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459-86-9,MFCD00067519
Catalog No.:AA00DDWF

459-86-9 | Mitoguazone

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5mg
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$146.00   $102.00
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10mg
97%
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$213.00   $149.00
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100mg
97%
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$485.00   $340.00
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250mg
97%
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$825.00   $577.00
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1g
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$2,223.00   $1,557.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00DDWF
Chemical Name:
Mitoguazone
CAS Number:
459-86-9
Molecular Formula:
C5H12N8
Molecular Weight:
184.2024
MDL Number:
MFCD00067519
SMILES:
CC(=NNC(=N)N)C=NNC(=N)N
Properties
Computed Properties
 
Complexity:
264  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Rotatable Bond Count:
3  
XLogP3:
-2.2  

Downstream Synthesis Route
Literature

Title: Regulation of polyamine metabolism and biosynthetic gene expression during olive mature-fruit abscission.

Journal: Planta 20120601

Title: [Pulmonary Langerhans histiocytosis and Hodgkin's lymphoma].

Journal: Revue des maladies respiratoires 20110901

Title: Bis-guanylhydrazone diimidazo[1,2-a:1,2-c]pyrimidine as a novel and specific G-quadruplex binding motif.

Journal: Chemical communications (Cambridge, England) 20100821

Title: Salvage chemotherapy with alternating MINE-ESHAP regimen in relapsed or refractory Hodgkin's lymphoma followed by autologous stem-cell transplantation.

Journal: Annals of oncology : official journal of the European Society for Medical Oncology 20100601

Title: Synthesis, cytotoxicity and DNA-binding of novel bisnaphthalimidopropyl derivatives in breast cancer MDA-MB-231 cells.

Journal: European journal of medicinal chemistry 20100401

Title: Cinnamic acid-inhibited ribulose-1,5-bisphosphate carboxylase activity is mediated through decreased spermine and changes in the ratio of polyamines in cowpea.

Journal: Journal of plant physiology 20100101

Title: Molecular characterization of a human cation-Cl- cotransporter (SLC12A8A, CCC9A) that promotes polyamine and amino acid transport.

Journal: Journal of cellular physiology 20090901

Title: Effects of polyamines on the DNA-reactive properties of dimeric mithramycin complexed with cobalt(II): implications for anticancer therapy.

Journal: Biochemistry 20090609

Title: Glucose-induced inhibition of seed germination in Lotus japonicus is alleviated by nitric oxide and spermine.

Journal: Journal of plant physiology 20090130

Title: Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.

Journal: Journal of medicinal chemistry 20081113

Title: S-methylmethionine reduces cell membrane damage in higher plants exposed to low-temperature stress.

Journal: Journal of plant physiology 20080929

Title: Biological activity of antitumoural MGBG: the structural variable.

Journal: Amino acids 20080501

Title: Multiple cutaneous relapses in an adolescent in anaplastic large cell lymphoma diagnosed by FNAC.

Journal: Cytopathology : official journal of the British Society for Clinical Cytology 20080401

Title: Effects of polyamines and polyamine biosynthetic inhibitors on mitotic activity of Allium cepa root tips.

Journal: Acta biologica Hungarica 20080301

Title: New antitumor imidazo[2,1-b]thiazole guanylhydrazones and analogues.

Journal: Journal of medicinal chemistry 20080227

Title: CCR5 receptor antagonists: discovery and SAR study of guanylhydrazone derivatives.

Journal: Bioorganic & medicinal chemistry letters 20070101

Title: How polyamine synthesis inhibitors and cinnamic acid affect tropane alkaloid production.

Journal: Applied biochemistry and biotechnology 20070101

Title: [Microbial sensitivity to ambazone (Faringosept) in pharyngeal samples from patients with acute infections of the upper respiratory tract].

Journal: Bacteriologia, virusologia, parazitologia, epidemiologia (Bucharest, Romania : 1990) 20070101

Title: [IEMAD (modified MIME) therapy for refractory or relapsed non-Hodgkin's lymphoma].

Journal: Zhongguo shi yan xue ye xue za zhi 20060401

Title: Transport of polyamines in Drosophila S2 cells: kinetics, pharmacology and dependence on the plasma membrane proton gradient.

Journal: The Biochemical journal 20060115

Title: Unspoken vowel recognition using facial electromyogram.

Journal: Conference proceedings : ... Annual International Conference of the IEEE Engineering in Medicine and Biology Society. IEEE Engineering in Medicine and Biology Society. Annual Conference 20060101

Title: [MINE regimen for patients with relapsed or chemo-resistant invasive non-Hodgkin's lymphoma].

Journal: Ai zheng = Aizheng = Chinese journal of cancer 20051201

Title: [Cardiac effects of cytokines produced after rituximab infusion].

Journal: Bulletin du cancer 20050901

Title: S-adenosyl methionine decarboxylase activity is required for the outcome of herpes simplex virus type 1 infection and represents a new potential therapeutic target.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050701

Title: Effect of mitoguazone on polyamine oxidase activity in rat liver.

Journal: Toxicology and applied pharmacology 20041201

Title: Administration of the antitumor drug mitoguazone protects normal thymocytes against spontaneous and etoposide-induced apoptosis.

Journal: Cellular and molecular life sciences : CMLS 20041101

Title: TATA-binding protein-associated factor 7 regulates polyamine transport activity and polyamine analog-induced apoptosis.

Journal: The Journal of biological chemistry 20040716

Title: Inhibitors of polyamine metabolism: review article.

Journal: Amino acids 20040701

Title: Safety of rituximab therapy during the first trimester of pregnancy: a case history.

Journal: European journal of haematology 20040401

Title: Catalytic properties of the archaeal S-adenosylmethionine decarboxylase from Methanococcus jannaschii.

Journal: The Journal of biological chemistry 20040102

Title: Treatment of AIDS related non-Hodgkin's lymphoma with combination mitoguazone dihydrochloride and low dose CHOP chemotherapy: results of a phase II study.

Journal: Investigational new drugs 20040101

Title: Amelioration in secretion of hyperthermostable and Ca2+ -independent alpha-amylase of Geobacillus thermoleovorans by some polyamines and their biosynthesis inhibitor methylglyoxal-bis-guanylhydrazone.

Journal: Journal of applied microbiology 20040101

Title: Rapid and sensitive quantitation of the antiproliferative agent mitoguazone in small volumes of plasma by high-performance liquid chromatography with ultraviolet detection.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030815

Title: High-performance liquid chromatography determination of methionine adenosyltransferase activity using catechol-O-methyltransferase-coupled fluorometric detection.

Journal: Analytical biochemistry 20030801

Title: Synergistic effect of sequential administration of mitoguazone (MGBG) and gemcitabine in treating tissue cultured human breast cancer cells and mammary rat tumors.

Journal: Cancer investigation 20030401

Title: [Therapy-related acute myelogenous leukemia (AML-M6) with add(11) (q23) and del(20) (q11.2) developing via myelodysplastic syndrome after chemotherapy for malignant lymphoma].

Journal: [Rinsho ketsueki] The Japanese journal of clinical hematology 20030301

Title: Polyamine oxidase activity in rats treated with mitoguazone: specific and permanent decrease in thymus.

Journal: Amino acids 20030101

Title: A phase I human trial of mitoguazone and gemcitabine sequential bi-weekly treatment of cancer patients.

Journal: Cancer investigation 20030101

Title: Polyamine uptake is necessary for a normal biochemical maturation of astrocytes in culture.

Journal: Neuroreport 20020612

Title: Involvement of polyamines in root development at low temperature in the subantarctic cruciferous species Pringlea antiscorbutica.

Journal: Journal of experimental botany 20020601

Title: Polyamine-dependent migration of retinal pigment epithelial cells.

Journal: Investigative ophthalmology & visual science 20020401

Title: Enhanced susceptibility of photosynthesis to low-temperature photoinhibition due to interruption of chill-induced increase of S-adenosylmethionine decarboxylase activity in leaves of spinach (Spinacia oleracea L.).

Journal: Plant & cell physiology 20020201

Title: Intensive salvage therapy with high-dose chemotherapy for patients with advanced Hodgkin's disease in relapse or failure after initial chemotherapy: results of the Groupe d'Etudes des Lymphomes de l'Adulte H89 Trial.

Journal: Journal of clinical oncology : official journal of the American Society of Clinical Oncology 20020115

Title: The effect of methylglyoxal-bis(guanylhydrazone) on mitochondrial Ca(2+) fluxes.

Journal: Biochemical pharmacology 20020115

Title: Glucocorticoids and polyamine inhibitors synergize to kill human leukemic CEM cells.

Journal: Neoplasia (New York, N.Y.) 20020101

Title: The effect of polyamine biosynthesis inhibition on growth and differentiation of the phytopathogenic fungus Sclerotinia sclerotiorum.

Journal: Antonie van Leeuwenhoek 20011201

Title: Polyamine regulation of the rat pro-opiomelanocortin gene expression in AtT-20 cells.

Journal: Journal of neuroendocrinology 20010901

Title: Combination chemotherapy containing mitoguazone, ifosfamide, methotrexate, etoposide (MIME) and G-CSF efficiently mobilize peripheral blood progenitor cells in heavily pre-treated relapsed lymphoma patients.

Journal: European journal of haematology. Supplementum 20010701

Title: Guanidino-containing drugs in cancer chemotherapy: biochemical and clinical pharmacology.

Journal: Biochemical pharmacology 20010515

Title: Cellular pharmacodynamics of the cytotoxic guanidino-containing drug CHS 828. Comparison with methylglyoxal-bis(guanylhydrazone).

Journal: European journal of pharmacology 20010420

Title: Pharmacokinetic behaviour of phenylglyoxal bis(guanylhydrazone) (PGBG) after intravenous administration in rabbits.

Journal: Journal of veterinary medicine. A, Physiology, pathology, clinical medicine 20010401

Title: [Subcutaneous inflammatory edema induced by MINE chemotherapy].

Journal: Annales de dermatologie et de venereologie 20010401

Title: Polyamine regulation of ornithine decarboxylase and its antizyme in intestinal epithelial cells.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20010101

Title: Should we always choose a nonparametric test when comparing two apparently nonnormal distributions?

Journal: Journal of clinical epidemiology 20010101

Title: [Panniculitis induced by MINE chemotherapy].

Journal: Annales de dermatologie et de venereologie 20010101

Title: Guanylhydrazones in therapy of Pneumocystis carinii pneumonia in immunosuppressed rats.

Journal: Antimicrobial agents and chemotherapy 19941101

Title: Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs.

Journal: Antimicrobial agents and chemotherapy 19920901

Title: Adenosylmethionine decarboxylase inhibitors--lack of activity against cytopathic effects of HIV.

Journal: Chemotherapy 19900101

Title: Cationic antitrypanosomal and other antimicrobial agents in the therapy of experimental Pneumocystis carinii pneumonia.

Journal: Antimicrobial agents and chemotherapy 19880601

Title: S-adenosylmethionine decarboxylase from baker's yeast.

Journal: The Biochemical journal 19751001

Title: Antibacterial agents. Some new guanylhydrazone derivatives.

Journal: Journal of medicinal and pharmaceutical chemistry 19610701

Title: J Rizzo, et al. Pharmacokinetic Profile of Mitoguazone (MGBG) in Patients With AIDS Related non-Hodgkin's Lymphoma. Invest New Drugs. 1996;14(2):227-34.

Title: K Davidson, et al. Mitoguazone Induces Apoptosis via a p53-independent Mechanism. Anticancer Drugs. 1998 Aug;9(7):635-40.

Title: Xia Jin, et al. Inhibition of HIV Expression and Integration in Macrophages by Methylglyoxal-Bis-Guanylhydrazone. J Virol. 2015 Nov;89(22):11176-89.

Title: A M Levine, et al. Mitoguazone Therapy in Patients With Refractory or Relapsed AIDS-related Lymphoma: Results From a Multicenter Phase II Trial. J Clin Oncol. 1997 Mar;15(3):1094-103.

Title: R Amlacher, et al. Influence of Leukemia P388 on the Pharmacokinetics of Mitoguazone in B6D2F1 Mice. Pharmazie. 1990 May;45(5):364-6.

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Tags:459-86-9 Molecular Formula|459-86-9 MDL|459-86-9 SMILES|459-86-9 Mitoguazone