mafosfamide

chemical compound

DBpedia resource is: http://dbpedia.org/resource/Mafosfamide

Abstract is: Mafosfamide (INN) is an oxazaphosphorine (cyclophosphamide-like) alkylating agent under investigation as a chemotherapeutic. It is metabolized by cytochrome P450 into 4-hydroxycyclophosphamide, which is then converted into aldophosphamide, which, in turn yields the cytotoxic metabolites and acrolein. Several Phase I trials have been completed.

Wikimedia Commons category is Mafosfamide

C₉H₁₉Cl₂N₂O₅PS₂

mafosfamide is …
instance of (P31):
type of chemical entityQ113145171

sublass of (P279):
heterocyclic compoundQ193430

External links are
P233canonical SMILESC1COP(=O)(NC1SCCS(=O)(=O)O)N(CCCl)CCCl
P231CAS Registry Number88859-04-5
P661ChemSpider ID32697788
P715DrugBank IDDB12083
P8494DSSTOX compound identifierDTXCID401334175
P3117DSSTox substance IDDTXSID90905075
P646Freebase ID/m/02vvj1r
P234InChIInChI=1S/C9H19Cl2N2O5PS2/c10-2-4-13(5-3-11)19(14)12-9(1-6-18-19)20-7-8-21(15,16)17/h9H,1-8H2,(H,12,14)(H,15,16,17)/t9-,19-/m0/s1
P235InChIKeyPBUUPFTVAPUWDE-UGZDLDLSSA-N
P2017isomeric SMILESC1CO[P@@](=O)(N[C@H]1SCCS(=O)(=O)O)N(CCCl)CCCl
P486MeSH descriptor IDC048341
P6366Microsoft Academic ID2776870398
P11199Probes And Drugs IDPD058687
P662PubChem CID76968809
P11089UniChem compound ID81785022
P652UNII5970HH9923

P527has part(s)carbonQ623
phosphorusQ674
P366has usemedicationQ12140
P2067mass399.985
P2868subject has roleimmunologic adjuvantQ967453
antineoplasticQ2853144

Wikimedia Commons Images

P8224: image of molecular model or crystal lattice model


FileName: Mafosfamide-3D-balls.png

Description:

Ball-and-stick model of the mafosfamide molecule, an alkylating agent being investigated as an anti-cancer drug.

Colour code:

Carbon, C: black
Hydrogen, H: white
Oxygen, O: red
Nitrogen, N: blue
Phosphorus, P: orange
Sulfur, S: yellow
Chlorine, Cl: green

Artist: Jynto (talk)

Work is copyrighted.
License: CC0

Reverse relations

main subject (P921)
Q70589449A comparative study of therapeutic activity, myelotoxicity and DNA damage in the bone marrow of mice after cyclophosphamide and ASTA Z 7557 (INN mafosfamide)
Q61893860A comparison of the effects of ifosfamide vs. mafosfamide treatment on intracellular glutathione levels and immunological functions of immunocompetent lymphocyte subsets
Q70374854ASTA Z 7557 (INN mafosfamide) for the in vitro treatment of human leukemic bone marrows
Q69729345Activation mechanisms of mafosfamide and the role of thiols in cyclophosphamide metabolism
Q73130063Aldehyde dehydrogenase-mediated metabolism of acetaldehyde and mafosfamide in blood of healthy subjects and patients with malignant lymphoma
Q72047319Amifostine improves the antileukemic therapeutic index of mafosfamide: implications for bone marrow purging
Q70589445Antineoplastic activity of ASTA Z 7557 (INN mafosfamide) in transplanted and autochthonous experimental rodent tumors
Q54483151Antineoplastic activity of ASTA Z 7557 (NSC-345842, INN mafosfamide) on transplantable murine tumors.
Q70589438Antiproliferative activity of 2-[N, N-bis-(2-chloroethyl)-amino]-4-[2-sulfonato-ethylthio]-tetrah ydr o-2H-1 , 3,2-oxazaphosphorine-2-oxide cyclohexamine (ASTA Z 7557, INN mafosfamide) against human and murine tumor cells in vitro
Q40010617Apoptotic death induced by the cyclophosphamide analogue mafosfamide in human lymphoblastoid cells: contribution of DNA replication, transcription inhibition and Chk/p53 signaling
Q69961970Augmentation of host antitumor immunity by low doses of cyclophosphamide and mafosfamide in two animal tumor models
Q72642608Autologous bone marrow transplantation with marrow purged by mafosfamide in seven patients with myelodysplastic syndromes in transformation (AML-MDS): a pilot study
Q43720864Autologous marrow transplantation in acute lymphoblastic leukemia: control of residual disease with mafosfamide and induction of syngeneic GVHD with cyclosporin. The Italian Mafosfamide Study Group
Q72892161Autologous transplant for chronic myelogenous leukemia using marrow treated ex vivo with mafosfamide
Q54269335Biologic and therapeutic efficacy of mafosfamide in patients with metastatic renal cell carcinoma
Q68747664Biotransformation of mafosfamide in P388 mice leukemia cells: intracellular 31P-NMR studies
Q36606835Chemical characterization of ASTA Z 7557 (INN mafosfamide, CIS-4-sulfoethylthio-cyclophosphamide), a stable derivative of 4-hydroxy-cyclophosphamide
Q70589461Comparative effects of ASTA Z 7557 (INN mafosfamide) and cyclophosphamide on hematopoiesis in mice
Q70589430Comparative in vitro cytotoxicity of cyclophosphamide, its major active metabolites and the new oxazaphosphorine ASTA Z 7557 (INN mafosfamide)
Q72750842Cumulative chemotherapy increases mafosfamide toxicity for normal progenitor cells in AML patients: rationale for cryopreserving adapted-dose purged marrow early in first complete remission
Q57012928Cytotoxic combination of loxoribine with fludarabine and mafosfamide on freshly isolated B-chronic lymphocytic leukemia cells
Q68242184Difference in kinetics of hematopoietic reconstitution between ALL and ANLL after autologous bone marrow transplantation with marrow treated in vitro with mafosfamide (ASTA Z 7557)
Q68100582Differential sensitivity of adherent CFU-blast, CFU-mix, BFU-E, and CFU-GM to mafosfamide: implications for adjusted dose purging in autologous bone marrow transplantation
Q69499290Drug-mediated marrow purging: mafosfamide in adult acute leukemia in remission. The experience of the Italian study group
Q72822733Effect of ASTA Z 7557 (INN mafosfamide) a precursor of 4-hydroxy-cyclophosphamide on human T-lymphocytes' Fc-receptors and immunoregulatory functions
Q53788375Effect of mafosfamide (ASTA-Z-7654) on the clonogenic cells in precursor-B acute lymphoblastic leukaemia: significance for ex vivo purging of bone marrow for autologous transplantation
Q68672929Effect of the aldehyde dehydrogenase inhibitor, cyanamide, on the ex vivo sensitivity of murine multipotent and committed hematopoietic progenitor cells to mafosfamide (ASTA Z 7557)
Q41297862Effects of Cisplatin and mafosfamide on the interphase microtubular cytoskeleton of a human breast-cancer cell-line, mx-1, in-vitro - a fine-structure and antitubulin immunofluorescence study.
Q68824896Effects of adriamycin, 4-hydroperoxycyclophosphamide and ASTA Z 7557 (INN mafosfamide) on the release of IL-2 and IL-1 in vitro
Q54401674Effects of aldehyde dehydrogenase inhibitors on the ex vivo sensitivity of murine late spleen colony-forming cells (day-12 CFU-S) and hematopoietic repopulating cells to mafosfamide (ASTA Z 7557).
Q44383731Effects of mafosfamide on the clonogenic cells in precursor B acute lymphoblastic leukemia: significance for ex vivo purging of bone marrow
Q70589465Efficacy and toxicity of 4-(2-sulfonatoethylthio)-cyclophosphamide cyclohexylamine salt (ASTA Z 7557, INN mafosfamide) after intraperitoneal administration to mice
Q69499722Establishment of a reliable experimental procedure for bone marrow purging with mafosfamide (ASTA Z 7557)
Q68105009Evaluation of doxorubicin in combination with mafosfamide for in vitro elimination of myeloid and lymphoid tumor cells from human bone marrow
Q72120269Evaluation of the protection of murine bone marrow stem cells by WR-2721 during in vitro treatment with mafosfamide
Q43859030Ex vivo expansion of normal progenitor cells from acute myeloid leukemia cell-contaminated CD34+ peripheral blood progenitor cells after mafosfamide purging
Q54279725Ex vivo treatment of murine splenocyte-supplemented bone marrow inocula with mafosfamide prior to allogeneic transplantation in an attempt to prevent lethal graft-versus-host disease without compromising engraftment.
Q70589457Experimental toxicology of ASTA Z 7557 (INN mafosfamide)
Q69924344Fast hematological reconstitution after combined infusion of autologous bone marrow purged with mafosfamide and autologous peripheral blood stem cells in a patient with Ewing sarcoma
Q44617230Feasibility of long-term intraventricular therapy with mafosfamide (n = 26) and etoposide (n = 11): experience in 26 children with disseminated malignant brain tumors
Q73023192High-dose selection with mafosfamide results in sensitivity to DNA cross-linking agents: characterization of hypersensitive cell lines
Q34111303Highly efficient elimination of Philadelphia leukemic cells by exposure to bcr/abl antisense oligodeoxynucleotides combined with mafosfamide
Q40748405Hyperthermia and mafosfamide in a human-derived malignant pleural mesothelioma cell line
Q68697544In vitro chemosensitivity of leukemic progenitor cells (AML-CFU) to a combination of mafosfamide lysine (ASTA-Z 7654) and etoposide (VP16-213)
Q67789743In vitro marrow purging in chronic myelogenous leukemia: effect of mafosfamide and recombinant granulocyte--macrophage colony-stimulating factor
Q70542012In vitro purging of bone marrow with mafosfamide synergizes with in vivo chemotherapy to delay the hematological recovery in a murine model of autologous bone marrow transplantation
Q69749612In vitro reappearance of myeloid progenitors killed by mafosfamide
Q79335033In vitro sensitivity of B-cell chronic lymphocytic leukemia to cladribine and its combinations with mafosfamide and/or mitoxantrone
Q70214472Induction of immune resistance against L1210 lymphatic leukemia in mice after chemoradiotherapy of the leukemia and reconstitution with bone marrow purged from the leukemia with mafosfamide
Q48415620Intrathecal mafosfamide therapy for pediatric brain tumors with meningeal dissemination
Q45285640Intrathecal mafosfamide: a preclinical pharmacology and phase I trial
Q69531098Limiting dilution analysis for detection of residual leukemic cells after bone marrow combined decontamination with mafosfamide followed by merocyanine-540-mediated photosensitization
Q68774999Limiting-dilution analysis for the determination of leukemic cell frequencies after bone marrow decontamination with mafosfamide or merocyanine 540
Q70174130Lysis by activated lymphocytes of melanoma and small cell lung cancer cells surviving in vitro treatment with mafosfamide
Q70589443Macromolecular DNA-damage in murine and human leukemic and lymphoid cells after in vitro exposure to ASTA Z 7557 (INN mafosfamide)
Q41400708Mafosfamide (ASTA-Z-7654) in vitro treatment of bone marrow does not eradicate Philadelphia-positive cells in chronic myeloid leukaemia
Q38023364Mafosfamide as a new anticancer agent: preclinical investigations and clinical trials
Q71954342Mafosfamide enhances interleukin-2-generated human effector cell cytotoxic activity against K562 myeloid leukaemia cells
Q64389558Mafosfamide induces DNA fragmentation and apoptosis in human T-lymphocytes A possible mechanism of its immunosuppressive action
Q54333593Mafosfamide induces less sister chromatid exchange in Ph-positive cells than in normal bone marrow.
Q46761594Mafosfamide: a new intra-CSF chemotherapy?
Q85548825Modulation of IL-10/IL-10R expression by mafosfamide, a derivative of 4-hydroxycyclophosphamide, in a rat B-cell lymphoma
Q70638318Multiple chromosome abnormalities in patients with acute leukemia after autologous bone marrow transplantation using total body irradiation and marrow purged with mafosfamide
Q41331762Natural killer cell regeneration after transplantation with mafosfamide purged autologous bone marrow
Q50905173New application of a stabilized active cyclophosphamide derivative (mafosfamide, ASTA Z 7654)--immunogenic properties of lymphatic leukemia L 1210 cells treated in vitro with the drug.
Q70135713Nigericin enhances mafosfamide cytotoxicity at low extracellular pH
Q72776729One hundred twenty-five adult patients with primary acute leukemia autografted with marrow purged by mafosfamide: a 10-year single institution experience
Q93896228Pharmacologic bone marrow purging: is there any place for etoposide? In vitro comparison with mafosfamide
Q68719561Pharmacological-mediated purging with mafosfamide in acute and chronic myeloid leukemias. The Italian Study Group
Q45230551Phase I clinical trial of mafosfamide in infants and children aged 3 years or younger with newly diagnosed embryonal tumors: a pediatric brain tumor consortium study (PBTC-001).
Q36485382Pilot study of systemic and intrathecal mafosfamide followed by conformal radiation for infants with intracranial central nervous system tumors: a pediatric brain tumor consortium study (PBTC-001)
Q71981646Plasma interacts with mafosfamide toxicity to normal haematopoietic progenitor cells: impact on in vitro marrow purging
Q67939581Potentiation of the cytotoxic action of mafosfamide by N-isopropyl-p-formylbenzamide, a metabolite of procarbazine
Q54401049Preclinical and early clinical trial with mafosfamide as immune modulator.
Q70589453Preclinical evaluation of toxicity and therapeutic efficacy of a stabilized cytostatic metabolite of cyclophosphamide (ASTA Z 7557, INN mafosfamide)
Q68125053Preclinical studies of the combination of mafosfamide (Asta-Z 7654) and etoposide (VP-16-213) for purging leukemic autologous marrow
Q31962940Protection of mammalian cells against chemotherapeutic agents thiotepa, 1,3-N,N'-bis(2-chloroethyl)-N-nitrosourea, and mafosfamide using the DNA base excision repair genes Fpg and alpha-hOgg1: implications for protective gene therapy applications.
Q73784841Purging of G-CSF-mobilized peripheral autografts in acute leukemia with mafosfamide and amifostine to protect normal progenitor cells
Q54396311Recovery of the ability to induce immune resistance against L1210 lymphatic leukemia in semisyngeneic CD2F1 mice after lethal irradiation and reconstitution with bone marrow purged of leukemia with mafosfamide (ASTA Z 7654).
Q69993048Regional fibrosis after intraperitoneal administration of mafosfamide
Q37706367Selective ALDH3A1 inhibition by benzimidazole analogues increase mafosfamide sensitivity in cancer cells.
Q72839199Sensitivity of human CFU-GM to mafosfamide: analysis of the factors affecting individual variations
Q39190558Shiga toxin 1, as DNA repair inhibitor, synergistically potentiates the activity of the anticancer drug, mafosfamide, on raji cells
Q68680881Successful adoptive immunotherapy of minimal residual disease after chemoradiotherapy and transplantation of bone marrow purged of leukaemia with mafosfamide
Q36745589Successful mafosfamide purging of bone marrow from chronic myelogenous leukemia (CML) cells.
Q36732989Successful purging of murine plasmacytoma by mafosfamide (ASTA-Z).
Q34287755Synergy of karenitecin and mafosfamide in pediatric leukemia, medulloblastoma, and neuroblastoma cell lines
Q39320933TRAIL and taurolidine enhance the anticancer activity of doxorubicin, trabectedin and mafosfamide in HT1080 human fibrosarcoma cells.
Q77304841The cytotoxicity of mafosfamide on G-CSF mobilized hematopoietic progenitors is reduced by SH groups of albumin--implications for further purging strategies
Q67997629The effect of a combined purging with mafosfamide and hyperthermia on murine haemopoietic stem cells and leukaemogenic cells
Q69929237The kinetics of immunologic and hematologic recovery in mice after lethal total body irradiation and reconstitution with syngeneic bone marrow cells treated or untreated with mafosfamide (ASTA Z 7654)
Q70824508The synthetic tetrapeptide AcSDKP protects cells that reconstitute long-term bone marrow stromal cultures from the effects of mafosfamide (Asta Z 7654)
Q69540115The use of recombinant cytokines for enhancing immunohematopoietic reconstitution following bone marrow transplantation. I. Effects of in vitro culturing with IL-3 and GM-CSF on human and mouse bone marrow cells purged with mafosfamide (ASTA-Z)
Q70374857Toxicity of ASTA Z 7557 (INN mafosfamide) to normal- and leukemic stem cells: implications for autologous bone marrow transplantation
Q41161030Treatment with the anti-tumor drugs, cis-platin and mafosfamide, does not affect the structure of prekinetochores in a human breast cancer cell line. An immunofluorescence study using human anti-centromere autoantibodies
Q93525206[Bone marrow autograft treated with mafosfamide in the acceleration phase in chronic myeloid leukemia. Inversion of the clinical development]
Q72090389[Comparative study of mechanisms of antiproliferative action of low concentrations of mafosfamide and cyclosporin A]
Q70284169[Potentiation of the antiblastic activity of mafosfamide by GM-CSF and interleukin-3: a possible use in the treatment of acute myeloblastic leukemia]

The articles in Wikimedia projects and languages

      Category:Mafosfamidewikimedia
      Mafosfamidewikipedia
Persian (fa / Q9168)مافسفامیدwikipedia
      Mafosfamidawikipedia
      Мафосфамидwikipedia
Serbo-Croatian (sh / Q9301)Mafosfamidwikipedia
      Mafosfamidwikipedia

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