Tag: M.W:100-200

Atwell, Graham J.; Milbank, Jared J. B.; Wilson, William R.; Hogg, Alison; Denny, William A. published the article 《5-Amino-1-(chloromethyl)-1,2-dihydro-3H-benz[e]indoles: Relationships between Structure and Cytotoxicity for Analogues Bearing Different DNA Minor Groove Binding Subunits》. Keywords: chloromethyl benzindole preparation cytotoxicity structure.They researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Name: 5-Methoxy-1H-indole-2-carbaldehyde. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:21778-81-4) here.

A series of 5-amino-seco-CBI compounds, designed for use as effectors for prodrugs, were prepared to study structure-activity relationships for the cytotoxicity of side chain analogs. Compounds were prepared by coupling 1-(chloromethyl)-5-nitro-1,2-dihydro-3H-benz[e]indole to appropriate carboxylic acids, followed by nitro group reduction, or by coupling suitable 5-amino-protected indolines to α,β-unsaturated acids, followed by deblocking. These AT-specific DNA alkylating agents were evaluated for cytotoxicity in a series of tumor cell lines (AA8, UV4, EMT6, SKOV3). For those analogs bearing an indolecarbonyl side chain, the 5′-methoxy derivative was the most cytotoxic (IC50 1.3 nM in AA8 cells, 4 h exposure), comparable to that of the parent CBI-TMI (5′,6′,7′-trimethoxyindole) derivative (IC50 0.46 nM in the above assay). A subset of solubilized derivatives bearing O(CH2)2NMe2 substituents were about 10-fold less potent. For compounds containing an acryloyl linker in the side chain, the 4′-methoxycinnamoyl derivative proved the most cytotoxic (IC50 0.09 nM in the above assay). A number of these 5-amino-seco-CBI-TMI analogs (including the solubilized compounds) are of interest both as cytotoxins and as components of amine-based prodrugs designed for tumor-specific activation.

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Synthetic Route of C10H9NO2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Three-Step One-Pot Synthesis of 1,4-Dihydropyrazolo[4,3-b|indoles Using Copper Catalysis. Author is Liu, Hailong; Zhang, Lei; Zhao, Fei; Liu, Hong.

A convenient three-step one-pot copper-catalyzed method has been developed for the preparation of pyrazolo[4,3-b]indoles, new indole-based compounds with potential biol. activity. Treatment of various hydrazines, including alkyl hydrazines, with indole-2-carbaldehydes generated the corresponding products in moderate to good yields without protection of the indole N-1 moiety. In addition, LiOH was used as a base in the copper-catalyzed coupling reaction. Microwave heating was used to accelerate the iodination of indoles and the C-N bond formation.

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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Copper-Catalyzed Annulation of 2-Formylazoles with o-Aminoiodoarenes, the main research direction is formylpyrrole aminoiodoarene copper sparteine annulation; formylindole aminoiodoarene copper annulation sparteine; formylimidazole aminoiodoarene copper annulation sparteine; formylbenzimidazole aminoiodoarene copper annulation sparteine; formylpyrazole aminoiodoarene copper annulation sparteine; fused heterocyclic nitrogen containing preparation; annulation catalyst copper sparteine.Product Details of 21778-81-4.

In the presence of catalytic CuI and sparteine, 2-formylpyrroles can be annulated with o-aminoiodoarenes to give substituted pyrrolo[1,2-a]quinoxalines and related heterocycles. The reaction also works for annulation of 2-formylindoles, 2-formylimidazole, 2-formylbenzimidazole, and a 3-formylpyrazole.

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Pyridazine – Wikipedia,
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Ai, Yong; Wu, Dong-Ji; Yang, Meng-Juan; Wang, Pan; He, Wen-Hui; Liao, Wei-Qiang published an article about the compound: (R)-(-)-3-Fluoropyrrolidine Hydrochloride( cas:136725-55-8,SMILESS:Cl.F[C@@H]1CCNC1 ).Application of 136725-55-8. Aromatic heterocyclic compounds can be classified according to the number of heteroatoms or the size of the ring. The authors also want to convey more information about this compound (cas:136725-55-8) through the article.

Through the strategy of F/H substitution, we precisely designed the highest-Tc (phase transition temperature) organic enantiomeric ferroelecs., (R)- and (S)-(N,N-dimethyl-3-fluoropyrrolidinium) iodide, of which the Tc reaches up to 470 K, far beyond those of other enantiomeric ferroelecs. and also the com. ferroelec. BaTiO3.

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Pyridazine – Wikipedia,
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Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: Methyl 5-(hydroxymethyl)picolinate, is researched, Molecular C8H9NO3, CAS is 39977-42-9, about Simultaneous dehalogenation and hydrogenation reduction of halogen-heteroaromatic aldehydes.Reference of Methyl 5-(hydroxymethyl)picolinate.

Treatment of halo-heteroaromatic aldehydes with a catalytic amount of PdCl2 under atm. pressure of H2 in base medium (NaOAc) leads to the corresponding dehalogenated primary alcs. The reaction system was especially effective for heteroaromatic compounds bearing aldehyde groups and halides (Br or Cl).

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Tsotinis, Andrew; Afroudakis, Pandelis A.; Davidson, Kathryn; Prashar, Anjali; Sugden, David published the article 《Design, Synthesis, and Melatoninergic Activity of New Azido- and Isothiocyanato-Substituted Indoles》. Keywords: indole azido isothiocyanato preparation melatoninergic.They researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Electric Literature of C10H9NO2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:21778-81-4) here.

To develop irreversibly binding ligands for the melatonin receptor(s) as tools for tracing the primary melatonin binding site, novel melatoninergic azido- and isothiocyanato-substituted indoles were designed and synthesized. All active compounds were partial agonists or antagonists in the Xenopus melanophore assay, the most potent being 3-(2-azidoethyl)-5-methoxyindole and 3-(2-isothiocyanatoethyl)-5-methoxyindole.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – 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.Meyer, Michael D.; Kruse, Lawrence I. researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Safety of 5-Methoxy-1H-indole-2-carbaldehyde.They published the article 《Ergoline synthons: Synthesis of 3,4-dihydro-6-methoxybenz[cd]indol-5(1H)-one (6-methoxy-Uhle’s ketone) and 3,4-dihydrobenz[cd]indol-5(1H)-one (Uhle’s ketone) via a novel decarboxylation of indole-2-carboxylates》 about this compound( cas:21778-81-4 ) in Journal of Organic Chemistry. Keywords: rhodium complex decarbonylation catalyst; Uhle ketone methoxy; benzindolone; ergoline synthon methoxybenzindolone; indolecarboxaldehyde decarbonylation catalyst. We’ll tell you more about this compound (cas:21778-81-4).

An efficient synthesis of a new substituted ergoline synthon 3,4-dihydro-6-methoxybenz[cd]indol-5(1H)-one (I, R = MeO) is described. The general synthetic strategy was also applied to the preparation of the known Uhle’s ketone [I (R = H)]. The key step, a formal decarboxylation of intermediate 2-carboxy-3,4-dihydrobenz[cd]indol-5(1H)-one, is accomplished by reduction of the Et ester to the indole-2-carboxaldehyde followed by catalytic decarbonylation to the parent indole using in situ generated Rh[1,3-bis(biphenylphosphino)propane]2+Cl- catalyst. The catalytic decarbonylation was extended to several other indole-2-carboxaldehydes and appears to be a general reaction of indole aldehydes.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Continuous-Flow Pd-Catalyzed Carbonylation of Aryl Chlorides with Carbon Monoxide at Elevated Temperature and Pressure, published in 2019, which mentions a compound: 39977-42-9, mainly applied to ester aryl preparation continuous flow; aryl chloride carbon monoxide methoxycarbonylation palladium catalyst; (hetero)aryl chlorides; Pd-catalyzed; carbon monoxide; carbonylation; continuous flow; gas-liquid transformation, HPLC of Formula: 39977-42-9.

The development of a continuous-flow protocol for a palladium-catalyzed methoxycarbonylation of (hetero)aryl chlorides RCl (R = 4-cyanophenyl, quinolin-2-yl, pyrazin-2-yl, etc.) using carbon monoxide gas and methanol is described. (Hetero)aryl chlorides are the least expensive of the aryl halides, but are underutilized in carbonylation reactions due to their very poor reactivity. The described protocol exploits intensified conditions at elevated temperature and pressure, which are readily accessed within a continuous-flow environment, to provide moderate to excellent product yields RC(O)OCH3 (11 examples) in a short 16 min residence time. The continuous-flow protocol enables the safe and potentially scalable carbonylation of aryl chlorides using CO gas.

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Pyridazine – Wikipedia,
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Product Details of 21778-81-4. The protonation of heteroatoms in aromatic heterocycles can be divided into two categories: lone pairs of electrons are in the aromatic ring conjugated system; and lone pairs of electrons do not participate. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Synthesis of indole-2-carbaldehydes, 2-(2-aminoethyl) – and 2-(2-aminopropyl)indoles. Author is Siddappa, S.; Bhat, G. A..

Et indole-2-carboxylate derivatives (e.g. I) were reduced by LiAlH4 to indole-2-methanol derivatives (e.g. II). These were oxidized by MnO2 to indole-2-carboxaldehyde derivatives (e.g. III), which were also prepared from the indole-2-carboxylates by the McFadyen-Stevens reaction. The aldehydes reacted with MeNO2 and EtNO2, and the condensation products (e.g. IV and V) were reduced by LiAlH4 to 2-(2-aminoethyl)indoles (e.g. VI) and 2-(2-aminopropyl)indoles (e.g. VII), resp.

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Pyridazine – Wikipedia,
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Recommanded Product: 21778-81-4. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Enantioselective Synthesis of Polycyclic Nitrogen Heterocycles by Rh-Catalyzed Alkene Hydroacylation: Constructing Six-Membered Rings in the Absence of Chelation Assistance. Author is Du, Xiang-Wei; Ghosh, Avipsa; Stanley, Levi M..

In the presence of [Rh(1,5-COD)Cl]2, AgBF4, and (R)-2,2′-bis[di(4-methylphenylphenyl)phosphino]-1,1′-binaphthyl [(R)-Tol-BINAP], alkenylindolecarboxaldehydes such as I (R = Me, Et, BuCH2CH2, PhCH2, Ph, 4-MeC6H4, 4-ClC6H4, EtO2C; R1 = H, Et) and N-alkenylpyrrolecarboxaldehydes underwent enantioselective hydroacylation to give tetrahydropyridoindolones such as II (R = Me, Et, BuCH2CH2, PhCH2, Ph, 4-MeC6H4, 4-ClC6H4, EtO2C; R1 = H, Et) or indolizinones in 23-98% yields and in 92-99% ee; the enantioselective cyclizations did not require chelation or other functional groups to facilitate cyclization. The structure of II (R = Me; R1 = Br) was determined by X-ray crystallog.

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Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem