2,5-Cyclohexadiene-1,4-dione,2,3,5-tri-1-aziridinyl-

Modify Date: 2024-01-03 20:40:30

2,5-Cyclohexadiene-1,4-dione,2,3,5-tri-1-aziridinyl- Structure
2,5-Cyclohexadiene-1,4-dione,2,3,5-tri-1-aziridinyl- structure
 Common Name 2,5-Cyclohexadiene-1,4-dione,2,3,5-tri-1-aziridinyl-
CAS Number 68-76-8 Molecular Weight 231.25100
Density 1.727g/cm3 Boiling Point 376.5ºC at 760 mmHg
Molecular Formula C12H13N3O2 Melting Point 162.5-163ºC
MSDS N/A Flash Point 175.1ºC

 Use of 2,5-Cyclohexadiene-1,4-dione,2,3,5-tri-1-aziridinyl-


Trenimon is a compound with anti-cancer effects. Trenimon shows mutagenic actions in many species by inducing point and chromosomal mutations, sister-chromatid exchanges, recombination phenomena and phage induction. Trenimon can be used for the research of cancer[1][2][3][4].

 Names

Name triaziquone
Synonym More Synonyms

  Biological Activity

Description Trenimon is a compound with anti-cancer effects. Trenimon shows mutagenic actions in many species by inducing point and chromosomal mutations, sister-chromatid exchanges, recombination phenomena and phage induction. Trenimon can be used for the research of cancer[1][2][3][4].
Related Catalog
In Vitro Trenimon (0.17 mM) penetrates readily into mouse lymphoma cells in vitro[1]. Trenimon (0.17 nM; 5 min-16 h) time-denpendently reduces the priming activity of DNA[2]. Trenimon (1 nM-10 μM; 10-20 min) leds HeLa cells death after 2 weeks with a dose of 10 μM and dose-dependently suppresses mitosis in cells[3].
In Vivo Trenimon (0.25 mg/kg; i.p. once) rapidly depresseas of the cellular elements of the peripheral blood (granulocytes, lymphocytes, reticulocytes, platelets and erythrocytes), and reduces the cell number of bone marrow[4]. Trenimon (0.03 mg/kg; i.v. once per week for 52 weeks) shows an cancerogenic effect in vivo[4]. Animal Model: BR 46 male rats[4] Dosage: 0.03 mg/kg Administration: Intravenous injection; 0.03 mg/kg once per week for 52 weeks Result: Showed an cancerogenic effect and 24% animals developed malign tumors, and showed a induction time of the tumors is 16 months.

 Chemical & Physical Properties

Density 1.727g/cm3
Boiling Point 376.5ºC at 760 mmHg
Melting Point 162.5-163ºC
Molecular Formula C12H13N3O2
Molecular Weight 231.25100
Flash Point 175.1ºC
Exact Mass 231.10100
PSA 43.17000
Index of Refraction 1.846

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DK7175000
CHEMICAL NAME :
p-Benzoquinone, 2,3,5-tris(1-aziridinyl)-
CAS REGISTRY NUMBER :
68-76-8
BEILSTEIN REFERENCE NO. :
0238057
LAST UPDATED :
199710
DATA ITEMS CITED :
98
MOLECULAR FORMULA :
C12-H13-N3-O2
MOLECULAR WEIGHT :
231.28
WISWESSER LINE NOTATION :
L6V DVJ B- AT3NTJ& C- AT3NTJ& E- AT3NTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
500 ug/kg
TOXIC EFFECTS :
Blood - leukopenia
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
500 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 :
Parenteral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
500 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 :
Rodent - rat
DOSE/DURATION :
1560 ug/kg/1Y-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Lungs, Thorax, or Respiration - tumors Blood - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
125 ug/kg
SEX/DURATION :
female 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - other measures of fertility
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1 mg/kg
SEX/DURATION :
female 1 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - oogenesis
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
125 ug/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Effects on Newborn - germ cell effects (in offspring)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
20 ug/kg
SEX/DURATION :
female 15 day(s) after conception
TOXIC EFFECTS :
Reproductive - Effects on Embryo or Fetus - cytological changes (including somatic cell genetic material)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
125 ug/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea) Reproductive - Effects on Embryo or Fetus - fetal death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
125 ug/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Effects on Newborn - weaning or lactation index (e.g., # alive at weaning per # alive at day 4)
TYPE OF TEST :
Specific locus test
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Sex chromosome loss and nondisjunction
TYPE OF TEST :
Dominant lethal test
TYPE OF TEST :
Heritable translocation test
TYPE OF TEST :
Dominant lethal test
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
DNA inhibition
TYPE OF TEST :
DNA inhibition
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sister chromatid exchange
TYPE OF TEST :
Sister chromatid exchange
TYPE OF TEST :
Dominant lethal test
TYPE OF TEST :
Dominant lethal test
TYPE OF TEST :
Sperm Morphology
TYPE OF TEST :
Heritable translocation test
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Cytogenetic analysis
TYPE OF TEST :
Sister chromatid exchange
TYPE OF TEST :
Sister chromatid exchange
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Micronucleus test
TYPE OF TEST :
Micronucleus test

MUTATION DATA

TYPE OF TEST :
DNA damage
TEST SYSTEM :
Mammal - species unspecified Lymphocyte
DOSE/DURATION :
14 mmol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 65,21,1979 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 9,67,1975 IARC Cancer Review:Human Inadequate Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 9,67,1975 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,367,1987 TOXICOLOGY REVIEW ATXKA8 Archiv fuer Toxikologie. (Berlin, Fed. Rep. Ger.) V.15-31, 1954-74. For publisher information, see ARTODN. Volume(issue)/page/year: 28,135,1971

 Safety Information

RIDADR UN 3249
Packaging Group II
Hazard Class 6.1(a)

 Synthetic Route

Aziridine structure

Aziridine

CAS#:151-56-4

2,6-Dimethoxy-1,4-benzoquinone structure

2,6-Dimethoxy-1...

CAS#:530-55-2

~%

2,6-bis-aziridin-1-yl-hydroquinone structure

2,6-bis-aziridi...

CAS#:5677-51-0

2,5-Cyclohexadiene-1,4-dione,2,3,5-tri-1-aziridinyl- Structure

2,5-Cyclohexadi...

CAS#:68-76-8

Literature: Gauss Chemische Berichte, 1958 , vol. 91, p. 2216,2222

 Synonyms

Trenimon
Triethyleneiminobenzoquinone
Riker 601
Oncoredox
2,3,5-tris(aziridin-1-yl)cyclohexa-2,5-diene-1,4-dione
Triaziquinone
Prenimon
Treninon
2.3.5-Tris-aziridino-benzo-1.4-chinon
Oncovedex
Triaziquon
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Chemsrc provides CAS#:68-76-8 MSDS, density, melting point, boiling point, structure, etc. Its name is 2,5-Cyclohexadiene-1,4-dione,2,3,5-tri-1-aziridinyl->> amp version: 2,5-Cyclohexadiene-1,4-dione,2,3,5-tri-1-aziridinyl-

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