Month: March 2022

Formula: C5H5ClN2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Chloropyridin-3-amine, is researched, Molecular C5H5ClN2, CAS is 22353-34-0, about Silver-Mediated Trifluoromethoxylation of (Hetero)aryldiazonium Tetrafluoroborates. Author is Yang, Yu-Ming; Yao, Jian-Fei; Yan, Wei; Luo, Zhuangzhu; Tang, Zhen-Yu.

Here we report a silver-mediated trifluoromethoxylation of (hetero)aryldiazonium tetrafluoroborates by converting an aromatic amino group into an OCF3 group. This method, which can be considered to be a trifluoromethoxylation variation of the classic Sandmeyer-type reaction, uses readily available aryl and heteroaromatic amines as starting materials and AgOCF3 as trifluoromethoxylating reagents. The broad substrate scope and simple, mild reaction condition made this transformation a valuable method in constructing aryl-OCF3 bonds.

There is still a lot of research devoted to this compound(SMILES：NC1=CC(=CN=C1)Cl)Formula: C5H5ClN2, and with the development of science, more effects of this compound(22353-34-0) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Research Support, Non-U.S. Gov’t, Angewandte Chemie, International Edition called Diastereodivergent Reverse Prenylation of Indole and Tryptophan Derivatives: Total Synthesis of Amauromine, Novoamauromine, and epi-Amauromine, Author is Mueller, Jonas M.; Stark, Christian B. W., which mentions a compound: 1265884-98-7, SMILESS is N1(P2OC3=CC=C4C=CC=CC4=C3C5=C6C=CC=CC6=CC=C5O2)C7=CC=CC=C7C=CC8=CC=CC=C81, Molecular C34H22NO2P, Safety of 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine.

A regio- and stereoselective reverse prenylation of indole and tryptophan derivatives is presented. All four possible stereoisomers are accessible through this iridium-catalyzed reaction. The stereoselectivity is controlled by a chiral phosphoramidite ligand in combination with an achiral borane additive and can be switched by changing the nature of the borane. One enantiomer of the ligand is thus sufficient to prepare all possible isomers. The synthetic potential of this method was demonstrated by a short total synthesis of amauromine and its two natural diastereomers.

There is still a lot of research devoted to this compound(SMILES：N1(P2OC3=CC=C4C=CC=CC4=C3C5=C6C=CC=CC6=CC=C5O2)C7=CC=CC=C7C=CC8=CC=CC=C81)Safety of 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine, and with the development of science, more effects of this compound(1265884-98-7) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: H-Trp-OMe.HCl, is researched, Molecular C12H15ClN2O2, CAS is 7524-52-9, about Pharmacodynamic and pharmacokinetic profiles of a neurotensin receptor type 2 (NTS2) analgesic macrocyclic analog, the main research direction is neurotensin receptor cyclic peptide pharmacodynamic pharmacokinetic profile analgesic; Analgesia; Macrocycle; Metabolic stability; Opioid-sparing effects; Pain.Application of 7524-52-9.

The current opioid crisis highlights the urgent need to develop safe and effective pain medications. Thus, neurotensin (NT) compounds represent a promising approach, as the antinociceptive effects of NT are mediated by activation of the two G protein-coupled receptor subtypes (i.e., NTS1 and NTS2) and produce potent opioid-independent analgesia. Here, we describe the synthesis and pharmacodynamic and pharmacokinetic properties of the first constrained NTS2 macrocyclic NT(8-13) analog. The Tyr11 residue of NT(8-13) was replaced with a Trp residue to achieve NTS2 selectivity, and a rationally designed side-chain to side-chain macrocyclization reaction was applied between Lys8 and Trp11 to constrain the peptide in an active binding conformation and limit its recognition by proteolytic enzymes. The resulting macrocyclic peptide, CR-01-64, exhibited high-affinity for NTS2 (Ki 7.0 nM), with a more than 125-fold selectivity over NTS1, as well as an improved plasma stability profile (t1/2 > 24 h) compared with NT (t1/2 ∼ 2 min). Following intrathecal administration, CR-01-64 exerted dose-dependent and long-lasting analgesic effects in acute (ED50 = 4.6 μg/kg) and tonic (ED50 = 7.1 μg/kg) pain models as well as strong mech. anti-allodynic effects in the CFA-induced chronic inflammatory pain model. Of particular importance, this constrained NTS2 analog exerted potent nonopioid antinociceptive effects and potentiated opioid-induced analgesia when combined with morphine. At high doses, CR-01-64 did not cause hypothermia or ileum relaxation, although it did induce mild and short-term hypotension, all of which are physiol. effects associated with NTS1 activation. Overall, these results demonstrate the strong therapeutic potential of NTS2-selective analogs for the management of pain.

There is still a lot of research devoted to this compound(SMILES：N[C@@H](CC1=CNC2=CC=CC=C12)C(OC)=O.[H]Cl)Application of 7524-52-9, and with the development of science, more effects of this compound(7524-52-9) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《N-Oxides of nicotinic acid and its esters》. Authors are Clemo, G. R.; Koenig, H..The article about the compound:Methyl 5-fluoro-3-pyridinecarboxylatecas:455-70-9,SMILESS:COC(=O)C1=CC(F)=CN=C1).Computed Properties of C7H6FNO2. Through the article, more information about this compound (cas:455-70-9) is conveyed.

Nicotinic acid (I) (1 part) in 3 parts glacial AcOH and 3 parts H2O2, heated 3 hrs. on the water bath, gives 70-80% of the N-oxide (II), pale yellow, m. 249° (decomposition); impure II, heated at 100°, decompose spontaneously. II (1 g.) in 20 ml. MeOH, saturated with HCl at 0° and refluxed 2 hrs., gives 0.5 g. of the Me ester, m. 97°; Et ester (III), m. 99.5°. The Et ester of I (2 g.), 10 ml. AcOH, and 30 ml. H2O2, heated 3 hrs. on the water bath, give 1.1 g. III.

There is still a lot of research devoted to this compound(SMILES：COC(=O)C1=CC(F)=CN=C1)Computed Properties of C7H6FNO2, and with the development of science, more effects of this compound(455-70-9) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Recommanded Product: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, is researched, Molecular C11H13OP, CAS is 707-61-9, about Preparation and characterization of phospholanes and phospha sugars as novel anti-cancer agents. Author is Ito, Satoru; Yamashita, Mitsuji; Niimi, Taishi; Fujie, Michio; Reddy, Valluru Krishna; Totsuka, Hirono; Haritha, Buchammagari; Maddali, Kasthuraiah; Nakamura, Satoki; Asai, Kazuhide; Suyama, Takuya; Yamashita, Junko; Iguchi, Yukiko; Yu, Gang; Oshikawa, Tatsuo.

Diastereo isomeric erythro and threo forms of 2,3-epoxy-1-phenylphospholane 1-oxides were synthesized from threo and erythro forms of 2-bromo-3-hydroxy-1-phenylphospholane 1-oxides being prepared from 1-phenyl-2-phospholene 1-oxide. Alternatively, the epoxides were also prepared by the epoxidation of the 2-phospholene with peroxides such as sodium peroxide and hydrogen peroxide. The reactivity and regioselectivity for the reaction of erythro and threo forms of the 2,3-epoxides with nucleophiles were investigated by using amines, and the reaction afforded 2-amino-3-hydroxy-1-phenylphospholane 1-oxides, which correspond to phospha sugar N-glycosides. 2,3-Dibromo-3-methyl-1-phenylphospholane 1-oxides were first prepared from 3-methyl-1-phenyl-2-phospholene 1-oxide. The prepared phospholanes or phospha sugars were biol. qualified by MTT (3-(4,5-Dimethyl-2-thiazolyl)-2,5-diphenyltetrazolium bromide) in vitro method to find that some of these phosphorus heterocycles or phospha sugars have quite efficient anti-cancer activity for leukemia cells in manners of (i) wide spectra, (ii) high activities, and (iii) high specificities.

There is still a lot of research devoted to this compound(SMILES：CC1=CP(CC1)(C2=CC=CC=C2)=O)Recommanded Product: 4-Methyl-1-phenyl-2,3-dihydro-1H-phosphole 1-oxide, and with the development of science, more effects of this compound(707-61-9) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Copper-promoted N-arylation of the indole side chain of tryptophan using triarylbismuthines, published in 2020-09-07, which mentions a compound: 7524-52-9, Name is H-Trp-OMe.HCl, Molecular C12H15ClN2O2, Reference of H-Trp-OMe.HCl.

A simple protocol for the regioselective N-arylation of the indole side chain of tryptophan using triarylbismuth reagents as the arylating agent is reported. The reaction is catalyzed by copper(II) acetate, and operates in the presence of triethylamine or pyridine under air at 50°C. This reaction allows the transfer of aryl groups bearing electron neutral, donating or withdrawing substituents at any position of the ring, shows high functional group tolerance, and retains the integrity of the stereogenic center. The protocol was utilized to N-arylate tryptophan-containing di- and tripeptides.

There is still a lot of research devoted to this compound(SMILES：N[C@@H](CC1=CNC2=CC=CC=C12)C(OC)=O.[H]Cl)Reference of H-Trp-OMe.HCl, and with the development of science, more effects of this compound(7524-52-9) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Electric Literature of C12H15ClN2O2. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: H-Trp-OMe.HCl, is researched, Molecular C12H15ClN2O2, CAS is 7524-52-9, about Selective photoredox trifluoromethylation of tryptophan-containing peptides. Author is Ding, Bo; Weng, Yue; Liu, Yunqing; Song, Chunlan; Yin, Le; Yuan, Jiafan; Ren, Yanrui; Lei, Aiwen; Chiang, Chien-Wei.

For application in drug discovery and biomedicine, it is crucial to develop new biocompatible methods to modify polypeptides. Herein, a visible-light-induced photoredox trifluoromethylation of tryptophan-containing peptides is reported. Under a mild, biocompatible, and straightforward condition, this strategy could incorporate the trifluoromethyl group into tryptophan residue with excellent chemo- and site-selectivity. The use of lower photocatalyst loading in 2 mol-% and cheap CF3SO2Na salt represents a great catalytic activity and economic CF3 source. This direct trifluoromethylation strategy allows the ready study of fluorinated peptides exploiting 19F-NMR. Addnl., the development of this protocol enables the study of biochem. systems and potentially modulates the function of biomols. Nt effect Careful mechanistic studies (Stern-Volmer fluorescence quenching, EPR, and radical inhibition/trapping experiments) indicate that the reaction would proceed with a radical-radical cross-coupling procedure.

There is still a lot of research devoted to this compound(SMILES：N[C@@H](CC1=CNC2=CC=CC=C12)C(OC)=O.[H]Cl)Electric Literature of C12H15ClN2O2, and with the development of science, more effects of this compound(7524-52-9) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Asian Journal of Organic Chemistry called Synthesis of Multifunctional Alkenes from Substituted Acrylates and Aldehydes via Phosphine-Catalyzed Wittig Reaction, Author is Tsai, Yi-Ling; Lin, Wenwei, which mentions a compound: 707-61-9, SMILESS is CC1=CP(CC1)(C2=CC=CC=C2)=O, Molecular C11H13OP, Electric Literature of C11H13OP.

An efficient synthesis of multifunctional alkenes (E)-R1C(O)CH2C(CO2Et):CHR2 (R1 = Me, Ph, 4-O2NC6H4, 2-thienyl, 2-naphthyl, etc.; R2 = Ph, 3-O2NC6H4, 2-furyl, 4-pyridinyl, etc.) starting from substituted acrylates (E)-R1C(O)CH:CHCO2Et and aldehydes R2CHO has been developed via phosphine-catalyzed Wittig reactions. The reactions proceed smoothly even under mild conditions (30-60 °C) via a phosphine/phosphine oxide catalytic cycle using phenylsilane as the reducing agent. According to this simple protocol, the desired products are obtained in moderate to excellent yields as single stereoisomers.

There is still a lot of research devoted to this compound(SMILES：CC1=CP(CC1)(C2=CC=CC=C2)=O)Electric Literature of C11H13OP, and with the development of science, more effects of this compound(707-61-9) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 5-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-yl-5H-dibenz[b,f]azepine(SMILESS: N1(P2OC3=CC=C4C=CC=CC4=C3C5=C6C=CC=CC6=CC=C5O2)C7=CC=CC=C7C=CC8=CC=CC=C81,cas:1265884-98-7) is researched.Recommanded Product: 8-Hydroxyquinoline 1-oxide. The article 《Allenylic Carbonates in Enantioselective Iridium-Catalyzed Alkylations》 in relation to this compound, is published in Journal of the American Chemical Society. Let’s take a look at the latest research on this compound (cas:1265884-98-7).

An enantioconvergent C(sp3)-C(sp3) coupling between racemic allenylic electrophiles and alkylzinc reagents has been developed. An Ir/(phosphoramidite,olefin) catalyst provides access to highly enantioenriched allenylic substitution products (93-99% ee) with complete regiocontrol (>50:1 rr in all cases) over the undesired 1,3-dienes isomers which are obtained predominantly in the case of other metal catalysts. The synthetic utility of the products obtained was highlighted in a variety of stereoselective transition metal-catalyzed difunctionalization reactions. Furthermore, a combination of computational and exptl. studies supports a putative reaction mechanism wherein enantiodetermining C-C coupling occurs via nucleophilic attack on a highly planarized aryl butadienyl π-system that is coordinated to the Ir center in an η2-fashion.

There is still a lot of research devoted to this compound(SMILES：N1(P2OC3=CC=C4C=CC=CC4=C3C5=C6C=CC=CC6=CC=C5O2)C7=CC=CC=C7C=CC8=CC=CC=C81)Formula: C34H22NO2P, and with the development of science, more effects of this compound(1265884-98-7) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem

So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Xing, Bo; Ni, Chuanfa; Hu, Jinbo researched the compound: Methyl 5-fluoro-3-pyridinecarboxylate( cas:455-70-9 ).Name: Methyl 5-fluoro-3-pyridinecarboxylate.They published the article 《Hypervalent Iodine(III) Catalyzed Balz-Schiemann Fluorination under Mild Conditions》 about this compound( cas:455-70-9 ) in Angewandte Chemie, International Edition. Keywords: arenediazonium tetrafluoroborate Balz Schiemann fluorination hypervalent iodine catalyst; fluoride aryl preparation; Balz-Schiemann reaction; aryl fluorides; diazonium salts; fluorination; iodine. We’ll tell you more about this compound (cas:455-70-9).

An unprecedented hypervalent iodine(III)-catalyzed Balz-Schiemann reaction was described. In the presence of a hypervalent iodine compound, the fluorination reaction proceeded under mild conditions (25-60 °C), and featured a wide substrate scope and good functional-group compatibility.

There is still a lot of research devoted to this compound(SMILES：COC(=O)C1=CC(F)=CN=C1)Name: Methyl 5-fluoro-3-pyridinecarboxylate, and with the development of science, more effects of this compound(455-70-9) can be discovered.

Reference:
1,3-Benzodioxole – Wikipedia,
Dioxole | C3H4O2 – PubChem