200,000+ products from a single source!
sales@angenechem.com
10421-76-8 | 1(3H)-Isobenzofuranone,6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-
CAS No: 10421-76-8 Catalog No: AG00HAB2 MDL No:MFCD00127721
Product Description
Catalog Number:
AG00HAB2
Chemical Name:
1(3H)-Isobenzofuranone,6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-
CAS Number:
10421-76-8
MDL Number:
MFCD00127721
IUPAC Name:
6,7-dimethoxy-3-(4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-2-benzofuran-1-one
InChI:
InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3
InChI Key:
AKNNEGZIBPJZJG-UHFFFAOYSA-N
Properties
Complexity:
647
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
413.147g/mol
Formal Charge:
0
Heavy Atom Count:
30
Hydrogen Bond Acceptor Count:
8
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
413.426g/mol
Monoisotopic Mass:
413.147g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
75.7A^2
Undefined Atom Stereocenter Count:
2
Undefined Bond Stereocenter Count:
0
XLogP3:
2.7
Literature
| Title | Journal |
|---|---|
| Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine. | Bioorganic & medicinal chemistry 20121115 |
| Metabolic map and bioactivation of the anti-tumour drug noscapine. | British journal of pharmacology 20121101 |
| Peloruside, laulimalide, and noscapine interactions with beta-tubulin. | Pharmaceutical research 20121101 |
| Induction of robust de novo centrosome amplification, high-grade spindle multipolarity and metaphase catastrophe: a novel chemotherapeutic approach. | Cell death & disease 20120701 |
| A Papaver somniferum 10-gene cluster for synthesis of the anticancer alkaloid noscapine. | Science (New York, N.Y.) 20120629 |
| Plant science. Plant gene clusters and opiates. | Science (New York, N.Y.) 20120629 |
| Characterization of three O-methyltransferases involved in noscapine biosynthesis in opium poppy. | Plant physiology 20120601 |
| Noscapine induces mitochondria-mediated apoptosis in human colon cancer cells in vivo and in vitro. | Biochemical and biophysical research communications 20120511 |
| Molecular cycloencapsulation augments solubility and improves therapeutic index of brominated noscapine in prostate cancer cells. | Molecular pharmaceutics 20120507 |
| Copper(I) mediated facile synthesis of potent tubulin polymerization inhibitor, 9-amino-α-noscapine from natural α-noscapine. | Bioorganic & medicinal chemistry letters 20120415 |
| Tubulin binding, protein-bound conformation in solution, and antimitotic cellular profiling of noscapine and its derivatives. | Journal of medicinal chemistry 20120308 |
| In silico inspired design and synthesis of a novel tubulin-binding anti-cancer drug: folate conjugated noscapine (Targetin). | Journal of computer-aided molecular design 20120201 |
| Noscapinoids with anti-cancer activity against human acute lymphoblastic leukemia cells (CEM): a three dimensional chemical space pharmacophore modeling and electronic feature analysis. | Journal of molecular modeling 20120101 |
| Exposure of consumers to morphine from poppy seeds in Hungary. | Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20120101 |
| Noscapine induced apoptosis via downregulation of survivin in human neuroblastoma cells having wild type or null p53. | PloS one 20120101 |
| Noscapine inhibits tumor growth in TMZ-resistant gliomas. | Cancer letters 20111222 |
| Determination of noscapine's localization and interaction with the tubulin-α/β heterodimer. | Chemical biology & drug design 20111001 |
| Rational design of novel anti-microtubule agent (9-azido-noscapine) from quantitative structure activity relationship (QSAR) evaluation of noscapinoids. | Journal of biomolecular screening 20111001 |
| Second generation benzofuranone ring substituted noscapine analogs: synthesis and biological evaluation. | Biochemical pharmacology 20110715 |
| Long-circulating poly(ethylene glycol)-grafted gelatin nanoparticles customized for intracellular delivery of noscapine: preparation, in-vitro characterization, structure elucidation, pharmacokinetics, and cytotoxicity analyses. | Anti-cancer drugs 20110701 |
| Noscapine sensitizes chemoresistant ovarian cancer cells to cisplatin through inhibition of HIF-1α. | Cancer letters 20110601 |
| Molecular modelling and competition binding study of Br-noscapine and colchicine provide insight into noscapinoid-tubulin binding site. | Journal of molecular graphics & modelling 20110601 |
| Rational design, synthesis and biological evaluations of amino-noscapine: a high affinity tubulin-binding noscapinoid. | Journal of computer-aided molecular design 20110501 |
| Noscapine induces mitochondria-mediated apoptosis in gastric cancer cells in vitro and in vivo. | Cancer chemotherapy and pharmacology 20110301 |
| Anticancer activity of Noscapine, an opioid alkaloid in combination with Cisplatin in human non-small cell lung cancer. | Lung cancer (Amsterdam, Netherlands) 20110301 |
| Fixed drug eruption caused by noscapine. | The Journal of dermatology 20110301 |
| Enhanced noscapine delivery using uPAR-targeted optical-MR imaging trackable nanoparticles for prostate cancer therapy. | Journal of controlled release : official journal of the Controlled Release Society 20110210 |
| Antitumor activity of Noscapine in combination with Doxorubicin in triple negative breast cancer. | PloS one 20110101 |
| Predicting P-glycoprotein-mediated drug transport based on support vector machine and three-dimensional crystal structure of P-glycoprotein. | PloS one 20110101 |
| Enhanced anticancer activity of gemcitabine in combination with noscapine via antiangiogenic and apoptotic pathway against non-small cell lung cancer. | PloS one 20110101 |
| Analysis of omnoponum by surface-ionization mass spectrometry and liquid chromatography tandem mass spectrometry methods. | Journal of pharmaceutical and biomedical analysis 20101201 |
| Clinically significant CYP2C inhibition by noscapine but not by glucosamine. | Clinical pharmacology and therapeutics 20100901 |
| Evaluation of ligand-selector interaction from effective diffusion coefficient. | Analytical chemistry 20100701 |
| Efficacy and safety of modified sequential three-step empirical therapy for chronic cough. | Respirology (Carlton, Vic.) 20100701 |
| Induction of reactive oxygen species-mediated autophagy by a novel microtubule-modulating agent. | The Journal of biological chemistry 20100611 |
| Noscapine, a benzylisoquinoline alkaloid, sensitizes leukemic cells to chemotherapeutic agents and cytokines by modulating the NF-kappaB signaling pathway. | Cancer research 20100415 |
| Inclusion complexes of noscapine in beta-cyclodextrin offer better solubility and improved pharmacokinetics. | Cancer chemotherapy and pharmacology 20100201 |
| Simultaneous chemiluminescence determination of thebaine and noscapine using support vector machine regression. | Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20100201 |
| Time-dependent inhibition (TDI) of CYP3A4 and CYP2C9 by noscapine potentially explains clinical noscapine-warfarin interaction. | British journal of clinical pharmacology 20100201 |
| Prophylactic noscapine therapy inhibits human prostate cancer progression and metastasis in a mouse model. | Anticancer research 20100201 |
| Potent anti-inflammatory activity of novel microtubule-modulating brominated noscapine analogs. | PloS one 20100101 |
| Human serum albumin nanoparticles as an efficient noscapine drug delivery system for potential use in breast cancer: preparation and in vitro analysis. | International journal of nanomedicine 20100101 |
| Relevance of an opioid, noscapine in reducing cystogeneses in rat experimental model of polycystic ovary syndrome. | Journal of endocrinological investigation 20091101 |
| Recent patents reveal microtubules as persistent promising target for novel drug development for cancers. | Recent patents on anti-infective drug discovery 20091101 |
| General unknown screening procedure for the characterization of human drug metabolites in forensic toxicology: applications and constraints. | Journal of separation science 20090901 |
| Validated stability-indicating TLC method for the determination of noscapine. | Drug testing and analysis 20090701 |
| 9-bromonoscapine-induced mitotic arrest of cigarette smoke condensate-transformed breast epithelial cells. | Journal of cellular biochemistry 20090415 |
| [Noscapine and warfarin--a potentially dangerous interaction]. | Tidsskrift for den Norske laegeforening : tidsskrift for praktisk medicin, ny raekke 20090312 |
| Simultaneous determination of codeine and noscapine by flow-injection chemiluminescence method using N-PLS regression. | Journal of pharmaceutical and biomedical analysis 20090220 |
| The anti-cancer activity of noscapine: a review. | Recent patents on anti-cancer drug discovery 20090101 |
| Antitumor activity of noscapine in human non-small cell lung cancer xenograft model. | Cancer chemotherapy and pharmacology 20081201 |
| Fragmentation pathways of heroin-related alkaloids revealed by ion trap and quadrupole time-of-flight tandem mass spectrometry. | Rapid communications in mass spectrometry : RCM 20080901 |
| Antiangiogenic effects of noscapine enhance radioresponse for GL261 tumors. | International journal of radiation oncology, biology, physics 20080801 |
| Effect of noscapine and vincristine combination on demyelination and cell proliferation in vitro. | Leukemia & lymphoma 20080801 |
| Noscapine induces apoptosis in human glioma cells by an apoptosis-inducing factor-dependent pathway. | Anti-cancer drugs 20080701 |
| Warfarin-noscapine interaction: a series of four case reports. | The Annals of pharmacotherapy 20080301 |
| Noscapine may increase the effect of warfarin. | British journal of clinical pharmacology 20080201 |
| Noscapine inhibits human prostate cancer progression and metastasis in a mouse model. | Anticancer research 20080101 |
| Simultaneous voltammetric determination of morphine and noscapine by adsorptive differential pulse stripping method and least-squares support vector machines. | Talanta 20071130 |
| Preclinical pharmacokinetics and bioavailability of noscapine, a tubulin-binding anticancer agent. | Cancer chemotherapy and pharmacology 20071101 |
| Apoptotic pathway induced by noscapine in human myelogenous leukemic cells. | Anti-cancer drugs 20071101 |
| Separation and determination of five major opium alkaloids with mixed mode of hydrophilic/cation-exchange monolith by pressurized capillary electrochromatography. | Journal of separation science 20071101 |
| A simple and rapid flow-injection chemiluminescence method for the determination of noscapine with Ru(phen)3(2+)-Ce(IV) system. | Annali di chimica 20070801 |
| p53 and p21 determine the sensitivity of noscapine-induced apoptosis in colon cancer cells. | Cancer research 20070415 |
| Validation of meconin as a marker for illicit opiate use. | Journal of analytical toxicology 20070301 |
| Synthesis and biological evaluation of a cyclic ether fluorinated noscapine analog. | Bioorganic & medicinal chemistry 20061215 |
| The use of CE-electrochemiluminescence with ionic liquid for the determination of bioactive constituents in Chinese traditional medicine. | Electrophoresis 20061201 |
| Synthesis and in vitro cytotoxicity of haloderivatives of noscapine. | Bioorganic & medicinal chemistry 20061001 |
| Treatment of hormone-refractory breast cancer: apoptosis and regression of human tumors implanted in mice. | Molecular cancer therapeutics 20060901 |
| Synthesis of microtubule-interfering halogenated noscapine analogs that perturb mitosis in cancer cells followed by cell death. | Biochemical pharmacology 20060814 |
| The significance of putative urinary markers of illicit heroin use after consumption of poppy seed products. | Therapeutic drug monitoring 20060801 |
| Development of a novel nitro-derivative of noscapine for the potential treatment of drug-resistant ovarian cancer and T-cell lymphoma. | Molecular pharmacology 20060601 |
| Noscapine inhibits hypoxia-mediated HIF-1alpha expression andangiogenesis in vitro: a novel function for an old drug. | International journal of oncology 20060501 |
| Microsphere-based protease assays and screening application for lethal factor and factor Xa. | Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501 |
| Application of poly(methacrylic acid-ethylene glycol dimethacrylate) monolith microextraction coupled with capillary zone electrophoresis to the determination of opiates in human urine. | Electrophoresis 20060501 |
| Noscapine and diltiazem augment taxol and radiation-induced S-phase arrest and clonogenic death of C6 glioma in vitro. | Surgical neurology 20060501 |
| Rational design of the microtubule-targeting anti-breast cancer drug EM015. | Cancer research 20060401 |
| Atmospheric pressure ionisation mass spectrometric fragmentation pathways of noscapine and papaverine revealed by multistage mass spectrometry and in-source deuterium labelling. | Rapid communications in mass spectrometry : RCM 20060101 |
| Anxiolytic effect of noscapine in mice. | Pharmacological reports : PR 20060101 |
| Identification of novel and improved antimitotic agents derived from noscapine. | Journal of medicinal chemistry 20051117 |
| [Analysis of two year heroin seizures in the Liege area]. | Revue medicale de Liege 20050901 |
| Noscapine suppresses angiotensin converting enzyme inhibitors-induced cough. | Nephrology (Carlton, Vic.) 20050801 |
| Principal opium alkaloids as possible biochemical markers for the source identification of Indian opium. | Journal of separation science 20050801 |
| Synthesis and radioligand binding studies of C-5- and C-8-substituted 1-(3,4-dimethoxybenzyl)-2,2-dimethyl-1,2,3,4-tetrahydroisoquinoliniums as SK channel blockers related to N-methyl-laudanosine and N-methyl-noscapine. | Journal of medicinal chemistry 20050728 |
| Simultaneous determination of methylephedrine and noscapine in human plasma by liquid chromatography-tandem mass spectrometry. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050625 |
| Discovery of S-phase arresting agents derived from noscapine. | Journal of medicinal chemistry 20050421 |
| Development and validation of a capillary electrophoresis method for the determination of codeine, diphenhydramine, ephedrine and noscapine in pharmaceuticals. | Farmaco (Societa chimica italiana : 1989) 20050101 |
| Targeting microtubules for cancer chemotherapy. | Current medicinal chemistry. Anti-cancer agents 20050101 |
| Thin-layer chromatography-densitometry and liquid chromatography analysis of alkaloids in leaves of Papaver somniferum under stress conditions. | Journal of AOAC International 20050101 |
| Electrophysiological characterization of the SK channel blockers methyl-laudanosine and methyl-noscapine in cell lines and rat brain slices. | British journal of pharmacology 20041101 |
| Noscapine crosses the blood-brain barrier and inhibits glioblastoma growth. | Clinical cancer research : an official journal of the American Association for Cancer Research 20040801 |
| Modulatory influence of noscapine on the ethanol-altered hepatic biotransformation system enzymes, glutathione content and lipid peroxidation in vivo in rats. | European journal of drug metabolism and pharmacokinetics 20040101 |
| A preliminary report on the application of noscapine in the treatment of stroke. | European journal of clinical pharmacology 20031101 |
| [Acute higher funghi mushroom poisoning and its treatment]. | Presse medicale (Paris, France : 1983) 20030920 |
| HPLC determination of aminophylline, methoxyphenamine hydrochloride, noscapine and chlorphenamine maleate in compound dosage forms with an aqueous-organic mobile phase. | Journal of pharmaceutical and biomedical analysis 20030915 |
| Noscapine hydrochloride-induced numerical aberrations in cultured human lymphocytes: a comparison of FISH detection methods and multiple end-points. | Mutagenesis 20030501 |
| Application of capillary zone electrophoresis in the separation and determination of the principal gum opium alkaloids. | Electrophoresis 20030501 |
| Brominated derivatives of noscapine are potent microtubule-interfering agents that perturb mitosis and inhibit cell proliferation. | Molecular pharmacology 20030401 |
| Permanently oriented antibody immobilization for digoxin determination with a flow-through fluoroimmunosensor. | Analytical and bioanalytical chemistry 20030401 |
| Flow injection determination of papaverine based on its sensitizing effect on the chemiluminescence reaction of permanganate-sulfite. | Analytical and bioanalytical chemistry 20030101 |
| Interaction of noscapine with the bradykinin mediation of the cough response. | Acta physiologica Hungarica 20030101 |
| Reduction of the prenatal hypoxic-ischemic brain edema with noscapine. | Acta physiologica Hungarica 20030101 |
| [Influence of fertilizers on yield and yield components of opium from Papaver somniferum Linn]. | Kokuritsu Iyakuhin Shokuhin Eisei Kenkyujo hokoku = Bulletin of National Institute of Health Sciences 20030101 |
| Enhancing the in vitro and in vivo detection of aneuploidy by fluorescence in situ hybridization with the use of bromodeoxyuridine as a proliferation marker. | Mutation research 20021126 |
| Paclitaxel-resistant human ovarian cancer cells undergo c-Jun NH2-terminal kinase-mediated apoptosis in response to noscapine. | The Journal of biological chemistry 20021018 |
| Noscapine alters microtubule dynamics in living cells and inhibits the progression of melanoma. | Cancer research 20020715 |
| Minor alteration of microtubule dynamics causes loss of tension across kinetochore pairs and activates the spindle checkpoint. | The Journal of biological chemistry 20020510 |
| Mass spectral studies on aryl-substituted N-carbamoyl/N-thiocarbamoyl narcotine and related compounds. | Rapid communications in mass spectrometry : RCM 20020101 |
| Sustained activation of p34(cdc2) is required for noscapine-induced apoptosis. | The Journal of biological chemistry 20011214 |
| Characterization of an unknown component in Noscapine using liquid chromatography-mass spectrometry and proton nuclear magnetic resonance spectroscopy. | Journal of chromatography. A 20010824 |
| Use of beta-cyclodextrin in the capillary zone electrophoretic separation of the components of clandestine heroin preparations. | Journal of chromatography. A 20010727 |
| Peripheral T-cell lymphoma with aberrant expression of CD79a and CD20: a diagnostic pitfall. | Modern pathology : an official journal of the United States and Canadian Academy of Pathology, Inc 20010201 |
| [Guillain-Barre syndrome as a result of poisoning with a mixture of 'kompot'(Polish heroin) and drugs]. | Przeglad lekarski 20010101 |
| Efffect of noscapine, the antitussive opioid alkaloid, on bradykinin-induced smooth muscle contraction in the isolated ileum of the guinea-pig. | Acta physiologica Hungarica 20010101 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.