Carbamic acid,N,N'-[2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl]bis-,C,C'-diethyl ester

Modify Date: 2025-08-20 09:45:02

Carbamic acid,N,N'-[2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl]bis-,C,C'-diethyl ester Structure
Carbamic acid,N,N'-[2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl]bis-,C,C'-diethyl ester structure
 Common Name Carbamic acid,N,N'-[2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl]bis-,C,C'-diethyl ester
CAS Number 57998-68-2 Molecular Weight 364.35300
Density 1.45g/cm3 Boiling Point 469ºC at 760mmHg
Molecular Formula C16H20N4O6 Melting Point N/A
MSDS N/A Flash Point 237.4ºC

 Use of Carbamic acid,N,N'-[2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl]bis-,C,C'-diethyl ester


Diaziquone (Diaziquone) is a water-soluble, synthetic aziridinylbenzoquinone with potential antineoplastic activity[1].

 Names

Name ethyl N-[2,5-bis(aziridin-1-yl)-4-(ethoxycarbonylamino)-3,6-dioxocyclohexa-1,4-dien-1-yl]carbamate
Synonym More Synonyms

  Biological Activity

Description Diaziquone (Diaziquone) is a water-soluble, synthetic aziridinylbenzoquinone with potential antineoplastic activity[1].
Related Catalog
In Vivo Diaziquone (6.75mg /sq m daily for 5 consecutive days or single-dose 26 mg/sq m) has a broad range of activity of diaziquone against primary nervous system tumors and has enhancement effect combined with either 1,3-bis(2-chloroethyl)-1-nitrosourea or procarbazine in athymic mice[1]. Animal Model: Homozygous nu/nu BALB/c athymic mice[1] Dosage: 6.75mg /sq m or 26 mg/sq m Administration: 6.75mg /sq m daily for 5 consecutive days or single-dose 26 mg/sq m Result: Showed rapid clearance in the plasma of athymic mice with a half-life of approximately 11.5 min. Produced significant growth delays. Produced significant increases in the median growth delay, significant increases in the number of tumor regressions.

 Chemical & Physical Properties

Density 1.45g/cm3
Boiling Point 469ºC at 760mmHg
Molecular Formula C16H20N4O6
Molecular Weight 364.35300
Flash Point 237.4ºC
Exact Mass 364.13800
PSA 116.82000
LogP 0.34240
Index of Refraction 1.62
InChIKey WVYXNIXAMZOZFK-UHFFFAOYSA-N
SMILES CCOC(=O)NC1=C(N2CC2)C(=O)C(NC(=O)OCC)=C(N2CC2)C1=O

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
EY8794000
CHEMICAL NAME :
Carbamic acid, (2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadien-1, 4-diyl)bis-, diethyl ester
CAS REGISTRY NUMBER :
57998-68-2
BEILSTEIN REFERENCE NO. :
1333277
LAST UPDATED :
199612
DATA ITEMS CITED :
18
MOLECULAR FORMULA :
C16-H20-N4-O6
MOLECULAR WEIGHT :
364.40
WISWESSER LINE NOTATION :
L6V DV AU DUTJ BMVO2 C- AT3NTJ& EMVO2 F- AT3NTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
11290 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
10300 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Gastrointestinal - hypermotility, diarrhea Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
1250 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
1550 ug/kg/5D-I
TOXIC EFFECTS :
Behavioral - food intake (animal) Blood - changes in bone marrow (not otherwise specified) Nutritional and Gross Metabolic - weight loss or decreased weight gain
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
2400 ug/kg/33D-I
TOXIC EFFECTS :
Gastrointestinal - other changes Blood - changes in bone marrow (not otherwise specified) Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Primate - monkey
DOSE/DURATION :
6250 ug/kg/5D-I
TOXIC EFFECTS :
Gastrointestinal - other changes Blood - changes in bone marrow (not otherwise specified) Blood - changes in spleen
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Sister chromatid exchange
TYPE OF TEST :
Sister chromatid exchange

MUTATION DATA

TYPE OF TEST :
Unscheduled DNA synthesis
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
300 nmol/L
REFERENCE :
PAACA3 Proceedings of the American Association for Cancer Research. (Waverly Press, 428 E. Preston St., Baltimore, MD 21202) V.1- 1954- Volume(issue)/page/year: 24,322,1983

 Safety Information

Hazard Codes Xn
Risk Phrases 40

 Synonyms

AZQ
2,5-di(aziridin-1-yl)-3,6-bis(carboethoxyamino)-1,4-benzoquinone
3,6-bis<(ethylcarboxy)amino>-2,5-diaziridinyl-1,4-benzoquinone
2,5-diaziridinyl-3,6-bis(carboethoxy-amino)-1,4-benzoquinone
diaziquone
CI-904
Diaziquonum [INN-Latin]
Aziridinylquinone
Aziridinylbenzoquinone
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Chemsrc provides CAS#:57998-68-2 MSDS, density, melting point, boiling point, structure, etc. Its name is Carbamic acid,N,N'-[2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl]bis-,C,C'-diethyl ester>> amp version: Carbamic acid,N,N'-[2,5-bis(1-aziridinyl)-3,6-dioxo-1,4-cyclohexadiene-1,4-diyl]bis-,C,C'-diethyl ester

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