Mitoguazone
Also known as MGBG, Methyl-Gag, Mitoguazona
Key facts
What buyers check first
- CAS number
- 459-86-9
- Formula
- C5H12N8
- Molar mass
- 184.21 g/mol
- Solubility
- 0.1 N NaOH soluble (mg/mL)
- HS code
- 292529
- Category
- Aliphatic and alicyclic building blocks
What is Mitoguazone?
Plain description, key identifiers and synonyms
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+).
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 2-[(E)-[(1E)-1-(diaminomethylidenehydrazinylidene)propan-2-ylidene]amino]guanidine
- CAS number
- 459-86-9 CAS number cross-checked
- EC number
- 610-278-0
- Molecular formula
- C5H12N8
- MDL number
- MFCD00067519
- InChIKey
- MXWHMTNPTTVWDM-NXOFHUPFSA-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+
- Canonical SMILES
- CC(C=NN=C(N)N)=NN=C(N)N
- Isomeric SMILES
- C/C(=N\N=C(N)N)/C=N/N=C(N)N
Synonyms
- MGBG
- Methyl-Gag
- Mitoguazona
- Me-GAG
- Mitoguazonum
- Methyl-G
- Zyrkamine
- Methylglyoxal bis(amidinohydrazone)
- Methyl GAG
- Methylglyoxal bis(guanylhydrazone)
- 1,1'-((Methylethanediylidene)dinitrilo)diguanidine
- Methylgag
- Hydrazinecarboximidamide, 2,2'-(1-methyl-1,2-ethanediylidene)bis-
- methylglyoxal bisguanylhydrazone
- 2,2\"-(methyl-1,2-ethanediylidene)bis(hydrazinecarboximidamide)
- N''-((E)-((1E)-1-(((diaminomethylidene)amino)imino)propan-2-ylidene)amino)guanidine
- Pyruvaldehyde bis(amidinohydrazone)
- Guanylhydrazone
- 2-[(E)-[(1E)-1-(diaminomethylidenehydrazinylidene)propan-2-ylidene]amino]guanidine
- (2E,2'E)-2,2'-(1E,2E)-propane-1,2-diylidenedihydrazinecarboximidamide
- Methylglyoxal bis-(guanylhydrazone)
- 2,2'-(1-Methyl-1,2-ethanediylidene)bis[hydrazinecarboximidamide]
- methylglyoxalbis(guanylhydrazone)
- methylglyoxalbisguanylhydrazone
- Win-10708-2
Show all 30 synonymsShow fewer synonyms
- 2-[(E)-[(2E)-2-(diaminomethylenehydrazono)-1-methyl-ethylidene]amino]guanidine
- 1-[(E)-[(2E)-2-(carbamimidoylhydrazono)-1-methyl-ethylidene]amino]guanidine
- N''''-{2-[(diaminomethylene)hydrazono]-1-methylethylidene}carbonohydrazonic diamide
- (2E)-2-((2E)-2-{[(E)-amino(imino)methyl]hydrazono}-1-methylethylidene)hydrazinecarboximidamide
- (2E)-2-((2E)-2-{[(Z)-amino(imino)methyl]hydrazono}-1-methylethylidene)hydrazinecarboximidamide
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Solubility | 0.1 N NaOH soluble (mg/mL)exp.Measured value |
|---|
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 184.21 g/molcalc.Computed value |
|---|---|
| Exact mass | 184.1185 Dacalc.Computed value |
| LogP (octanol/water) | -2.11calc.Computed value |
| Topological polar surface area | 153.5 Ųcalc.Computed value |
| Hydrogen bond donors | 4calc.Computed value |
| Hydrogen bond acceptors | 4calc.Computed value |
| Rotatable bonds | 3calc.Computed value |
| Heavy atoms | 13calc.Computed value |
| Rings | 0calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.2calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Passes (0 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Safety and hazards
GHS classification summary, not a safety data sheet
No GHS hazard classification is recorded for this substance yet. That does not mean it is harmless.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Mitoguazone suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- China, WenzhouUnclaimed profileMitoguazoneGrade, purity and minimum order on requestPrice on request
- Price on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Send one request to many suppliers
Choose up to 10 suppliers or let us match your request. Compare quotes side by side, free.
Mitoguazone price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Industries and functions
Pharmacological actions
- Antineoplastic Agents
- Enzyme Inhibitors
Roles
- antineoplastic agent
- apoptosis inducer
- enzyme inhibitor
- pharmaceutical
Pharmacology
Mitoguazone is a guanylhydrazone with potential antineoplastic activity. Mitoguazone competitively inhibits S-adenosyl-L-methionine decarboxylase (SAMD), an enzyme involved in the synthesis of polyamines, resulting in decreased proliferation of tumor cells, antimitochondrial effects, and p53-independent apoptosis. Polyamines, specifically spermine and spermidine, are essential for thymidine kinase production, DNA synthesis, and cell proliferation. (NCI04)
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Mitoguazone is traded under.
Imines and their derivatives, salts thereof, other
- United States13.3%
- China13.0%
- Brazil9.7%
* Partner reported figures, a lower bound.
The HS code shown for Mitoguazone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Mitoguazone, based on the data on this page
What is Mitoguazone?
What is the CAS number of Mitoguazone?
What is the molecular formula and weight of Mitoguazone?
What is Mitoguazone used for?
Is Mitoguazone hazardous?
What is the HS code of Mitoguazone?
Where can I buy Mitoguazone?
What is the price of Mitoguazone?
Guides for buyers
Practical guides that help when you source, ship or handle Mitoguazone
- Guide, Chemical identityCAS registry numbers explainedWhat a CAS number identifies, how the check digit works, why one chemical can have several numbers and what a CAS number cannot tell you about a product.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
- Guide, Trade and logisticsHS codes for chemicals and why they matterHow the Harmonized System classifies chemicals, the chapters that matter, the rules for chemically defined compounds and mixtures, and practical steps to find the right code.Read
Get quotes for Mitoguazone
Embed this structure on your websiteShow code
Paste this code into your page to show the 2D structure of Mitoguazone with a 3D view, its CAS number where known and a link back to this page. Free to use with the link kept.
<iframe src="https://www.compoundlist.com/embed/structure/mitoguazone-459-86-9" title="Mitoguazone structure on CompoundList" width="360" height="420" style="border:1px solid #E7E2DA;border-radius:12px;max-width:100%" loading="lazy" referrerpolicy="strict-origin-when-cross-origin"></iframe>Explore more in Aliphatic and alicyclic building blocks or HS code 292529