Basic information
- CAS
24279-91-2- Standard SMILES
COC(COC(N)=O)C1=C(N2CC2)C(=O)C(C)=C(N2CC2)C1=O- InChIKey
SHHKQEUPHAENFK-UHFFFAOYSA-N- Molecular formula
- C15H19N3O5
- Average molar mass
- 321.33 g/mol
- Monoisotopic mass
- 321.13247072
Overview
Carboquone is an organic molecular entity.
Names & identifiers
- Preferred name
- Carboquone
- IUPAC
- [2-[2,5-bis(aziridin-1-yl)-4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl]-2-methoxyethyl] carbamate
- English name
- carboquone
- Molecular formula
- C15H19N3O5
- Molecular weight
- 321.33
Names & synonyms
carboquoneEsquinonCarbazilquinone24279-91-2CarboquonumDTXSID8046870carbocuona1CB0HBT12C2,5-Bis(1-aziridinyl)-3-(2-hydroxy-1-methoxyethyl)-6-methyl-p-benzoquinone carbamate (ester)DTXCID60268702,5-Cyclohexadiene-1,4-dione, 2-(2-((aminocarbonyl)oxy)-1-methoxyethyl)-3,6-bis(1-aziridinyl)-5-methyl-Carboquinone
Show more names
DK340000arbamateEsquinoneNSC 134679Carbazylquinonecarboquone USP/EP/BPSHHKQEUPHAENFK-UHFFFAOYSA-N
RefChem:388857L01AC032,5-bis(1-aziridinyl)-3-(2-(carbamoyloxy)-1-methoxyethyl)-6-methyl-p-benzoquinoneNSC662CarbazilequinoneCarbaziloquinone[2-[2,5-bis(aziridin-1-yl)-4-methyl-3,6-dioxocyclohexa-1,4-dien-1-yl]-2-methoxyethyl] carbamateMLS002703012
Database identifiers
- CAS
24279-91-2- PubChem CID
- 2569
Properties
Computed structural properties
- XLogP
- -0.2
- Topological polar surface area
- 102 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 7
- Heavy atoms
- 23
- Formal charge
- 0
- Complexity
- 643
Experimental & physicochemical properties
LogP0.0
Physicochemical properties
- Melting point
- 202 ° · 202° (dec)
- Boiling point
- 460.09 °C · 460.09°C (rough estimate)
- Density
- 1.199 · 1.1990 (rough estimate)
- refractive index
- 1.56 · 1.5600 (estimate)
- pka
- 13.14 · 13.14±0.50(Predicted)
- color
- Red to reddish-brown crystals
- FDA UNII
- 1 CB0HBT12C · 1CB0HBT12C
- ATC code
- 1 AC03 · L01AC03
- Toxicity
- 50 in · LD50 in male mice, male rats (mg/kg): 6.09, 3.88 i.v.; 3.84, 3.16 i.p.; 30.8, 28.0 orally (Masuda, Suzuki)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Toxicity
- LD50 in male mice, male rats (mg/kg): 6.09, 3.88 i.v.; 3.84, 3.16 i.p.; 30.8, 28.0 orally (Masuda, Suzuki)
Chemistry & industry
Pharmacology
ATC Code
L - Antineoplastic and immunomodulating agents
QL - Antineoplastic and immunomodulating agents
MeSH Pharmacological Classification
A class of drugs that differs from other alkylating agents used clinically in that they are monofunctional and thus unable to cross-link cellular macromolecules. Among their common properties are a requirement for metabolic activation to intermediates with antitumor efficacy and the presence in their chemical structures of N-methyl groups, that after metabolism, can covalently modify cellular DNA. The precise mechanisms by which each of these drugs acts to kill tumor cells are not completely understood. (From AMA, Drug Evaluations Annual, 1994, p2026)
Upstream & downstream products
Upstream raw materials
Additional notes
DefinitionChEBI: Carboquone is an organic molecular entity.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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