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: 2024-01-13 17:33:48

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

 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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