Category: tetrahydroisoquinoline

Resende, Diana I. S. P.; Almeida, Joana R.; Pereira, Sandra; Campos, Alexandre; Lemos, Agostinho; Plowman, Jeffrey E.; Thomas, Ancy; Clerens, Stefan; Vasconcelos, Vitor; Pinto, Madalena; Correia-da-Silva, Marta; Sousa, Emilia published the artcile< From Natural Xanthones to Synthetic C-1 Aminated 3,4-Dioxygenated Xanthones as Optimized Antifouling Agents>, Application In Synthesis of 115955-90-3, the main research area is aminated dioxygenated xanthone preparation antifouling antibacterial; anti-settlement; antifouling; eco-friendly alternatives; molecular targets; xanthones.

In this work, the antifouling activity of a series of 24 xanthones I [R1 = Me, CH2Br, 4-ClC6H4CH2NHCH2, etc.; R2 = H, Cl; R3 = OMe; R4 = OH, OMe; R5 = H, OMe], with chem. similarities to natural products, was exploited. Nine of the tested xanthones presented highly significant anti-settlement responsed against the settlement of mussel Mytilus galloprovincialis larvae and low toxicity to this macrofouling species. Addnl., xanthone I [R1 = piperidinylmethyl; R2 = H; R3 = OMe; R4 = OMe; R5 = H] exhibited a therapeutic ratio (LC50/EC50) >15, as required by the US Navy program attesting its suitability as natural antifouling agents. From the nine tested xanthones, none of the compounds were found to significantly inhibit the growth of the marine biofilm-forming bacterial strains tested. Insights on the antifouling mode of action suggested that these two compounds affected similar mol. targets and cellular processes in mussel larvae, including that related to mussel adhesion capacity. This work exposed for the first time the relevance of C-1 aminated xanthones with a 3,4-dioxygenated pattern of substitution as new non-toxic products to prevent marine biofouling.

Marine Drugs published new progress about Antibacterial agents. 115955-90-3 belongs to class tetrahydroisoquinoline, and the molecular formula is C9H12N2, Application In Synthesis of 115955-90-3.

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Clark, Robin D.; Berger, Jacob; Garg, Pushkal; Weinhardt, Klaus K.; Spedding, Michael; Kilpatrick, Andrew T.; Brown, Christine M.; MacKinnon, Alison C. published the artcile< Affinity of 2-(tetrahydroisoquinolin-2-ylmethyl)- and 2-(isoindolin-2-ylmethyl)imidazolines for α-adrenoceptors. Differential affinity of imidazolines for the [3H]idazoxan-labeled α2-adrenoceptor vs the [3H]yohimbine-labeled site>, Safety of 1,2,3,4-Tetrahydroisoquinolin-5-amine, the main research area is imidazoline tetrahydroisoquinolinylmethyl isoindolinylmethyl preparation adrenoreceptor affinity; adrenoreceptor affinity tetrahydroisoquinolinylmethylimidazoline isoindolinylmethylimidazoline.

Tetrahydroisoquinolin-2-ylmethyl- (I, R = H, 1-Me, Et, allyl, 3-, 5-Me, 5-, 8-F, 5-, 6-, 8-Cl, 5-OMe, NO2, NH2, etc.) and 2-(isoindolin-2-ylmethyl)imidazolines II (R1 = H, Cl) were prepared and tested for α1- and α2-adrenoceptor affinity with radioligand binding. I [R = 5-F, 5-Cl, 5,8-(MeO)2, 5,8,1-(MeO)2Me] were selective α2-adrenoceptor ligands on the basis of displacement of [3H]yohimbine from rat cerebral cortical membranes. I (R = 8-Cl) showed a 36-fold difference in affinity for the [3H]idazoxan-labeled α2-adrenoceptor relative to the [3H]yohimbine-labeled site, which may be evidence for α2-adrenoceptor subtypes.

Journal of Medicinal Chemistry published new progress about α1-Adrenoceptors Role: RCT (Reactant), RACT (Reactant or Reagent). 115955-90-3 belongs to class tetrahydroisoquinoline, and the molecular formula is C9H12N2, Safety of 1,2,3,4-Tetrahydroisoquinolin-5-amine.

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Ruel, Rejean; L’Heureux, Alexandre; Thibeault, Carl; Lapointe, Philippe; Martel, Alain; Qiao, Jennifer X.; Hua, Ji; Price, Laura A.; Wu, Qimin; Chang, Ming; Zheng, Joanna; Huang, Christine S.; Wexler, Ruth R.; Rehfuss, Robert; Lam, Patrick Y. S. published the artcile< Potent P2Y1 urea antagonists bearing various cyclic amine scaffolds>, Safety of 1,2,3,4-Tetrahydroisoquinolin-5-amine, the main research area is isoindolinyloxypyridyl trifluoromethoxyphenylurea preparation purinergic P2Y1 inhibitor; piperidinyloxypyridyl trifluoromethoxyphenylurea preparation purinergic P2Y1 inhibitor; Isoindolines; P2Y(1) antagonists; Piperidines; Purinergic receptors; Tetrahydroisoquinolines.

A number of new amine scaffolds with good inhibitory activity in the ADP-induced platelet aggregation assay have been found to be potent antagonists of the P2Y1 receptor. SAR optimization led to the identification of isoindoline and piperidine derivatives which showed good in vitro binding and functional activities, as well as improved aqueous solubility Among them, the piperidine I showed the best overall profile with favorable PK parameters.

Bioorganic & Medicinal Chemistry Letterspublished new progress about Cyclic amines Role: PAC (Pharmacological Activity), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 115955-90-3 belongs to class tetrahydroisoquinoline, and the molecular formula is C9H12N2, Safety of 1,2,3,4-Tetrahydroisoquinolin-5-amine.

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Clark, Robin D.; Berger, Jacob; Garg, Pushkal; Weinhardt, Klaus K.; Spedding, Michael; Kilpatrick, Andrew T.; Brown, Christine M.; MacKinnon, Alison C. published the artcile< Affinity of 2-(tetrahydroisoquinolin-2-ylmethyl)- and 2-(isoindolin-2-ylmethyl)imidazolines for α-adrenoceptors. Differential affinity of imidazolines for the [3H]idazoxan-labeled α2-adrenoceptor vs. the [3H]yohimbime-labeled site [Erratum to document cited in CA112(7):55713w>, Related Products of 115955-90-3, the main research area is Erratum imidazoline tetrahydroisoquinolinylmethyl isoindolinylmethyl adrenoreceptor affinity; adrenoreceptor affinity tetrahydroisoquinolinylmethylimidazoline isoindolinylmethylimidazoline Erratum.

An error in Table I has been corrected The error was not reflected in the abstract or the index entries.

Journal of Medicinal Chemistrypublished new progress about α1-Adrenoceptors Role: RCT (Reactant), RACT (Reactant or Reagent). 115955-90-3 belongs to class tetrahydroisoquinoline, and the molecular formula is C9H12N2, Related Products of 115955-90-3.

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Duan, Xiaonan; Wang, Xuepeng; Chen, Xingkun; Zhang, Jisong published the artcile< Continuous and Selective Hydrogenation of Heterocyclic Nitroaromatics in a Micropacked Bed Reactor>, Electric Literature of 115955-90-3, the main research area is nitroisoquinoline nickel silica palladium aluminumoxide catalyst continous flow hydrogentaion; aminoisoquinoline regioselective preparation.

A continuous flow system based on a micropacked bed reactor was developed for the selective hydrogenation of heterocyclic nitroaroms. and the reductions of 5-nitroisoquinoline to 5-aminoisoquinoline and 5-amino-1,2,3,4-tetrahydroisoquinoline are selected as the model reactions. With the optimal reaction conditions, maximal yields of 99.9% (5-aminoisoquinoline) and 99.3% (5-amino-1,2,3,4-tetrahydroisoquinoline) were obtained successfully. Moreover, this system exhibits remarkable performance for the selective hydrogenation of relevant heterocyclic nitroaroms. with all yields beyond the level of 97.5%. The continuous flow system enables efficient hydrogenation of heterocyclic nitroaroms. and remarkable selectivity of target products with shorter reaction time and safer operation compared with batch reactors.

Organic Process Research & Developmentpublished new progress about Hydrogenation catalysts, regioselective. 115955-90-3 belongs to class tetrahydroisoquinoline, and the molecular formula is C9H12N2, Electric Literature of 115955-90-3.

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Lemos, Agostinho; Gomes, Ana Sara; Loureiro, Joana B.; Brandao, Pedro; Palmeira, Andreia; Pinto, Madalena M. M.; Saraiva, Lucilia; Sousa, Maria Emilia published the artcile< Synthesis, biological evaluation, and in silico studies of novel aminated xanthones as potential p53-activating agents>, Product Details of C9H12N2, the main research area is aminated xanthone preparation antitumor human docking p53 activator; dimethoxy oxo xanthene carbaldehyde preparation; MDM2-p53 interaction; antitumor activity; computational docking; xanthones; yeast-based assays.

In this work, a series of eleven aminated xanthones possessing a 3,4-dioxygenated pattern of substitution e.g., I was efficiently constructed in moderate to good yields. From this group of compounds, xanthone I was identified for the first time as a putative p53-activating agent, using a yeast-based screening assay. Xanthone I was revealed to inhibit the growth of human HCT116 p53+/+ colon cancer cells, being that this effect was associated with cell cycle arrest through activation of the p53 pathway. Nevertheless, further studies were required to confirm the mechanism of action of compound I, which may lead to the identification of a novel xanthone derivative with promising antitumor activity. These results demonstrated the potential usefulness of coupling amine-containing structural motifs of known MDM2-p53 disruptors into the 3,4-dioxygenated xanthone scaffold as a starting point for the design of novel and improved p53-activating agents with antitumor activity and drug like properties.

Moleculespublished new progress about Amines Role: PAC (Pharmacological Activity), PRP (Properties), RCT (Reactant), SPN (Synthetic Preparation), THU (Therapeutic Use), BIOL (Biological Study), RACT (Reactant or Reagent), PREP (Preparation), USES (Uses). 115955-90-3 belongs to class tetrahydroisoquinoline, and the molecular formula is C9H12N2, Product Details of C9H12N2.

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Mach, Ulrich R.; Hackling, Anneke E.; Perachon, Sylvie; Ferry, Sandrine; Wermuth, Camille G.; Schwartz, Jean-Charles; Sokoloff, Pierre; Stark, Holger published the artcile< Development of novel 1,2,3,4-tetrahydroisoquinoline derivatives and closely related compounds as potent and selective dopamine D3 receptor ligands>, Recommanded Product: 1,2,3,4-Tetrahydroisoquinolin-5-amine, the main research area is tetrahydroisoquinoline derivative dopamine D3 receptor ligand.

Based on N-alkylated 1,2,3,4-tetrahydroisoquinoline derivatives which are structurally related to the partial agonist BP 897, a series of novel, selective dopamine D3 receptor antagonists has been synthesized. Derivatization included changes in the arylamide moiety and the tetrahydroisoquinoline substructure leading to compounds with markedly improved selectivities and affinities in the low nanomolar concentration range. From the 55 structures presented here, (E)-3-(4-iodophenyl)-N-(4-(1,2,3,4-tetrahydroisoquinolin-2-yl)butyl)acrylamide (51) has high affinity (Ki(hD3) = 12 nM) and a 123-fold preference for the D3 receptor relative to the D2 receptor subtype. Its pharmacol. profile offers the prospect of a novel radioligand as a tool for various dopamine D3-receptor-related in vitro and in vivo investigations.

ChemBioChempublished new progress about Dopamine D3 receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 115955-90-3 belongs to class tetrahydroisoquinoline, and the molecular formula is C9H12N2, Recommanded Product: 1,2,3,4-Tetrahydroisoquinolin-5-amine.

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Zhang, Wen-Xiong; Nishiura, Masayoshi; Hou, Zhaomin published the artcile< Catalytic addition of amine N-H bonds to carbodiimides by half-sandwich rare-earth metal complexes: efficient synthesis of substituted guanidines through amine protonolysis of rare-earth metal guanidinates>, Recommanded Product: 1,2,3,4-Tetrahydroisoquinolin-5-amine, the main research area is half sandwich rare earth catalyst guanidine synthesis carbodiimide amine.

Reaction of [Ln(CH2SiMe3)3(thf)2] (Ln = Y, Yb, and Lu) with one equivalent of Me2Si(C5Me4H)NHR’ (R’ = Ph, 2,4,6-Me3C6H2, tBu) affords straightforwardly the corresponding half-sandwich rare-earth metal alkyl complexes [{Me2Si(C5Me4)(NR’)}Ln(CH2SiMe3)(thf)n] (1: Ln = Y, R’ = Ph, n = 2; 2: Ln = Y, R’ = C6H2Me3-2,4,6, n = 1; 3: Ln = Y, R’ = tBu, n = 1; 4: Ln = Yb, R’ = Ph, n = 2; 5: Ln = Lu, R’ = Ph, n = 2) in high yields. These complexes, especially the yttrium complexes 1-3, serve as excellent catalyst precursors for the catalytic addition of various primary and secondary amines to carbodiimides, efficiently yielding a series of guanidine derivatives with a wide range of substituents on the nitrogen atoms. Functional groups such as CN, CCH, and aromatic C-X (X: F, Cl, Br, I) bonds can survive the catalytic reaction conditions. A primary amino group can be distinguished from a secondary one by the catalyst system, and therefore, the reaction of 1,2,3,4-tetrahydro-5-aminoisoquinoline with iPrN=C=NiPr can be achieved stepwise first at the primary amino group to selectively give the monoguanidine, and then at the cyclic secondary amino unit to give the biguanidine. Some key reaction intermediates or true catalyst species, such as the amido complexes [{Me2Si(C5Me4)(NPh)}Y(NEt2)(thf)2] and [{Me2Si(C5Me4)(NPh)}Y(NHC6H4Br-4)(thf)2], and the guanidinate complexes [{Me2Si(C5Me4)(NPh)}Y{iPrNC(NEt2)(NiPr)}(thf)] and [{Me2Si(C5Me4)(NPh)}Y{iPrN}C(NC6H4Br-4)(NHiPr)(thf)] have been isolated and structurally characterized. Reactivity studies on these complexes suggest that the present catalytic formation of a guanidine compound proceeds mechanistically through nucleophilic addition of an amido species, formed by acid-base reaction between a rare-earth metal alkyl bond and an amine N-H bond, to a carbodiimide, followed by amine protonolysis of the resultant guanidinate species.

Chemistry – A European Journalpublished new progress about Amines, triamines Role: PEP (Physical, Engineering or Chemical Process), RCT (Reactant), PROC (Process), RACT (Reactant or Reagent). 115955-90-3 belongs to class tetrahydroisoquinoline, and the molecular formula is C9H12N2, Recommanded Product: 1,2,3,4-Tetrahydroisoquinolin-5-amine.

Referemce:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – 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 Redox-active films formed by electrochemical reduction of solutions of C60 and platinum complexes, published in 2002-07-31, which mentions a compound: 15227-42-6, mainly applied to redox active film electrochem reduction solution fullerene platinum complex; pyridine chloro platinum complex ferrocene electroreduction redox active film, Quality Control of cis-Dichlorobis(pyridine)platinum(II).

Electroreduction of a toluene-acetonitrile (4:1 volume/volume) solution of C60 and cis-Pt(py)2Cl2 in the presence of 0.10M tetra(n-butyl)ammonium perchlorate as supporting electrolyte produces a black, redox active film that coats the electrode surface. This film retains its redox activity when transferred to an acetonitrile solution that contains only the supporting electrolyte, 0.10M tetra(n-butyl)ammonium perchlorate. The film was characterized by IR spectroscopy, laser desorption mass spectrometry, and XPS spectroscopy. The formation of this film is dependent on the platinum complex used as precursor and on the potential range used during film growth. No film growth is observed when Pt(bipy)Cl2, Pt(py)2I2, cis-Pt(PPh3)2Cl2 or trans-Pt(py)2Cl2 were used as precursors, but {Pt(μ-Cl)Cl(C2H4)}2 is a useful precursor which allows film growth at less neg. potentials. Chem. prepared C60Pt1 is also electrochem. active when precipitated on a platinum electrode. The formation of an electroactive film from the electroreduction of C70 and cis-Pt(py)2Cl2 is also reported.

The article 《Redox-active films formed by electrochemical reduction of solutions of C60 and platinum complexes》 also mentions many details about this compound(15227-42-6)Quality Control of cis-Dichlorobis(pyridine)platinum(II), you can pay attention to it, because details determine success or failure

Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem

Computed Properties of C10H10Cl2N2Pt. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: cis-Dichlorobis(pyridine)platinum(II), is researched, Molecular C10H10Cl2N2Pt, CAS is 15227-42-6, about Suppression of growth by platinum(II) complexes in relation to their structure. Author is Ivanov, V. B.; Chel’tsov, P. A.; Shchelokov, R. N..

Structure-activity studies with 17 Pt-containing complexes showed a correlation between the ability of these complexes to inhibit cell division in corn roots and their known antitumor activities. For the more active compounds C90 (90% suppression of root growth rate) for 3 days was 3 × 10-6M, close to the corresponding amount for highly active inhibitors of other chem. classes. Possible use of the root growth rate to study the biol. activity of Pt-containing complexes is suggested. Structure-activity relations were discussed.

The article 《Suppression of growth by platinum(II) complexes in relation to their structure》 also mentions many details about this compound(15227-42-6)Computed Properties of C10H10Cl2N2Pt, you can pay attention to it, because details determine success or failure

Reference:
Tetrahydroisoquinoline – Wikipedia,
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem