*** CHEMICAL IDENTIFICATION ***
RTECS NUMBER : NI5572000
CHEMICAL NAME : Imidazole-1-ethanol, alpha-(methoxymethyl)-2-nitro-
CAS REGISTRY NUMBER : 13551-87-6
BEILSTEIN REFERENCE NO. : 0613655
REFERENCE : 5-23-04-00476 (Beilstein Handbook Reference)
LAST UPDATED : 199612
DATA ITEMS CITED : 36
MOLECULAR FORMULA : C7-H11-N3-O4
MOLECULAR WEIGHT : 201.21
COMPOUND DESCRIPTOR : Drug
Mutagen
Reproductive Effector
Human
SYNONYMS/TRADE NAMES :
* 1-(2-Hydroxy-3-methoxypropyl)-2-nitroimidazole
* 1H-Imidazole-1-ethanol, alpha-(methoxymethyl)-2-nitro-
* alpha-(Methoxymethyl)-2-nitroimidazole-1-ethanol
* alpha-(Methoxymethyl)-2-nitro-1H-imidazole-1-ethanol
* Misonidazole
* NSC-261,037
* 1-(2-Nitro-1-imidazolyl)-3-methoxy-2-propanol
* 1-(2-Nitroimidazol-1-yl)-3-methoxypropan-2-ol
* Ro 7-0582
* SR 1354
* SRI 1354
*** HEALTH HAZARD DATA ***
** ACUTE TOXICITY DATA **
TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Unreported
SPECIES OBSERVED : Human - man
DOSE/DURATION : 228 mg/kg/3W-I
TOXIC EFFECTS :
Skin and Appendages - dermatitis, allergic (after systemic exposure)
REFERENCE :
CTRRDO Cancer Treatment Reports. (Washington, DC) V.60-71, 1976-87. For
publisher information, see JNCIEQ. Volume(issue)/page/year: 63,123,1979
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 2131 mg/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - flaccid paralysis without anesthesia
(usually neuromuscular blockage)
Behavioral - somnolence (general depressed activity)
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161)
Formerly U.S. Clearinghouse for Scientific & Technical Information.
Volume(issue)/page/year: PB81-121212
TYPE OF TEST : LD - Lethal dose
ROUTE OF EXPOSURE : Intravenous
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : >1 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161)
Formerly U.S. Clearinghouse for Scientific & Technical Information.
Volume(issue)/page/year: PB81-121212
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 1869 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NCISP* National Cancer Institute Screening Program Data Summary,
Developmental Therapeutics Program. (Bethesda, MD 20205)
Volume(issue)/page/year: JAN1986
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Intraperitoneal
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 1340 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
RAREAE Radiation Research. (Academic Press, Inc., 1 E. First St., Duluth,
MN 55802) V.1- 1954- Volume(issue)/page/year: 91,186,1982
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Subcutaneous
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 1414 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AACHAX Antimicrobial Agents and Chemotherapy (1961-70). (Ann Arbor, MI)
1961-70. For publisher information, see AMACCQ. Volume(issue)/page/year:
-,513,1967
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Unreported
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 1300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPMSAE Journal of Pharmaceutical Sciences. (American Pharmaceutical Assoc.,
2215 Constitution Ave., NW, Washington, DC 20037) V.50- 1961-
Volume(issue)/page/year: 71,1203,1982
TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Unreported
SPECIES OBSERVED : Mammal - species unspecified
DOSE/DURATION : 1700 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
GTKRDX Gan to Kagaku Ryoho. Cancer and Chemotherapy. (1-8-9 Yaesu,
Chuo-ku, Tokyo 103, Japan) V.1- 1974- Volume(issue)/page/year:
16,399,1989
** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 5360 mg/kg/20D-I
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
Behavioral - ataxia
Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
NTIS** National Technical Information Service. (Springfield, VA 22161)
Formerly U.S. Clearinghouse for Scientific & Technical Information.
Volume(issue)/page/year: PB81-121212
** REPRODUCTIVE DATA **
TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Intraperitoneal
SPECIES OBSERVED : Rodent - mouse
DOSE : 670 mg/kg
SEX/DURATION : female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System
Reproductive - Specific Developmental Abnormalities - eye/ear
Reproductive - Specific Developmental Abnormalities - craniofacial
(including nose and tongue)
REFERENCE :
BJRAAP British Journal of Radiology. (British Institute of Radiology, 36
Portland Pl., London, UK) V.1- 1928- Volume(issue)/page/year:
54,154,1981
TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Intraperitoneal
SPECIES OBSERVED : Rodent - mouse
DOSE : 670 mg/kg
SEX/DURATION : female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
BJRAAP British Journal of Radiology. (British Institute of Radiology, 36
Portland Pl., London, UK) V.1- 1928- Volume(issue)/page/year:
54,154,1981
TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Intraperitoneal
SPECIES OBSERVED : Rodent - mouse
DOSE : 1 gm/kg
SEX/DURATION : female 8 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
resorbed implants per total number of implants)
Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
e.g., stunted fetus)
REFERENCE :
BJRAAP British Journal of Radiology. (British Institute of Radiology, 36
Portland Pl., London, UK) V.1- 1928- Volume(issue)/page/year:
54,154,1981
** MUTATION DATA **
TYPE OF TEST : Mutation in microorganisms
TEST SYSTEM : Bacteria - Salmonella typhimurium
DOSE/DURATION : 100 nmol/plate
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE
Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 58,1,1978
TYPE OF TEST : Mutation in microorganisms
TEST SYSTEM : Bacteria - Escherichia coli
DOSE/DURATION : 5 umol/L
REFERENCE :
BJCSB5 British Journal of Cancer, Supplement. (Macmillan Press Ltd.,
Houndmills, Basingstoke, Hants. RG21 2ZS, UK) No.1- 1973-
Volume(issue)/page/year: 3,60,1978
TYPE OF TEST : Mutation in microorganisms
TEST SYSTEM : Bacteria - Escherichia coli
DOSE/DURATION : 1 gm/L
REFERENCE :
BJCSB5 British Journal of Cancer, Supplement. (Macmillan Press Ltd.,
Houndmills, Basingstoke, Hants. RG21 2ZS, UK) No.1- 1973-
Volume(issue)/page/year: 3,124,1978
TYPE OF TEST : DNA repair
TEST SYSTEM : Bacteria - Escherichia coli
DOSE/DURATION : 10 umol/L
REFERENCE :
CCTRDH Cancer Clinical Trials. (New York, NY) V.1-4, 1978-81.
Volume(issue)/page/year: 3,69,1980
TYPE OF TEST : DNA damage
TEST SYSTEM : Rodent - hamster Fibroblast
DOSE/DURATION : 15 mmol/L
REFERENCE :
BJCSB5 British Journal of Cancer, Supplement. (Macmillan Press Ltd.,
Houndmills, Basingstoke, Hants. RG21 2ZS, UK) No.1- 1973-
Volume(issue)/page/year: 3,54,1978
TYPE OF TEST : Micronucleus test
ROUTE OF EXPOSURE : Intraperitoneal
TEST SYSTEM : Rodent - mouse
DOSE/DURATION : 500 mg/kg
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE
Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 325,57,1994
TYPE OF TEST : Morphological transformation
TEST SYSTEM : Rodent - mouse Embryo
DOSE/DURATION : 1 mmol/L
REFERENCE :
IOBPD3 International Journal of Radiation Oncology, Biology, Physics.
(Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-
1975- Volume(issue)/page/year: 5,1417,1979
TYPE OF TEST : DNA damage
TEST SYSTEM : Rodent - mouse Lymphocyte
DOSE/DURATION : 5 mmol/L/1H (Continuous)
REFERENCE :
BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills,
Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year:
40,94,1979
TYPE OF TEST : DNA damage
TEST SYSTEM : Rodent - mouse Fibroblast
DOSE/DURATION : 300 umol/L
REFERENCE :
BJCSB5 British Journal of Cancer, Supplement. (Macmillan Press Ltd.,
Houndmills, Basingstoke, Hants. RG21 2ZS, UK) No.1- 1973-
Volume(issue)/page/year: 3,124,1978
TYPE OF TEST : DNA inhibition
TEST SYSTEM : Rodent - mouse Lymphocyte
DOSE/DURATION : 5 mmol/L/4H (Continuous)
REFERENCE :
BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills,
Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year:
40,94,1979
TYPE OF TEST : Mutation test systems - not otherwise specified
TEST SYSTEM : Rodent - mouse Lymphocyte
DOSE/DURATION : 15 mmol/L
REFERENCE :
NEOLA4 Neoplasma. (Karger-Libri, P.O. Box, CH-4009 Basel, Switzerland) V.4-
1957- Volume(issue)/page/year: 28,423,1981
TYPE OF TEST : Cytogenetic analysis
ROUTE OF EXPOSURE : Intraperitoneal
TEST SYSTEM : Rodent - mouse
DOSE/DURATION : 500 mg/kg
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE
Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 325,57,1994
TYPE OF TEST : Cytogenetic analysis
TEST SYSTEM : Rodent - mouse Embryo
DOSE/DURATION : 6 mmol/L
REFERENCE :
IOBPD3 International Journal of Radiation Oncology, Biology, Physics.
(Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-
1975- Volume(issue)/page/year: 6,915,1980
TYPE OF TEST : Sister chromatid exchange
ROUTE OF EXPOSURE : Intraperitoneal
TEST SYSTEM : Rodent - mouse
DOSE/DURATION : 1 gm/kg
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year:
43,2210,1983
TYPE OF TEST : Sister chromatid exchange
TEST SYSTEM : Rodent - mouse Embryo
DOSE/DURATION : 3 mmol/L
REFERENCE :
IOBPD3 International Journal of Radiation Oncology, Biology, Physics.
(Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1-
1975- Volume(issue)/page/year: 6,915,1980
TYPE OF TEST : DNA damage
TEST SYSTEM : Rodent - hamster Ovary
DOSE/DURATION : 15 mmol/L
REFERENCE :
BJCSB5 British Journal of Cancer, Supplement. (Macmillan Press Ltd.,
Houndmills, Basingstoke, Hants. RG21 2ZS, UK) No.1- 1973-
Volume(issue)/page/year: 3,54,1978
TYPE OF TEST : DNA damage
TEST SYSTEM : Rodent - hamster Cells - not otherwise specified
DOSE/DURATION : 15 mmol/L
REFERENCE :
BJCSB5 British Journal of Cancer, Supplement. (Macmillan Press Ltd.,
Houndmills, Basingstoke, Hants. RG21 2ZS, UK) No.1- 1973-
Volume(issue)/page/year: 3,54,1978
TYPE OF TEST : DNA inhibition
TEST SYSTEM : Rodent - hamster Lung
DOSE/DURATION : 1 mmol/L/6D (Continuous)
REFERENCE :
BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills,
Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year:
40,94,1979
TYPE OF TEST : Mutation test systems - not otherwise specified
TEST SYSTEM : Rodent - hamster Lung
DOSE/DURATION : 5 mmol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE
Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 78,289,1980
TYPE OF TEST : Cytogenetic analysis
TEST SYSTEM : Rodent - hamster Ovary
DOSE/DURATION : 5 mmol/L
REFERENCE :
CBINA8 Chemico-Biological Interactions. (Elsevier Scientific Pub. Ireland
Ltd., POB 85, Limerick, Ireland) V.1- 1969- Volume(issue)/page/year:
59,247,1986
TYPE OF TEST : Cytogenetic analysis
TEST SYSTEM : Rodent - hamster Lung
DOSE/DURATION : 5 mmol/L
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year:
38,644,1978
TYPE OF TEST : Sister chromatid exchange
TEST SYSTEM : Rodent - hamster Lung
DOSE/DURATION : 5 mmol/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE
Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 78,289,1980
*** STATUS IN U.S. ***
EPA GENETOX PROGRAM 1988, Positive: Histidine reversion-Ames test
EPA GENETOX PROGRAM 1988, Positive/dose response: Cell
transform.-C3H/10T1/2; TRP reversion
*** END OF RECORD ***