Triaziquone
Also known as Trenimon, Triaziquon, Triaziquinone
Key facts
What buyers check first
- Appearance
- Purple needles crystals from ethyl acetate
- Melting point
- 162.5 to 163 °C
- Solubility
- Sparingly soluble in cold water, soluble in acetone, benzene, chloroform, ethyl acetate,…
- HS code
- 293399
- Category
- Hardeners and crosslinkers
- UN number
- UN 3249
What is Triaziquone?
Plain description, key identifiers and synonyms
Triaziquone is a member of the class of 1,4-benzoquinones that is 1,4-benzoquinone in which three of the ring hydrogens are replaced by aziridin-1-yl groups. It has a role as an alkylating agent and an antineoplastic agent. It is a member of 1,4-benzoquinones and a member of aziridines.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 2,3,5-tris(aziridin-1-yl)cyclohexa-2,5-diene-1,4-dione
- CAS number
- 68-76-8 CAS number cross-checked
- EC number
- 200-692-6
- Molecular formula
- C12H13N3O2
- UNII
- F3D5D9P25I
- InChIKey
- PXSOHRWMIRDKMP-UHFFFAOYSA-N
- InChI
- InChI=1S/C12H13N3O2/c16-9-7-8(13-1-2-13)12(17)11(15-5-6-15)10(9)14-3-4-14/h7H,1-6H2
- SMILES (canonical and isomeric)
- C1CN1C2=CC(=O)C(=C(C2=O)N3CC3)N4CC4
Synonyms
- Trenimon
- Triaziquon
- Triaziquinone
- Trisethyleneiminoquinone
- Oncoredox
- Prenimon
- Treninon
- Riker 601
- Oncovedex
- Triazichon
- Bayer 3231
- TEIB
- Triaziquinonum
- Triethyleneaminobenzoquinone
- Triethyleneiminobenzoquinone
- Triazicuona
- Triaziquonum
- Triethyleniminobenzoquinone
- Tris(1-aziridinyl)-p-benzoquinone
- Trenimone
- Tris(ethyleneimino)benzoquinone
- Trisaethyleniminobenzochinon
- Tris(aziridinyl)-p-benzoquinone
- BAY 3231
- Tris(aziridinyl)-para-benzoquinone
Show all 39 synonymsShow fewer synonyms
- p-Benzoquinone, tris(1-aziridinyl)-
- 2,3,5-Tris(ethylenimino)benzoquinone
- 2,3,5-Ethylenimine-1,4-benzoquinone
- 2,3,5-Tris(1-aziridino)-p-benzoquinone
- 2,3,5-Tris(ethylenimino)-p-benzoquinone
- 2,3,5-Triethyleneimino-1,4-benzoquinone
- 2,3,5-Tris(aziridino)-1,4-benzoquinone
- 2,3,5-Tris(1-aziridinyl)-p-benzoquinone
- 2,3,5-Trisethyleneiminobenzoquinone
- RIKER-601
- 2,3,5-Tris(ethylenimino)-1,4-benzoquinone
- BAYER-3231
- 2,3,5-Triethyleneimino-p-benzoquinone
- 2,5-Cyclohexadiene-1,4-dione, 2,3,5-tris(1-aziridinyl)-
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
| Appearance | Purple needles crystals from ethyl acetateexp.Measured value |
|---|---|
| Melting point | 162.5 to 163 °Cexp.Measured value |
| Solubility | Sparingly soluble in cold water, soluble in acetone, benzene, chloroform, ethyl acetate, methanol, and warm acetic acidexp.Measured value |
| Vapour pressure | 3.4 × 10⁻⁶ mm Hg at 25 °C /Estimated/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 | 231.26 g/molcalc.Computed value |
|---|---|
| Exact mass | 231.1008 Dacalc.Computed value |
| LogP (octanol/water) | -0.82calc.Computed value |
| Topological polar surface area | 43.17 Ųcalc.Computed value |
| Hydrogen bond donors | 0calc.Computed value |
| Hydrogen bond acceptors | 5calc.Computed value |
| Rotatable bonds | 3calc.Computed value |
| Heavy atoms | 17calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 0calc.Computed value |
| Fraction sp3 carbons | 0.5calc.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.
Murcko scaffold
The ring system that remains when every side chain is removed
O=C1C=C(N2CC2)C(=O)C(N2CC2)=C1N1CC1
4 rings, 17 atoms. This chemical is the scaffold itself.
1 other chemical share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
- UN number
- UN 3249
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidTriaziquone suppliers
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Triaziquone price
Indicative price range per kg from live supplier offers
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Uses and applications
What the substance is used for, by industry and function
This chemical has been tested in the US as an insect chemosterilant, but it is believed that problems associated with its application to insects, its toxicity and environmental effects have prevented its use in this way on a commercial basis.
Research chemical and antineoplastic agent.
Industries and functions
Pharmacological actions
- Antineoplastic Agents, Alkylating
Roles
- aetiopathogenetic role
- alkylating agent
- antineoplastic agent
- genotoxin
- mutagen
- pharmaceutical
Pharmacology
Triaziquone is an aziridinylbenzoquinone-based alkylating agent with potential antineoplastic activity. The alkylating group in triaziquone becomes activated upon reduction of quinone to the hydroquinone form. This eventually results in the alkylation and crosslinking of DNA, thereby inhibiting DNA replication followed by an induction of apoptosis. In addition, reactive oxygen species may form during redox cycling which may contribute to this agent's cytotoxic activity.
How it is made
Preparation: Gauss, Domagk, US 2976279 (1961 to Schenley).
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 Triaziquone is traded under.
Heterocyclic compounds with nitrogen hetero-atom(s) only, other
- Slovenia31.7%
- Italy24.2%
- United States5.0%
* Partner reported figures, a lower bound.
The HS code shown for Triaziquone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Related chemicals
Parent and salt forms, stereoisomers, similar structures and isomers
Similar structures
Nearest neighbours by Morgan fingerprint Tanimoto similarity
Same formula isomers
Different compounds that share this molecular formula
Frequently asked questions
Quick answers about Triaziquone, based on the data on this page
What is Triaziquone?
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What is the molecular formula and weight of Triaziquone?
What is Triaziquone used for?
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What is the HS code of Triaziquone?
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Guides for buyers
Practical guides that help when you source, ship or handle Triaziquone
- 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 logisticsShipping dangerous goods: UN numbers, classes and packing groupsHow the UN dangerous goods system works for chemicals, from the nine classes and UN numbers to packing groups, UN packaging marks, labels, documents and segregation.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
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