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Mitoguazone

CAT: 0013-GTR19244106-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19244106-02Size:5 mg
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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.
CAS Number
459-86-9
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
In Vitro: H2O : 50 mg/mL (271.44 mM; ultrasonic and adjust pH to 9 with HCl) DMSO : 8.33 mg/mL (45.22 mM; Ultrasonic (<60°C)
Smiles
C\C (\C=N\NC (N) =N) =N/NC (N) =N
Molecular Formula
C5H12N8
Molecular Weight
184.2
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.

Chemical Information

Mitoguazone

Mitoguazone is a hydrazone obtained by formal condensation of the two carbonyl groups of methylglyoxal with the primary amino groups of two molecules of aminoguanidine. It has a role as an antineoplastic agent, an apoptosis inducer and an EC 4.1.1.50 (adenosylmethionine decarboxylase) inhibitor. It is a member of guanidines and a hydrazone. It is functionally related to a methylglyoxal and an aminoguanidine. It is a conjugate base of a mitoguazone(2+).

CAS Number459-86-9
PubChem CID5351154
IUPAC Name2-[(E)-[(1E)-1-(diaminomethylidenehydrazinylidene)propan-2-ylidene]amino]guanidine
Molecular FormulaC5H12N8
Molecular Weight184.20
XLogP-2.2
Topological Polar Surface Area154
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Heavy Atom Count13
Formal Charge0
Complexity264
SMILES
C/C(=N\N=C(N)N)/C=N/N=C(N)N
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+
InChIKey
MXWHMTNPTTVWDM-NXOFHUPFSA-N
Chemical Structure
2D Structure
2D structure of Mitoguazone
CAS: 459-86-9
CID: 5351154
Formula: C5H12N8
MW: 184.20
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight184.20
XLogP3-2.2
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass184.11849242
Monoisotopic Mass184.11849242
Topological Polar Surface Area154 Ų
Heavy Atom Count13
Formal Charge0
Complexity264
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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bs-82916C-01Mitoguazone · 2HCl
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