophenones or 2-chloro-(N-phenyl)acetamides and electron-deficient alkynes. This synthetic strategy provides a direct and easy access to a range of novel benzo[f]pyrrolo[1,2-a]quinoline derivatives. The method has the advantages of considerable shorter reaction time, reduced solvent consumption, operational simplicity and minimal impact on the environment. Nine new benzo[f]pyrrolo[1,2-a]quinoline derivatives have been synthesized with the new method and they are fully characterized.

Design and synthesis of novel pyridazine N-aryl acetamides: In-vitro evaluation of α-glucosidase inhibition, docking, and kinetic studies

Faramarzi, Mohammad Ali,Firoozpour, Loghman,Foroumadi, Alireza,Moghimi, Setareh,Mojtabavi, Somayeh,Sadat Ebrahimi, Seyed Esmaeil,Safari, Fatemeh,Salarinejad, Somayeh,Toolabi, Mahsa

, (2020/07/21)

We herein applied the four step-synthetic route to prepare the pyridazine core attached to the various N-aryl acetamides. By this approach, a new series of pyridazine-based compounds were synthesized, characterized and evaluated for their activities against α-glucosidase enzyme. In-vitro α-glucosidase assay established that twelve compounds are more potent than acarbose. Compound 7a inhibited α-glucosidase with the IC50 value of 70.1 μM. The most potent compounds showed no cytotoxicity against HDF cell line. Molecular docking and kinetic studies were performed to determine the modes of interaction and inhibition, respectively.

Combined structure- and ligand-based virtual screening aiding discovery of selenoglycolicamides as potential multitarget agents against Leishmania species

de Sousa Luis, José Alixandre,da Silva Souza, Helivaldo Diógenes,Lira, Bruno Freitas,da Silva Alves, Francinara,de Athayde-Filho, Petr?nio Filgueiras,de Souza Lima, Tatjana Keesen,Rocha, Juliana Camara,Mendon?a Junior, Francisco Jaime Bezerra,Scotti, Luciana,Scotti, Marcus Tullius

, (2019/08/12)

Leishmaniasis is a neglected disease that does not have adequate treatment. We created a database with 30 selenoglycolicamides and evaluated their potential anti-Leishmanial activity (L. amazonensis and L. donovani) through ligand- and structure-based vir

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