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4-iodo-N-methylbenzamide is a chemical compound with the molecular formula C8H8IN2O. It is a derivative of benzamide, characterized by a methyl group attached to the nitrogen atom and an iodine atom at the 4-position of the benzene ring. 4-iodo-N-methylbenzamide is recognized for its potential as a versatile building block in organic synthesis and pharmaceutical research, with applications in the development of new drugs and as a precursor for radiolabeled imaging agents.

89976-43-2

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89976-43-2 Usage

Uses

Used in Organic Synthesis:
4-iodo-N-methylbenzamide is utilized as a key intermediate in organic synthesis for the creation of various biologically active compounds. Its unique structure allows for the formation of diverse chemical entities, making it a valuable component in the synthesis of pharmaceuticals and other organic molecules.
Used in Pharmaceutical Research:
In pharmaceutical research, 4-iodo-N-methylbenzamide serves as a promising candidate for the development of new drugs. Its structural features enable it to be modified and optimized for specific therapeutic targets, contributing to the advancement of novel medicinal agents.
Used in Positron Emission Tomography (PET) Studies:
4-iodo-N-methylbenzamide is also considered for use as a precursor in the preparation of radiolabeled imaging agents for PET studies. Its iodine atom can be replaced with a radioactive isotope, allowing for the tracking and imaging of biological processes in living organisms.
Used in Medical Treatments:
Although research is ongoing, 4-iodo-N-methylbenzamide has been investigated for its potential use in treating various medical conditions, including cancer and neurological disorders. Its specific role in these treatments is still under investigation, with the aim of understanding its pharmacological properties and potential therapeutic applications more fully.

Check Digit Verification of cas no

The CAS Registry Mumber 89976-43-2 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,9,9,7 and 6 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 89976-43:
(7*8)+(6*9)+(5*9)+(4*7)+(3*6)+(2*4)+(1*3)=212
212 % 10 = 2
So 89976-43-2 is a valid CAS Registry Number.

89976-43-2Relevant articles and documents

Photoinduced Cross-Coupling of Aryl Iodides with Alkenes

Liu, Yuliang,Li, Haoyu,Chiba, Shunsuke

supporting information, p. 427 - 432 (2021/01/26)

A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes has been developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes is proposed. The method enables iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.

The Pd-catalyzed synthesis of difluoroethyl and difluorovinyl compounds with a chlorodifluoroethyl iodonium salt (CDFI)

Cao, Chengyao Kimmy,Chen, Chao,Ge, Chenxin,Niu, Yaru,Qu, Hongmei

supporting information, (2021/10/01)

Herein, we report a simple and efficient method for the direct installation of chlorodifluoroethyl group onto aromatic molecules of various aromatic amides with a new 2-chloro,2,2-difluoroethyl(mesityl)iodonium salt (CDFI). Moreover, the chlorodifluoroeth

Structural optimization of natural product fusaric acid to discover novel T3SS inhibitors of Salmonella

Li, Chaoqun,Li, Zhiying,Lu, Chunhua,Shen, Yuemao,Song, Yuliang,Xu, Guangsen

, p. 72 - 76 (2021/10/27)

Type III secretion system (T3SS) plays a critical role in host cell invasion and pathogenesis of Salmonella. We recently identified the mycotoxin fusaric acid (FA) as a T3SS inhibitor of Salmonella. Herein, twenty-two diphenylsulfane derivatives were desi

Rhenium-Catalyzed Phthalide Synthesis from Benzamides and Aldehydes via C-H Bond Activation

Jia, Bing,Yang, Yunhui,Jin, Xiqing,Mao, Guoliang,Wang, Congyang

supporting information, p. 6259 - 6263 (2019/09/06)

The [4 + 1] annulation of benzamides and aldehydes for phthalide synthesis was achieved via rhenium-catalyzed C-H activation, which demonstrates an unprecedented reaction pattern distinct from those of other transition-metal catalyses. The reaction also features readily available starting materials, a wide scope for both electro-rich and electro-deficient substrates, and the elimination of homoannulation byproducts.

Chemoselective Synthesis of Aryl Ketones from Amides and Grignard Reagents via C(O)-N Bond Cleavage under Catalyst-Free Conditions

Sureshbabu, Popuri,Azeez, Sadaf,Muniyappan, Nalluchamy,Sabiah, Shahulhameed,Kandasamy, Jeyakumar

, p. 11823 - 11838 (2019/10/02)

Conversion of a wide range of N-Boc amides to aryl ketones was achieved with Grignard reagents via chemoselective C(O)-N bond cleavage. The reactions proceeded under catalyst-free conditions with different aryl, alkyl, and alkynyl Grignard reagents. α-Ketoamide was successfully converted to aryl diketones, while α,β-unsaturated amide underwent 1,4-addition followed by C(O)-N bond cleavage to provide diaryl propiophenones. N-Boc amides displayed higher reactivity than Weinreb amides with Grignard reagents. A broad substrate scope, excellent yields, and quick conversion are important features of this methodology.

Cobalt(III)-Catalyzed Directed C-H Allylation

Gensch, Tobias,Vásquez-Céspedes, Suhelen,Yu, Da-Gang,Glorius, Frank

supporting information, p. 3714 - 3717 (2015/08/18)

The cobalt(III)-catalyzed allylation was developed for amide-directed C-H activation of arenes, heteroarenes, and olefins. A variety of allyl sources can be employed to introduce this useful functional group.

Re/Mg bimetallic tandem catalysis for [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization

Tang, Qiuzheng,Xia, Dexin,Jin, Xiqing,Zhang, Qing,Sun, Xiao-Qiang,Wang, Congyang

supporting information, p. 4628 - 4631 (2013/05/21)

A rhenium-magnesium cocatalyzed [4+2] annulation of benzamides and alkynes via C-H/N-H functionalization is described. The reaction features a divergent and high level of diastereoselectivities, which are readily switchable by subtle tuning of reaction conditions. Thus, a wide range of both cis- and trans-3,4-dihydroisoquinolinones is expediently synthesized in a highly atom-economical manner. Moreover, mechanistic studies unraveled a tandem mode of action between rhenium and magnesium in the catalytic cycles.

Cyanomethyl substituted N-Acyl Tryptamines

-

Page/Page column 36, (2009/03/07)

The present invention relates to cyanomethyl substituted N-acyl tryptamines of the formula I in which R1, R2, R3, R4, R5, Q, X and W have the meaning as defined in the description. The compounds according to the invention are effective FSH antagonists and

4-Methyl-5-phenyl triazoles as selective inhibitors of 11β-hydroxysteroid dehydrogenase type I

Zhu, Yuping,Olson, Steven H.,Hermanowski-Vosatka, Anne,Mundt, Steven,Shah, Kashmira,Springer, Marty,Thieringer, Rolf,Wright, Samuel,Xiao, Jianying,Zokian, Hratch,Balkovec, James M.

scheme or table, p. 3405 - 3411 (2009/04/07)

4-Methyl-5-phenyl-(1,2,4)-triazoles were identified as selective inhibitors of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1). They were active in vitro and in an in vivo mouse pharmacodynamic (PD) model. The synthesis and structure activity relations

Synthesis and redistribution reactions of asymmetric σ-arylplatinum(II) complexes containing 4,7-phenanthroline

Gallasch, David P.,Woodhouse, Susan L.,Rendina, Louis M.

, p. 1288 - 1294 (2007/10/03)

The mononuclear σ-aryl complexes of the type trans -[Pt(σ -C6H4R)(4,7-phen)(PPh3)2] OTf (R=4-CO2SitBuPh2, 4-CONHMe, 3-CO2SitBuPh2, 3-CONHMe; OTf=trifluoromethanesulfonate) containing a monodentate 4,7-phenanthroline (4,7-phen) ligand were prepared by an oxidative addition reaction of an aryl iodide with Pt(PPh3) 4 to yield the key iodoplatinum(II) precursors trans -[PtI(σ-C6H4R)(PPh3) 2], followed by halogen metathesis with one equivalent of 4,7-phen. The reaction of trans -[Pt(σ-C6 H4R)(4,7-phen)(PPh3)2]OTf with labile complexes of the type trans -[Pt(OTf)L2(σ -C6H4R′)] (L=PEt3, R′=H; L=PPh3, R′=4-CO2SitBuPh2 3-CO2SitBuPh2, 3-CONHMe) afforded the asymmetric dinuclear complexes of the type trans -[Pt(σ -C6H4R)L2(μ-4,7-phen)Pt(σ -C6H4R′) L′2](OTf) 2 (L=PPh3, R=4-CO2SitBuPh2, L′=PEt3, R′=H; L=L′=PPh3, R=4-CONHMe, R′ =4-CO2SitBuPh2; R=4-CO2SitBuPh2, R′=3-CONHMe; R=3-CONHMe, R′=3 -CO2SitBuPh2) in which the 4,7-phen acts as a bridging bidentate ligand. The novel dinuclear species undergo an unusual redistribution reaction that is essentially thermoneutral at 298 K. The exchange process involves facile cleavage of a Pt-N bond and the rapid exchange of trans -[PtL2(σ-aryl)] units in the equilibrium mixture.

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