Category: isoquinoline

Plasma metabolomics-based reveals the treatment mechanism of ShenGui capsule for application to coronary heart disease in a rat model was written by Wang, Dan;Guo, Jialin;Liu, Tiantian;Zhou, Xinfeng;Yang, Zijun;Shi, Chang;Wang, Weiting;Li, Rongshan;Zhang, Yanwen;Junzhang;Yan, Jiuxing;Zhu, Xuehui;Li, Ying;Gong, Min;Cui, Yan;Wu, Xiaohui. And the article was included in Analytical Biochemistry in 2022.HPLC of Formula: 27104-73-0 This article mentions the following:

Shen Gui capsule (SGC) has been demonstrated to have a significant treatment effect for coronary heart disease (CHD). Nevertheless, the holistic therapeutic mechanism of SGC in vivo remain poorly interpreted. To systematically explore the preventive effect and mechanism of SGC on CHD rats using plasma metabolomics strategy. Rat CHD model was established by left anterior descending coronary artery ligation (LAD). Echocardiog, histol. analyses of the myocardium and biochem. assays on serum were used to confirm the successful establishment of the CHD model and therapeutic effects of SGC. Then, UHPLC-MS/MS-based plasma metabolomics was combined with multivariate data anal. to screen potential pharmaco biomarkers associated with SGC treatment in the LAD-induced rat CHD model. After SGC treatment, 12 abnormal metabolites considered as potiential pharmaco biomarkers recovered to near normal levels. These biomarkers were involved in several metabolic pathways, including fat and protein metabolism, phenylalanine metabolism, neuroactive ligand-receptor interaction, androgen receptor signaling pathway, and estrone metabolism These suggested that SGC achieves therapeutic action on CHD via regulating various aspects of the body such as energy metabolism, neurol. disturbances and inflammation, and thus plays a significant role in the treatment of CHD and its complications. The useful to systematically understand and analyze the mechanism of SGCs multipie pathways, multiple levels, multiple targets prevention and treatment of CHD. In the experiment, the researchers used many compounds, for example, Methyl isoquinoline-3-carboxylate (cas: 27104-73-0HPLC of Formula: 27104-73-0).

Methyl isoquinoline-3-carboxylate (cas: 27104-73-0) belongs to isoquinoline derivatives. Quinoline and isoquinoline skeletons are among the most attractive frameworks with a wide range of biological and pharmacological activities. Isoquinoline-type alkaloids show biological activities similar to those of morphinane-, protoberberine-, and benzophenanthridine-type alkaloids.HPLC of Formula: 27104-73-0

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Design, synthesis and evaluation of biological activity of novel fasudil analogues was written by Li, Hang;Wang, Donghua;Liu, Shuai;Sun, Changhai;Chen, Meizhu;Wang, Xinran;Chen, Ligong. And the article was included in Pharmazie in 2014.Synthetic Route of C14H18ClN3O2S This article mentions the following:

Nine isoquinoline Rho kinase inhibitors were designed and synthesized on the basis of a ligand-binding pocket model. With fasudil, the only Rho kinase inhibitor marketed to date, as a reference compound, their biol. activities were determined, including assays of Rho kinase inhibitory activity, synapse formation, cell viability. Bio-assays were performed by means of MTT 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide) assays and lactate dehydrogenase (LDH) assays. The obtained results indicated that (R)-6H-1-(5-isoquinolinesulfonyl)-2-hydroxy methyl-1-pyrrolidine and (R)-6H-1-(5-isoquinolinesulfonyl)-2-chloromethyl-1-pyrrolidine exhibited excellent Rho kinase inhibitory activity, deactivation of Rho kinase led to accelerated synapse formation and enhanced cell viability. Therefore they might be potential candidates for preventing various neurol. disorders. The brief study on the structure-activity relationship of these isoquinoline analogs demonstrated that modification of inhibitors targeting region D of the Rho kinase binding pocket is quite efficacious, the existence of free amino, chloro- or hydroxyl group as binding sites with region D of Rho kinase is necessary for increasing the inhibitory activity. In the experiment, the researchers used many compounds, for example, 5-((1,4-Diazepan-1-yl)sulfonyl)isoquinoline hydrochloride (cas: 105628-07-7Synthetic Route of C14H18ClN3O2S).

5-((1,4-Diazepan-1-yl)sulfonyl)isoquinoline hydrochloride (cas: 105628-07-7) belongs to isoquinoline derivatives. Isoquinoline is a structural isomer of quinoline, which have antiseptic, antipyretic and anti-cyclic properties, and can be used as antimalarial drugs and for the preparation of other antimalarial medicine. It protonates to form salts upon treatment with strong acids, such as HCl. It forms adducts with Lewis acids, such as BF3.Synthetic Route of C14H18ClN3O2S

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Effect of fasudil hydrochloride and H2 on the post-thaw viability of cryopreserved porcine adipose-derived stem cells was written by Zhu, Maoying;Ji, Yuntao;Wang, Xiaoyu;Pu, Junying;Qu, Changqing. And the article was included in Pakistan Journal of Zoology in 2017.Product Details of 105628-07-7 This article mentions the following:

The present study is to explore the effect of fasudil hydrochloride and H2 on the post-thaw viability of cryopreserved porcine adipose-derived stem cells. Four different combinations of cryoprotectants with and without hydrogen gas (H) purified H2 was dissolved into normal cryopreservation solution for 2 h under 0.6 MPa were tested including the following groups: control (CK), 100μm GSH, 10μm fasudil hydrochloride (FH) and a combination of the two (GSH + FH). A solution of 10% (volume/volume) Me2SO + 20% FBS was used as the standard cryopreservation solution After 2 mo, MTT assay showed significant differences in the proportion of adherent viable cells in the FH group and GSH group compared with the control group (p < 0.05), and the FH + H group had a more beneficial effect on post-thaw survival of cryopreserved ADSCs compared with the GSH + H and GSH + FH + H groups. The use of FH and H in long-term storage has the potential to be helpful in com. and clin. application of ADSCs. In the experiment, the researchers used many compounds, for example, 5-((1,4-Diazepan-1-yl)sulfonyl)isoquinoline hydrochloride (cas: 105628-07-7Product Details of 105628-07-7).

5-((1,4-Diazepan-1-yl)sulfonyl)isoquinoline hydrochloride (cas: 105628-07-7) belongs to isoquinoline derivatives. Being an analog of pyridine, isoquinoline is a weak base, with a pKa of 5.14. The discovery of chloroquine, the most well-known drug containing this stent, has helped bring about decades of malaria control and treatment.Product Details of 105628-07-7

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Electrophotocatalytic Decarboxylative C-H Functionalization of Heteroarenes was written by Lai, Xiao-Li;Shu, Xiao-Min;Song, Jinshuai;Xu, Hai-Chao. And the article was included in Angewandte Chemie, International Edition in 2020.Related Products of 27104-73-0 This article mentions the following:

Decarboxylative C-H functionalization reactions are highly attractive methods for forging carbon-carbon bonds considering their inherent step- and atom-economical features and the pervasiveness of carboxylic acids and C-H bonds. An ideal approach to achieve these dehydrogenative transformations is through hydrogen evolution without using any chem. oxidants. However, effective couplings by decarboxylative carbon-carbon bond formation with proton reduction remain an unsolved challenge. Herein, the authors report an electrophotocatalytic approach that merges organic electrochem. with photocatalysis to achieve the efficient direct decarboxylative C-H alkylation and carbamoylation of heteroaromatic compounds through hydrogen evolution. This electrophotocatalytic method, which combines the high efficiency and selectivity of photocatalysis in promoting decarboxylation with the superiority of electrochem. in effecting proton reduction, enables the efficient coupling of a wide range of heteroaromatic bases with a variety of carboxylic acids and oxamic acids. Advantageously, this method is scalable to decagram amounts, and applicable to the late-stage functionalization of drug mols. In the experiment, the researchers used many compounds, for example, Methyl isoquinoline-3-carboxylate (cas: 27104-73-0Related Products of 27104-73-0).

Methyl isoquinoline-3-carboxylate (cas: 27104-73-0) belongs to isoquinoline derivatives. Quinoline and its derivatives are widely used as fungicides, biological agents, antibiotics, alkaloids, dyes, rubber chemicals and flavoring agents. The Pomeranz–Fritsch reaction provides a method for the preparation of isoquinoline. This reaction uses a benzaldehyde and aminoacetoaldehyde diethyl acetal, which in an acid medium react to form isoquinoline.Related Products of 27104-73-0

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Solifenacin/mirabegron induces an acute compliance increase in the filling phase of the capacity-reduced urinary bladder: a pressure-volume analysis in rats was written by Peng, Hsien-Yu;Lai, Cheng-Yuan;Hsieh, Ming-Chun;Lin, Tzer-Bin. And the article was included in Frontiers in Pharmacology in 2021.Category: isoquinoline This article mentions the following:

Pressure in the bladder, which is a high compliance organ, is only slightly elevated to a considerable filling volume during storage. Although cystometry off-line offers mean compliance, no protocol is available for real-time assays of the dynamics of bladder compliance, and the potential impact of solifenacin and mirabegron on dynamic bladder compliance has not been established. Along with constantly infused cystometry, a pressure-volume anal. (PVA) was performed by plotting intra-vesical volume against pressure in Sprague-Dawley rats. The instant compliance was assayed as the slope of the trajectory, and the mean compliance (Cm) was determined by the slope of the line produced by regression of the data points at the end of the first, second, and third quarters of the filling phase. Under a steady-state, the PVA trajectory moved clockwise which shaped coincident enclosed loops with stable compliance. Though administering to naive animals solifenacin, but not mirabegron (both 1 × 10^-5-1 × 10^-1 mg/kg, i.a.) decreased the peak pressure, both of these reagents exhibited acute increments in the trajectory slope and Cm of the filling phase in a dose-dependent manner (ED₅₀ = 1.4 × 10-4 and 2.2 × 10^-5 mg/kg, resp.). Resembling urine frequency/urgency in OAB patients, the voiding frequency of a capacity-reduced bladder was increased in association with decreased compliance which was ameliorated by both acute solifenacin and mirabegron injections (both 1 × 10^-1 mg/kg). In addition to their well-known anti-inotropic/relaxative effects, solifenacin, and mirabegron induce an acute increase in bladder compliance to ameliorate OAB-like syndromes. Together with time-domain cystometry, PVA offers a platform for investigating the physiol./pathophysiol./pharmacol. of bladder compliance which is crucial for urine storage. In the experiment, the researchers used many compounds, for example, (S)-(R)-Quinuclidin-3-yl 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate (cas: 242478-37-1Category: isoquinoline).

(S)-(R)-Quinuclidin-3-yl 1-phenyl-3,4-dihydroisoquinoline-2(1H)-carboxylate (cas: 242478-37-1) belongs to isoquinoline derivatives. Quinoline and isoquinoline skeletons are among the most attractive frameworks with a wide range of biological and pharmacological activities. The discovery of chloroquine, the most well-known drug containing this stent, has helped bring about decades of malaria control and treatment.Category: isoquinoline

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

2-(Pyrrolidin-1-yl)ethyl-3,4-dihydroisoquinolin-1(2H)-one Derivatives as Potent and Selective Histamine-3 Receptor Antagonists was written by Zhou, Dahui;Gross, Jonathan L.;Adedoyin, Adedayo B.;Aschmies, Suzan B.;Brennan, Julie;Bowlby, Mark;Di, Li;Kubek, Katie;Platt, Brian J.;Wang, Zheng;Zhang, Guoming;Brandon, Nicholas;Comery, Thomas A.;Robichaud, Albert J.. And the article was included in Journal of Medicinal Chemistry in 2012.Recommanded Product: 1109230-25-2 This article mentions the following:

On the basis of the previously reported benzimidazole 1,3′-bipyrrolidine benzamides, a new class of 48 2-(pyrrolidin-1-yl)ethyl-3,4-dihydroisoquinolin-1(2H)-one derivatives were synthesized and evaluated as potent H₃ receptor antagonists. In particular, I exhibited potent in vitro binding and functional activities at the H₃ receptor, good selectivities against other neurotransmitter receptors and ion channels, acceptable pharmacokinetic properties, and a favorable in vivo profile. In the experiment, the researchers used many compounds, for example, 5-Bromo-3,4-dihydroisoquinolin-1(2H)-one (cas: 1109230-25-2Recommanded Product: 1109230-25-2).

5-Bromo-3,4-dihydroisoquinolin-1(2H)-one (cas: 1109230-25-2) belongs to isoquinoline derivatives. Quinoline and its derivatives are widely used as fungicides, biological agents, antibiotics, alkaloids, dyes, rubber chemicals and flavoring agents. Most traditional methods of generating isoquinoline do so via oxidative aromatization of dihydro- or tetrahydro-isoquinolines, usually offering some environmental or economic advantage.Recommanded Product: 1109230-25-2

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Antiblastic properties of berberine and its derivatives was written by Shvarev, I. F.;Tsetlin, A. L.. And the article was included in Farmakologiya i Toksikologiya (Moscow) in 1972.Computed Properties of C40H36N2O12S This article mentions the following:

Berberine sulfate (I) [316-41-6] at 50 μg/ml or berberine chloride [633-65-8] at 25 μg/ml were cytostatic toward Ehrlich and lymphoma ascitic tumor cells suspended in medium. Me berberolineacetate at 500 μg/ml did not affect the growth of the cells. Berberine [2086-83-1] (2.5-7.5 mg/kg/day i.p.) or 9-berberoline [17388-19-1] (5-40 mg/kg/day i.p.) did not prevent the development of ascitic tumor in mice and did not prolong the life span of the animals. In the experiment, the researchers used many compounds, for example, 9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium sulfate(2:1) (cas: 316-41-6Computed Properties of C40H36N2O12S).

9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium sulfate(2:1) (cas: 316-41-6) belongs to isoquinoline derivatives. Isoquinoline is a structural isomer of quinoline, which have antiseptic, antipyretic and anti-cyclic properties, and can be used as antimalarial drugs and for the preparation of other antimalarial medicine. The discovery of chloroquine, the most well-known drug containing this stent, has helped bring about decades of malaria control and treatment.Computed Properties of C40H36N2O12S

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Effect of berberine on global modulation of lncRNAs and mRNAs expression profiles in patients with stable coronary heart disease was written by Han, Ye-Chen;Xie, Hong-Zhi;Lu, Bo;Xiang, Ruo-Lan;Li, Jing-Yi;Qian, Hao;Zhang, Shu-Yang. And the article was included in BMC Genomics in 2022.Computed Properties of C20H18NO4 This article mentions the following:

Berberine (BBR) is an isoquinoline alkaloid found in the Berberis species. It was found to have protected effects in cardiovascular diseases. Here, we investigated the effect the regulatory function of long noncoding RNAs (lncRNAs) during the treatment of stable coronary heart disease (CHD) using BBR. We performed microarray analyzes to identify differentially expressed (DE) lncRNAs and mRNAs between whole blood samples from 5 patients with stable CHD taking BBR and 5 no BBR volunteers. DE lncRNAs and mRNAs were validated by quant. real-time PCR. A total of 1703 DE lncRNAs and 912 DE mRNAs were identified. Kyoto Encyclopedia of Genes and Genomes pathway anal. indicated DE mRNAs might be associated with mammalian target of rapamycin and mitogen-activated protein kinase pathway. These pathways may be involved in the healing process after CHD. To study the relationship between mRNAs encoding transcription factors (DNA damage inducible transcript 3, sal-like protein 4 and estrogen receptor alpha gene) and CHD related de mRNAs, we performed protein and protein interaction anal. on their corresponding proteins. AKT and apoptosis pathway were significant enriched in protein and protein interaction network. BBR may affect downstream apoptosis pathways through DNA damage inducible transcript 3, sal-like protein 4 and estrogen receptor alpha gene. Growth arrest-specific transcript 5 might regulate CHD-related mRNAs through competing endogenous RNA mechanism and may be the downstream target gene regulated by BBR. Verified by the quant. real-time PCR, we identified 8 DE lncRNAs that may relate to CHD. We performed coding and non-coding co-expression and competing endogenous RNA mechanism anal. of these 8 DE lncRNAs and CHD-related DE mRNA, and predicted their subcellular localization and N⁶-methyladenosine modification sites. Our research found that BBR may affect mammalian target of rapamycin, mitogen-activated protein kinase, apoptosis pathway and growth arrest-specific transcript 5 in the process of CHD. Our research might provide novel insights for functional research of BBR. In the experiment, the researchers used many compounds, for example, 9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium (cas: 2086-83-1Computed Properties of C20H18NO4).

9,10-Dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquinolino[3,2-a]isoquinolin-7-ium (cas: 2086-83-1) belongs to isoquinoline derivatives. The isoquinoline structure occurs in a considerable number of alkaloids in widely separated plant families. Lewis acid activation and nucleophilic attack can produce multiple regioisomers in quinolines and pyridines; isoquinolines generally only undergo attack at the 1-position.Computed Properties of C20H18NO4

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Regioselective Bromination of Fused Heterocyclic N-Oxides was written by Wengryniuk, Sarah E.;Weickgenannt, Andreas;Reiher, Christopher;Strotman, Neil A.;Chen, Ke;Eastgate, Martin D.;Baran, Phil S.. And the article was included in Organic Letters in 2013.Product Details of 394-67-2 This article mentions the following:

A mild method for the regioselective C2-bromination of fused azine N-oxides is presented, employing tosic anhydride as the activator and tetra-n-butylammonium bromide as the nucleophilic bromide source. The C2-brominated compounds, e.g. I [X = H, 4-OMe, 6-OMe, etc.], are produced in moderate to excellent yields and with excellent regioselectivity in most cases. The potential extension of this method to other halogens, effecting C2-chlorination with Ts₂O/TBACl is also presented. Finally, this method could be incorporated into a viable one-pot oxidation/bromination process, using methyltrioxorhenium/urea hydropgen peroxide as the oxidant. In the experiment, the researchers used many compounds, for example, 4-Fluoroisoquinoline (cas: 394-67-2Product Details of 394-67-2).

4-Fluoroisoquinoline (cas: 394-67-2) belongs to isoquinoline derivatives. Isoquinoline is a structural isomer of quinoline, which have antiseptic, antipyretic and anti-cyclic properties, and can be used as antimalarial drugs and for the preparation of other antimalarial medicine. The Pomeranz–Fritsch reaction provides a method for the preparation of isoquinoline. This reaction uses a benzaldehyde and aminoacetoaldehyde diethyl acetal, which in an acid medium react to form isoquinoline.Product Details of 394-67-2

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Synthesis of dihydroisoquinolines and 1-substituted tetrahydroisoquinolines was written by Scully, Frank E. Jr.;Schlager, John J.. And the article was included in Heterocycles in 1982.Safety of 1-Phenyl-3,4-dihydroisoquinoline This article mentions the following:

The tetrahydroisoquinolines I (R = H, Ph, Me) underwent N-chlorination-dehydrochlorination to give the dihydroisoquinolines II. II (R = H) underwent alkylation by reaction RLi or EtMgBr to give I (R = Me, Et, Bu, Ph, PhCH₂). In the experiment, the researchers used many compounds, for example, 1-Phenyl-3,4-dihydroisoquinoline (cas: 52250-50-7Safety of 1-Phenyl-3,4-dihydroisoquinoline).

1-Phenyl-3,4-dihydroisoquinoline (cas: 52250-50-7) belongs to isoquinoline derivatives. Quinoline is a catabolite of tryptophan, the basic structure of some antihypertensive drugs, such as the peripheral vasodilators prazosin and doxazosin. Lewis acid activation and nucleophilic attack can produce multiple regioisomers in quinolines and pyridines; isoquinolines generally only undergo attack at the 1-position.Safety of 1-Phenyl-3,4-dihydroisoquinoline

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem