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21364-46-5

21364-46-5 | isoquinolinium chloride

CAS No: 21364-46-5 Catalog No: AG00BCAO MDL No:

Product Description

Catalog Number:
AG00BCAO
Chemical Name:
isoquinolinium chloride
CAS Number:
21364-46-5
IUPAC Name:
isoquinoline;hydrochloride
InChI:
InChI=1S/C9H7N.ClH/c1-2-4-9-7-10-6-5-8(9)3-1;/h1-7H;1H
InChI Key:
IYRMNDOLPONSCJ-UHFFFAOYSA-N
EC Number:
244-348-3

Properties

Complexity:
111  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
165.035g/mol
Formal Charge:
0
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
165.62g/mol
Monoisotopic Mass:
165.035g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
12.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Literature

Title Journal
6-(3,4-Dihydro-1H-isoquinoline-2-yl)-N-(6-methoxypyridine-2-yl) nicotinamide-26 (DIMN-26) decreases cell proliferation by induction of apoptosis and downregulation of androgen receptor signaling in human prostate cancer cells. Chemico-biological interactions 20161225
Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine. Bioorganic & medicinal chemistry 20121115
The π-acceptor effect in the substitution reactions of tridentate N-donor ligand complexes of platinum(II): a detailed kinetic and mechanistic study. Dalton transactions (Cambridge, England : 2003) 20120921
Microwave-assisted extraction in combination with capillary electrophoresis for rapid determination of isoquinoline alkaloids in Chelidonium majus L. Talanta 20120915
Applied biological and physicochemical activity of isoquinoline alkaloids: oxoisoaporphine and boldine. Molecules (Basel, Switzerland) 20120912
Luminescence and binding properties of two isoquinoline alkaloids chelerythrine and sanguinarine with ctDNA. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20120901
Steady state and time-resolved fluorescence study of isoquinoline: reinvestigation of excited state proton transfer. The journal of physical chemistry. A 20120712
Alkaloids produced by endophytic fungi: a review. Natural product communications 20120701
Identification, synthesis, and biological evaluation of the metabolites of 3-amino-6-(3'-aminopropyl)-5H-indeno[1,2-c]isoquinoline-5,11-(6H)dione (AM6-36), a promising rexinoid lead compound for the development of cancer chemotherapeutic and chemopreventive agents. Journal of medicinal chemistry 20120628
A ligand-free Pd-catalyzed cascade reaction: an access to the highly diverse isoquinolin-1(2H)-one derivatives via isocyanide and Ugi-MCR synthesized amide precursors. Organic letters 20120615
Investigation of the binding pocket of human hematopoietic prostaglandin (PG) D2 synthase (hH-PGDS): a tale of two waters. Bioorganic & medicinal chemistry letters 20120601
One-pot synthesis of 4-substituted isoquinolinium zwitterionic salts by metal-free C-H bond activation. Chemical communications (Cambridge, England) 20120511
Electronic spectra of gas-phase polycyclic aromatic nitrogen heterocycle cations: isoquinoline+ and quinoline+. The journal of physical chemistry. A 20120503
Silver triflate-copper(II) acetate cooperative catalysis in a cascade reaction for concise synthesis of 2-carbonyl H-pyrazolo[5,1-a]isoquinolines. Chemical communications (Cambridge, England) 20120425
2-(Pyrrolidin-1-yl)ethyl-3,4-dihydroisoquinolin-1(2H)-one derivatives as potent and selective histamine-3 receptor antagonists. Journal of medicinal chemistry 20120308
Amplifying vibrational circular dichroism by manipulation of the electronic manifold. Chemical communications (Cambridge, England) 20120111
Sensitivity 'hot spots' in the direct analysis in real time mass spectrometry of nerve agent simulants. Journal of the American Society for Mass Spectrometry 20120101
Electrochemical oxidation of nitrogen-heterocyclic compounds at boron-doped diamond electrode. Chemosphere 20120101
Synthesis and biological evaluation of (4H-1,2,4-triazol-4-yl)isoquinoline derivatives as selective glycine transporter 1 inhibitors. Bioorganic & medicinal chemistry 20120101
Fluorescent reporters of monoamine transporter distribution and function. Bioorganic & medicinal chemistry letters 20111215
Electron-donating para-methoxy converts a benzamide-isoquinoline derivative into a highly Sigma-2 receptor selective ligand. Bioorganic & medicinal chemistry 20111215
The synthesis of 2-nitroaryl-1,2,3,4-tetrahydroisoquinolines, nitro-substituted 5,6-dihydrobenzimidazo[2,1-a]isoquinoline N-oxides and related heterocycles as potential bioreducible substrates for the enzymes NAD(P)H: quinone oxidoreductase 1 and E. coli nitroreductase. Bioorganic & medicinal chemistry letters 20111215
Pyridine synthesis from oximes and alkynes via rhodium(III) catalysis: Cp* and Cp(t) provide complementary selectivity. Chemical communications (Cambridge, England) 20111121
An efficient approach to pyrazolo[5,1-a]isoquinolin-2-amines via a silver(I)-catalyzed three-component reaction of 2-alkynylbenzaldehyde, sulfonohydrazide, and nitrile. Organic & biomolecular chemistry 20111021
Expedient entry to the piperazinohydroisoquinoline ring system using a sequential Ugi/Pictet-Spengler/reductive methylation reaction protocol. Chemical communications (Cambridge, England) 20111014
Derivatives of benzimidazol-2-ylquinoline and benzimidazol-2-ylisoquinoline as selective A1 adenosine receptor antagonists with stimulant activity on human colon motility. ChemMedChem 20111004
RGD mimetics containing phthalimidine fragment as novel ligands of fibrinogen receptor. Bioorganic & medicinal chemistry letters 20111001
Exploiting differences in caspase-2 and -3 S₂ subsites for selectivity: structure-based design, solid-phase synthesis and in vitro activity of novel substrate-based caspase-2 inhibitors. Bioorganic & medicinal chemistry 20111001
A tale of two compounds. Nature chemistry 20110923
Quantitative detection of C-deuterated drugs by CARS microscopy and Raman microspectroscopy. The Analyst 20110921
Berberine, an isoquinoline alkaloid in herbal plants, protects pancreatic islets and serum lipids in nonobese diabetic mice. Journal of agricultural and food chemistry 20110727
Antitumor efficacy and apoptotic activity of substituted chloroalkyl 1H-benz[de]isoquinoline-1,3-diones: a new class of potential antineoplastic agents. Investigational new drugs 20110601
3-Indolylacyl radical cyclizations upon pyridines and tetrahydropyridines: access to ergoline-related indole [cd]-fused isoquinolines. The Journal of organic chemistry 20110520
Asymmetric synthesis of pyrrolo[2,1-a]isoquinoline derivatives by 1,3-dipolar cycloadditions of stabilized isoquinolinium N-ylides with sulfinyl dipolarophiles. The Journal of organic chemistry 20110506
Total synthesis of cortistatins A and J. The Journal of organic chemistry 20110415
5-Benzamidoisoquinolin-1-ones and 5-(ω-carboxyalkyl)isoquinolin-1-ones as isoform-selective inhibitors of poly(ADP-ribose) polymerase 2 (PARP-2). Journal of medicinal chemistry 20110414
Synthesis and structure-activity relationship of N-(2-arylethyl) isoquinoline derivatives as human scavenger receptor CD36 antagonists. European journal of medicinal chemistry 20110401
Optimisation of 6-substituted isoquinolin-1-amine based ROCK-I inhibitors. Bioorganic & medicinal chemistry letters 20110215
Synthesis of 4-alkyl-, 4-aryl- and 4-arylamino-5-aminoisoquinolin-1-ones and identification of a new PARP-2 selective inhibitor. Organic & biomolecular chemistry 20110207
Microwave-assisted synthesis of quinoline, isoquinoline, quinoxaline and quinazoline derivatives as CB2 receptor agonists. Bioorganic & medicinal chemistry 20110115
Synthesis and biological evaluations of P4-benzoxaborole-substituted macrocyclic inhibitors of HCV NS3 protease. Bioorganic & medicinal chemistry letters 20101215
Isoquinoline alkaloids and their binding with DNA: calorimetry and thermal analysis applications. Mini reviews in medicinal chemistry 20101101
Isoquinoline-based chiral monodentate N-heterocyclic carbenes. Chemical communications (Cambridge, England) 20101028
Reactions of aromatic N-heterocycles with d0fn-metal alkyl complexes supported by chelating diamide ligands. Accounts of chemical research 20101019
Cytotoxicity of new pyrazino[1,2-b]isoquinoline and 6,15-iminoisoquino[3,2-b]3-benzazocine compounds. Bioorganic & medicinal chemistry 20100915
Rhodium-catalyzed asymmetric conjugate addition of organoboronic acids to nitroalkenes using chiral bicyclo[3.3.0] diene ligands. Angewandte Chemie (International ed. in English) 20100802
In vivo and in vitro SAR of tetracyclic MAPKAP-K2 (MK2) inhibitors. Part I. Bioorganic & medicinal chemistry letters 20100801
Molecular characterization of O-methyltransferases involved in isoquinoline alkaloid biosynthesis in Coptis japonica. Proceedings of the Japan Academy. Series B, Physical and biological sciences 20100721
Construction of indole- and isoquinoline-fused nitrogen-containing heterocycles through copper-catalyzed multi-component reaction. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20100701
Decahydroisoquinoline derivatives as novel non-peptidic, potent and subtype-selective somatostatin sst(3) receptor antagonists. Bioorganic & medicinal chemistry letters 20100301
Nitrate-dependent biodegradation of quinoline, isoquinoline, and 2-methylquinoline by acclimated activated sludge. Journal of hazardous materials 20100115
Synthesis and antitumor activity of cis-dichloridoplatinum(II) complexes of 1,1'-biisoquinolines. European journal of medicinal chemistry 20100101
Unusual mass spectrometric dissociation pathway of protonated isoquinoline-3-carboxamides due to multiple reversible water adduct formation in the gas phase. Journal of the American Society for Mass Spectrometry 20091101
A novel isoquinoline alkaloid, DD-carboxypeptidase inhibitor, with antibacterial activity isolated from Streptomyces sp. 8812. Part II: Physicochemical properties and structure elucidation. The Journal of antibiotics 20091001
A novel isoquinoline alkaloid, DD-carboxypeptidase inhibitor, with antibacterial activity isolated from Streptomyces sp. 8812. Part I: Taxonomy, fermentation, isolation and biological activities. The Journal of antibiotics 20091001
Structure-activity relationship of isoform selective inhibitors of Rac1/1b GTPase nucleotide binding. Bioorganic & medicinal chemistry letters 20091001
Isoquinoline synthesis via rhodium-catalyzed oxidative cross-coupling/cyclization of aryl aldimines and alkynes. Journal of the American Chemical Society 20090902
Interaction of isoquinoline alkaloids with polymorphic DNA structures. Chemistry & biodiversity 20090901
Formal aromatic C-H insertion for stereoselective isoquinolinone synthesis and studies on mechanistic insights into the C-C bond formation. The Journal of organic chemistry 20090821
Total synthesis and biological evaluation of cortistatins A and J and analogues thereof. Journal of the American Chemical Society 20090805
Synthesis and preclinical evaluation of novel PET probes for P-glycoprotein function and expression. Journal of medicinal chemistry 20090723
Synthesis of isoquinoline derivatives via Ag-catalyzed cyclization of 2-alkynyl benzyl azides. The Journal of organic chemistry 20090403
Palladium-catalyzed annulation of haloanilines and halobenzamides using norbornadiene as an acetylene synthon: a route to functionalized indolines, isoquinolinones, and indoles. The Journal of organic chemistry 20090220
Tandem electrophilic cyclization-[3+2] cycloaddition-rearrangement reactions of 2-alkynylbenzaldoxime, DMAD, and Br2. The Journal of organic chemistry 20090116
Detection of mismatched duplexes by synchronizing the pulse potential frequency with the dynamics of ferrocene/isoquinoline conjugate-connected DNA probes immobilized onto electrodes. Chemistry (Weinheim an der Bergstrasse, Germany) 20090101
Green method for the synthesis of highly substituted cyclohexa-1,3-diene, polyhydroindene, polyhydronaphthalene, isochromene, isothiochromene, and isoquinoline derivatives in ionic liquids. Journal of combinatorial chemistry 20090101
Mild conditions for Pd-catalyzed carboamination of N-protected hex-4-enylamines and 1-, 3-, and 4-substituted pent-4-enylamines. Scope, limitations, and mechanism of pyrrolidine formation. The Journal of organic chemistry 20081121
Iodine-mediated electrophilic cyclization of 2-alkynyl-1-methylene azide aromatics leading to highly substituted isoquinolines and its application to the synthesis of norchelerythrine. Journal of the American Chemical Society 20081119
Isoquinoline alkaloids isolated from Corydalis yanhusuo and their binding affinities at the dopamine D1 receptor. Molecules (Basel, Switzerland) 20080925
A versatile cyclodehydration reaction for the synthesis of isoquinoline and beta-carboline derivatives. Organic letters 20080821
Isoquinoline-based TQEN family as TPEN-derived fluorescent zinc sensors. Inorganic chemistry 20080818
[Development of novel methods for synthesis of heterocyclic compounds catalyzed by transition metals in fluorinated alcohols]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20080801
Discovery of brain penetrant, soluble, pyrazole amide EP1 receptor antagonists. Bioorganic & medicinal chemistry letters 20080715
Novel multicomponent reactions involving isoquinoline or phenanthridine and activated acetylenic ester in the presence of heterocyclic NH or 1,3-dicarbonyl compounds. Molecular diversity 20080501
Discovery, synthesis and biological evaluation of isoquinolones as novel and highly selective JNK inhibitors (1). Bioorganic & medicinal chemistry 20080415
Discovery, synthesis and biological evaluation of isoquinolones as novel and highly selective JNK inhibitors (2). Bioorganic & medicinal chemistry 20080415
Synthesis and anticonvulsant evaluation of N-substituted isoquinoline AMPA receptor antagonists. Bioorganic & medicinal chemistry 20080301
Synthesis and antiprotozoal activities of simplified analogs of naphthylisoquinoline alkaloids. European journal of medicinal chemistry 20080101
Synthesis of 1-aminoimidazo[5,1-a]isoquinolinium salts based on multicomponent reactions of isocyanides. Journal of combinatorial chemistry 20080101
Cytotoxicity of copper(II) complexes of N-salicylidene-L-glutamate: modulation by ascorbic acid. Neoplasma 20080101
Intramolecular cyclization of beta,beta-difluorostyrenes bearing an iminomethyl or a diazenyl group at the ortho position: synthesis of 3-fluorinated isoquinoline and cinnoline derivatives. Organic & biomolecular chemistry 20071221
Berberine, a natural isoquinoline alkaloid, induces NAG-1 and ATF3 expression in human colorectal cancer cells. Cancer letters 20071218
Experimental and quantum-chemical studies of 1H, 13C and 15N NMR coordination shifts in Pd(II) and Pt(II) chloride complexes with quinoline, isoquinoline, and 2,2'-biquinoline. Magnetic resonance in chemistry : MRC 20071201
2-Benzenesulfonyl-8a-benzyl-hexahydro-2H-isoquinolin-6-ones as selective glucocorticoid receptor antagonists. Bioorganic & medicinal chemistry letters 20071015
Quinoline and derivatives at a tar oil contaminated site: hydroxylated products as indicator for natural attenuation? Environmental science & technology 20070801
In vivo cardiac electrophysiologic and antiarrhythmic effects of an isoquinoline IKur blocker, ISQ-1, in rat, dog, and nonhuman primate. Journal of cardiovascular pharmacology 20070401
Antiviral and antimicrobial profiles of selected isoquinoline alkaloids from Fumaria and Corydalis species. Zeitschrift fur Naturforschung. C, Journal of biosciences 20070101
A systematic study of nitrated indenoisoquinolines reveals a potent topoisomerase I inhibitor. Journal of medicinal chemistry 20061228
Secondary and tertiary isoquinoline alkaloids from Xylopia parviflora. Phytochemistry 20061201
Novel multicomponent reaction of [60]fullerene: the first example of 1,4-dipolar cycloaddition reaction in fullerene chemistry. Organic & biomolecular chemistry 20061121
CD44 ligation induces caspase-independent cell death via a novel calpain/AIF pathway in human erythroleukemia cells. Oncogene 20060921
Bisindenoisoquinoline bis-1,3-{(5,6-dihydro-5,11-diketo-11H-indeno[1,2-c]isoquinoline)-6-propylamino}propane bis(trifluoroacetate) (NSC 727357), a DNA intercalator and topoisomerase inhibitor with antitumor activity. Molecular pharmacology 20060901
Isoquinoline-pyridine-based protein kinase B/Akt antagonists: SAR and in vivo antitumor activity. Bioorganic & medicinal chemistry letters 20060615
A QSAR study on influenza neuraminidase inhibitors. Bioorganic & medicinal chemistry 20060215
Structure-based design of isoquinoline-5-sulfonamide inhibitors of protein kinase B. Bioorganic & medicinal chemistry 20060215
Pyrrolo(iso)quinoline derivatives as 5-HT(2C) receptor agonists. Bioorganic & medicinal chemistry letters 20060201
Biodegradation of biomass gasification wastewater by two species of pseudomonas using immobilized cell reactor. Applied biochemistry and biotechnology 20060201
Cholinergic activity of isoquinoline alkaloids from the showy autumn crocus (Colchicum speciosum Stev.). Doklady. Biochemistry and biophysics 20060101
Development of ligands for the peripheral benzodiazepine receptor. Current medicinal chemistry 20060101
Novel synthetic isoquinolino[5,4-ab]phenazines: inhibition toward topoisomerase I, antitumor and DNA photo-cleaving activities. Bioorganic & medicinal chemistry 20051101
[Interaction of cucurbit[ n ]urils and quinoline or its derivatives]. Guang pu xue yu guang pu fen xi = Guang pu 20050801
Antiprotozoal activity of Brazilian plant extracts from isoquinoline alkaloid-producing families. Phytomedicine : international journal of phytotherapy and phytopharmacology 20050501
Structures of three classes of anticancer agents bound to the human topoisomerase I-DNA covalent complex. Journal of medicinal chemistry 20050407
DFT studies and vibrational spectra of isoquinoline and 8-hydroxyquinoline. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20050201
Synthesis of nitrated indenoisoquinolines as topoisomerase I inhibitors. Bioorganic & medicinal chemistry letters 20040716
Asymmetric synthesis of isoquinoline alkaloids. Chemical reviews 20040701
Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands. Bioorganic & medicinal chemistry 20040115
Inhibition of mouse liver respiration by Chelidonium majus isoquinoline alkaloids. Toxicology letters 20031215
Cis-[Pt(Cl)2(pyridine)(5-SO3H-isoquinoline)] complex, a selective inhibitor of telomerase enzyme. Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20031201
Synthesis and anti-measles virus activity of new isoquinolin-4-one derivatives. Farmaco (Societa chimica italiana : 1989) 20031201
Microbial production of isoquinoline from indene. Canadian journal of microbiology 20031101
The expression of a high level of morphine antinociceptive tolerance in mice involves both PKC and PKA. Brain research 20030919
New reactions of IBX: oxidation of nitrogen- and sulfur-containing substrates to afford useful synthetic intermediates. Angewandte Chemie (International ed. in English) 20030905
New strategy for the synthesis of tetrahydroisoquinoline alkaloids. Organic letters 20030612
Novel high energy intermediate analogues with triazasterol-related structures as inhibitors of ergosterol biosynthesis. III. Synthesis and antifungal activity of N4-alkyl-1,6,7,11b-tetrahydro-2H-pyrimido[4,3-a]isoquinolin-4-amine salts. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20030601
A new isoquinolinone derivative with noble vasorelaxation activity. Pharmacology 20030401
In vitro susceptibility of Helicobacter pylori to isoquinoline alkaloids from Sanguinaria canadensis and Hydrastis canadensis. Phytotherapy research : PTR 20030301
[Genetic aspects of the relationship between isoquinoline alkaloids and mineral elements in greater celandine (Chelidonium majus L.)]. Prikladnaia biokhimiia i mikrobiologiia 20030101
Triplex formation involving 2'-O,4'-C-methylene bridged nucleic acid (2',4'-BNA) with 1-isoquinolone base analogue: efficient and selective recognition of C:G interruption. Nucleosides, nucleotides & nucleic acids 20030101
A comparative study on the anti-inflammatory, antinociceptive and antipyretic effects of isoquinoline alkaloids from the roots of Turkish Berberis species. Life sciences 20021227
Inhibitory effect of isoquinoline alkaloids on movement of second-stage larvae of Toxocara canis. Biological & pharmaceutical bulletin 20021201
An expeditious synthesis of cytotoxic pyrroloisoquinoline derivatives. Structure-activity comparative studies with isomeric pyrroloquinolines. European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences 20021101
Immunocytological localization of two enzymes involved in berberine biosynthesis. Planta 20021101
Determination of a new isoquinolinedione derivative, 7-anilino-5,8-isoquinolinedione, in plasma, urine and tissue homogenates by high-performance liquid chromatography. Journal of pharmaceutical and biomedical analysis 20021015
Chemistry and biology of the tetrahydroisoquinoline antitumor antibiotics. Chemical reviews 20020501
Selective dopaminergic neurotoxicity of isoquinoline derivatives related to Parkinson's disease: studies using heterologous expression systems of the dopamine transporter. Biochemical pharmacology 20020301
Nematocidal activity of isoquinoline alkaloids against a species of diplogastridae. Planta medica 20020201
Predicting the substrates of cloned plant O-methyltransferases. Phytochemistry 20020101
Simple isoquinoline and benzylisoquinoline alkaloids as potential antimicrobial, antimalarial, cytotoxic, and anti-HIV agents. Bioorganic & medicinal chemistry 20011101
Environmental and genotypic influences on isoquinoline alkaloid content in Sanguinaria canadensis. Journal of chemical ecology 20010901
N-(3-acyloxy-2-benzylpropyl)-N'-dihydroxytetrahydrobenzazepine and tetrahydroisoquinoline thiourea analogues as vanilloid receptor ligands. Bioorganic & medicinal chemistry 20010701
Beta-phenylethylamines and the isoquinoline alkaloids. Natural product reports 20010401
Identification of a novel inhibitor of LPS-induced TNF-alpha production with antiproliferative activity in monocyte/macrophages. Biochemical and biophysical research communications 20010309

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