50-63-5 | Chloroquine diphosphate

Packsize	Purity	Availability	Price	Discounted Price
10g	98%	in stock	$9.00	$6.00
25g	98%	in stock	$20.00	$14.00
100g	98%	in stock	$79.00	$55.00
500g	98%	in stock	$189.00	$133.00

Description

• Catalog Number: AB45733
• Chemical Name: Chloroquine diphosphate
• CAS Number: 50-63-5
• Molecular Formula: C18H30ClN3O7P2
• Molecular Weight: 497.8472
• MDL Number: MFCD00069852
• SMILES: OP(=O)(OP(=O)(O)O)O.CCN(CCCC(Nc1ccnc2c1ccc(c2)Cl)C)CC

Computed Properties

• Complexity: 359
• Covalently-Bonded Unit Count: 3
• Heavy Atom Count: 32
• Hydrogen Bond Acceptor Count: 11
• Hydrogen Bond Donor Count: 7
• Rotatable Bond Count: 8
• Undefined Atom Stereocenter Count: 1

Literature

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  International journal of molecular medicine 20180901

• Chloroquine upregulates TRAIL/TRAILR2 expression and potentiates doxorubicin anti-tumor activity in thioacetamide-induced hepatocellular carcinoma model.

  Chemico-biological interactions 20180105

• Hydroxychloroquine attenuates cigarette smoke induced autophagic signaling in the mouse ovary.

  Reproductive toxicology (Elmsford, N.Y.) 20160601

• The relationship between Cd-induced autophagy and lysosomal activation in WRL-68 cells.

  Journal of applied toxicology : JAT 20151101

• Elucidating mechanisms of toxicity using phenotypic data from primary human cell systems--a chemical biology approach for thrombosis-related side effects.

  International journal of molecular sciences 20150101

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  Journal of medicinal chemistry 20140522

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• 3,5-bis(benzylidene)-4-piperidones and related N-acyl analogs: a novel cluster of antimalarials targeting the liver stage of Plasmodium falciparum.

  Bioorganic & medicinal chemistry 20131201

• Synthesis of novel analogs of 2-pyrazoline obtained from [(7-chloroquinolin-4-yl)amino]chalcones and hydrazine as potential antitumor and antimalarial agents.

  European journal of medicinal chemistry 20130901

• Ileal apical sodium-dependent bile acid transporter protein levels are down-regulated through ubiquitin-dependent protein degradation induced by bile acids.

  European journal of pharmacology 20130815

• 4-Amino-7-chloroquinolines: probing ligand efficiency provides botulinum neurotoxin serotype A light chain inhibitors with significant antiprotozoal activity.

  Journal of medicinal chemistry 20130725

• Resistance of colon cancer to 5-fluorouracil may be overcome by combination with chloroquine, an in vivo study.

  Anti-cancer drugs 20120801

• Role of curcumin on chloroquine phosphate-induced reproductive toxicity.

  Drug and chemical toxicology 20120401

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  Toxicological sciences : an official journal of the Society of Toxicology 20120301

• Design and synthesis of small molecular dual inhibitor of falcipain-2 and dihydrofolate reductase as antimalarial agent.

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• In-vitro culture of Plasmodium falciparum: utility of modified (RPNI) medium for drug-sensitivity studies using SYBR Green I assay.

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• Retinal toxicity associated with hydroxychloroquine and chloroquine: risk factors, screening, and progression despite cessation of therapy.

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• Variant Plasmodium ovale isolated from a patient infected in Ghana.

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• Monitoring of clinical efficacy and in vitro sensitivity of Plasmodium vivax to chloroquine in area along Thai Myanmar border during 2009-2010.

  Malaria journal 20110101

• Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

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• Antitumor and antimetastatic activities of chloroquine diphosphate in a murine model of breast cancer.

  Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie 20101101

• Discovery of potent small-molecule inhibitors of multidrug-resistant Plasmodium falciparum using a novel miniaturized high-throughput luciferase-based assay.

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• Synthesis of novel alpha-pyranochalcones and pyrazoline derivatives as Plasmodium falciparum growth inhibitors.

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• Toxic epidermal necrolysis-like cutaneous lupus erythematosus: A series of three patients.

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• A 4-aminoquinoline derivative that markedly sensitizes tumor cell killing by Akt inhibitors with a minimum cytotoxicity to non-cancer cells.

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• In utero exposure to chloroquine alters sexual development in the male fetal rat.

  Toxicology and applied pharmacology 20090615

• New antimalarial and cytotoxic 4-nerolidylcatechol derivatives.

  European journal of medicinal chemistry 20090601

• Amyloid-beta accumulation caused by chloroquine injections precedes ER stress and autophagosome formation in rat skeletal muscle.

  Acta neuropathologica 20090501

• Synthesis, antimalarial activity, and preclinical pharmacology of a novel series of 4'-fluoro and 4'-chloro analogues of amodiaquine. Identification of a suitable 'back-up' compound for N-tert-butyl isoquine.

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  Archives of dermatology 20090301

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• [Diagnostic methods for chloroquine diphosphate induced retinopathy in systemic lupus erythematosus].

  Arquivos brasileiros de oftalmologia 20090101

• Scar sarcoidosis with a 50-year interval between an accident and onset of lesions.

  Dermatology online journal 20081115

• New ferrocenic pyrrolo[1,2-a]quinoxaline derivatives: synthesis, and in vitro antimalarial activity.

  Bioorganic & medicinal chemistry 20081015

• Preparation and in vitro evaluation of liposomal chloroquine diphosphate loaded by a transmembrane pH-gradient method.

  International journal of pharmaceutics 20080901

• The efficacy and selectivity of tumor cell killing by Akt inhibitors are substantially increased by chloroquine.

  Bioorganic & medicinal chemistry 20080901

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  Zhongguo shi yan xue ye xue za zhi 20080801

• Antimalarial activity of novel pyrrolizidinyl derivatives of 4-aminoquinoline.

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• Malaria--an experience at CMH Khuzdar (Balochistan).

  Journal of the College of Physicians and Surgeons--Pakistan : JCPSP 20080401

• Increased yield of porcine circovirus-2 by a combined treatment of PK-15 cells with interferon-gamma and inhibitors of endosomal-lysosomal system acidification.

  Archives of virology 20080101

• Azithromycin/chloroquine combination does not increase cardiac instability despite an increase in monophasic action potential duration in the anesthetized guinea pig.

  The American journal of tropical medicine and hygiene 20071101

• [Light induced subacute cutaneous lupus erythematodes: diagnosis and management].

  Der Hautarzt; Zeitschrift fur Dermatologie, Venerologie, und verwandte Gebiete 20071001

• [Effects of drugs known to trigger psoriasis on HaCaT keratinocytes].

  Yao xue xue bao = Acta pharmaceutica Sinica 20071001

• Glycoconjugated peptide dendrimers-based nanoparticulate system for the delivery of chloroquine phosphate.

  Biomaterials 20070801

• Capillary electrophoresis with end-column electrochemiluminescence for the analysis of chloroquine phosphate and the study on its interaction with human serum albumin.

  Journal of chromatography. A 20070622

• Chloroquine increases low-density lipoprotein removal from plasma in systemic lupus patients.

  Lupus 20070101

• 677C > T and 1298A > C MTHFR polymorphisms affect arechin treatment outcome in rheumatoid arthritis.

  Pharmacological reports : PR 20070101

• [Administration of prostaglandins Ei and immunotherapy in management of various-genesis trophic ulcers].

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• Influence of genotype, dose and sex on pruritogen-induced scratching behavior in the mouse.

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• PEGylated peptide dendrimeric carriers for the delivery of antimalarial drug chloroquine phosphate.

  Pharmaceutical research 20060301

• Nocardiosis in a patient with primary anti-phospholipid syndrome.

  Rheumatology international 20060301

• Retinal nerve fibre layer thickness measurements in patients using chloroquine.

  Clinical & experimental ophthalmology 20060301

• [Long-term results of treatment and prediction in patients with sarcoidosis].

  Problemy tuberkuleza i boleznei legkikh 20060101

• [Rational therapeutic approach in rheumatoid arthritis].

  Annales Academiae Medicae Stetinensis 20060101

• Spectrophotometric study of the reaction mechanism between DDQ Pi- and iodine sigma-acceptors and chloroquine and pyrimethamine drugs and their determination in pure and in dosage forms.

  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20051101

• [Occurrence of chloroquine-induced myopathy after low-dose treatment of rheumatoid arthritis for seven years].

  Zeitschrift fur Rheumatologie 20050501

• Synthesis of some cryptolepine analogues, assessment of their antimalarial and cytotoxic activities, and consideration of their antimalarial mode of action.

  Journal of medicinal chemistry 20050407

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  Przeglad lekarski 20050101

• Chloroquine for the maintenance of remission of autoimmune hepatitis: results of a pilot study.

  Arquivos de gastroenterologia 20050101

• Toward a novel metal-based chemotherapy against tropical diseases. 7. Synthesis and in vitro antimalarial activity of new gold-chloroquine complexes.

  Journal of medicinal chemistry 20041007

• In vitro and in vivo antimalarial studies of Striga hermonthica and Tapinanthus sessilifolius extracts.

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  Problemy tuberkuleza i boleznei legkikh 20040101

• [The functional status of circulating lymphoid and phagocytic cells in patients with tropical malaria, living in the endemic areas of Guinea].

  Meditsinskaia parazitologiia i parazitarnye bolezni 20040101

• Kinetics of DNA binding with chloroquine phosphate using capacitive sensing method.

  Biosensors & bioelectronics 20031215

• Enhancement of the antiplasmodial activity of quassin by transformation into a gamma-lactone.

  Journal of natural products 20031101

• Selective lack of the C16:0 fatty acid isoform of sulfatide in pancreas of type II diabetic animal models.

  APMIS : acta pathologica, microbiologica, et immunologica Scandinavica 20030901

• Synthesis of ethyl 5-phenyl-6-oxa-1-azabicyclo[3.1.0]hexane-2-carboxylate derivatives and evaluation of their antimalarial activities.

  Journal of medicinal chemistry 20030605

• Antimalarial dihydroisocoumarins produced by Geotrichum sp., an endophytic fungus of Crassocephalum crepidioides.

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  Vestnik oftalmologii 20030101

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  Klinicheskaia meditsina 20030101

• Isolation and in vitro antiplasmodial activities of alkaloids from Teclea trichocarpa: in vivo antimalarial activity and X-ray crystal structure of normelicopicine.

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• Synthesis and evaluation of cryptolepine analogues for their potential as new antimalarial agents.

  Journal of medicinal chemistry 20010913

• Bioactive acridone alkaloids from Swinglea glutinosa.

  Journal of natural products 20010901

• Phomoxanthones A and B, novel xanthone dimers from the endophytic fungus Phomopsis species.

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• Longterm beneficial effect of chloroquine diphosphate on lipoprotein profile in lupus patients with and without steroid therapy.

  The Journal of rheumatology 20010401

• Analysis of chromatin structural transitions by means of intercalator dyes.

  Doklady. Biochemistry and biophysics 20010101

• Chloroquine neuromyopathy.

  Clinical neuropathology 19960101

• Restrictive cardiomyopathy caused by chloroquine.

  British heart journal 19930501

• Chloroquine-induced cardiomyopathy.

  Archives of pathology & laboratory medicine 19871001

• Alterations of auditory evoked potentials during the course of chloroquine treatment.

  Acta oto-laryngologica 19850101

• Chloroquine ototoxicity--a reversible phenomenon?

  The Journal of laryngology and otology 19790801

• Motor polyneuroapthy and nystagmus associated with chloroquine phosphate.

  Postgraduate medical journal 19790801

• Cardiac arrest after intravenous chloroquine injection.

  The Journal of tropical medicine and hygiene 19790201

• Complete heart block due to chronic chloroquine toxicity managed with permanent pacemaker.

  British medical journal 19780429

• Chloroquine induced involuntary movements.

  British medical journal 19770409

• Letter: Visual defect from chloroquine phosphate.

  Archives of dermatology 19750801

• Supplemental folates in the therapy of Plasmodium falciparum malaria.

  JAMA 19701228

• Simultaneous drug reactions in the same patient. Chloroquine-Primaquine sensitivity.

  JAMA 19700427

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  British medical journal 19680907

• Chloroquine seizures. Report of four cases.

  JAMA 19680603