Tag: M.W:100-200

Siddappa, S.; Bhat, G. A. published the article 《Synthesis of indole-2-carbaldehydes, 2-(2-aminoethyl) – and 2-(2-aminopropyl)indoles》. Keywords: indolecarboxaldehydes aminoalkyl; aminoalkyl indolecarboxaldehydes.They researched the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4 ).Category: pyridazine. 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.

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.

Although many compounds look similar to this compound(21778-81-4)Category: pyridazine, numerous studies have shown that this compound(SMILES:O=CC(N1)=CC2=C1C=CC(OC)=C2), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 21778-81-4, is researched, SMILESS is O=CC(N1)=CC2=C1C=CC(OC)=C2, Molecular C10H9NO2Journal, Article, Organic Letters called Asymmetric Sequential Corey-Chaykovsky Cyclopropanation/Cloke-Wilson Rearrangement for the Synthesis of 2,3-Dihydrofurans, Author is Zhou, Yiming; Li, Ning; Cai, Wei; Huang, You, the main research direction is alkynyl isothiocineole indolyl acrylonitrile diastereoselective enantioselective Cloke Wilson rearrangement; progaryl sulfonium salt indolyl acrylonitrile diastereoselective Cloke Wilson rearrangement; indolyl furan preparation Corey Chaykovsky cyclopropanation.COA of Formula: C10H9NO2.

The first sequential Corey-Chaykovsky cyclopropanation/Cloke-Wilson rearrangement between propargyl sulfonium salts and acrylonitrile derivatives was developed, affording the tetra-substituted 2,3-dihydrofurans in generally excellent yields (57-98%) with good diastereoselectivities (7:1-18:1). In addition, chiral propargyl sulfonium salt is also suitable for this strategy, giving the optically active 2,3-dihydrofurans with good enantioselectivities. This reaction sequence was designed upon in situ generated 10π-conjugated structures from the dearomatization of indole fragments and subsequent intramol. 1,6-addition

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 21778-81-4, is researched, Molecular C10H9NO2, about 2-[N-Acylamino(C1-C3)alkyl]indoles as MT1 melatonin receptor partial agonists, antagonists, and putative inverse agonists, the main research direction is melatonin receptor antagonist agonist.Safety of 5-Methoxy-1H-indole-2-carbaldehyde.

The synthesis of several novel indole melatonin analogs substituted at the 2-position with acylaminomethyl, acylaminoethyl, or acylaminopropyl side chains is reported. Using a novel in vitro functional assay (specific binding of [35S]GTPγS), the authors showed that several of these compounds exhibited partial agonist, antagonist, and inverse agonist activity. Binding and functional assays were performed on cloned human MT1 receptor. Structure-activity relation considerations indicate that N-[1-aryl-2-(4-methoxy-1H-indol-2-yl)(C1-C2)alkyl]alkanamides represent a lead structure for this type of ligands.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Kroth, Heiko; Oden, Felix; Molette, Jerome; Schieferstein, Hanno; Gabellieri, Emanuele; Mueller, Andre; Berndt, Mathias; Sreenivasachary, Nampally; Serra, Andreia Monica; Capotosti, Francesca; Schmitt-Willich, Heribert; Hickman, David; Pfeifer, Andrea; Dinkelborg, Ludger; Stephens, Andrew published the article 《PI-2620 Lead Optimization Highlights the Importance of Off-Target Assays to Develop a PET Tracer for the Detection of Pathological Aggregated Tau in Alzheimer′s Disease and Other Tauopathies》. Keywords: PET imaging tracer preparation Tau aggregation Alzheimer’s palsy Pick’s.They researched the compound: (R)-(-)-3-Fluoropyrrolidine Hydrochloride( cas:136725-55-8 ).Related Products of 136725-55-8. 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:136725-55-8) here.

The first candidate PI-2014 was tested in healthy controls and subjects with Alzheimer′s disease (AD). As PI-2014 displayed off-target binding to monoamine oxidase A (MAO-A), a new lead with improved binding to Tau and decreased MAO-A binding was required. For compound optimization, Tau binding assays based on both human AD brain homogenate and Tau-paired helical filaments were employed. Furthermore, two MAO-A screening assays based on (1) human-recombinant MAO-A and (2) displacement of 2-fluoro-ethyl-harmine from mouse brain homogenate were employed. Removing the N-Me group from the tricyclic core resulted in compounds displaying improved Tau binding. For the final round of optimization, the cyclic amine substituents were replaced by pyridine derivatives PI-2620 (2-(2-fluoropyridin-4-yl)-9H-pyrrolo[2,3-b:4,5-c′]dipyridine) emerged as a best candidate displaying high Tau binding, low MAO-A binding, high brain uptake, and fast and complete brain washout. Furthermore, PI-2620 showed Tau binding on brain sections from corticobasal degeneration, progressive supranuclear palsy, and Pick′s disease.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Product Details of 136725-55-8. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: (R)-(-)-3-Fluoropyrrolidine Hydrochloride, is researched, Molecular C4H9ClFN, CAS is 136725-55-8, about Discovery of a pyrazolo[1,5-a]pyrimidine derivative (MT-3014) as a highly selective PDE10A inhibitor via core structure transformation from the stilbene moiety. Author is Koizumi, Yuuki; Tanaka, Yoshihito; Matsumura, Takehiko; Kadoh, Yoichi; Miyoshi, Haruko; Hongu, Mitsuya; Takedomi, Kei; Kotera, Jun; Sasaki, Takashi; Taniguchi, Hiroyuki; Watanabe, Yumi; Takakuwa, Misae; Kojima, Koki; Baba, Nobuyuki; Nakamura, Itsuko; Kawanishi, Eiji.

We have developed a new class of PDE10A inhibitor, a pyrazolo[1,5-a]pyrimidine derivative MT-3014 (1, I). A previous compound introduced was deprioritized due to concerns for E/Z-isomerization and glutathione-adduct formation at the core stilbene structure. We discovered pyrazolo [1,5-a] pyrimidine as a new lead scaffold by structure-based drug design utilizing a co-crystal structure with PDE10A. The lead compound was optimized for in vitro activity, solubility, and selectivity against human ether-a-́go-go related gene cardiac channel binding. We observed that I shows excellent efficacy in rat conditioned avoidance response test and suitable pharmacokinetic properties in rats, especially high brain penetration.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Li, Linxia; Du, Ding; Ren, Jun; Wang, Zhongwen published an article about the compound: 5-Methoxy-1H-indole-2-carbaldehyde( cas:21778-81-4,SMILESS:O=CC(N1)=CC2=C1C=CC(OC)=C2 ).COA of Formula: C10H9NO2. 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:21778-81-4) through the article.

Catalyzed by N-heterocyclic carbenes (NHCs), a domino ring-opening/redox amidation/Knoevenagel condensation of readily available formylcyclopropane 1,1-diesters with 1H-indole-2-carbaldehydes is reported. This methodol. provides a new and direct method for the construction of a 6-5-5 tricyclic pyrrolo[1,2-a]indole skeleton I (R1 = H, 5-Me, 5-MeO, 5-Et, 5-iPr, 5-Cl, R2 = CO2Et, R3 = Et, R4 = H; R1 = R4 = H, R2 = CO2Me, R3 = Me; R1 = R4 = H,R2 = CO2iPr, R3 = Et; R1 = H, R2 = CO2Et, R3 = Et, R4 = Me; R1 = H, 5-Me, 5-Cl, R2 = H, R3 = Et, R4 = H).

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

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: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about 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.HPLC of Formula: 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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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: (R)-(-)-3-Fluoropyrrolidine Hydrochloride(SMILESS: Cl.F[C@@H]1CCNC1,cas:136725-55-8) is researched.HPLC of Formula: 21778-81-4. The article 《Discovery of a pyrazolo[1,5-a]pyrimidine derivative (MT-3014) as a highly selective PDE10A inhibitor via core structure transformation from the stilbene moiety》 in relation to this compound, is published in Bioorganic & Medicinal Chemistry. Let’s take a look at the latest research on this compound (cas:136725-55-8).

We have developed a new class of PDE10A inhibitor, a pyrazolo[1,5-a]pyrimidine derivative MT-3014 (1, I). A previous compound introduced was deprioritized due to concerns for E/Z-isomerization and glutathione-adduct formation at the core stilbene structure. We discovered pyrazolo [1,5-a] pyrimidine as a new lead scaffold by structure-based drug design utilizing a co-crystal structure with PDE10A. The lead compound was optimized for in vitro activity, solubility, and selectivity against human ether-a-́go-go related gene cardiac channel binding. We observed that I shows excellent efficacy in rat conditioned avoidance response test and suitable pharmacokinetic properties in rats, especially high brain penetration.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – 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 Highest-Tc organic enantiomeric ferroelectrics obtained by F/H substitution, published in 2020, which mentions a compound: 136725-55-8, Name is (R)-(-)-3-Fluoropyrrolidine Hydrochloride, Molecular C4H9ClFN, Safety of (R)-(-)-3-Fluoropyrrolidine Hydrochloride.

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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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem

Application In Synthesis of 5-Methoxy-1H-indole-2-carbaldehyde. 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. Compound: 5-Methoxy-1H-indole-2-carbaldehyde, is researched, Molecular C10H9NO2, CAS is 21778-81-4, about Synthesis and biological evaluation of indoles.

Objective of this research was to synthesize and characterize indole derivatives Indole nucleus has antimicrobial activities. Different kind of indole ring derivatives were synthesized such as 3-((E)-2-nitrovinyl)-1H-indole, 2-(1H-indol-3-yl)ethanamine, N-(2-(1H-indol-3-yl)ethyl)benzamide, Me 2-(3-(2-(benzamido)ethyl)-1H-indol-1-yl)acetate, 2-(3-(2-(benzamido)ethyl)-1H-indol-1-yl)acetic acid, N-(2-(1-((2,3-dihydro-1H-inden-5-yl-carbamoyl)methyl)-1H-indol-3-yl)ethyl)benzamide, e.g., I [R = 4-indanyl, 5-indanyl]. Antifungal activity of compounds I [R = 4-indanyl, 5-indanyl] were also studied.

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Reference:
Pyridazine – Wikipedia,
Pyridazine | C4H4N2 – PubChem