200,000+ products from a single source!
sales@angenechem.com
50-63-5 | Quinoline, 7-chloro-4-[(4-diethylamino-1-methylbutyl)amino]-, diphosphate (6CI)
CAS No: 50-63-5 Catalog No: AG0034LP MDL No:MFCD00069852
Product Description
Catalog Number:
AG0034LP
Chemical Name:
Quinoline, 7-chloro-4-[(4-diethylamino-1-methylbutyl)amino]-, diphosphate (6CI)
CAS Number:
50-63-5
Molecular Formula:
C18H30ClN3O7P2
Molecular Weight:
497.8472
MDL Number:
MFCD00069852
IUPAC Name:
4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine;phosphoric acid
InChI:
InChI=1S/C18H26ClN3.2H3O4P/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;2*1-5(2,3)4/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);2*(H3,1,2,3,4)
InChI Key:
QKICWELGRMTQCR-UHFFFAOYSA-N
SMILES:
OP(=O)(OP(=O)(O)O)O.CCN(CCCC(Nc1ccnc2c1ccc(c2)Cl)C)CC
EC Number:
200-055-2
RTECS Number:
VB2450000
Properties
Complexity:
359
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
3
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
515.135g/mol
Formal Charge:
0
Heavy Atom Count:
32
Hydrogen Bond Acceptor Count:
11
Hydrogen Bond Donor Count:
7
Isotope Atom Count:
0
Molecular Weight:
515.865g/mol
Monoisotopic Mass:
515.135g/mol
Rotatable Bond Count:
8
Topological Polar Surface Area:
184A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
Literature
| Title | Journal |
|---|---|
| miRNA‑145 inhibits myocardial infarction‑induced apoptosis through autophagy via Akt3/mTOR signaling pathway in vitro and in vivo. | 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 |
| Second generation steroidal 4-aminoquinolines are potent, dual-target inhibitors of the botulinum neurotoxin serotype A metalloprotease and P. falciparum malaria. | Journal of medicinal chemistry 20140522 |
| Quinoline-pyrimidine hybrids: synthesis, antiplasmodial activity, SAR, and mode of action studies. | Journal of medicinal chemistry 20140123 |
| 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 |
| Evaluation of drugs with specific organ toxicities in organ-specific cell lines. | 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. | Bioorganic & medicinal chemistry letters 20120115 |
| Blood parasites mediate morph-specific maintenance costs in a colour polymorphic wild bird. | Journal of evolutionary biology 20110801 |
| In-vitro culture of Plasmodium falciparum: utility of modified (RPNI) medium for drug-sensitivity studies using SYBR Green I assay. | Experimental parasitology 20110101 |
| Retinal toxicity associated with hydroxychloroquine and chloroquine: risk factors, screening, and progression despite cessation of therapy. | Archives of ophthalmology (Chicago, Ill. : 1960) 20110101 |
| Variant Plasmodium ovale isolated from a patient infected in Ghana. | Malaria journal 20110101 |
| 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. | Bioorganic & medicinal chemistry letters 20101101 |
| 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. | Antimicrobial agents and chemotherapy 20100901 |
| Synthesis of novel alpha-pyranochalcones and pyrazoline derivatives as Plasmodium falciparum growth inhibitors. | Bioorganic & medicinal chemistry letters 20100801 |
| Toxic epidermal necrolysis-like cutaneous lupus erythematosus: A series of three patients. | Acta dermato-venereologica 20100301 |
| A 4-aminoquinoline derivative that markedly sensitizes tumor cell killing by Akt inhibitors with a minimum cytotoxicity to non-cancer cells. | European journal of medicinal chemistry 20100201 |
| Synthesis and evaluation of phenylequine for antimalarial activity in vitro and in vivo. | Bioorganic & medicinal chemistry letters 20100201 |
| Modular synthesis and in vitro and in vivo antimalarial assessment of C-10 pyrrole mannich base derivatives of artemisinin. | Journal of medicinal chemistry 20100128 |
| [Monitoring delagil (chloroquine) efficacy against imported Plasmodium vivax strains]. | Meditsinskaia parazitologiia i parazitarnye bolezni 20100101 |
| Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. | Nature chemical biology 20091001 |
| Seventy-five years of Resochin in the fight against malaria. | Parasitology research 20090901 |
| 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. | Journal of medicinal chemistry 20090409 |
| Lupus erythematosus tumidus: response to antimalarial treatment in 36 patients with emphasis on smoking. | Archives of dermatology 20090301 |
| Antirheumatic drug response signatures in human chondrocytes: potential molecular targets to stimulate cartilage regeneration. | Arthritis research & therapy 20090101 |
| [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 |
| [Effects of chloroquine diphosphate on proliferation and apoptosis of human leukemic K562 cells]. | Zhongguo shi yan xue ye xue za zhi 20080801 |
| Antimalarial activity of novel pyrrolizidinyl derivatives of 4-aminoquinoline. | Bioorganic & medicinal chemistry letters 20080701 |
| Synthesis and structure-activity relationships of 4-pyridones as potential antimalarials. | Journal of medicinal chemistry 20080508 |
| 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]. | Angiologiia i sosudistaia khirurgiia = Angiology and vascular surgery 20070101 |
| Influence of genotype, dose and sex on pruritogen-induced scratching behavior in the mouse. | Pain 20060901 |
| 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 |
| [Acute chloroquine intoxication--rare, but always serious: case reports and literature review]. | 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. | African journal of medicine and medical sciences 20040301 |
| [Insanovin aerosol therapy in the treatment of bronchial asthma]. | 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. | Journal of natural products 20030501 |
| [Toxic lesions of the organ of vision caused by chloroquine derivatives]. | Vestnik oftalmologii 20030101 |
| [Clinico-functional efficacy of medicinal and photon stabilization of cell membrane in patients with angina pectoris]. | 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. | Journal of natural products 20020701 |
| 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. | Journal of natural products 20010801 |
| 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 |
| Chloroquine: ophthalmological safety, and clinical assessment in rheumatoid arthritis. | British medical journal 19680907 |
| Chloroquine seizures. Report of four cases. | JAMA 19680603 |
Related Products
Featured Products
© 2019 Angene International Limited. All rights Reserved.