Tag: 200-300

Safety of 4-Chloro-5-iodo-2,6-dimethylpyrimidineOn October 22, 1998 ,《Metabolites of the Angiotensin II Antagonist Tasosartan: The Importance of a Second Acidic Group》 was published in Journal of Medicinal Chemistry. The article was written by Ellingboe, John W.; Collini, Michael D.; Quagliato, Dominick; Chen, James; Antane, Madelene; Schmid, Jean; Hartupee, Dale; White, Valerie; Park, C. Hyung; Tanikella, Tarak; Bagli, Jehan F.. The article contains the following contents:

Described in this paper is the synthesis and pharmacol. activity of five metabolites of the angiotensin II antagonist tasosartan (1). Of particular interest is the effect of the addnl. acidic group of the enol metabolite (8) on activity. As suggested by the structural-activity relationship of other angiotensin II antagonist series, a second acidic group can improve receptor binding activity but decrease in vivo activity after oral dosing. The metabolic introduction of a second acidic group in tasosartan bypasses this problem and contributes to the excellent profile of the compound A mol. modeling study provides a rationale for the role of the enol group of 8 in AT1 receptor binding. The experimental process involved the reaction of 4-Chloro-5-iodo-2,6-dimethylpyrimidine(cas: 83410-16-6Safety of 4-Chloro-5-iodo-2,6-dimethylpyrimidine)

4-Chloro-5-iodo-2,6-dimethylpyrimidine(cas: 83410-16-6) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Safety of 4-Chloro-5-iodo-2,6-dimethylpyrimidine

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

《Palladium(II)-Catalyzed Sp3/Sp2 γ- and δ-C-H Functionalization of Aryl Amines using 5-Methylisoxazole-3-Carboxamide as Directing Group》 was written by Singh, Prabhakar; Dalal, Arup; Babu, Srinivasarao Arulananda. Electric Literature of C7H7IThis research focused ontoluidine iodoarene palladium catalyst methylisoxazole carboxamide directed regioselective arylation; benzylamine iodoarene palladium catalyst methylisoxazole carboxamide directed regioselective arylation; diacetoxyiodo benzene toluidine palladium methylisoxazole carboxamide directed regioselective acetoxylation; iodosobenzene diacetate benzylamine palladium methylisoxazole carboxamide directed regioselective acetoxylation; phenethylamine palladium catalyst methylisoxazole carboxamide directed regioselective amidation heterocyclization; aminoethyl benzene palladium catalyst methylisoxazole carboxamide directed regioselective alkenylation. The article conveys some information:

The study comprising exploration of 5-methylisoxazole-3-carboxamide as a directing group (DG) for the Pd(II)-catalyzed sp3/sp2 γ- and δ-C-H activation/functionalization of aryl amines and assembling of various MICA motifs were reported. The Pd(II)-catalyzed MICA-aided γ-C(sp3)-H arylation/acetoxylation of ortho-toluidines gave various 2-aminodiphenylmethanes and 2-aminobenzyl acetates resp. The Pd(II)-catalyzed MICA-aided γ-C(sp2)-H arylation/acetoxylation of benzylamines gave the corresponding arylated/acetoxylated products. Furthermore, the Pd(II)-catalyzed MICA-aided δ-C(sp2)-H amidation/alkenylation of phenethylamines were also explored. Representative control reactions were done to assessed the relative effectiveness of MICA for the γ-C(sp3)-H arylation and MICA was a removable DG. Apart from the usage of MICA as a DG for the sp2/sp3 C-H functionalization of aryl amines, indirectly this process was led to the construction of a library of MICA motifs. This is an added advantage to note as the MICA-based motifs were valuable small mols. in medicinal chem. The experimental part of the paper was very detailed, including the reaction process of 1-Iodo-4-methylbenzene(cas: 624-31-7Electric Literature of C7H7I)

1-Iodo-4-methylbenzene(cas: 624-31-7) is used in wide range of medicals industrial applications as well as in pharmaceutical intermediates, polarizing films for Liquid Crystal Display (LCD) chemicals.Electric Literature of C7H7I

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

《New V1a receptor antagonist. Part 2. Identification and optimization of triazolobenzazepines》 was written by Bozo, Eva; Baska, Ferenc; Lovei, Klara; Szanto, Gabor; Domany-Kovacs, Katalin; Kurko, Dalma; Szondine Kordas, Krisztina; Szokoli, Teodora; Bata, Imre. Safety of Trimethylsulfoxonium iodideThis research focused onvasopressin V1a antagonist HTS synthesis triazolobenzazepines; Antagonist; HTS; Synthesis; Triazolobenzazepines; V1a; Vasopressin. The article conveys some information:

Solid preclin. evidence links vasopressin to social behavior in animals, so, extensive work has been initiated to find new vasopressin V1a receptor antagonists which can improve deteriorated social behavior in humans and can treat the core symptoms of autistic behavior, as well. Our aim was to identify new chem. entities with antagonizing effects on vasopressin V1a receptors. Continuing our previous work, we found an in vitro and in vivo orally active V1a selective antagonist mol. (40) among [1,2,4]triazolo[4,3-a][1]benzazepines. In the experimental materials used by the author, we found Trimethylsulfoxonium iodide(cas: 1774-47-6Safety of Trimethylsulfoxonium iodide)

Trimethylsulfoxonium iodide(cas: 1774-47-6) reacts with sodium hydride to prepare dimethyloxosulfonium methylide, which is used as a methylene-transfer reagent in synthetic chemistry. It is used to prepare ylide, which reacts with carbonyl compounds to get epoxides.Safety of Trimethylsulfoxonium iodide

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

SDS of cas: 619-58-9In 2021 ,《A Strategy for Site- and Chemoselective C-H Alkenylation through Osmaelectrooxidative Catalysis》 appeared in Angewandte Chemie, International Edition. The author of the article were Choi, Isaac; Messinis, Antonis M.; Hou, Xiaoyan; Ackermann, Lutz. The article conveys some information:

Osmaelectrocatalyzed C-H activations that set the stage for electrooxidative alkynes e.g., 1-methoxy-4-[2-(4-methoxyphenyl)ethynyl]benzene annulations by benzoic acids e.g., 2-methylbenzoic acid were described. The osmium electrocatalysis enables site- and chemoselective electrooxidative C-H activations with unique levels of selectivity. The isolation of unprecedented osmium(0) I and osmium(II) intermediates [OsCl2(p-cymene)]2, along with crystallog. characterization and analyses by spectrometric and spectroscopic in operando techniques delineate a synergistic osmium redox catalyst regime. Detailed mechanistic studies revealed a facile C-H cleavage, which allows for an ample substrate scope, providing provide robust and user-friendly access to annulated heterocycles II. In the experiment, the researchers used 4-Iodobenzoic acid(cas: 619-58-9SDS of cas: 619-58-9)

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. SDS of cas: 619-58-9 Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.

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

Formula: C6H4BrIIn 2020 ,《Synthesis, Structure, and Optical Properties of Di-m-benzihexaphyrins (1.1.0.0.0.0) and Di-m-benziheptaphyrins (1.0.1.0.0.0.0): Blackening of m-Phenylene-Linked Dicarbaporphyrinoids by Simple π-Expansion》 appeared in Journal of Organic Chemistry. The author of the article were Sulfikarali, Thondikkal; Ajay, Jayaprakash; Suresh, Cherumuttathu H.; Bijina, Padinjare V.; Gokulnath, Sabapathi. The article conveys some information:

Acid catalyzed condensation of newly prepared di-m-benzipentapyrrane with appropriate mono- and diheterocyclic dialcs. selectively produced stable di-m-benzihexaphyrins and di-m-benziheptaphyrins with only two meso-carbon bridges. Single-crystal X-ray diffraction analyses reveal planar conformation with slight distortion of bridged phenylene rings. Despite the presence of m-phenylene units interrupting the global delocalization, the presence of bithiophene unit in di-m-benziheptaphyrins 3a-b exhibit altered optical features covering the entire visible region (∼250-720 nm) exhibiting black dye property as a “”metal-free”” porphyrinoid. After reading the article, we found that the author used 1-Bromo-3-iodobenzene(cas: 591-18-4Formula: C6H4BrI)

1-Bromo-3-iodobenzene(cas: 591-18-4) has been used in the preparation of 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodec-1-ene and 1-(3′-bromophenyl)-3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooct-1-ene.Formula: C6H4BrI

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

Name: 1-Bromo-4-iodobenzeneIn 2019 ,《Assembly of a Porous Supramolecular Polyknot from Rigid Trigonal Prismatic Building Blocks》 appeared in Journal of the American Chemical Society. The author of the article were Li, Penghao; Chen, Zhijie; Ryder, Matthew R.; Stern, Charlotte L.; Guo, Qing-Hui; Wang, Xingjie; Farha, Omar K.; Stoddart, J. Fraser. The article conveys some information:

Herein we report a hydrogen-bonded three-dimensional porous supramol. polyknot assembled from a rigid trigonal prismatic triptycene building block with six extended peripheral aryl-carboxyl groups. Within this superstructure, three arrays of undulated 2D rhombic subnets, which display an inclined polycatenation, are interconnected to give an unprecedented uninodal six-connected net with a point symbol of (3.44.610). Such an entanglement results in a trefoil knot motif, which, as the basic repeating unit, is fused and interlocked with itself three-dimensionally to afford a supramol. polyknot. This example highlights the ability of supramol. systems to form topol. complex architectures using geometrically simple building blocks. In the part of experimental materials, we found many familiar compounds, such as 1-Bromo-4-iodobenzene(cas: 589-87-7Name: 1-Bromo-4-iodobenzene)

1-Bromo-4-iodobenzene(cas: 589-87-7) is mainly used as the OLED pharmaceutical intermediate, as reagent for in situ desilylation and coupling of silylated alkynes, as substrate in copper-free Sonogashira coupling in aqueous acetone..Name: 1-Bromo-4-iodobenzene It is also used in synthesis of β,β,dibromostyrenes, as starting reagent in the total syntheses of ent-conduramine A and ent-7-deoxypancratistatin (alkaloids)

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

Application of 624-73-7In 2016 ,《Poly(paraphenylene sulfide) and Poly(metaphenylene sulfide) via Light-Initiated SRN1-Type Polymerization of Halogenated Thiophenols》 appeared in Macromolecular Rapid Communications. The author of the article were Heine, Niklas B.; Studer, Armido. The article conveys some information:

In this work, the synthesis of various halogenated thiophenol derivatives is presented. These thiophenols are used as monomers in light-initiated SRN1-type radical polymerization reactions. The method provides easy access to industrially relevant poly(paraphenylene sulfide) and poly(metaphenylene sulfide). The influence of the halide leaving group and of other substituents in the thiophenol monomer on the polymerization process is investigated. In addition to this study using 1,2-Diiodoethane, there are many other studies that have used 1,2-Diiodoethane(cas: 624-73-7Application of 624-73-7) was used in this study.

1,2-Diiodoethane(cas: 624-73-7) is one of organic iodides. The carbon-iodine bond is weaker than other carbon-halogen bonds due to the poor electronegative nature of the iodine atom. In general, organic iodides are light-sensitive and turn yellow during storage, owing to the formation of iodine. Organic iodides can be alkyl, alkenyl, or alkynyl, and all of them are very reactive toward with many kinds of nucleophiles.Application of 624-73-7

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

In 2022,Fang, Yuying; Tan, Qingyun; Zhou, Huihao; Gu, Qiong; Xu, Jun published an article in European Journal of Medicinal Chemistry. The title of the article was 《Discovery of novel diphenylbutene derivative ferroptosis inhibitors as neuroprotective agents》.Electric Literature of C6H5IO The author mentioned the following in the article:

Herein, with phenotypic assays, a new diphenylbutene derivative ferroptosis inhibitor, DPT was discovered. Based on this hit, new diphenylbutene derivatives I [R1 = H, 2-OMe, 3-OH, etc.; R2 = H, 3-OH, 4-OH, etc.] synthesized via condensation of (piperazinyl)pyrimidine and (phenyl)-phenylpentadienoic acids II and evaluated their ferroptosis inhibitory activities in HT22 mouse hippocampal neuronal cells and found that three compounds exhibited improved inhibitory activities compared with DPT. Among these active compounds, compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] displayed the most potent anti-ferroptosis activity (EC50 = 1.7μM). Further studies demonstrated that compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] was a specific ferroptosis inhibitor. It was revealed that different than the classic ferroptosis inhibitors, compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] blocked ferroptosis by increasing FSP1 protein level. Compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] could penetrate blood-brain barrier (BBB). In a rat model of ischemic stroke, compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] effectively mitigated cerebral ischemic injury. Therefore, it was confirmed that compound I [R1 = 3-OMe-4-HOC6H4, R2 = H] as a novel ferroptosis inhibitor with a new scaffold, was promising for further development as an agent against neurol. diseases. The experimental process involved the reaction of 3-Iodophenol(cas: 626-02-8Electric Literature of C6H5IO)

3-Iodophenol(cas: 626-02-8) belongs to organic iodides. 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.Electric Literature of C6H5IO

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

In 2022,Kotipalli, Ramesh; Nagireddy, Attunuri; Reddy, Maddi Sridhar published an article in Organic & Biomolecular Chemistry. The title of the article was 《Palladium-catalyzed cyclizative cross coupling of ynone oximes with 2-haloaryl N-acrylamides for isoxazolyl indoline bis-heterocycles》.COA of Formula: C6H5ClIN The author mentioned the following in the article:

Herein, a dual-cyclizative coupling of ynone oxime ethers RC(=NOR1)CCR2 (R = Ph, furan-2-yl, 3,4,5-trimethoxyphenyl, etc.; R1 = Me, Bn; R2 = Ph, 6-methoxynaphthalen-2-yl, cyclohex-1-en-1-yl, phenanthren-9-yl, etc.) with acrylamides R3N(R4)C(O)C(CH2)R5 (R3 = 2-iodophenyl, 5-fluoro-2-iodophenyl, 2-bromophenyl, etc.; R4 = Me, Et; R5 = H, Me) for the synthesis of methylene-linked isoxazolyl 2-oxindoles I (R6 = H, 5-Et, 6-F, 5-Cl, etc.) was demonstrated. The cascade was triggered by a palladium(II)-catalyzed ynone oxime ether cyclization, which underwent a Heck-type coupling intercepted by an aryl iodide insertion. Control experiments were carried out to understand the mechanism. In the experimental materials used by the author, we found 4-Chloro-2-iodoaniline(cas: 63069-48-7COA of Formula: C6H5ClIN)

4-Chloro-2-iodoaniline(cas: 63069-48-7) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).COA of Formula: C6H5ClIN

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

In 2022,Agafonova, Anastasiya V.; Sakharov, Pavel A.; Smetanin, Ilia A.; Rostovskii, Nikolai V.; Khlebnikov, Alexander F.; Novikov, Mikhail S. published an article in Organic Chemistry Frontiers. The title of the article was 《Stannyl radical-mediated synthesis of 6H-1,3-oxazin-6-ones from 2-acyloxyazirines or whether free radicals can open the azirine ring》.Reference of 4-Iodobenzoic acid The author mentioned the following in the article:

A fundamentally new radical cascade reaction of 2-acyloxyazirines provides an effective one-step method for the preparation of 5-hydroxy-6H-1,3-oxazin-6-ones from Me 2-acyloxy-2H-azirine-2-carboxylates using a Bu3SnH/ACHN system as a source of stannyl radicals. The method provides high product yields from a variety of 2-aroyloxy-, 2-hetaroyloxy-, and 2-tert-alkylcarbonyloxy-substituted Me azirine-2-carboxylates. The decreasing volume of the acyloxy substituent causes a side reaction leading to the formation of Me oxazole-2-carboxylates. According to the DFT calculations, the switch between these reaction pathways occurs when changing the C1-substituent in the 2-azabuta-1,3-dien-4-oxyl intermediate, the volume of which controls further stabilization routes: radical-radical recombination or Z,E isomerization followed by recombination. The hydroxyl group in 5-hydroxy-6H-1,3-oxazin-6-ones can be easily replaced, through a triflation step, with aryl, pyridyl, alkenyl, alkynyl, and cyano groups by palladium-catalyzed cross-coupling reactions. 5-Hydroxy-6H-1,3-oxazin-6-ones were converted to pyridine-2,3(1H,4H)-diones in good yields via copper-catalyzed transannulation with 3-tolyl-2H-azirine. The key step of this new domino reaction is the copper-catalyzed pyrrolooxazine-oxazolopyridine isomerization, which, according to the DFT calculations, proceeds via a concerted mechanism. In addition to this study using 4-Iodobenzoic acid, there are many other studies that have used 4-Iodobenzoic acid(cas: 619-58-9Reference of 4-Iodobenzoic acid) was used in this study.

4-Iodobenzoic acid(cas: 619-58-9) belongs to organic iodides. 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.Reference of 4-Iodobenzoic acidHalogenation of aromatic hydrocarbons is a very important reaction via an electrophilic aromatic substitution.

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