Mitoguazone structure
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Common Name | Mitoguazone | ||
|---|---|---|---|---|
| CAS Number | 459-86-9 | Molecular Weight | 184.20200 | |
| Density | 1.55g/cm3 | Boiling Point | 436.6ºC at 760mmHg | |
| Molecular Formula | C5H12N8 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 217.8ºC | |
Use of MitoguazoneMitoguazone (Methylglyoxal-bis(guanylhydrazone)) is a synthetic polycarbonyl derivative with potent antineoplastic activity. Mitoguazone is a brain-penetrant and competitive S-adenosyl-methionine decarboxylase (SAMDC) inhibitor that disrupts polyamine biosynthesis. Mitoguazone induces cell apoptosis. Mitoguazone inhibits HIV DNA integration into the cellular DNA in both monocytes and macrophages. Mitoguazone has the potential for acute leukemia, Hodgkin's and non-Hodgkin's lymphoma treatment[1][2][3][4]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | mitoguazone |
|---|---|
| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Mitoguazone (Methylglyoxal-bis(guanylhydrazone)) is a synthetic polycarbonyl derivative with potent antineoplastic activity. Mitoguazone is a brain-penetrant and competitive S-adenosyl-methionine decarboxylase (SAMDC) inhibitor that disrupts polyamine biosynthesis. Mitoguazone induces cell apoptosis. Mitoguazone inhibits HIV DNA integration into the cellular DNA in both monocytes and macrophages. Mitoguazone has the potential for acute leukemia, Hodgkin's and non-Hodgkin's lymphoma treatment[1][2][3][4]. |
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| Related Catalog | |
| In Vitro | Mitoguazone competitively inhibits spermidine synthesis in lymphocytes at concentrations as low as 0.5 μg/mL. Levels of 30 μg/mL or more inhibit protein synthesis and mitochondrial respiration[1]. The ability of Mitoguazone to induce apoptosis by inhibiting the polyamine pathway is assessed in three Burkitt's lymphoma cell lines (Raji, Ramos and Daudi) and one prostate carcinoma cell line (MPC 3). Mitoguazone induces apoptosis in all the different human cancer cell lines tested in a concentration- and time-dependent way, and triggers a p53-independent programmed cell death in the human breast cancer MCF7 cell line[2]. |
| In Vivo | The influence of different stages of leukemia P388 on the pharmacokinetics of the antineoplastic agent Mitoguazone in mice is investigated. Independent of the tumor stage investigated, the total clearance of mitoguazone is slightly reduced reflecting a moderate increase of AUC in the serum of leukemia-bearing animals. Furthermore, in an advanced tumor stage the drug levels in kidneys, liver, spleen and serum are found to be elevated to some extent in comparison to tumor-free controls in contrast to an earlier stage of leukemia[5]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.55g/cm3 |
|---|---|
| Boiling Point | 436.6ºC at 760mmHg |
| Molecular Formula | C5H12N8 |
| Molecular Weight | 184.20200 |
| Flash Point | 217.8ºC |
| Exact Mass | 184.11800 |
| PSA | 148.52000 |
| LogP | 0.69610 |
| Vapour Pressure | 7.99E-08mmHg at 25°C |
| Index of Refraction | 1.692 |
| InChIKey | MXWHMTNPTTVWDM-NXOFHUPFSA-N |
| SMILES | CC(C=NN=C(N)N)=NN=C(N)N |
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
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This table contains target information, in‑vitro & in‑vivo assay data for this compound.
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Name: Antitumor activity against leukemia cell lines of the NCI60 panel
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL909878
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Name: Antitumor activity against NSCLC cell lines of the NCI60 panel
Source: ChEMBL
Target: NSCLC
External Id: CHEMBL909879
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Name: Antitumor activity against renal cell lines of the NCI60 panel
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL909884
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Name: Antitumor activity against prostate cell lines of the NCI60 panel
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL909885
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Name: Antitumor activity against breast cell lines of the NCI60 panel
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL909886
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Name: Antitumor activity against colon cell lines of the NCI60 panel
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL909880
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Name: Antitumor activity against CNS cell lines of the NCI60 panel
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL909881
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Name: Antitumor activity against melanoma cell lines of the NCI60 panel
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL909882
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Name: Antitumor activity against ovarian cell lines of the NCI60 panel
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL909883
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Name: Choleostatic liver toxicity, either proven histopathologically or where the ratio of ...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137727
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This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| Mitoguazone |
| Me-GAG |
| Pyruvaldehyde bis(amidinohydrazone) |
| 2,2'-(1-Methyl-1,2-ethanediylidene)bis(hydrazinecarbimidamide) |
| methylglyoxal bis-(guanylhydrazone) |
| 1,1'-((methylethanediylidene)dinitrilo)diguanidine |
| 2,2'-(1-methyl-1,2-ethanediylidene)bis-hydrazinecarboximidamid |
| methyl-g |
| MGBG |
| methyl-gag |
| 1,1'-((methylethanediylidene)dinitrilo)di-guanidin |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the polar surface area (PSA) of mitoguazone? |
| A: Polar surface area (PSA) of mitoguazone is 148.52000. |
| Q: What is the SMILES notation of mitoguazone? |
| A: SMILES notation of mitoguazone is CC(C=NN=C(N)N)=NN=C(N)N. |
| Q: What English synonyms does mitoguazone have? |
| A: English synonyms of mitoguazone: Mitoguazone, Me-GAG, Pyruvaldehyde bis(amidinohydrazone), 2,2'-(1-Methyl-1,2-ethanediylidene)bis(hydrazinecarbimidamide), methylglyoxal bis-(guanylhydrazone), 1,1'-((methylethanediylidene)dinitrilo)diguanidine, 2,2'-(1-methyl-1,2-ethanediylidene)bis-hydrazinecarboximidamid, methyl-g, MGBG, methyl-gag, 1,1'-((methylethanediylidene)dinitrilo)di-guanidin. |
| Q: What is the molecular weight of mitoguazone? |
| A: Molecular weight of mitoguazone is 184.20200. |
| Q: What is the English name of mitoguazone? |
| A: The English name of mitoguazone is mitoguazone. |
| Q: What is the boiling point of mitoguazone? |
| A: Boiling point of mitoguazone is 436.6ºC at 760mmHg. |
| Q: What is the molecular formula of mitoguazone? |
| A: Molecular formula of mitoguazone is C5H12N8. |
| Q: What is the LogP of mitoguazone? |
| A: LogP of mitoguazone is 0.69610. |
| Q: What is the InChIKey of mitoguazone? |
| A: InChIKey of mitoguazone is MXWHMTNPTTVWDM-NXOFHUPFSA-N. |
| Q: What is the CAS number of mitoguazone? |
| A: CAS number of mitoguazone is 459-86-9. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |