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Mitoguazone

CAS No.:
459-86-9
Catalog Number:
AG00DDZ7
Molecular Formula:
C5H12N8
Molecular Weight:
184.2024
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Product Description
Catalog Number:
AG00DDZ7
Chemical Name:
Mitoguazone
CAS Number:
459-86-9
Molecular Formula:
C5H12N8
Molecular Weight:
184.2024
MDL Number:
MFCD00067519
IUPAC Name:
2-[(E)-[(1E)-1-(diaminomethylidenehydrazinylidene)propan-2-ylidene]amino]guanidine
InChI:
InChI=1S/C5H12N8/c1-3(11-13-5(8)9)2-10-12-4(6)7/h2H,1H3,(H4,6,7,12)(H4,8,9,13)/b10-2+,11-3+
InChI Key:
MXWHMTNPTTVWDM-NXOFHUPFSA-N
SMILES:
CC(=NNC(=N)N)C=NNC(=N)N
EC Number:
610-278-0
Properties
Complexity:
264  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
2  
Exact Mass:
184.118g/mol
Formal Charge:
0
Heavy Atom Count:
13  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
184.207g/mol
Monoisotopic Mass:
184.118g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
154A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
-2.2  
Literature
Title Journal
Regulation of polyamine metabolism and biosynthetic gene expression during olive mature-fruit abscission. Planta 20120601
[Pulmonary Langerhans histiocytosis and Hodgkin's lymphoma]. Revue des maladies respiratoires 20110901
Bis-guanylhydrazone diimidazo[1,2-a:1,2-c]pyrimidine as a novel and specific G-quadruplex binding motif. Chemical communications (Cambridge, England) 20100821
Salvage chemotherapy with alternating MINE-ESHAP regimen in relapsed or refractory Hodgkin's lymphoma followed by autologous stem-cell transplantation. Annals of oncology : official journal of the European Society for Medical Oncology 20100601
Synthesis, cytotoxicity and DNA-binding of novel bisnaphthalimidopropyl derivatives in breast cancer MDA-MB-231 cells. European journal of medicinal chemistry 20100401
Cinnamic acid-inhibited ribulose-1,5-bisphosphate carboxylase activity is mediated through decreased spermine and changes in the ratio of polyamines in cowpea. Journal of plant physiology 20100101
Molecular characterization of a human cation-Cl- cotransporter (SLC12A8A, CCC9A) that promotes polyamine and amino acid transport. Journal of cellular physiology 20090901
Effects of polyamines on the DNA-reactive properties of dimeric mithramycin complexed with cobalt(II): implications for anticancer therapy. Biochemistry 20090609
Glucose-induced inhibition of seed germination in Lotus japonicus is alleviated by nitric oxide and spermine. Journal of plant physiology 20090130
Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors. Journal of medicinal chemistry 20081113
S-methylmethionine reduces cell membrane damage in higher plants exposed to low-temperature stress. Journal of plant physiology 20080929
Biological activity of antitumoural MGBG: the structural variable. Amino acids 20080501
Multiple cutaneous relapses in an adolescent in anaplastic large cell lymphoma diagnosed by FNAC. Cytopathology : official journal of the British Society for Clinical Cytology 20080401
Effects of polyamines and polyamine biosynthetic inhibitors on mitotic activity of Allium cepa root tips. Acta biologica Hungarica 20080301
New antitumor imidazo[2,1-b]thiazole guanylhydrazones and analogues. Journal of medicinal chemistry 20080227
CCR5 receptor antagonists: discovery and SAR study of guanylhydrazone derivatives. Bioorganic & medicinal chemistry letters 20070101
How polyamine synthesis inhibitors and cinnamic acid affect tropane alkaloid production. Applied biochemistry and biotechnology 20070101
[Microbial sensitivity to ambazone (Faringosept) in pharyngeal samples from patients with acute infections of the upper respiratory tract]. Bacteriologia, virusologia, parazitologia, epidemiologia (Bucharest, Romania : 1990) 20070101
[IEMAD (modified MIME) therapy for refractory or relapsed non-Hodgkin's lymphoma]. Zhongguo shi yan xue ye xue za zhi 20060401
Transport of polyamines in Drosophila S2 cells: kinetics, pharmacology and dependence on the plasma membrane proton gradient. The Biochemical journal 20060115
Unspoken vowel recognition using facial electromyogram. Conference proceedings : ... Annual International Conference of the IEEE Engineering in Medicine and Biology Society. IEEE Engineering in Medicine and Biology Society. Annual Conference 20060101
[MINE regimen for patients with relapsed or chemo-resistant invasive non-Hodgkin's lymphoma]. Ai zheng = Aizheng = Chinese journal of cancer 20051201
[Cardiac effects of cytokines produced after rituximab infusion]. Bulletin du cancer 20050901
S-adenosyl methionine decarboxylase activity is required for the outcome of herpes simplex virus type 1 infection and represents a new potential therapeutic target. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050701
Effect of mitoguazone on polyamine oxidase activity in rat liver. Toxicology and applied pharmacology 20041201
Administration of the antitumor drug mitoguazone protects normal thymocytes against spontaneous and etoposide-induced apoptosis. Cellular and molecular life sciences : CMLS 20041101
TATA-binding protein-associated factor 7 regulates polyamine transport activity and polyamine analog-induced apoptosis. The Journal of biological chemistry 20040716
Inhibitors of polyamine metabolism: review article. Amino acids 20040701
Safety of rituximab therapy during the first trimester of pregnancy: a case history. European journal of haematology 20040401
Catalytic properties of the archaeal S-adenosylmethionine decarboxylase from Methanococcus jannaschii. The Journal of biological chemistry 20040102
Treatment of AIDS related non-Hodgkin's lymphoma with combination mitoguazone dihydrochloride and low dose CHOP chemotherapy: results of a phase II study. Investigational new drugs 20040101
Amelioration in secretion of hyperthermostable and Ca2+ -independent alpha-amylase of Geobacillus thermoleovorans by some polyamines and their biosynthesis inhibitor methylglyoxal-bis-guanylhydrazone. Journal of applied microbiology 20040101
Rapid and sensitive quantitation of the antiproliferative agent mitoguazone in small volumes of plasma by high-performance liquid chromatography with ultraviolet detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20030815
High-performance liquid chromatography determination of methionine adenosyltransferase activity using catechol-O-methyltransferase-coupled fluorometric detection. Analytical biochemistry 20030801
Synergistic effect of sequential administration of mitoguazone (MGBG) and gemcitabine in treating tissue cultured human breast cancer cells and mammary rat tumors. Cancer investigation 20030401
[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]. [Rinsho ketsueki] The Japanese journal of clinical hematology 20030301
Polyamine oxidase activity in rats treated with mitoguazone: specific and permanent decrease in thymus. Amino acids 20030101
A phase I human trial of mitoguazone and gemcitabine sequential bi-weekly treatment of cancer patients. Cancer investigation 20030101
Polyamine uptake is necessary for a normal biochemical maturation of astrocytes in culture. Neuroreport 20020612
Involvement of polyamines in root development at low temperature in the subantarctic cruciferous species Pringlea antiscorbutica. Journal of experimental botany 20020601
Polyamine-dependent migration of retinal pigment epithelial cells. Investigative ophthalmology & visual science 20020401
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.). Plant & cell physiology 20020201
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 of clinical oncology : official journal of the American Society of Clinical Oncology 20020115
The effect of methylglyoxal-bis(guanylhydrazone) on mitochondrial Ca(2+) fluxes. Biochemical pharmacology 20020115
Glucocorticoids and polyamine inhibitors synergize to kill human leukemic CEM cells. Neoplasia (New York, N.Y.) 20020101
The effect of polyamine biosynthesis inhibition on growth and differentiation of the phytopathogenic fungus Sclerotinia sclerotiorum. Antonie van Leeuwenhoek 20011201
Polyamine regulation of the rat pro-opiomelanocortin gene expression in AtT-20 cells. Journal of neuroendocrinology 20010901
Combination chemotherapy containing mitoguazone, ifosfamide, methotrexate, etoposide (MIME) and G-CSF efficiently mobilize peripheral blood progenitor cells in heavily pre-treated relapsed lymphoma patients. European journal of haematology. Supplementum 20010701
Guanidino-containing drugs in cancer chemotherapy: biochemical and clinical pharmacology. Biochemical pharmacology 20010515
Cellular pharmacodynamics of the cytotoxic guanidino-containing drug CHS 828. Comparison with methylglyoxal-bis(guanylhydrazone). European journal of pharmacology 20010420
Pharmacokinetic behaviour of phenylglyoxal bis(guanylhydrazone) (PGBG) after intravenous administration in rabbits. Journal of veterinary medicine. A, Physiology, pathology, clinical medicine 20010401
[Subcutaneous inflammatory edema induced by MINE chemotherapy]. Annales de dermatologie et de venereologie 20010401
Polyamine regulation of ornithine decarboxylase and its antizyme in intestinal epithelial cells. American journal of physiology. Gastrointestinal and liver physiology 20010101
Should we always choose a nonparametric test when comparing two apparently nonnormal distributions? Journal of clinical epidemiology 20010101
[Panniculitis induced by MINE chemotherapy]. Annales de dermatologie et de venereologie 20010101
Guanylhydrazones in therapy of Pneumocystis carinii pneumonia in immunosuppressed rats. Antimicrobial agents and chemotherapy 19941101
Treatment of experimental pneumocystosis: review of 7 years of experience and development of a new system for classifying antimicrobial drugs. Antimicrobial agents and chemotherapy 19920901
Adenosylmethionine decarboxylase inhibitors--lack of activity against cytopathic effects of HIV. Chemotherapy 19900101
Cationic antitrypanosomal and other antimicrobial agents in the therapy of experimental Pneumocystis carinii pneumonia. Antimicrobial agents and chemotherapy 19880601
S-adenosylmethionine decarboxylase from baker's yeast. The Biochemical journal 19751001
Antibacterial agents. Some new guanylhydrazone derivatives. Journal of medicinal and pharmaceutical chemistry 19610701
Properties