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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Names

[ CAS No. ]:
57998-68-2

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

[Synonym ]:
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

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

Synthetic Route

Precursor & DownStream

Precursor

  • 1-ethyleneimine
  • ethyl N-[2,5-dichloro-4-(ethoxycarbonylamino)-3,6-dioxo-1-cyclohexa-1,4-dienyl]carbamate
  • Aziridine
  • p-Benzoquinone, 2,5-diamino-3,6-dichloro-
  • 3,6-diamino-2,5-dichloro-1,4-hydroquinone
  • diethyl (2,5-dichloro-3,6-dihydroxy-1,4-phenylene)dicarbamate

DownStream


Related Compounds

  • 2-((2-Hydroxyethyl)(propyl)amino)-1-(2-methylpiperidin-1-yl)ethan-1-one
  • 1-Boc-3-(3-chlorophenyl)pyrrolidine
  • (2S,3R)-Methyl 2-amino-3-((tert-butoxycarbonyl)amino)butanoate
  • Methyl 3-(trimethylsilyl)alaninate
  • N-{[4-(pyrimidin-2-yl)piperazin-1-yl]carbonyl}alanine
  • 2-((1-(1h-Pyrazol-1-yl)propan-2-yl)amino)-N-cyclopropylacetamide
  • N-(4-methoxybutyl)-1H-indole-2-carboxamide
  • 1-Pyrrolidinepropanamine, 3,3-difluoro-
  • 4-methyl-3-(4H-1,2,4-triazol-4-yl)benzoic acid
  • Thieno[2,3-d]pyrimidine-6-carboxamide, 4-[[4-fluoro-2-(3-piperidinyloxy)phenyl]amino]-5-methyl-N-[(4-methyl-2-morpholinyl)methyl]-
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