Category: isoquinoline

Synthesis and research of benzylamides of some isocyclic and heterocyclic acids as potential anticonvulsants was written by Strupinska, Marzanna;Rostafinska-Suchar, Grazyna;Pirianowicz-Chaber, Elzbieta;Stables, James P.;Jiang, Jeff;Paruszewski, Ryszard. And the article was included in Acta Poloniae Pharmaceutica in 2013.Synthetic Route of C10H7NO2 This article mentions the following:

A series of benzylamides of isocyclic and heterocyclic acids was synthesized and tested in anticonvulsant screening project (ASP) of antiepileptic drug development program of NIH. Near all synthesized derivatives of heterocyclic acids showed activity. All obtained derivatives of mono- and bicyclic isocyclic acids were inactive. The power of action of heterocyclic acids derivatives seems does not depend upon kind of heteroatom (N, O or S). One of the compounds (2-furoic acid benzylamide) appeared most promising. It showed in minimal clonic seizure (6Hz) test (ASP) in rats after i. p. administration: MES ED₅₀ = 36.5 mg/kg, TOX TD₅₀ = 269.75 mg/kg, and PI = 7.39. In the experiment, the researchers used many compounds, for example, Isoquinoline-1-carboxylic acid (cas: 486-73-7Synthetic Route of C10H7NO2).

Isoquinoline-1-carboxylic acid (cas: 486-73-7) 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.Synthetic Route of C10H7NO2

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Synthesis of 2-pyridone derivatives bearing an electron-withdrawing group on nitrogen was written by Watanabe, Kazuhiro;Sato, Takeshi;Fujita, Reiko. And the article was included in Journal of Tohoku Pharmaceutical University in 2007.Reference of 27104-73-0 This article mentions the following:

1-Protected 2(1H)-pyridones are highly useful dienophiles because Diels-Alder reaction of 1-sulfonyl-2(1H)-pyridones gave the synthetic intermediate such as quinoline and isoquinoline derivatives Acylation of 2(1H)-pyridone bearing a methoxycarbonyl group at the 5- or 6-position with benzoyl chloride having some functional group (such as bromo, methoxy, nitro) gave 1-benzoylated 2(1H)-pyridone derivatives Further, the sulfonylation of 3-cyano- and 3-methoxycarbonyl-1(2H)-isouqinoliones afforded 2-sulfonylisoquinolone derivative In the experiment, the researchers used many compounds, for example, Methyl isoquinoline-3-carboxylate (cas: 27104-73-0Reference of 27104-73-0).

Methyl isoquinoline-3-carboxylate (cas: 27104-73-0) 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. They are also used to make oil-soluble dyes, food colorants, pharmaceuticals, pH indicators and other organic compounds. Reference of 27104-73-0

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

UPLC-MS coupled with a dynamic multiple data processing method for the comprehensive detection of the chemical constituents of the herbal formula San-Miao-Wan was written by Zou, Di;Zhang, Ai-hua;Yan, Guang-li;Tan, Yun-long;Sun, Hui;Wang, Xi-jun. And the article was included in Analytical Methods in 2014.Product Details of 3382-18-1 This article mentions the following:

San-Miao-Wan (SMW) is a combination prescription of Cortex Phellodendri Chinensis, Rhizoma Atractylodis, and Radix Achyranthis Bidentatae commonly used to treat arthritis and hyperuricemia, described in the State Pharmacopoeia of the People’s Republic of China. However, despite numerous pharmacol. studies, the phytochem. constituents of SMW were not conclusively identified. In the present study, a universally applicable UPLC-ESI-Q-TOF-MS technique coupled with a multiple data processing approach (Mdpa) was developed to carry out comprehensive detection of the chem. constituents of SMW. The Mdpa method can efficiently deal with the large volumes of mass data collected via the use of spectral and chromatog. search algorithms that detect ions at low concentrations Using an UPLC system, the total anal. time for separation was < 20 min without the loss of any resolution In the principal component anal. VIP-plot, 77 ions of interest (36 ions in pos. mode, 43 ions in neg. mode, and 2 ions in both modes) were extracted Based on the MS fragmentation patterns of the reference standards, a total of 71 components were identified or tentatively characterized by comparing their retention times, UV and MS spectra with those of reference standards, or through the matching of empirical information with those of the published components in the inhouse library. Our results indicated that the developed method could be used as a rapid and effective technique for the structural characterization of phytochem. constituents in SMW. This work is also expected to provide comprehensive information for the quality evaluation study of SMW. In the experiment, the researchers used many compounds, for example, 6,7-Dimethoxy-3,4-dihydroisoquinoline (cas: 3382-18-1Product Details of 3382-18-1).

6,7-Dimethoxy-3,4-dihydroisoquinoline (cas: 3382-18-1) belongs to isoquinoline derivatives. Although isoquinoline derivatives can be synthesized by several methods, relatively few direct methods deliver the unsubstituted isoquinoline. 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 3382-18-1

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Perylene dyes with high resistance to alkali was written by Langhals, Heinz;Jaschke, Harald;Bastani-Oskoui, Haleh;Speckbacher, Markus. And the article was included in European Journal of Organic Chemistry in 2005.Formula: C50H62N2O4 This article mentions the following:

The attachment of a 纬-hydroxy alkyl group to a nitrogen atom of perylene-3,4:9,10-tetracarboxylic bisimides results in a persistency to alk. hydrolysis, even to alkali alcoholates. The solubility of these dyes can be controlled by substituents in the 尾-position of the alkyl groups so that either highly stable pigments or dyes for homogeneous solutions with high fluorescence quantum yields are obtained. In the experiment, the researchers used many compounds, for example, 2,9-Di(tridecan-7-yl)anthra[2,1,9-def:6,5,10-d’e’f’]diisoquinoline-1,3,8,10(2H,9H)-tetraone (cas: 110590-84-6Formula: C50H62N2O4).

2,9-Di(tridecan-7-yl)anthra[2,1,9-def:6,5,10-d’e’f’]diisoquinoline-1,3,8,10(2H,9H)-tetraone (cas: 110590-84-6) belongs to isoquinoline derivatives. Although isoquinoline derivatives can be synthesized by several methods, relatively few direct methods deliver the unsubstituted isoquinoline. Most traditional methods of generating isoquinoline do so via oxidative aromatization of dihydro- or tetrahydro-isoquinolines, usually offering some environmental or economic advantage.Formula: C50H62N2O4

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Efficacy and safety of fasudil in prevention of radial artery spasm during cardiac interventional diagnosis and treatment was written by Zhou, Jing;Gao, Feng;Du, Ri-ying;Bai, Huai-sheng;Li, Xiao-li. And the article was included in Zhongguo Laonianxue Zazhi in 2013.Reference of 105628-07-7 This article mentions the following:

Objective: To observe clin. efficacy of fasudil in prevention of radial artery spasm during cardiac interventional diagnosis and treatment. Methods: 481 cases of hospitalized patients with transradial coronary artery interventional diagnosis and treatment were treated by intrathecal injection of the corresponding drugs for prevention of radial artery spasm. Group I was treated with fasudil 5 mg, groupII was treated with nitroglycerin 200渭g, group III was treated with verapamil 1 mg, and observe whether radial artery spasm occurred and blood pressure, ECG changes, observe whether the local and systemic complications occurred. Results: During transradial intervention treatment, application of fasudil can more effectively prevent the occurrence of radial artery spasm, and has small effect on heart rate, blood pressure and ECG, low incidence of systemic symptoms, and local symptoms. Conclusion: fasudil hydrochloride in cardiac interventional diagnosis and treatment is safe and effective for prevention of radial artery spasm. In the experiment, the researchers used many compounds, for example, 5-((1,4-Diazepan-1-yl)sulfonyl)isoquinoline hydrochloride (cas: 105628-07-7Reference of 105628-07-7).

5-((1,4-Diazepan-1-yl)sulfonyl)isoquinoline hydrochloride (cas: 105628-07-7) belongs to isoquinoline derivatives. The isoquinoline structure occurs in a considerable number of alkaloids in widely separated plant families. Most traditional methods of generating isoquinoline do so via oxidative aromatization of dihydro- or tetrahydro-isoquinolines, usually offering some environmental or economic advantage.Reference of 105628-07-7

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Discovery of Q-markers of Wenxin Formula based on a Chinmedomics strategy was written by Wang, Zong-wei;Liu, Chang;Zhang, Ai-hua;Yan, Guang-li;Sun, Hui;Han, Ying;Ma, Wei-tong;Wang, Xi-jun. And the article was included in Journal of Ethnopharmacology in 2022.Related Products of 2086-83-1 This article mentions the following:

Wenxin Formula (WXF) is a well-known prescription with a significant curative effect in the treatment of cardiac disease. However, the lack of quality control standards caused by unclear quality control components limits the development of new drugs. The aims of this research were to discover the effective materials and screen the quality markers of WXF through a chinmedomics strategy to aid in efficacy evaluation. The therapeutic effect of WXF against myocardial ischemia (MI) was evaluated by serum metabolic profiling combined with routine electrocardiog.; analyses of the serum biochem. indexes CK, CK-MB and 伪-HBDH; and histopathol. tests involving TTC staining and HE staining. The raw data of serum samples were obtained by UPLC-HDMS, and multivariate statistical anal. was performed with Progenesis QI software. PCMS software was used to sift the quality markers of WXF. A total of 25 metabolites were characterized as biomarkers for myocardial ischemia, and Wenxin Formula reversed the levels of 23 of them that were involved in arachidonic acid metabolism, glycerophospholipid metabolism, lysine degradation, and tyrosine metabolism Eight constituents absorbed into blood were considered to form the effective material basis of Wenxin Formula for treating myocardial ischemia, and the Q-markers selected through PCMS were ginsenoside Rb1, cinnamic acid, paeoniflorin and berberine. WXF significantly ameliorated the clin. symptoms, pathol. changes and metabolic abnormalities of myocardial ischemia. This study shows that chinmedomics is a powerful strategy to filter Q-markers from effective constituents to rationally evaluate the efficacy and safety of TCMs. 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: 2086-83-1Related Products of 2086-83-1).

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. Quinoline and isoquinoline skeletons are among the most attractive frameworks with a wide range of biological and pharmacological activities. Most traditional methods of generating isoquinoline do so via oxidative aromatization of dihydro- or tetrahydro-isoquinolines, usually offering some environmental or economic advantage.Related Products of 2086-83-1

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Preparation of heterocyclic fluorine compounds by the Schiemann reaction. III. Some monofluoroisoquinolines was written by Roe, Arthur;Teague, Claude E. Jr.. And the article was included in Journal of the American Chemical Society in 1951.Application of 394-67-2 This article mentions the following:

1-Aminoisoquinoline (15 g.) in 120 ml. 42% HBF₄, cooled to -5掳, the precipitate suspended in 150 ml. petr. ether (b. 30-40掳), treated (1 hr.) at room temperature with 7.2 g. powd. NaNO₂ and then 30 min. with EtONO, and kept 2 hrs., gives 36 g. 1-isoquinolinediazonium fluoborate (I), decompose 68掳; decomposition of I gives 13% (overall) yield of 1-fluoroisoquinoline (II), b. 208掳, n³⁰_D 1.5861. The following were prepared with variations of the above method: 3-isomer of I, m. 15-25掳; of II, b. 251掳, n³⁰_D 1.5875, 49%; 4-isomer of I, m. 20-5掳; of II, b. 236掳, n³⁰_D 1.5914, 36%; 5-isomer of I, m. 190掳; of II, b₆₂ 145掳, m. 43掳, 67%. Of the 4 isomeric I, only the 1- and 5-isomers are stable; the 3- and 4-isomers decompose at room temperature The hydroxyisoquinolines, expected by-products in the Schiemann reaction, were isolated in every case from the reaction mixtures p-FC₆H₄CH:CHCH(OEt)₂ and H₂SO₄ do not yield 6-fluoroisoquinoline. In the experiment, the researchers used many compounds, for example, 4-Fluoroisoquinoline (cas: 394-67-2Application of 394-67-2).

4-Fluoroisoquinoline (cas: 394-67-2) belongs to isoquinoline derivatives. The isoquinoline structure occurs in a considerable number of alkaloids in widely separated plant families. Isoquinoline-type alkaloids show biological activities similar to those of morphinane-, protoberberine-, and benzophenanthridine-type alkaloids.Application of 394-67-2

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Aryne triggered dearomatization reaction of isoquinolines and quinolines with chloroform was written by Tan, Jiajing;Liu, Binbin;Su, Shuaisong. And the article was included in Organic Chemistry Frontiers in 2018.Synthetic Route of C9H6IN This article mentions the following:

The direct dearomatization reaction of isoquinolines and quinolines with chloroform has been accomplished through in situ electrophilic aryne activation and nucleophile formation. This transition metal-free protocol shows a broad scope of substrates, providing consistently high yields of medicinally-important dihydro(iso)quinoline derivatives The utility of this method has been further demonstrated in the synthesis of deuterated analogs. In the experiment, the researchers used many compounds, for example, 4-Iodoisoquinoline (cas: 55270-33-2Synthetic Route of C9H6IN).

4-Iodoisoquinoline (cas: 55270-33-2) 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鈥揊ritsch 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.Synthetic Route of C9H6IN

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Direct alkylthio-functionalization of unsubstituted perylenediimides was written by Zink-Lorre, Nathalie;Font-Sanchis, Enrique;Sastre-Santos, Angela;Fernandez-Lazaro, Fernando. And the article was included in Organic & Biomolecular Chemistry in 2016.Application of 110590-84-6 This article mentions the following:

Herein, we report a simple fluoride-mediated reaction for the direct mono- and dialkylthio-functionalization of unsubstituted perylenediimides (PDIs) under very mild conditions. The aromatic substitution reaction offers the possibility to introduce primary, secondary and, even, tertiary alkanethiols either on the 1- or on the 1,6-bay positions of unsubstituted PDIs. 1,6-DialkylthioPDIs show that absorption and fluorescence spectra shifted to the red when compared with the unsubstituted PDI, with Stokes shifts around 70-80 nm. In the experiment, the researchers used many compounds, for example, 2,9-Di(tridecan-7-yl)anthra[2,1,9-def:6,5,10-d’e’f’]diisoquinoline-1,3,8,10(2H,9H)-tetraone (cas: 110590-84-6Application of 110590-84-6).

2,9-Di(tridecan-7-yl)anthra[2,1,9-def:6,5,10-d’e’f’]diisoquinoline-1,3,8,10(2H,9H)-tetraone (cas: 110590-84-6) belongs to isoquinoline derivatives. Being an analog of pyridine, isoquinoline is a weak base, with a pKa of 5.14. They are also used to make oil-soluble dyes, food colorants, pharmaceuticals, pH indicators and other organic compounds. Application of 110590-84-6

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem

Efficient reductions of various nitroarenes with scrap automobile catalyst and NaBH₄ was written by Genc, Hayriye. And the article was included in Catalysis Communications in 2015.Application of 607-32-9 This article mentions the following:

The effect of scrap automobile catalyst (SAC), a waste material, was investigated as a catalyst for the reduction of nitroarenes to the corresponding amines with sodium borohydride in aqueous ethanol at 5-25 掳C. Along with the observed high conversions, the SAC and NaBH₄ combination also exhibits a selectively catalyzed reduction in compounds containing other reducible functionalities, such as -CN, -Br, -Cl and -I. Recycling automobile wastes into a catalyst for organic reactions will offer both environmental protection and economic advantages. As a result, an effective, easy to use, low-priced and reliable method has been developed. In the experiment, the researchers used many compounds, for example, 5-Nitroisoquinoline (cas: 607-32-9Application of 607-32-9).

5-Nitroisoquinoline (cas: 607-32-9) belongs to isoquinoline derivatives. Being an analog of pyridine, isoquinoline is a weak base, with a pKa of 5.14. Lewis acid activation and nucleophilic attack can produce multiple regioisomers in quinolines and pyridines; isoquinolines generally only undergo attack at the 1-position.Application of 607-32-9

Referemce:
Isoquinoline – Wikipedia,
Isoquinoline | C9H7N – PubChem