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Carboquone

Carboquone structure

CAS No:
24279-91-2
Formula:
C15H19N3O5
Chemical Name:
Carboquone
Synonyms:
2,5-Cyclohexadiene-1,4-dione,2-[2-[(aminocarbonyl)oxy]-1-methoxyethyl]-3,6-bis(1-aziridinyl)-5-methyl-;p-Benzoquinone,2,5-bis(1-aziridinyl)-3-(2-hydroxy-1-methoxyethyl)-6-methyl-,carbamate (ester);2-[2-[(Aminocarbonyl)oxy]-1-methoxyethyl]-3,6-bis(1-aziridinyl)-5-methyl-2,5-cyclohexadiene-1,4-dione;Carbazilquinone;Carboquone;Esquinone;NSC 134679
Categories:
Active Pharmaceutical Ingredients > Antineoplastic Agents

Description

Carboquone is an organic molecular entity.|An alkylating agent structurally similar to MITOMYCIN and found to be effective in the treatment of leukemia and various other neoplasms in mice. It causes leukemia and thrombocytopenia in almost all human patients.

Carboquone Basic Attributes

Molecular Weight：

152.15062

Exact Mass：

321.33

NSC Number：

134679

DSSTox ID：

DTXSID8046870

ATC Code：

L - Antineoplastic and immunomodulating agents

Characteristics

PSA：

102

XLogP3：

-0.2

Density：

1.1990 (rough estimate)

Melting Point：

202 °C (decomp)

Boiling Point：

460.09°C (rough estimate)

Refractive Index：

1.5600 (estimate)

Toxicity：

Oral-rat LD50; 27.3 mg/kg; Oral-Mouse LD50: 28.6 mg/kg

Flammability characteristics：

Flammable; burning produces toxic nitrogen oxide fumes

Safety Information

Storage features：

Treasury is ventilated, low temperature and dry; stored separately from food materials

Toxicity

Toxicity class：

most toxic

Drug Information

MeSH：

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) (See all compounds classified as Antineoplastic Agents, Alkylating.)

MeSH Entry Terms：

Carbazilquinone

Carboquone Use and Manufacturing

Methods of Manufacturing

Add 200mg of 2-methyl-5-(1-methoxy-2-carbamoyloxyethyl)-1, 4-benzoquinone to 10ml of ethanol and heat to dissolve it. After cooling, add 0.5ml of aziridine. The mixture was cooled to 5-8°C, placed for 4 days, crystals were precipitated, filtered, and washed with ethanol to obtain 50 mg of carbachol.

Uses

This product is an anti-tumor drug. Intravenous injection of LD50 in mice was 6.09mg/kg and oral administration of 30.8mg/kg; male rats were intravenously injected in 3.88mg/kg and oral administration of 28.0mg/kg.

Computed Properties

Molecular Weight:321.33
XLogP3:-0.2
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:7
Exact Mass:321.13247072
Monoisotopic Mass:321.13247072
Topological Polar Surface Area:102
Heavy Atom Count:23
Complexity:644
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

Quinone