Month: January 2023

A simple access to N-(un)substituted isoquinolin-1(2H)-ones: Unusual formation of regioisomeric isoquinolin-1(4H)-ones was written by Chary, R. Gangadhara;Dhananjaya, G.;Prasad, K. Vara;Vaishaly, S.;Ganesh, Y. S. S.;Dulla, Balakrishna;Kumar, K. Shiva;Pal, Manojit. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2014.HPLC of Formula: 123278-03-5 This article mentions the following:

A ligand/additive/Pd-free Cu-mediated coupling/cyclization strategy from 2-iodobenzamides and terminal alkynes afforded a practical, one-pot, and general approach towards the synthesis of N-(un)substituted isoquinolin-1(2H)-ones. Both the catalyst and the solvent used are recyclable. The use of the Cu reagent in excess led to the unusual formation of regioisomeric and uncommon isoquinolin-1(4H)-ones. In the experiment, the researchers used many compounds, for example, 3-Chloro-2-iodobenzoic acid (cas: 123278-03-5HPLC of Formula: 123278-03-5).

3-Chloro-2-iodobenzoic acid (cas: 123278-03-5) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.HPLC of Formula: 123278-03-5

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

[Pd]-Catalyzed Intermolecular Coupling and Acid Mediated Intramolecular Cyclodehydration: One-Pot Synthesis of Indenes was written by Niharika, Pedireddi;Satyanarayana, Gedu. And the article was included in European Journal of Organic Chemistry in 2018.Recommanded Product: 5460-32-2 This article mentions the following:

An efficient one-pot synthesis of indenes from simple starting materials is presented. This process involves a dual C-C bond formation through an intermol. Heck coupling reaction followed by acid-mediated intramol. cyclodehydration. The strategy is amenable to various substituted aromatics to give indenes. In addition, the regioselective synthesis of benzyl styrenes in a single column purification technique through in-situ reduction of Heck products (ketones) followed by acid mediated dehydration of crude reaction mixture is presented. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Recommanded Product: 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organic iodides are widely used in organic synthesis. Halogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.Recommanded Product: 5460-32-2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Rapid Access to Azabicyclo[3.3.1]nonanes by a Tandem Diverted Tsuji-Trost Process was written by Steeds, Hannah G.;Knowles, Jonathan P.;Yu, Wai L.;Richardson, Jeffery;Cooper, Katie G.;Booker-Milburn, Kevin I.. And the article was included in Chemistry – A European Journal in 2020.SDS of cas: 877264-43-2 This article mentions the following:

A three-step synthesis of 2-azabicyclo[3.3.1]nonane ring system such as I [R = n-pentyl, Bn, Ts, etc.] from simple pyrroles, employing a combined photochem./palladium-catalyzed approach was reported. Substrate scope was broad, allowing incorporation of a wide range of functionality relevant to medicinal chem. Mechanistic studies demonstrated that process occurs by acid-assisted C-N bond cleavage followed by β-hydride elimination to form a reactive diene, demonstrated that efficient control of what might be considered off-cycle reactions can result in productive tandem catalytic processes. This represented a short and versatile route to biol. important morphan scaffold. In the experiment, the researchers used many compounds, for example, (5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2SDS of cas: 877264-43-2).

(5-Fluoro-2-iodophenyl)methanol (cas: 877264-43-2) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. A typical method for synthesis of aromatic iodides is diazotization of primary aromatic amines followed by treatment of potassium iodide. Aliphatic alcohols are converted to alkyl iodides by treating with hydrogen iodide.SDS of cas: 877264-43-2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Rh-Catalyzed General Method for Directed C-H Functionalization via Decarbonylation of in-Situ-Generated Acid Fluorides from Carboxylic Acids was written by He, Bangyue;Liu, Xiaojie;Li, Hongyi;Zhang, Xiaofeng;Ren, Yuxi;Su, Weiping. And the article was included in Organic Letters in 2021.COA of Formula: C8H7IO2 This article mentions the following:

A Rh-catalyzed decarbonylative C-H coupling of in-situ-generated acid fluorides with amide substrates bearing ortho-Csp²-H bonds has been developed. This method enables alkyl, aryl, and alkenyl carboxylic acids to undergo decarbonylative coupling with C-H bonds of (hetero)aromatic or alkenyl amides in generally good yields via the in situ conversion of carboxylic acids into acid fluorides and also allows for the functionalization of a series of structurally complex carboxyl-containing natural products and pharmaceuticals as well as pharmaceutical amide derivatives In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1COA of Formula: C8H7IO2).

3-Iodo-2-methylbenzoic acid (cas: 133232-56-1) belongs to iodide derivatives. Generally organic iodides can be divided into two classes of alkyl iodides and aryl iodides. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I. This periodic order also follows the atomic radius of halogens and the length of the carbon-halogen bond.COA of Formula: C8H7IO2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

One-Pot Direct Synthesis of Weinreb Amides From Aryl and Hetero Aryl Halides Using Co₂(CO)₈ as an Effective CO Source Under Conventional Thermal Heating was written by Baburajan, Poongavanam;Elango, Kuppanagounder P.. And the article was included in Synthetic Communications in 2015.Category: iodides-buliding-blocks This article mentions the following:

A successful protocol for the synthesis of Weinreb amides directly from aryl halides via aminocarbonylation with N,O-dimethylhydroxylamine using Co₂(CO)₈ as an in situ CO source has been demonstrated. The effects of various reaction parameters such as temperature, base, and CO source have also been investigated and optimized. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Category: iodides-buliding-blocks).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Category: iodides-buliding-blocks

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Fragment Screening and Assembly: A Highly Efficient Approach to a Selective and Cell Active Protein Tyrosine Phosphatase 1B Inhibitor was written by Liu, Gang;Xin, Zhili;Pei, Zhonghua;Hajduk, Philip J.;Abad-Zapatero, Cele;Hutchins, Charles W.;Zhao, Hongyu;Lubben, Thomas H.;Ballaron, Stephen J.;Haasch, Deanna L.;Kaszubska, Wiweka;Rondinone, Cristina M.;Trevillyan, James M.;Jirousek, Michael R.. And the article was included in Journal of Medicinal Chemistry in 2003.Recommanded Product: 1-Fluoro-2-iodo-4-methylbenzene This article mentions the following:

Using an NMR-based fragment screening and x-ray crystal structure-based assembly, starting with millimolar ligands for both the catalytic site and the second phosphotyrosine binding site, we have identified a small-mol. inhibitor of protein tyrosine phosphatase 1B with low micromolar inhibition constant, high selectivity (30-fold) over the highly homologous T-cell protein tyrosine phosphatase, and good cellular activity in COS-7 cells. In the experiment, the researchers used many compounds, for example, 1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4Recommanded Product: 1-Fluoro-2-iodo-4-methylbenzene).

1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Recommanded Product: 1-Fluoro-2-iodo-4-methylbenzene

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Stereochemistry of biphenyls. XXV. The relative interfering effects of the groups F, OCH₃, Cl, Br as determined by the relative rates of racemization of the 2′-substituted 2-nitro-6-carboxybiphenyls was written by Stoughton, R. W.;Adams, Roger. And the article was included in Journal of the American Chemical Society in 1932.SDS of cas: 452-82-4 This article mentions the following:

2,3-Br(CO₂H)C₆H₃NO₂ gives 95% of the Me ester, m. 78-8.5°. 3,4-I(H₂N)C₆H₃Me, through the diazo reaction, gives 40% of 1-methyl-3-iodo-4-bromobenzene, yellow, b₂₀ 145-50°; the 4-F derivative, b₃₀ 122-5°, d₂₀²⁰ 1.8337, n_D¹⁸ 1.5757. The following biphenyls were prepared: 2-nitro-6-carboxy-2′-methoxy (I), yellow, m. 196.5-7°, 21% yield; 2-nitro-6-carboxy-2′-fluoro-5′-methyl (II), yellow, m. 187-8°, 16%; 2′-Cl derivative (III), m. 234-4.5°, 11%; 2′-Br derivative (IV), m. 228-9°, 10%. 2,2′-Dichloro-5,5′-dimethylbiphenyl, m. 85-6°. I was resolved by brucine in EtOH; the brucine salt crystallizes with 0.5 mol. H₂O and m. 219-20° or, anhydrous 223-4°; 0.1827 g. of hydrated salt in 15 cc. CHCl₃ at 0° showed [α]_D 88.7° (initial) or -9.0° (final); at 26°, 0.1016 g. showed [α]_D 29.5° and -8.1°; the free acid m. 196-7°, [α]_D²⁶ 29.5° (0.2057 g. in 15 cc. EtOH), half-life period, 9.4 min.; the Na salt in N NaOH and in dilute EtONa gave [α]_D²⁶ 47.5° and 49.9°, resp.; half-life periods, 20 and 3.3 min. III yielded a slightly soluble brucine salt, crystallizing with 0.75 mol. H₂O, m. (anhydrous) 215-7°, [α]_D²⁰ -25.3° (0.1270 g. in 15 cc. CHCl₃), and a more soluble form, m. 220-1°, [α]_D²⁰ 22.8° (0.1398 g. in 15 cc. CHCl₃). d- and l-III m. 234°; the d-III in EtOH gave [α]_D²⁰ 18.6° (0.1213 g. in 15 cc.); the l-III in BuOH showed [α]_D²⁰ -40.8°, changing to -6.7° in 360 min., half-life period, 141 min.; in AcOH, -68.9°, changing to -15.5° in 340 min., half-life period 154 min.; in 0.1 N NaOH, 125°, changing to 110° in 390 min., half-life period, 2510 min.; in dilute EtONa, 116°, changing to 105° in 240 min., half-life period, 1770 min.; in EtOH the rotation is constant IV yields a brucine salt, crystallizing with 1 mol. H₂O, m. 203° or, anhydrous, 210°, [α]_D²⁰ -31.8° (0.1226 g. in 15 cc. CHCl₃); the more soluble salt m. 228-9°, [α]_D²⁰ 38.4° (0.1463 in 15 cc. CHCl₃); the d- and l-IV m. 227°; d-IV, [α]_D²⁰ 27.5° (0.1337 g. in 15 cc. EtOH); l-IV in BuOH, [α]_D²⁰ -37.1°, changing to -29.1° in 1500 min., half-life period 4350 min.; in AcOH, -58.4°, changing to -46.5° in 1080 min., half-life period 3240 min.; in 0.1 N NaOH, 82.6°, changing to 66.8° in 1080 min., half-life period 3540 min.; in dilute EtONa, 85.9° changing to 75.3° in 300 min.,half-life period 2340 min. II gave only 1 brucine salt, crystallizing with 0.25 mol. H₂O, m. 214-5°, [α]_D²⁰ -3.2° (0.2846 g. in 15 cc. CHCl³); at 0° [α]_D changes from 15° to -3.4° in 5 hrs., half-life period at 0° 42 min. The quinine salt of II crystallizes with 2 mols. H₂O, m. 138-40°; [α]_D²⁰ -94.5° (0.114 g. in 15 cc. CHCl₃); [α]_D^O -125°, changing to -82.5° in 5 hrs., half-life period, 16 min. The strychnine salt m. 194-6°; [α]_D²⁰ -24.5° (0.2030 g. in 15 cc. CHCl₃); [α]_D^O -31.2° without mutarotation. The free acid appeared to be inactive. 1-Methyl-4-fluoro-5-nitrofluorenone, yellow, m. 204-5°, in quant. yield from II and concentrated H₂SO₄. The differences between the individual compounds are very marked and lead to the conclusion that the interfering effect of the 2′-substitution is in the following order: Br>Cl>OMe>F. In the experiment, the researchers used many compounds, for example, 1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4SDS of cas: 452-82-4).

1-Fluoro-2-iodo-4-methylbenzene (cas: 452-82-4) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. Organoiodine lubricants can be used with titanium, stainless steels, and other metals which tend to seize up with conventional lubricants: organoiodine lubricants can be used in turbines and spacecraft, and as a cutting oil in machining.SDS of cas: 452-82-4

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthesis of some new 4-(3H)-quinazoline analogs as potential antioxidant agents was written by Al-Omar, M. A.;El-Azab, Adel E.;El-Obeid, H. A.;Abdel Hamide, S. G.. And the article was included in Journal of Saudi Chemical Society in 2006.Recommanded Product: 2-Amino-4-iodobenzoic acid This article mentions the following:

A new series of derivatives of 6-iodo-2-propyl-4(3H)-quinazolinone [I, R = H] and its fused heterocyclic analogs were prepared and screened for their antioxidant activity. I [R = H, NHCONH₂, OH, phthalimido, NH₂, O₂CCH₂Cl,OCH₂CONH₂] inhibit aldehyde oxidase exclusively by more than 98 %. This type of inhibition was found to be competitive with Ki value ranging from 50-400 μM with respect to aldehyde oxidase. In the experiment, the researchers used many compounds, for example, 2-Amino-4-iodobenzoic acid (cas: 20776-54-9Recommanded Product: 2-Amino-4-iodobenzoic acid).

2-Amino-4-iodobenzoic acid (cas: 20776-54-9) belongs to iodide derivatives. Typical reactions of alkyl iodides include nucleophilic substitution, elimination, reduction, and the formation of organometallics. In the chemical industry, alkyl iodides serve as excellent alkylating agents and, specifically, methyl iodide is used as a methylating agent in the synthesis of various pharmaceutical drugs.Recommanded Product: 2-Amino-4-iodobenzoic acid

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Discovery of pyrido[3′,2′:5,6]thiopyrano[4,3-d]pyrimidine-based antiproliferative multikinase inhibitors was written by Salerno, Silvia;Barresi, Elisabetta;Garcia-Argaez, Aida Nelly;Taliani, Sabrina;Simorini, Francesca;Amendola, Giorgio;Tomassi, Stefano;Cosconati, Sandro;Novellino, Ettore;Da Settimo, Federico;Marini, Anna Maria;Dalla Via, Lisa. And the article was included in ACS Medicinal Chemistry Letters in 2019.Reference of 5460-32-2 This article mentions the following:

Protein kinases dysregulation is extremely common in cancer cells, and the development of new agents able to simultaneously target multiple kinase pathways involved in angiogenesis and tumor growth may offer several advantages in the treatment of cancer. Herein we report the discovery of new pyridothiopyranopyrimidine derivatives (2-4) showing high potencies in VEGFR-2 KDR inhibition as well as antiproliferative effect on a panel of human tumor cell lines. Investigation on the selectivity profile of the representative 2-anilino-substituted compounds 3b (I), 3i (II), and 3j (III) revealed a multiplicity of kinase targets that should account for the potent antiproliferative effect produced by these pyridothiopyranopyrimidine derivatives In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Reference of 5460-32-2).

4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2) belongs to iodide derivatives. Organic iodides are organic compounds containing a carbon-iodine (C-I) bond. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. The C–I bond is the weakest of the carbon–halogen bonds. These bond strengths correlate with the electronegativity of the halogen, decreasing in the order F > Cl > Br > I.Reference of 5460-32-2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthesis and Properties of Oligonucleotides with Iodo-Substituted Aromatic Aglycons: Investigation of Possible Halogen Bonding Base Pairs was written by Tawarada, Ryuya;Seio, Kohji;Sekine, Mitsuo. And the article was included in Journal of Organic Chemistry in 2008.Formula: C3H2I2N2 This article mentions the following:

Ab initio calculations of halogen bond energies of artificial base pairs constructed between iodinated aromatic nucleobase mimics and nitrogen-containing acceptor mols. such as pyridine and imidazole suggest that modified base pairs are converted to optimized planar base pairs with weak ΔE values of -0.19 to -3.93 kcal/mol. To evaluate the contribution of halogen bonding toward duplex stabilization of such modified nucleobase mimics introduced into artificial base pairs, three C-nucleoside analogs I and II (R = H and F) with several iodinated aromatic rings and an imidazole nucleoside derivative III were synthesized, and they were incorporated into oligodeoxynucleotides. Hybridization studies of modified oligodeoxynucleotides incorporating iodoarom. bases showed their unique universal base-like ability; however, no indication of halogen bond formation was observed A more sophisticated design is required for the development of new base pairs stabilized by halogen bonding. In the experiment, the researchers used many compounds, for example, 4,5-Diiodo-1H-imidazole (cas: 15813-09-9Formula: C3H2I2N2).

4,5-Diiodo-1H-imidazole (cas: 15813-09-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Polyiodoorganic compounds are sometimes employed as X-ray contrast agents, in fluoroscopy, a type of medical imaging. This application exploits the X-ray absorbing ability of the heavy iodine nucleus.Formula: C3H2I2N2

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com