Tag: 200-300

Synthesis of eosinophil infiltration inhibitors with antihistaminic activity was written by Gyoten, Michiyo;Nagaya, Hideaki;Fukuda, Shigeru;Ashida, Yasuko;Kawano, Yasuhiko. And the article was included in Chemical & Pharmaceutical Bulletin in 2003.Computed Properties of C4H8ClI This article mentions the following:

A series of [1,2,4]triazolo[1,5-b]pyridazines and imidazo[1,2-b]pyridazines having cyclic amines was synthesized and evaluated for antihistaminic activity and inhibitory effect on eosinophil infiltration. When a piperidine or a piperazine containing a benzhydryl group and a suitable spacer was incorporated at the 6-position, the fused pyridazines were found to exhibit both antihistaminic activity and an inhibitory effect on eosinophil chemotaxis. Above all, one product showed potent antihistaminic activity, but little blockade of central H₁ receptors in contrast with its complete blockade of peripheral H₁ receptors as determined by an ex vivo binding assay. Furthermore, the same product inhibited eosinophil infiltration of the skin caused by a topical antigen challenge in sensitized guinea pigs, while an antihistamine terfenadine was not effective. After the pharmacokinetic study, this product was found to be rapidly hydrolyzed to 2-[6-[[3-[4-(diphenylmethoxy)-piperidino]propyl]amino]imidazo [1,2-b]pyridazin-2-yl]-2-methylpropionic acid dihydrate (TAK-427), which was also orally active. The later product having both antihistaminic and antiinflammatory activity, is currently undergoing clin. trials as a therapeutic agent for atopic dermatitis and allergic rhinitis. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Computed Properties of C4H8ClI).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Iodide-containing intermediates are common in organic synthesis, because of the easy formation and cleavage of the C–I bond. 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.Computed Properties of C4H8ClI

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

Domino Oxidative [Pd]-Catalysis: One-Pot Synthesis of Fluorenones Starting from Simple Benzylamines and Iodo Arenes was written by Ravi Kumar, Devarapalli;Satyanarayana, Gedu. And the article was included in Organic Letters in 2015.Synthetic Route of C8H9IO2 This article mentions the following:

A domino [Pd]-catalysis for the efficient synthesis of fluorenones is presented. The overall reaction proceeds through the formation of a five membered Pd(II)-cycle via a highly regioselective ortho C(sp²)-H activation(s) of simple benzylamine that combines with external iodo arenes to give ortho arylated products. Significantly, the reaction further activates the C(sp³)-H and C(sp²)-H (intramol. oxidative Heck coupling) bonds to give tricyclic imine systems. Then the usual water workup affords the fused tricyclic ketones (fluorenones). Remarkably, this one-pot operation enabled the effective construction of two C-C to three C-C bonds. In the experiment, the researchers used many compounds, for example, 4-Iodo-1,2-dimethoxybenzene (cas: 5460-32-2Synthetic Route of C8H9IO2).

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. 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.Synthetic Route of C8H9IO2

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

Reimer-Tiemann reaction with m-bromo- and m-iodophenol was written by Hodgson, H. H.;Jenkinson, T. A.. And the article was included in Journal of the Chemical Society in 1927.Synthetic Route of C7H5IO2 This article mentions the following:

M-BrC₆H₄OH (67 g.) gives 14 g. of the 4-Br derivative and 15 g. of the isomeric 2,4-Br(HO)C₆H₃CHO. 4-Bromo-2-hydroxybenzaldehyde p-nitrophenylhydrazone, orange-yellow, m. 258° (decomposition); semicarbazone, m. 212°; benzoate, m. 115°. 4-Bromo-2-methoxybenzaldehyde, m. 71°; oxime, m. 132°; p-nitrophenylhydrazone, bright orange, m. 215°; semicarbazone, m. 224°; 4-bromo-2-methoxybenzoic acid, m. 155°. 4-Bromo-2-hydroxybenzoic acid, m. 214°; FeCl₃ gives a violet color. 2-Bromo-4-hydroxybenzaldehyde p-nitrophenylhydrazone, dark red, m. 274° (decomposition); semicarbazone, m. 212°; oxime, m. 184°; 2-bromo-4-hydroxybenzoic acid, m. 151°; FeCl₃ gives faint pink color. 2-Bromo-4-methoxybenzaldehyde, m. 77°; oxime, m. 93°; p-nitrophenylhydrazone, orange-red, m. 250°; semicarbazone, m. 232°; 2-bromo-4-methoxybenzoic acid, m. 199°. 2,4-Cl(MeO)C₆H₃CHO, m. 62.5°, yields an oxime, m. 93°; a p-nitrophenylhydrazone, orange-red, m. 249° (decomposition); and a semicarbazone, m. 240°. m-IC₆H₄OH (73 g.) gives 12 g. of 4-iodo-2-hydroxybenzaldehyde (I), m. 87°, and 2-iodo-hydroxybenzaldehyde (II), very pale yellow, m. 163°. The alkali metal, NH₄ and Ag salts of I are all yellow; the Cu salt is green; oxime, m. 171°; p-nitrophenylhydrazone, orange, m. 242° (decomposition); semicarbazone, pale yellow, m. 252°; benzoate, m. 62°. 4-Iodo-2-hydroxybenzoic acid, m. 230°; FeCl₃ gives a reddish violet color. 4-Iodo-2-methoxybenzaldehyde, m. 85°; oxime, m. 138°; p-nitrophenylhydrazone, orange-red, m. 238° (decomposition); semicarbazone, m. 228°; 4-iodo-2-methoxybenzoic acid, m. 150°, sublimes 120-30° and evolves I above its m. p. The alkali metal derivatives of II are yellow and the Cu derivative is less bluish green than that of I; p-nitrophenylhydrazone, dark red, m. 265° (decomposition); semicarbazone, pale yellow, m. 232° (decomposition); oxime, m. 155°; benzoate, m. 112°; 2-iodo-4-hydroxybenzoic acid, m. 179° (decomposition); gives no color with FeCl₃. 2-Iodo-4-methoxybenzaldehyde, m. 115°; p-nitrophenylhydrazone, reddish orange, m. 246° (decomposition); semicarbazone, pale yellow, m. 211°; oxime, m. 101°; 2-iodo-4-methoxybenzoic acid, m. 184°. In the experiment, the researchers used many compounds, for example, 4-Hydroxy-2-iodobenzaldehyde (cas: 90151-01-2Synthetic Route of C7H5IO2).

4-Hydroxy-2-iodobenzaldehyde (cas: 90151-01-2) 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. 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.Synthetic Route of C7H5IO2

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

Palladium-Catalyzed Direct Oxidative Coupling of Iodoarenes with Primary Alcohols Leading to Ketones: Application to the Synthesis of Benzofuranones and Indenones was written by Suchand, Basuli;Sreenivasulu, Chinnabattigalla;Satyanarayana, Gedu. And the article was included in European Journal of Organic Chemistry in 2019.Reference of 5460-32-2 This article mentions the following:

In the present study, a palladium-catalyzed direct oxidative acylation through cross-dehydrogenative coupling has been investigated, utilizing readily available primary alcs. as acylating sources. Overall, this oxidative coupling proceeds via three distinct transformations such as oxidation, radical formation, and cross-coupling in one catalytic process. This protocol does not involve the assistance of a directing group or activation of the carbonyl group by any other means. Furthermore, this reaction made use of no toxic CO gas as carbonylating agent; instead, feedstock primary alcs. have been utilized as acylation source. Notably, the synthesis of benzofuranones and indenones is enabled. This strategy was also applied to the synthesis of n-butylphthalide, fenofibrate, pitofenone, and neo-lignan. Thus, e.g., Me 2-iodobenzoate + benzyl alc. → Me 2-benzoylbenzoate (64%) in presence of Pd(OAc)₂, Ag₂O and TBHP. 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. Organoiodine compounds occur widely in organic chemistry, but are relatively rare in nature. 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.Reference of 5460-32-2

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

Cobalt-catalysed enantioselective C(sp³)-C(sp³) coupling was written by Li, Yan;Nie, Wan;Chang, Zhe;Wang, Jia-Wang;Lu, Xi;Fu, Yao. And the article was included in Nature Catalysis in 2021.Recommanded Product: 10297-05-9 This article mentions the following:

Enantioselective C(sp³)-C(sp³) coupling substantially impacts organic synthesis but remains challenging. Cobalt has played an important role in the development of homogeneous organometallic catalysis, but there are few examples of its use in asym. cross-coupling. Here, a cobalt-catalyzed enantioselective C(sp³)-C(sp³) coupling reaction, namely, alkene hydroalkylation, to access chiral fluoroalkanes was reported. This reaction represents a catalyst-controlled enantioselective coupling mode in which a tailor-made auxiliary is unnecessary; via this reaction, an aliphatic C-F stereogenic center can be introduced at the desired position in an alkyl chain. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Recommanded Product: 10297-05-9).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Iodo alkanes participate in a variety of organic synthesis reactions, which include the Simmons–Smith reaction (cyclopropanation using iodomethane), Williamson ether synthesis, Wittig reaction, Grignard reaction, alkyl coupling reactions, and Wurtz reaction.Recommanded Product: 10297-05-9

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

Proton Transfer Can Govern Regioselectivity Assisted by Iron Catalysis was written by Li, Yudong;Fu, Liyan;Jiang, Xiaolin;Zhao, Dongmei;Wang, Hui-Fang;Xia, Chungu;Li, Yuehui. And the article was included in iScience in 2020.Application of 207115-22-8 This article mentions the following:

Ortho-selective aromatic C-H functionalization is frequently used in organic synthesis and chem./pharmaceutical industries. However, this reaction relies heavily on the use of directing groups suffering from limited substrate scope and extra steps to put on and remove the directing/protecting groups. Herein authors present the previously neglected concept that enables good to nearly complete selective ortho position. Proton transfer was utilized to tune the electron d. on the aryl ring and determine the positional selectivity of electrophilic substitution. Consistently with deuteration experiments and DFT studies, this work demonstrates that acid-promoted proton transfer directs accelerated ortho-selective halogenation of NH/OH contained aromatic amines/phenols with excellent selectivity (>40 examples; up to 98:2 ortho/para selectivity). The application potential of this Fe-catalyzed method is demonstrated by the convenient synthesis of three alkaloids and tizanidine. This report raises the possibility that proton transfer could serve as the basis of developing new selective C-H functionalization reactions. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-iodophenol (cas: 207115-22-8Application of 207115-22-8).

4-Bromo-2-iodophenol (cas: 207115-22-8) 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.Application of 207115-22-8

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

Synthesis of novel heterocyclic 3-aryl-2-butenoic acid retinoids was written by Gale, Jonathan B.;Calvo Vega, Mario. And the article was included in Ingenieria y Ciencia Quimica in 1997.Recommanded Product: 3-Iodo-2-methylbenzoic acid This article mentions the following:

Several heterocyclic benzophenone-like retinoids e.g. I (R = R¹ = H; R = H, R¹ = Me; R = Me, R¹ = H; X = O, CH₂) containing a terminal methylcinnamic acid moiety were prepared The compounds were designed to mimic either all-trans retinoic acid or 9-cis retinoic acid, depending on the Me substitution pattern of the aromatic ring closest to the terminal carboxyl group. The syntheses consist of three or four steps starting from a known core benzothienyl system via a Heck-type aryl-vinyl coupling reaction. In the experiment, the researchers used many compounds, for example, 3-Iodo-2-methylbenzoic acid (cas: 133232-56-1Recommanded Product: 3-Iodo-2-methylbenzoic acid).

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. 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.Recommanded Product: 3-Iodo-2-methylbenzoic acid

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

Asymmetric synthesis of protected unnatural α-amino acids via enantioconvergent nickel-catalyzed cross-coupling was written by Yang, Ze-Peng;Freas, Dylan J.;Fu, Gregory C.. And the article was included in Journal of the American Chemical Society in 2021.Category: iodides-buliding-blocks This article mentions the following:

Interest in unnatural α-amino acids has increased rapidly in recent years in areas ranging from protein design to medicinal chem. to materials science. Consequently, the development of efficient, versatile, and straightforward methods for their enantioselective synthesis is an important objective in reaction development. In this report, we establish that a chiral catalyst based on nickel, an earth-abundant metal, can achieve the enantioconvergent coupling of readily available racemic alkyl electrophiles with a wide variety of alkylzinc reagents (1:1.1 ratio) to afford protected unnatural α-amino acids in good yield and ee. This cross-coupling, which proceeds under mild conditions and is tolerant of air, moisture, and a broad array of functional groups, complements earlier approaches to the catalytic asym. synthesis of this valuable family of mols. We have applied our new method to the generation of several enantioenriched unnatural α-amino acids that have previously been shown to serve as useful intermediates in the synthesis of bioactive compounds In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Category: iodides-buliding-blocks).

1-Chloro-4-iodobutane (cas: 10297-05-9) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. 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.Category: iodides-buliding-blocks

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

Simultaneous reduction of aldehyde group to hydroxymethyl group in palladium-catalyzed Suzuki cross-coupling reaction was written by Wang, Yingchun;Li, Xiuying;Li, Yajun;Pan, Yingming;Cheng, Keguang;Wang, Hengshan. And the article was included in Chemical Research in Chinese Universities in 2014.Formula: C8H7IO2 This article mentions the following:

An efficient method for the palladium-catalyzed Suzuki cross-coupling reaction with the simultaneous reduction of the aldehyde to a hydroxymethyl group is described. In this method, halide substituted aryl aldehydes react with arylboronic acids to give polycyclic aromatic alcs. in moderate to good yields. In the experiment, the researchers used many compounds, for example, 3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6Formula: C8H7IO2).

3-Iodo-4-methoxybenzaldehyde (cas: 2314-37-6) belongs to iodide derivatives. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles. 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.Formula: C8H7IO2

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

Specific modification of mitochondrial protein thiols in response to oxidative stress: a proteomics approach was written by Lin, Tsu-Kung;Hughes, Gillian;Muratovska, Aleksandra;Blaikie, Frances H.;Brookes, Paul S.;Darley-Usmar, Victor;Smith, Robin A. J.;Murphy, Michael P.. And the article was included in Journal of Biological Chemistry in 2002.Category: iodides-buliding-blocks This article mentions the following:

Mitochondria play a central role in redox-linked processes in the cell through mechanisms that are thought to involve modification of specific protein thiols, but this has proved difficult to assess. In particular, specific labeling and quantitation of mitochondrial protein cysteine residues have not been achieved due to the lack of reagents available that can be applied to the intact organelle or cell. To overcome these problems we have used a combination of mitochondrial proteomics and targeted labeling of mitochondrial thiols using a novel compound, (4-iodobutyl)triphenylphosphonium (IBTP). This lipophilic cation is accumulated by mitochondria and yields stable thioether adducts in a thiol-specific reaction. The selective uptake into mitochondria, due to the large membrane potential across the inner membrane, and the high pH of the matrix results in specific labeling of mitochondrial protein thiols by IBTP. Individual mitochondrial proteins that changed thiol redox state following oxidative stress could then be identified by their decreased reaction with IBTP and isolated by two-dimensional electrophoresis. We demonstrate the selectivity of IBTP labeling and use it to show that glutathione oxidation and exposure to an S-nitrosothiol or to peroxynitrite cause extensive redox changes to mitochondrial thiol proteins. In conjunction with blue native gel electrophoresis, we used IBTP labeling to demonstrate that thiols are exposed on the matrix faces of respiratory Complexes I, II, and IV. This novel approach enables measurement of the thiol redox state of individual mitochondrial proteins during oxidative stress and cell death. In addition the methodol. has the potential to identify novel redox-dependent modulation of mitochondrial proteins. In the experiment, the researchers used many compounds, for example, 1-Chloro-4-iodobutane (cas: 10297-05-9Category: iodides-buliding-blocks).

1-Chloro-4-iodobutane (cas: 10297-05-9) 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.Category: iodides-buliding-blocks

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