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7-Oxabicyclo(4.1.0)heptane, 3-(epoxyethyl)-

RTECS #
RN8640000
CAS #
106-87-6; 25550-49-6
See: NMAM or OSHA Methods
Updated
December 2018
Molecular Weight
140.20
Molecular Formula
C8H12O2
Synonyms
1,2-Epoxy-4-(epoxyethyl)cyclohexane
1-Epoxyethyl-3,4-epoxycyclohexane
1-Ethyleneoxy-3,4-epoxycyclohexane
1-Vinyl-3-cyclohexene dioxide
3-(1,2-Epoxyethyl)-7-oxabicyclo(4.1.0)heptane
3-Oxiranyl-7-oxabicyclo(4.1.0)heptane
4-(1,2-Epoxyethyl)-7-oxabicyclo(4.1.0)heptane
4-Vinlycyclohexene dioxide
4-Vinyl-1,2-cyclohexene diepoxide
4-Vinyl-1-cyclohexene diepoxide
4-Vinyl-1-cyclohexene dioxide
4-Vinylcyclohexene
4-Vinylcyclohexene diepoxide
NCI-C60139
UCET textile finish 11-74 (Obs.)
Vinyl cyclohexene diepoxide
Vinyl cyclohexene dioxide
Vinylcyclohexene diepoxide

Skin and Eye Irritation and References

Route/OrganismDoseEffectReference
skin /rabbit 500 mg severeSCCUR* -,9,1961

Mutation Data and Reference

System TestRoute/Organism/TissueDoseReference
Cytogenetic Analysisintraperitoneal/rat125 mg/kgBJPCAL 6,235,1951
Cytogenetic Analysisovary/hamster37800 picograms/kgNTPTR* NTP-TR-362,1989
DNA Damageintraperitoneal/rat960 mg/kgTXAPA9 139,394,1996
DNA Damageovary/mouse10 µmol/LTOXID9 -,283,2008
DNA Damageother cell types/human3.1 gm/L/3HTXAPA9 261,154,2012
gene conversion and mitotic recombination/Saccharomyes cerevisiae25 mmol/LBSIBAC 56,1803,1980
mutation in mammalian somatic cellslymphocyte/mouse25 ng/kgNTPTR* NTP-TR-362,1989
mutation in microorganisms/Salmonella typhimurium50 µg/plate (+/-enzymatic activation step)MUREAV 66,367,1979
mutation in microorganisms/Klebsiella pneumoniae1 mmol/L (-enzymatic activation step)MUREAV 89,269,1981
mutation in microorganisms/Saccharomyes cerevisiae25 mmol/L (-enzymatic activation step)BSIBAC 56,1803,1980
sister chromatid exchangeovary/hamster3730 picograms/kgNTPTR* NTP-TR-362,1989

Reproductive Effects Data and References

Route/OrganismDoseEffectReference
intraperitoneal/mouse 4800 mg/kg (30D male)Reproductive: Paternal effects: Testes, epididymis, sperm duct

Reproductive: Paternal effects: Prostate, seminal vesicle, Cowper's gland, accessory glands

Reproductive: Other effects on male
TOXID9 12,435,1992
intraperitoneal/rat 1760 mg/kg (14D prior to copulation/0-7D pregnant)Reproductive: Maternal effects: Ovaries, fallopian tubes

Reproductive: Maternal effects: Ovaries, fallopian tubes
JTSCDR 34,SP59,2009
oral/mouse 13468 mg/kg (6-18D pregnant)Reproductive: Effects on embryo or fetus: Fetotoxicity (except death, e.g., stunted fetus)

Reproductive: Specific developmental abnormalities: Urogenital system
TOXID9 14,164,1994

Tumorigenic Data and References

Route/OrganismDoseEffectReference
intraperitoneal/rat lowest published toxic dose: 5000 mg/kg/10W- intermittentTumorigenic: Equivocal tumorigenic agent by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Tumorigenic: Tumors at site of application
BJPCAL 6,235,1951
skin/mouse lowest published toxic dose: 56 gm/kg/47W- intermittentTumorigenic: Carcinogenic by RTECS criteria

Skin and Appendages: Tumors

Tumorigenic: Tumors at site of application
JNCIAM 31,41,1963
skin/mouse lowest published toxic dose: 51500 mg/kg/103W- intermittentTumorigenic: Carcinogenic by RTECS criteria

Skin and Appendages: Tumors
NTIS** PB90-219957/AS
skin/mouse lowest published toxic dose: 103000 mg/kg/103W- intermittentTumorigenic: Carcinogenic by RTECS criteria

Reproductive: Tumorigenic effects: Ovarian tumors
NTIS** PB90-219957/AS
skin/mouse toxic dose: 90 gm/kg/74W- intermittentTumorigenic: Equivocal tumorigenic agent by RTECS criteria

Skin and Appendages: Tumors

Tumorigenic: Tumors at site of application
AIHAAP 24,305,1963
skin/mouse toxic dose: 12 gm/kg/9W- intermittentTumorigenic: Equivocal tumorigenic agent by RTECS criteria

Lung, Thorax, or Respiration: Tumors

Skin and Appendages: Tumors
BJPCAL 6,235,1951
skin/mouse toxic dose: 10300 mg/kg/2Y- continuousTumorigenic: Carcinogenic by RTECS criteria

Skin and Appendages: Tumors

Reproductive: Tumorigenic effects: Ovarian tumors
NTPTR* NTP-TR-362,1989
skin/mouse lowest published toxic dose: 60000 mg/kg/60W- intermittentTumorigenic: Carcinogenic by RTECS criteria

Skin and Appendages: Tumors
NTIS** PB90-219957/AS
skin/mouse lowest published toxic dose: 60000 mg/kg/60W- intermittentTumorigenic: Carcinogenic by RTECS criteria

Skin and Appendages: Tumors

Reproductive: Maternal effects: Ovaries, fallopian tubes
NTIS** PB90-219957/AS
skin/rat lowest published toxic dose: 31500 mg/kg/105W- intermittentTumorigenic: Carcinogenic by RTECS criteria

Skin and Appendages: Tumors
NTIS** PB90-219957/AS
skin/rat lowest published toxic dose: 39375 mg/kg/105W- intermittentTumorigenic: Carcinogenic by RTECS criteria

Skin and Appendages: Tumors
NTIS** PB90-219957/AS
skin/rat lowest published toxic dose: 31500 mg/kg/2Y- continuousTumorigenic: Carcinogenic by RTECS criteria

Skin and Appendages: Tumors
NTPTR* NTP-TR-362,1989
unreported route/mouse lowest published toxic dose: 2800 mg/kgTumorigenic: Equivocal tumorigenic agent by RTECS criteria

Blood: Lymphoma including Hodgkin's disease

Skin and Appendages: Tumors
RARSAM 3,193,1963

Acute Toxicity Data and References

Route/OrganismDoseEffectReference
In Vitro/Hamster, ovary Inhibitor Concentration Low: 0.5 mmol/L/24HIn Vitro Toxicity Studies: Cell viability (mitochondrial reductase assays): MTT, XTT, MTS, WSTs assays etc.JOETD7 194,733,2016
In Vitro/Hamster, ovary Inhibitor Concentration (50 percent kill): 1.4 mmol/L/24HIn Vitro Toxicity Studies: Cell viability (mitochondrial reductase assays): MTT, XTT, MTS, WSTs assays etc.JOETD7 194,733,2016
In Vitro/Hamster, ovary Inhibitor Concentration Low: 1.5 mmol/L/24HIn Vitro Toxicity Studies: Apoptosis in vitroJOETD7 194,733,2016
In Vitro/jtdInhibitor Concentration (50 percent kill): 0.8 mmol/L/24HIn Vitro Toxicity Studies: Cell viability (mitochondrial reductase assays): MTT, XTT, MTS, WSTs assays etc.JOETD7 194,733,2016
In Vitro/jtdInhibitor Concentration Low: 0.5 mmol/L/24HIn Vitro Toxicity Studies: Cell viability (mitochondrial reductase assays): MTT, XTT, MTS, WSTs assays etc.JOETD7 194,733,2016
In Vitro/ptdInhibitor Concentration Low: 30 µmol/L/4DEndocrine: Other changesTXAPA9 249,1,2010
In Vitro/ptdInhibitor Concentration Low: 30 µmol/L/8DIn Vitro Toxicity Studies: Other assaysTXAPA9 249,1,2010
In Vitro/ptdInhibitor Concentration Low: 30 µmol/L/8DReproductive: Maternal effects: OogenesisTXAPA9 258,118,2012
In Vitro/ptdInhibitor Concentration Low: 30 µmol/L/4DIn Vitro Toxicity Studies: Other assaysTXAPA9 258,118,2012
inhalation/rat lethal concentration (50 percent kill): 800 ppm/4HSCCUR* -,9,1961
intraperitoneal/mouse lowest published toxic dose: 80 mg/kgReproductive: Maternal effects: Ovaries, fallopian tubes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other hydrolases

Biochemical: Metabolism (intermediary): Other
TOXID9 1,93,2001
intraperitoneal/rat lowest published toxic dose: 80 mg/kgReproductive: Maternal effects: Ovaries, fallopian tubesTOXID9 66,373,2002
intraperitoneal/rat lowest published toxic dose: 80 mg/kgReproductive: Maternal effects: Ovaries, fallopian tubes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other transferases
BIREBV 67,718,2002
intraperitoneal/rat lowest published toxic dose: 320 mg/kgReproductive: Maternal effects: OogenesisREPTED 19,71,2004
oral/rat lethal dose (50 percent kill): 2130 mg/kgSCCUR* -,9,1961
skin/mouse lowest published lethal dose: 3216 mg/kgBehavioral: Somnolence (general depressed activity)

Lung, Thorax, or Respiration: Respiratory stimulation

Skin: After systemic exposure: Dermatitis, other
NTPTR* NTP-TR-362,1989
skin/rabbit lethal dose (50 percent kill): 620 µL/kgUCDS** 9/19/1972
unreported route/mouse lowest published toxic dose: 79.914 mg/kgReproductive: Maternal effects: Ovaries, fallopian tubesTXAPA9 230,109,2008
unreported route/rabbit lethal dose (50 percent kill): 680 µg/kgLung, Thorax, or Respiration: Chronic pulmonary edema or congestion

Lung, Thorax, or Respiration: Other changes
BSIBAC 56,1803,1980

Other Multiple Dose Data and References

Route/OrganismDoseEffectReference
intramuscular/rat lowest published toxic dose: 400 mg/kg/10D- intermittentBlood: Changes in bone marrow not included in above

Blood: Changes in leukocyte (WBC) count

Nutritional and Gross Metabolic: Weight loss or decreased weight gain
AEHLAU 2,50,1961
intraperitoneal/mouse lowest published toxic dose: 4000 mg/kg/5D- intermittentReproductive: Paternal effects: Spermatogenesis (including genetic material, sperm morphology, motility, and count)

Related to Chronic Data: Changes in testicular weight
REPTED 9,359,1995
intraperitoneal/mouse lowest published toxic dose: 300 mg/kg/30D- intermittentReproductive: Maternal effects: Ovaries, fallopian tubesREPTED 5,379,1991
intraperitoneal/mouse lowest published toxic dose: 1199 mg/kg/15D- intermittentReproductive: Maternal effects: Ovaries, fallopian tubesTXAPA9 221,215,2007
intraperitoneal/mouse lowest published toxic dose: 1200 mg/kg/5D- intermittentReproductive: Maternal effects: Oogenesis

Related to Chronic Data: Changes in ovarian weight
REPTED 26,116,2008
intraperitoneal/mouse lowest published toxic dose: 1600 mg/kg/10D- intermittentEndocrine: Change in LH

Endocrine: Change in gonadotropins

Reproductive: Maternal effects: Ovaries, fallopian tubes
RTOPDW 81,223,2016
intraperitoneal/mouse lowest published toxic dose: 1600 mg/kg/10D- intermittentReproductive: Maternal effects: Uterus, cervix, vagina

Reproductive: Maternal effects: Menstrual cycle changes or disorders
RTOPDW 81,223,2016
intraperitoneal/rat lowest published toxic dose: 1120 mg/kg/2W- intermittentReproductive: Maternal effects: Ovaries, fallopian tubesJTSCDR 34,SP53,2009
intraperitoneal/rat lowest published toxic dose: 560 mg/kg/4W- intermittentReproductive: Maternal effects: Ovaries, fallopian tubesJTSCDR 34,SP53,2009
intraperitoneal/rat lowest published toxic dose: 1760 mg/kg/22D- intermittentReproductive: Maternal effects: Ovaries, fallopian tubes

Nutritional and Gross Metabolic: Weight loss or decreased weight gain
JTSCDR 34,SP59,2009
intraperitoneal/rat lowest published toxic dose: 1200 mg/kg/15D- intermittentReproductive: Maternal effects: Ovaries, fallopian tubes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Proteases

Biochemical: Metabolism (intermediary): Other proteins
TXAPA9 203,114,2005
intraperitoneal/rat lowest published toxic dose: 1200 mg/kg/15D- intermittentReproductive: Maternal effects: Ovaries, fallopian tubesTOXID9 60,248,2001
intraperitoneal/rat lowest published toxic dose: 1200 mg/kg/15D- intermittentReproductive: Maternal effects: Ovaries, fallopian tubes

Biochemical: Metabolism (intermediary): Other proteins
TOXID9 60,251,2001
intraperitoneal/rat lowest published toxic dose: 2400 mg/kg/30D- intermittentEndocrine: Change in gonadotropins

Reproductive: Maternal effects: Oogenesis

Reproductive: Maternal effects: Menstrual cycle changes or disorders
REPTED 16,775,2002
intraperitoneal/rat lowest published toxic dose: 800 mg/kg/10D- intermittentReproductive: Maternal effects: Ovaries, fallopian tubes

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other transferases
BIREBV 67,718,2002
oral/mouse lowest published toxic dose: 65 gm/kg/13W- intermittentGastrointestinal: Other changes

Liver: Changes in liver weight

Kidney, Ureter, and Bladder: Changes in bladder weight
FAATDF 14,745,1990
oral/rat lowest published toxic dose: 560 mg/kg/2W- continuousReproductive: Maternal effects: OogenesisREPTED 17,273,2003
oral/rat lowest published toxic dose: 2800 mg/kg/28D- intermittentBlood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Transaminases

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymes
ETOPFR 45,28,2016
oral/rat lowest published toxic dose: 2800 mg/kg/28D- intermittentBlood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other transferases

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Other enzymes
ETOPFR 45,28,2016
oral/rat lowest published toxic dose: 32500 mg/kg/13W- intermittentGastrointestinal: Other changes

Liver: Changes in liver weight

Kidney, Ureter, and Bladder: Changes in bladder weight
FAATDF 14,745,1990
skin/mouse lowest published toxic dose: 6832 mg/kg/14D- intermittentLiver: Changes in liver weight

Endocrine: Changes in thymus weight

Skin: After systemic exposure: Dermatitis, other
NTPTR* NTP-TR-362,1989
skin/mouse lowest published toxic dose: 26 gm/kg/13W- intermittentLiver: Changes in liver weight

Kidney, Ureter, and Bladder: Changes in bladder weight

Skin: After systemic exposure: Dermatitis, other
NTPTR* NTP-TR-362,1989
skin/rat lowest published toxic dose: 6552 mg/kg/14D- intermittentBrain and Coverings: Changes in brain weight

Kidney, Ureter, and Bladder: Changes in bladder weight

Endocrine: Changes in thymus weight
NTPTR* NPT-TR-362,1989
skin/rat lowest published toxic dose: 19500 mg/kg/13W- intermittentSkin: After systemic exposure: Dermatitis, other

Skin and Appendages: Other glands
FAATDF 14,745,1990
unreported route/mouse lowest published toxic dose: 1200 mg/kg/5D- intermittentEndocrine: Other changes

Reproductive: Maternal effects: Ovaries, fallopian tubes
TOXID9 90,80,2006
unreported route/rat lowest published toxic dose: 1200 mg/kg/15D- intermittentReproductive: Maternal effects: Ovaries, fallopian tubesTOXID9 66,373,2002

Reviews

OrganizationStandardReference
American Conference of Governmental Industrial Hygienists (ACGIH)Threshold Limit Value-time-weighted average 0.1 ppm (skin)DTLVS* TLV/BEI,2013
American Conference of Governmental Industrial Hygienists (ACGIH)Threshold Limit Value-Confirmed animal carcinogenDTLVS* TLV/BEI,2013
International Agency for Research on Cancer (IARC)Cancer Review:Animal Limited EvidenceIMEMDT 11,141,1976
International Agency for Research on Cancer (IARC)Cancer Review:Animal Sufficient EvidenceIMEMDT 60,361,1994
International Agency for Research on Cancer (IARC)Cancer Review:Human No Adequate DataIMEMDT 11,141,1976
International Agency for Research on Cancer (IARC)Cancer Review:Human Inadequate EvidenceIMEMDT 60,361,1994
International Agency for Research on Cancer (IARC)Cancer Review:Group 2BIMEMDT 60,361,1994
TOXICOLOGY REVIEWJTSCDR 34,SP1,2009
TOXICOLOGY REVIEWREPTED 49,117,2014

Standards and Regulations

OrganizationStandardReference
Occupational Exposure Limit IN ARGENTINA, BULGARIA, COLOMBIA, JORDAN check ACGIH TLV;
Occupational Exposure Limit IN SINGAPORE, VIETNAM check ACGIH TLV
Occupational Exposure Limit-AUSTRALIAtime-weighted average 10 ppm (57 mg/m3), Carcinogen, JUL2008
Occupational Exposure Limit-BELGIUMtime-weighted average 0.1 ppm (0.58 mg/m3), Skin, MAR2002
Occupational Exposure Limit-DENMARKtime-weighted average 10 ppm (60 mg/m3), carc, MAY2011
Occupational Exposure Limit-FINLANDtime-weighted average 0.5 ppm (2.9 mg/m3), skin, NOV2011
Occupational Exposure Limit-ICELANDtime-weighted average 10 ppm (60 mg/m3), NOV2011
Occupational Exposure Limit-JAPAN2B carc, MAY2012
Occupational Exposure Limit-KOREAtime-weighted average 10 ppm (60 mg/m3), skin, 2006
Occupational Exposure Limit-MEXICOtime-weighted average 10 ppm (60 mg/m3), 2004
Occupational Exposure Limit-NEW ZEALANDtime-weighted average 10 ppm (57 mg/m3), skin, JAN2002
Occupational Exposure Limit-NORWAYtime-weighted average 10ppm (60 mg/m3), JAN1999
Occupational Exposure Limit-PERUtime-weighted average 0,1 ppm (0,57 mg/m3), JUL2005
Occupational Exposure Limit-SWITZERLANDcarc 2, JAN2011
Occupational Exposure Limit-THE NETHERLANDSMAC-TGG 60 mg/m3, 2003

NIOSH Documentation and Surveillance

OrganizationStandardReference
National Institute for Occupational Safety and Health (NIOSH) Recommended Exposure Level TO VINYL CYCLOHEXENE DIOXIDE-air10H Carcinogen time-weighted average 10 ppm (Sk)NIOSH* DHHS #92-100,1992
National Occupational Exposure Survey 1983Hazard Code M1392; Number of Industries 14; Total Number of Facilities 107; Number of Occupations 24; Total Number of Employees Exposed 6224; Total Number of Female Employees Exposed 1718
National Occupational Hazard Survey 1974Hazard Code M1392; Number of Industries 7; Total Number of Facilities 181; Number of Occupations 11; Total Number of Employees Exposed 2028

Status in Federal Agencies

OrganizationReference
EPA TSCA 8(a) PRELIMINARY ASSESSMENT INFORMATION, FINAL RULEFEREAC 47,26992,82
EPA TSCA Section 8(b) CHEMICAL INVENTORY
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001
NCI Carcinogenesis Studies (gavage);clear evidence:mouse,rat
NTP 14th Report on Carcinogens,2016:Reasonably anticipated to be human carcinogen
Page last reviewed: November 16, 2018