Mitoguazone - ≥99% , CAS No.459-86-9

CAS: 459-86-9 Cat. No.: M648311 Formule: C5H12N8 Poids moléculaire: 184.20 Numéro CE: 610-278-0 PubChem CID: 5351154
DISPONIBLE À COMMANDE
GRADE & PURITY ≥99%
Synonyms
Acide iopanoique | D07258 | Guanylhydrazone | MGBG | A826951 | MITOGUAZONE | Mitoguazone (INN) | SCHEMBL1736452 | 1,1'-((METHYLETHANEDIYLIDENE)DINITRILO0DIGUANIDINE | BDBM34068 | MITOGUAZONE [INN] | NCGC00183283-01 | PA-001 | 2,2'-(1-METHYL-1,2-ETHANEDIYL
Storage
Store at 2-8°C,Desiccated
Shipped In
Wet ice
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Size
Allemagne (EU)
USA*
Price
Qty
5mg
M648311-5mg
Sur commande · 8–12 semaines
261,10€
10mg
M648311-10mg
Sur commande · 8–12 semaines
382,59€
50mg
M648311-50mg
Sur commande · 8–12 semaines
1 059,42€
Enter a quantity for the sizes you want to add.
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Why this grade

≥99% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at 2-8°C,Desiccated Ships Wet ice Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Vue d’ensemble

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.

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. 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. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

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. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonymes
Acide iopanoique | D07258 | Guanylhydrazone | MGBG | A826951 | MITOGUAZONE | Mitoguazone (INN) | SCHEMBL1736452 | 1,1'-((METHYLETHANEDIYLIDENE)DINITRILO0DIGUANIDINE | BDBM34068 | MITOGUAZONE [INN] | NCGC00183283-01 | PA-001 | 2,2'-(1-METHYL-1,2-ETHANEDIYL
Spécifications et pureté
≥99%
Mécanismes biochimiques et physiologiques
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 bio
Conditions de stockage de stockage
Store at 2-8°C,Desiccated
Expédié en
Wet ice
Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.
Type d'action
INHIBITOR
Pureté
≥99%
Noms et identifiants
Sourires canoniquesCC(=NN=C(N)N)C=NN=C(N)N
IUPAC Name2-[(E)-[(1E)-1-(diaminomethylidenehydrazinylidene)propan-2-ylidene]amino]guanidine
InChIKeyMXWHMTNPTTVWDM-NXOFHUPFSA-N
INCHI1S/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+
Isomères SMILES C/C(=N\N=C(N)N)/C=N/N=C(N)N
CAS alternatif 459-86-9
PubChem CID 5351154
Termes d'entrée MeSH Methyl gag;Methyl-gag;Methylgag;Methylglyoxal Bis(guanylhydrazone);MGBG;Mitoguazone;NSC 32946;NSC-32946;NSC32946
Poids moléculaire 184.20

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic nitrogen compounds
ClasseOrganonitrogen compounds
SubclassGuanidines
Intermediate Tree Nodes Not available
Direct ParentGuanidines
Alternative Parents Organopnictogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAliphatic acyclic compounds
Substituents Guanidine - Organopnictogen compound - Hydrocarbon derivative - Aliphatic acyclic compound
DescriptionThis compound belongs to the class of organic compounds known as guanidines. These are compounds containing a guanidine moiety, with the general structure (R1R2N)(R3R4N)C=N-R5.
External Descriptors guanidines - hydrazone
Structure 3D
Modèle de structure chimique interactif





Cibles associées (humaines)
MAOA Tclin Monoamine oxidase A (11911 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ODC1 Tclin Ornithine decarboxylase (70 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AOC1 Tchem Diamine oxidase (68 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
AMD1 Tchem S-adenosylmethionine decarboxylase 1 (215 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NSCLC (640 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
T-24 (2342 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Leukemia cell (223 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cibles associées (non humaines)
Leishmania donovani (89745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CHO (4503 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CHO-MG (239 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mécanismes d'action
Certificats (CoA, COO, BSE/TSE et tableau d'analyse)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propriétés chimiques et physiques
SolubilitéH2O : 50 mg/mL (271.44 mM; ultrasonic and adjust pH to 9 with HCl)
Poids moléculaire184.200 g/mol
XLogP3-2.200
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass184.118 Da
Monoisotopic Mass184.118 Da
Topological Polar Surface Area154.000 Ų
Heavy Atom Count13
Formal Charge0
Complexity264.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds2
Covalently-Bonded Unit Count1
Calculateurs de solution
Avis

Avis des clients

Foire aux questions

What is the purity of this product?
This product is supplied at ≥99% purity (chemical assay). Lot-specific values are stated on the Certificate of Analysis.
How should this product be stored?
Store at 2–8 °C, desiccated. Keep the container tightly closed with desiccant — the material is moisture-sensitive.
How is this product shipped?
This product ships chilled on wet ice. Unpack on arrival and transfer it to the storage condition stated above.
What are the CAS number, molecular formula and molecular weight?
The CAS Number is 459-86-9, the molecular formula is C5H12N8, and the molecular weight is 184.20 g/mol. InChIKey MXWHMTNPTTVWDM-NXOFHUPFSA-N.
What documentation is provided?
Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.

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