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2 - Naphthacenecarboxamide, 4 - (dimethylamino) - 1,4,4a,5,5a,6,11,12a - octahydro - 3,6,10,12,12a - pentahydroxy - 6 - methyl - 1,11 - dioxo -

RTECS #: QI8750000

CAS #: 60-54-8

UPDATE: May 2009 MW: 444.48 MF: C22H24N2O8


NOTE:

TABLE OF CONTENTS:
  1. SYNONYMS:
  2. MUTATION DATA:
  3. REPRODUCTIVE EFFECTS DATA:
  4. ACUTE TOXICITY DATA:
  5. OTHER MULTIPLE DOSE DATA:
  6. REVIEWS:
  7. STANDARDS AND REGULATIONS:
  8. NIOSH DOCUMENTATION AND SURVEILLANCE:
  9. STATUS IN FEDERAL AGENCIES:
  10. REFERENCES:

SYNONYMS:

  1. 6 - Methyl - 1,11 - dioxy - 2 - naphthacenecarboxamide
  2. Abramycin
  3. Abricycline
  4. Achromycin (naphthracene derivatives)
  5. Agromicina
  6. Ambramicina
  7. Ambramycin
  8. Amycin
  9. Biocycline
  10. Cefracycline suspension
  11. Criseociclina
  12. Cyclomycin
  13. Cytome
  14. Deschlorobiomycin
  15. Hostacyclin
  16. Liquamycin
  17. Medocycline
  18. Micycline
  19. Neocycline
  20. Oletetrin
  1. Omegamycin
  2. Orlycycline
  3. Panmycin
  4. Polycycline (antibiotic)
  5. Resteclin
  6. Roviciclina
  7. Sumycin syrup
  8. T - 125
  9. Tetra - Co
  10. Tetrabon
  11. Tetracycline
  12. Tetracycline I
  13. Tetracycline II
  14. Tetracyn
  15. Tetradecin
  16. Tetrafil
  17. Tsiklomitsin
  18. Veracin
  19. Vetacyclinum


SKIN AND EYE IRRITATION DATA AND REFERENCES:

ROUTE/
ORGANISM 		DOSE
EFFECT

 REFERENCE
N/R
 N/R N/R N/R


MUTATION DATA AND REFERENCES:

SYSTEM TEST ROUTE/
ORGANISM/
TISSUE 		DOSE REFERENCE
cytogenetic analysis oral
grasshopper 		5 mg PISCAD 58(Pt3),623,1971
DNA repair Escherichia coli 2 µg/disc MUREAV 97,1,1982
micronucleus test intraperitoneal
mouse 		110 mg/kg/24 hour- continuous MUREAV 224,209,1989


REPRODUCTIVE EFFECTS DATA AND REFERENCES:

ROUTE/
ORGANISM 		DOSE
EFFECT

 REFERENCE
inhalation
rat 		lowest published toxic concentration: 100 µg/m3/24 hour (1-20 day pregnant) Reproductive: Effects on embryo or fetus: Fetal death ANTBAL 20,839,1975
inhalation
rat 		lowest published toxic concentration: 1 mg/m3/24 hour (1-20 day pregnant) Reproductive: Effects on embryo or fetus: Extra embryonic structures (e.g., placenta, umbilical cord) ANTBAL 20,839,1975
intramuscular
rat 		lowest published toxic dose: 700 mg/kg (8-14 day pregnant) Reproductive: Effects on fertility: Post- implantation mortality (e.g., dead and/or resorbed implants per total number of implants) ANKHEW 34,779,1989
intramuscular
rat 		lowest published toxic dose: 700 mg/kg (8-14 day pregnant) Reproductive: Effects on embryo or fetus: Extra embryonic structures (e.g., placenta, umbilical cord)

Reproductive: Effects on embryo or fetus: Fetal death

Reproductive: Specific developmental abnormalities: Hepatobiliary system 		VCVPS* -,424,1998
intravenous
mammal (species unspecified) 		lowest published toxic dose: 55 mg/kg (8-18 day pregnant) Reproductive: Effects on embryo or fetus: Fetotoxicity (except death, e.g., stunted fetus) JIDOAA 35,387,1986
oral
mouse 		lowest published toxic dose: 700 mg/kg (14 day after birth) Reproductive: Specific developmental abnormalities: Skin and skin appendages 32XPAD -,83,1975
oral
rat 		lowest published toxic dose: 10 gm/kg (8-21 day pregnant/7 day after birth) Reproductive: Effects on newborn: Behavioral TJADAB 36,462,1987
oral
rat 		lowest published toxic dose: 863 mg/kg (4 day after birth) Reproductive: Effects on newborn: Behavioral

Reproductive: Effects on newborn: Physical 		NRTXDN 14,65,1993
oral
rat 		lowest published toxic dose: 413 mg/kg (3 day after birth) Reproductive: Effects on newborn: Behavioral

Reproductive: Effects on newborn: Physical 		NRTXDN 14,65,1993
unreported route
rat 		lowest published toxic dose: 3 gm/kg (9-14 day pregnant) Reproductive: Effects on embryo or fetus: Fetal death FATOAO 45(1),83,1982
unreported route
woman 		lowest published toxic dose: 200 mg/kg (34-35 week pregnant) Reproductive: Effects on newborn: Delayed effects BJDEAZ 76,374,1964
unreported route
woman 		lowest published toxic dose: 80 mg/kg (1-39 week pregnant) Reproductive: Effects on newborn: Other postnatal measures or effects JAMAAP 188,178,1964


TUMORIGENIC DATA AND REFERENCES:

ROUTE/
ORGANISM 		DOSE
EFFECT

 REFERENCE
N/R
 N/R N/R N/R


ACUTE TOXICITY DATA AND REFERENCES:

ROUTE/
ORGANISM 		DOSE
EFFECT

 REFERENCE
intraperitoneal
mouse 		lethal dose (50 percent kill): 120 mg/kg N/R 85FZAT -,134,1967
intraperitoneal
mouse 		lowest published toxic dose: 40 mg/kg Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)

Biochemical: Metabolism (intermediary): Effect on inflammation or mediation of inflammation 		AMACCQ 47,3859,2003
intraperitoneal
rat 		lethal dose (50 percent kill): 310 mg/kg N/R NIIRDN 6,493,1982
intravenous
mouse 		lethal dose (50 percent kill): 157 mg/kg N/R FRPSAX 10,346,1955
intravenous
rat 		lethal dose (50 percent kill): 129 mg/kg N/R ANTCAO 4,411,1954
multiple
woman 		lowest published lethal dose: 310 mg/kg Gastrointestinal: Nausea or vomiting

Liver: Jaundice, other or unclassified

Nutritional and Gross Metabolic: Changes in: Metabolic acidosis 		NEJMAG 270,157,1964
oral
guinea pig 		lethal dose (50 percent kill): 1,875 mg/kg N/R 85GMAT -,109,1982
oral
mouse 		lethal dose (50 percent kill): 678 mg/kg N/R AJTHAB 2,254,1953
oral
mouse 		lowest published toxic dose: 1 gm/kg Liver: Fatty liver degeneration

Liver: Other changes

Biochemical: Metabolism (intermediary): Lipids including transport 		TOSCF2 94,206,2006
oral
mouse 		lowest published toxic dose: 100 mg/kg Liver: Other changes

Biochemical: Metabolism (intermediary): Lipids including transport 		TOSCF2 94,206,2006
oral
rat 		lethal dose (50 percent kill): 807 mg/kg N/R TXAPA9 18,185,1971
oral
woman 		lowest published toxic dose: 600 mg/kg/15 day Behavioral: Somnolence (general depressed activity)

Gastrointestinal: Decreased motility or constipation

Kidney, Ureter, and Bladder: Urine volume decreased or anuria 		SMJOAV 71,961,1978
subcutaneous
mouse 		lethal dose (50 percent kill): 400 mg/kg N/R 85GDA2 3,42,1980
subcutaneous
mouse 		lowest published toxic dose: 40 mg/kg Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)

Biochemical: Metabolism (intermediary): Effect on inflammation or mediation of inflammation 		AMACCQ 47,3859,2003


OTHER MULTIPLE DOSE DATA AND REFERENCES:

ROUTE/
ORGANISM 		DOSE
EFFECT

 REFERENCE
oral
guinea pig 		lowest published toxic dose: 15 mg/kg/3 day- intermittent Behavioral: Somnolence (general depressed activity)

Liver: Fatty liver degeneration

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field 		VCVPS* -,424,1998
oral
hamster 		lowest published toxic dose: 15 mg/kg/3 day- intermittent Behavioral: Somnolence (general depressed activity)

Liver: Fatty liver degeneration

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field 		VCVPS* -,424,1998
oral
mouse 		lowest published toxic dose: 10 ku/kg/5 day- intermittent Immunological Including Allergic: Decrease in cellular immune response

Immunological Including Allergic: Decrease in humoral immune response

Reproductive: Paternal effects: Prostate, seminal vesicle, Cowper's gland, accessory glands 		ANTBAL 29,350,1984
oral
mouse 		lowest published toxic dose: 1,200 mg/kg/24 day- intermittent Gastrointestinal: Other changes VCVPS* -,424,1998
oral
rat 		lowest published toxic dose: 2,500 µg/kg/5 day- intermittent Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)

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

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Transaminases 		AMBIEH 31,781,1986
oral
rat 		lowest published toxic dose: 6 gm/kg/30 day- intermittent Gastrointestinal: Other changes

Kidney, Ureter, and Bladder: Other changes in urine composition

Immunological Including Allergic: Decreased immune response 		ANTBAL 20,793,1975
oral
rat 		lowest published toxic dose: 2,500 mg/kg/5 day- intermittent Liver: Change in gall bladder structure or function VCVPS* -,424,1998
oral
rat 		lowest published toxic dose: 1,200 mg/kg/24 day- intermittent Gastrointestinal: Other changes VCVPS* -,424,1998
oral
rat 		lowest published toxic dose: 400.4 mg/kg/14 day- intermittent Reproductive: Paternal effects: Spermatogenesis (including genetic material, sperm morphology, motility, and count)

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Multiple enzyme effects

Related to Chronic Data: Changes in testicular weight 		ETPAEK 60,77,2008
oral
rabbit 		lowest published toxic dose: 140 mg/kg/2 week- intermittent Endocrine: Other changes ANTBAL 23,74,1978
oral
rabbit 		lowest published toxic dose: 15 mg/kg/3 day- intermittent Behavioral: Somnolence (general depressed activity)

Liver: Fatty liver degeneration

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field 		VCVPS* -,424,1998
oral
rabbit 		lowest published toxic dose: 10 mg/kg/2 day- intermittent Behavioral: Food intake (animal)

Lung, Thorax, or Respiration: Acute pulmonary edema

Gastrointestinal: Hypermotility, diarrhea 		VCVPS* -,424,1998


REVIEWS:

ORGANIZATION STANDARD
REFERENCE
TOXICOLOGY REVIEW
YJBMAU 48,377,1975
TOXICOLOGY REVIEW
PLMJAP 6,160,1975
TOXICOLOGY REVIEW
MMWOAU 115,1661,1973
TOXICOLOGY REVIEW
KDYIA5 10,82,1976
TOXICOLOGY REVIEW
INTEAG 15,7,1974
TOXICOLOGY REVIEW
CLPTAT 5,480,1964
TOXICOLOGY REVIEW
ARVPAX 5,447,1965
TOXICOLOGY REVIEW
AJMEAZ 38,409,1965
TOXICOLOGY REVIEW
ADVPA3 4,263,1966
TOXICOLOGY REVIEW
DMCNAW 7,353,1965
TOXICOLOGY REVIEW
CRTXB2 2,159,1973
TOXICOLOGY REVIEW
APHRER 38,1031,2004
TOXICOLOGY REVIEW
BMJOAE 2,407,1962
TOXICOLOGY REVIEW
ADTEAS 2,239,1967
TOXICOLOGY REVIEW
MUREAV 488,151,2001
TOXICOLOGY REVIEW
TOLED5 142,207,2003
TOXICOLOGY REVIEW
TOLED5 144,383,2003
TOXICOLOGY REVIEW
CRTXB2 33,137,2003
TOXICOLOGY REVIEW
EMMUEG 43,143,2004
TOXICOLOGY REVIEW
SUOPH* 24,57,1979
TOXICOLOGY REVIEW
APHRER 37,1675,2003
TOXICOLOGY REVIEW
APHRER 38,1031,2004
TOXICOLOGY REVIEW
EJIME* 17,529,2006
TOXICOLOGY REVIEW
DIMON* 39,678,1993
TOXICOLOGY REVIEW
HUTOX* -,671,1996


STANDARDS AND REGULATIONS:

ORGANIZATION STANDARD
REFERENCE
Occupational Exposure Limit - RUSSIA short term exposure limit 0.1 mg/m3, Skin, JUN2003


NIOSH DOCUMENTATION AND SURVEILLANCE:

ORGANIZATION STANDARD or SURVEY
REFERENCE
National Occupational Hazard Survey 1974 National Occupational Hazard Survey 1974: Hazard Code: 84483;
Number of Industries 2;
Total Number of Facilities 46;
Number of Occupations 3;
Total Number of Employees Exposed 358
National Occupational Exposure Survey 1983 National Occupational Exposure Survey 1983: Hazard Code: 84483;
Number of Industries 1;
Total Number of Facilities 505;
Number of Occupations 8;
Total Number of Employees Exposed 21,485;
Total Number of Female Employees Exposed 17,754


STATUS IN FEDERAL AGENCIES:

ORGANIZATION
REFERENCE
EPA GENETOX PROGRAM 1988, Negative: Histidine reversion-Ames test


REFERENCES:

CODEN
REFERENCE
32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975
85FZAT "Index of Antibiotics from Actinomycetes," Umezawa, H. et al., eds., Tokyo, Univ. of Tokyo Press, 1967
85GDA2 "CRC Handbook of Antibiotic Compounds," Vols.1- , Berdy, J., Boca Raton, FL, CRC Press, 1980-
85GMAT "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982
ADTEAS Advances in Teratology. (New York, NY) V.1-5, 1966-72. Discontinued.
ADVPA3 Advances in Pharmacology. (New York, NY) V.1-6, 1962-68. For publisher information, see AVPCAQ.
AJMEAZ American Journal of Medicine. (Technical Pub., 875 Third Ave., New York, NY 10022) V.1- 1946-
AJTHAB American Journal of Tropical Medicine and Hygiene. (Allen Press, 1041 New Hampshire St., Lawrence, KS 66044) V.1- 1952-
AMACCQ Antimicrobial Agents and Chemotherapy. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1972-
AMBIEH Antibiotiki i Meditsinskaya Biotekhnologiya. Antibiotics and Medical Biotechnology. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.30-V.32, 1985-1987
ANKHEW Antibiotiki i Khimioterapiya. Antibiotics and Chemotherapy. (V/O Me zhdunarodnaya Kniga, 113095 Moskow, USSR) V.33- 1988-
ANTBAL Antibiotiki. (Moscow, USSR) V.1-29, 1956-84. For publisher information, see AMBIEH.
ANTCAO Antibiotics and Chemotherapy (Washington, DC). (Washington, DC) V.1-12, 1951-62. For publisher information, see CLMEA3.
APHRER Annals of Pharmacotherpy. (Harvey Whitney Books Co., POB 42696, Cincinnati, OH 45242) V. 26- 1992-
ARVPAX Annual Review of Pharmacology. (Palo Alto, CA) V.1-15, 1961-75. For publisher information, see ARPTDI.
BJDEAZ British Journal of Dermatology. (Blackwell Scientific Pub. Ltd., POB 88, Oxford, UK) V.63- 1951-
BMJOAE British Medical Journal. (British Medical Assoc., BMA House, Tavistock Sq., London WC1H 9JR, UK) V.1- 1857-
CLPTAT Clinical Pharmacology and Therapeutics. (American Society for Clinical Pharmacology and Therapeutics, St. Louis Mo Mosby-Year Book) V.1- 1960-
CRTXB2 CRC Critical Reviews in Toxicology. (CRC Press, Inc., 2000 Corporate Blvd., NW, Boca Raton, FL 33431) V.1- 1971-
DIMON* Disease-a Month (Chicago : Year Book Publishers) V. 24- 1978-
DMCNAW Developmental Medicine and Child Neurology. (Lippincott/Harper, Journal Fulfillment Dept., 2350 Virginia Ave., Hagerstown, MD 21740) V.1- 1958-
EJIME* European Journal of Internal Medicine: The Official Journal of the European Federation of Internal Medicine (EFIM) (Elsevier) V.10- 1999-
EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987-
ETPAEK Experimental and Toxicologic Pathology. (Gustav Fischer Verlag Jena, Postfach 100537, D-07705 Jena, Germany) V.44- 1992-
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939-
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8
HUTOX*
INTEAG Internist. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1960-
JAMAAP JAMA, Journal of the American Medical Association. (AMA, 535 N. Dearborn St., Chicago, IL 60610) V.1- 1883-
JIDOAA Experimental Animals. Jikken Dobutso Iho. (Nippon Jikken Dobutsu Gakkai, c/o Keio Gijuku Daigaku Igakubu Jikken Dobutsu Senta, 35 Shinano-machi, Shinjuku-ku, Tokyo 160, Japan) V.1- 1952-
KDYIA5 Kidney International. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus Secaucus, NJ 07094) V.1- 1972-
MMWOAU Muenchener Medicinische Wochenschrift. (Munich, Fed. Rep. Ger.) V.33-115, 1886-1973.
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964-
NEJMAG New England Journal of Medicine. (Massachusetts Medical Soc., 10 Shattuck St., Boston, MA 02115) V.198- 1928-
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan)
NRTXDN Neurotoxicology. (Intox Press, Inc., POB 34075, Little Rock, AR 72203) V.1- 1979-
PISCAD Proceedings of the Indian Science Congress. (Indian Science Congress Assoc., 14, Dr. Biresh Guha St., Calcutta, 700017, India) 1st- 1914-
PLMJAP Pahlavi Medical Journal. (Shiraz, Iran) V.1-9, 1970-78.
SMJOAV Southern Medical Journal. (Southern Medical Assoc., POB 2446, Birmingham, AL 35205) V.1- 1908-
SUOPH* Survey of Ophthalmology (Elsevier Inc.) V.20- 1975-
TJADAB Teratology, The International Journal of Abnormal Development. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.1- 1968-
TOLED5 Toxicology Letters. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1977-
TOSCF2 Toxicological Sciences (Oxford University Press, 6277 Sea Harbor Drive, Orlando, FL 32887 ) V. 41, Jan. 1998-
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959-
VCVPS* "Vrednie chemichescie veshestva. Prirodnie organicheskie soedinenia" (Hazardous substances. Nature products.) Volkova N.V. et al., Sankt-Peterburg, 1998.
YJBMAU Yale Journal of Biology and Medicine. (333 Cedar St., New Haven, CT 06510) V.1- 1928-

Used as an antiamebic, antibacterial, antirickettsial

FDA-proprietary drug

RTECS Compound Description:
   Drug
   Mutagen
   Reproductive Effector
   Human Data
   Natural Product

ALT CAS #: 6591-49-7
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