Category: 7651-82-3

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Dalton Transactions called Lithium cubane clusters as tetrahedral, square planar, and linear nodes for supramolecular assemblies, Author is Zhao, Xiang; Wu, Tao; Bu, Xianhui; Feng, Pingyun, which mentions a compound: 7651-82-3, SMILESS is OC1=CC2=C(C=NC=C2)C=C1, Molecular C9H7NO, Quality Control of Isoquinolin-6-ol.

The use of bifunctional ligands with phenol and pyridyl groups was found to promote the formation of Li cubane clusters [Li4L4(MeOH)4] (HL = pyridinols, quinolinols and isoquinolinols) intrinsically coded with specific preference for various H-bonding geometries including tetrahedral, square-planar, and linear modes through double, or even quadruple H bonding between adjacent nodes. The cubane clusters were characterized by crystal structure anal.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《S.C.F.-M.O. calculations of heteroatomic systems with the variable-β approximation. II. Electronic spectra of hydroxy aza-aromatic molecules》. Authors are Nishimoto, Kichisuke; Forster, Leslie S..The article about the compound:Isoquinolin-6-olcas:7651-82-3,SMILESS:OC1=CC2=C(C=NC=C2)C=C1).Quality Control of Isoquinolin-6-ol. Through the article, more information about this compound (cas:7651-82-3) is conveyed.

cf. CA 64, 7527c. The spectra of the pyridinols, quinolinols, isoquinolinols, quinolones, and isoquinolones have been calculated by a variable-β procedure within the Pariser-Parr-Pople S.C.F. approximation The relative positions and intensities of the lower excited states in hydroxy aza-aromatics vary considerably with substituent position, and the calculations agree well with experiment The vector addition of spectroscopic moments leads to transition moments that differ little from those obtained directly from the S.C.F.-M.O. calculations 17 references.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Formula: C9H7NO. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Isoquinolin-6-ol, is researched, Molecular C9H7NO, CAS is 7651-82-3, about Electronic effects in isoquinoline systems. Author is Zielinski, Wojciech; Kudelko, Agnieszka; Mazik, Monika.

Values of pKa for 1-(N,N-dimethylamino)-3-methylisoquinoline and a series of their 6- and 7-substituted derivatives, 3-methylisoquinoline and 1-amino-3-methylisoquinoline were determined in 50% volume/volume aqueous-methanolic solution by the spectrophotometric method. The determined values of pKa and values of pKa for 1-phenyl-3-methylisoquinolines and 1,3-dimethylisoquinolines taken from literature were correlated with the Hammett σ constants Good correlations were obtained for 6-substituted derivatives with σp constants and for 7-substituted derivatives with σm constants The electronic effects occurring in the studied isoquinoline systems made by substituents present in pyridine and benzene ring are discussed basing on the determined values.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Bodor, Nicolae; Dewar, Michael J. S.; Harget, Alan J. published the article 《Ground states of conjugated molecules. XIX. Tautomerism of heteroaromatic hydroxy and amino derivatives and nucleotide bases》. Keywords: conjugated mol ground states; tautomerism hydroxyaminoheteroaroms nucleotide base; nucleotide base hydroxyaminoheteroaroms tautomerism.They researched the compound: Isoquinolin-6-ol( cas:7651-82-3 ).Computed Properties of C9H7NO. 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:7651-82-3) here.

The semi-empirical SCF MO π approximation described in this series (M.J.S. Dewar and T. Morita, 1969) has been used to study tautomerism in a number of hydroxy and amino derivatives of heteroaromatic compounds containing five- and six-membered rings, including cytosine, uracil, adenine, and guanine. Bond lengths and other properties are also reported. The results agree well with the available evidence.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Formula: C9H7NO. The reaction of aromatic heterocyclic molecules with protons is called protonation. Aromatic heterocycles are more basic than benzene due to the participation of heteroatoms. Compound: Isoquinolin-6-ol, is researched, Molecular C9H7NO, CAS is 7651-82-3, about Electronic effects in isoquinoline systems. Author is Zielinski, Wojciech; Kudelko, Agnieszka; Mazik, Monika.

Values of pKa for 1-(N,N-dimethylamino)-3-methylisoquinoline and a series of their 6- and 7-substituted derivatives, 3-methylisoquinoline and 1-amino-3-methylisoquinoline were determined in 50% volume/volume aqueous-methanolic solution by the spectrophotometric method. The determined values of pKa and values of pKa for 1-phenyl-3-methylisoquinolines and 1,3-dimethylisoquinolines taken from literature were correlated with the Hammett σ constants Good correlations were obtained for 6-substituted derivatives with σp constants and for 7-substituted derivatives with σm constants The electronic effects occurring in the studied isoquinoline systems made by substituents present in pyridine and benzene ring are discussed basing on the determined values.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Bodor, Nicolae; Dewar, Michael J. S.; Harget, Alan J. published the article 《Ground states of conjugated molecules. XIX. Tautomerism of heteroaromatic hydroxy and amino derivatives and nucleotide bases》. Keywords: conjugated mol ground states; tautomerism hydroxyaminoheteroaroms nucleotide base; nucleotide base hydroxyaminoheteroaroms tautomerism.They researched the compound: Isoquinolin-6-ol( cas:7651-82-3 ).Computed Properties of C9H7NO. 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:7651-82-3) here.

The semi-empirical SCF MO π approximation described in this series (M.J.S. Dewar and T. Morita, 1969) has been used to study tautomerism in a number of hydroxy and amino derivatives of heteroaromatic compounds containing five- and six-membered rings, including cytosine, uracil, adenine, and guanine. Bond lengths and other properties are also reported. The results agree well with the available evidence.

I hope my short article helps more people learn about this compound(Isoquinolin-6-ol)Computed Properties of C9H7NO. Apart from the compound(7651-82-3), you can read my other articles to know other related compounds.

Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《8-(3-Diethylaminopropylamino)isoquinoline》. Authors are Robinson, Richard A..The article about the compound:Isoquinolin-6-olcas:7651-82-3,SMILESS:OC1=CC2=C(C=NC=C2)C=C1).Product Details of 7651-82-3. Through the article, more information about this compound (cas:7651-82-3) is conveyed.

cf. preceding 2 abstracts Isoquinoline sulfate (78 g.), preheated to 300°, treated (5 min.) with 60 g. 60% oleum, and heated 5 min. at 300°, gives 35% of the 5-sulfonic acid (as the Ca salt) and 55 g. of mixed Na isoquinolinesulfonates which, on fusion with NaOH (10 min. at 210°), give 15% 8-hydroxyisoquinoline (I), m. 213° (picrate, m. 285°). I (10 g.), 60 mL. concentrated NH4OH, and 14 g. SO2, heated 6 h. at 150-60°, give 8.5 g. 8-aminoisoquinoline (II), m. 174°. II (20 g.), 120 g. Et2N(CH22)3NH2, 150 mL. H2O, and 30 g. SO2, heated at reflux temperature 36 h. under 3 in. pressure, give 18 g. 8-(3-diethylaminopropylamino)isoquinoline, yellow, m. 231°. 6-Methoxyisoquinoline (0.3 g.) and 20 mL. 48% HBr, refluxed 2 h., give 6-hydroxyisoquinoline, m. 220°; HCl salt m. 175°.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

Quality Control of Isoquinolin-6-ol. 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: Isoquinolin-6-ol, is researched, Molecular C9H7NO, CAS is 7651-82-3, about Characterization of Aminobenzylphenols as Protein Disulfide Isomerase Inhibitors in Glioblastoma Cell Lines.

Disulfide bond formation is a critical post-translational modification of newly synthesized polypeptides in the oxidizing environment of the endoplasmic reticulum and is mediated by protein disulfide isomerase (PDIA1). In this study, we report a series of α-aminobenzylphenol analogs as potent PDI inhibitors. The lead compound, AS15, is a covalent nanomolar inhibitor of PDI, and the combination of AS15 analogs with glutathione synthesis inhibitor buthionine sulfoximine (BSO) leads to synergistic cell growth inhibition. Using nascent RNA sequencing, we show that an AS15 analog triggers the unfolded protein response in glioblastoma cells. A BODIPY-labeled analog binds proteins including PDIA1, suggesting that the compounds are cell-permeable and reach the intended target. Taken together, these findings demonstrate an extensive biochem. characterization of a novel series of highly potent reactive small mols. that covalently bind to PDI.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The reaction of an aromatic heterocycle with a proton is called a protonation. One of articles about this theory is 《Anomalies in the reduction of 2,2′-diacetylbiphenyl》. Authors are Hall, D. Muriel; Ladbury, Joan E.; Lesslie, Mary S.; Turner, E. E..The article about the compound:Isoquinolin-6-olcas:7651-82-3,SMILESS:OC1=CC2=C(C=NC=C2)C=C1).COA of Formula: C9H7NO. Through the article, more information about this compound (cas:7651-82-3) is conveyed.

2,2′-Diacetylbiphenyl (I) formed 9,10-dimethylphenanthrene (II) on Clemmensen reduction. With LiAlH4 I gave 2 diastereoisomeric 2,2′-di(1-hydroxyethyl)biphenyls, (III) and (IV). III and IV reacted normally with HBr and, by the action of refluxing quinoline (V) on the resulting mixture of isomerides, 2,2′-divinylbiphenyl (VI) was prepared Reduction of I under Huang-Minlon conditions gave 2-methyl-3,4,5,6-dibenzocyclohepta-1,3,5-triene (VII). 2,2′-Di-(1-hydroxy-1-methylethyl)biphenyl (VIII) was dehydrated in 3 ways, to give 2,7,7-trimethyl-3,4,5,6-dibenzocyclohepta-1,3,5-triene (IX), 2,2′-diisopropenylbiphenyl (X), or 2,7-dihydro-2,2,7,7-tetramethyl-3,4,5,6-dibenzoxepin (XI). It had been thought that the Clemmensen reduction of I may possibly serve as a route to 2,2′-diethylbiphenyl (XII), but the above results indicated that XII could not be prepared by this method. Finely ground phenanthraquinone (84 g.) was added to MeMgI from 39 g. Mg and MeI and after addition of 500 cc. C6H6 the mixture was refluxed 2 hrs. and 6.5 g. of starting material was recovered by use of NaHSO3. The Et2-C6H6 washed with brine, distilled to a volume of 300 cc. and cooled gave 75 g. 9,10-dihydro-9,10-dihydroxy-9,10-dimethylphenanthrene (XIII), m. 163-4°. The use of 6 moles MeMgI did not improve the yield of XIII and greatly extended the time of operation. XIII (38 g.) in 380 cc. AcOH treated at 70° during 10 min. with 16 g. CrO3 in 160 cc. H2O, the mixture left 10 min. at 70°, and the crude product purified gave 89% I, m. 93-4° (from cyclohexane). I and 4 moles of MeMgI gave 80% VIII, b. 320°, m. 139-40° (from alc.). I (28 g.) and HCl refluxed 6 hrs. in the presence of Zn-Hg gave 24.5 g. (crude) II, m. 144°; picrate, m. 192-3°. The material was identical with a specimen of authentic II. I (11.9 g.) heated 1 hr. with LiAlH4 in Et2O and the solid repeatedly recrystallized from C6H6 gave III as prisms, m. 147.5-9.0°, and IV as long prisms, m. 153-5°. III (1 g.) heated 2.5 hrs. with 15 cc. 20% H2SO4 gave 2,7-dihydro-2,7-dimethyl-3,4,5,6-dibenzoxepin (XIV), m. 77-80° (from MeOH). IV similarly treated but with 7 hrs. heating gave XIV, m. 74-8°. Thus the product seemed to be a mixture III gave XIV as the main product but IV more obviously gave a mixture Either III or IV or a mixture of both heated 15 min. with a large excess of HBr gave about 20% 2,2′-di(1-bromoethyl)biphenyl (XV), m. 88-92°. Second crop m. 71-9°. These also gave VI when dehydrobrominated with V. A solution of XV in V refluxed 5 min. gave VI, m. 80-1°. The m.p. remained unchanged after several months. Hydrogenation in alc. solution with PtO2 and H gave XII, b13.5 139-40°, nD25 1.5626. XII(21 g.), 35.6 g. (2 moles) N-bromosuccinimide, and 0.1 g. Bz2O2 in dry CCl4 refluxed 3 hrs. yielded 25.5 g. (crude) XV, m. 87-90°. I(20 g.), 34 g. NaOH, 34 cc. 85% aqueous H2NNH2, and 500 cc. triethylene glycol refluxed 2 hrs., H2O and excess H2NNH2.H2O removed until the temperature reached 195°, then refluxed 4 hrs., and the residual product distilled gave 10 g. pure VII, m. 49.5-50.5°. The residue treated with picric acid yielded 0.5 g. II picrate. VII (7.5 g.)in AcOH shaken with H and Pd yielded 2-methyl-3,4,5,6-dibenzocyclohepta-3,5-diene (XVI) as an oil, b1 120°, nD25 1.6102. Proof of structure of XVI was confirmed by the ultraviolet absorption spectrum. Further proof for the structure of VII came from its behavior on oxidation. VII (0.513 g.) in 2.5 cc. xylene refluxed 5.5 hrs. with 0.304 g. SeO2 and the residue treated with 2,4-dinitrophenylhydrazine gave 2-methyl-7-oxo-3,4,5,6-dibenzocyclohepta-1,3,5-triene 2,4-dinitrophenylhydrazone, m. 252° (decomposition) (from C6H6-ligroine). VII (1.6 g.) in AcOH heated 1.75 hrs. with 7 g. Na2Cr2O7 in AcOH yielded phenanthraquinone (XVII), m. 208-9°; quinoxaline derivative (with o-phenylenediamine), m. 222-3°. Chromatography of the residual product on Al2O3 gave 2-acetyl-2′-formylbiphenyl (XVIII). The Na2CO3 washings acidified gave a gum which solidified to 2′-acetylbiphenyl-2-carboxylic acid, m. 120-1° (from alc. and cyclohexane). VI (1 g.) in AcOH similarly oxidized with Na2Cr2O7 in AcOH gave XVII. This was a test for the bridged biphenyl system. I (5 g.) and 2.5 cc. 85% H2NNH2.H2O in alc. kept at 60-40° overnight gave 0.2 g. II; addition of NH3 to the filtrate precipitated 2.6 g. 3,8-dimethyl-4,5,6,7-dibenzo-1,2-diazocine (XIX), prisms, m. 167-8° (from aqueous alc.). In other preparations the solution was refluxed for several hrs. to give more II and less XIX. XIX (0.3 g.) and 15 cc. dilute H2SO4 refluxed 1 hr. gave I, m. 91-3°. XIX (0.6 g.) heated 3.5 hrs. at 195° with 0.7 g. NaOH and 11 cc. triethylene glycol yielded 0.5 g. crude II, which was purified from alc. XIX remained unaffected by hot aqueous-alc. H2NNH2.H2O or NaOH or when heated above its m.p. alone or with Cu bronze. Meerwein-Ponndorf-Verley reduction of I was attempted but the product was a mixture and no pure compounds could be isolated. VIII (2 g.) refluxed 1 hr. with 60 cc. 4N H2SO4 gave XI, m. 92-3° (from MeOH). A mixture of 10 g. VIII and 0.1 g. naphthalene-2-sulfonic acid heated 15 min. at 140° gave IX, m. 100-1°. A suspension of IX or of XI in HBr refluxed 1 hr. gave IX. IX (10 g.) in AcOH-EtOAc shaken with H in the presence of PtO2 for several hrs. yielded 9.5 g. 2,2,7-trimethyl-3,4,5,6-dibenzocyclohepta-3,5-diene, prisms, m. 67-71° (from alc.). IX (5 g.) refluxed at 320° with a little Cu bronze and activated Al2O3 and the b.p. dropped within 10 min. to 295° gave 3 g. X, b5 136°, nD21 1.5890. A small amount of XI was also isolated. An AcOH solution of X was shaken 1 hr. with H and PtO2 to give 2,2′-diisopropylbiphenyl. X (1.3 g.) refluxed 1.5 hrs. with 20 cc. HBr gave IX. X (1 g.) refluxed 5 hrs. with 50% H2SO4 yielded 0.5 g. IX. VI (0.5 g.) and HBr refluxed 1.5 hrs. gave XV. IX (1.1 g.) in AcOH and 5.6 g. Na2Cr2O7 heated 1.75 hrs. and the residue treated with o-phenylenediamine gave the quinoxaline derivative of XVII. The ligroine extract yielded XVIII, m. 84°. Dinitrophenylhydrazone formation was accompanied by cyclization; 7-oxo-3,4,5,6-dibenzocyclohepta-1,3,5-triene 2,4-dinitrophenylhydrazone, m. about 208° (decomposition), was isolated. The Na2CO3 washings were acidified to give a gum from which 2 impure crystallization acids were isolated. Quantities were too small for further investigation.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: Isoquinolin-6-ol(SMILESS: OC1=CC2=C(C=NC=C2)C=C1,cas:7651-82-3) is researched.Application In Synthesis of Aluminum triquinolin-8-olate. The article 《Synthesis of Indole-Dihydroisoquinoline Sulfonyl Ureas via Three-Component Reactions》 in relation to this compound, is published in Synthesis. Let’s take a look at the latest research on this compound (cas:7651-82-3).

Isoquinolines activated with sulfamoyl chlorides were reacted with indoles in a 3-component reaction to generate a library of dihydroisoquinoline derivs, e.g., I. Using a differential protecting group strategy, products were further derivatized. Synthesis of isoquinoline starting materials using several different methods was also described.

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Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method