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Acridine, 6 - chloro - 9 - ( (4 - (diethylamino) - 1 - methylbutyl) amino) - 2 - methoxy - , dihydrochloride

RTECS #: AR7875000

CAS #: 69-05-6


UPDATE: February 2008 MW: 472.93 MF: C23H30ClN3O•2ClH


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. NIOSH DOCUMENTATION AND SURVEILLANCE:
  8. STATUS IN FEDERAL AGENCIES:
  9. REFERENCES:

SYNONYMS:

  1. 1,4 - Pentanediamine, N4 - (6 - chloro - 2 - methoxy - 9 - acridinyl) - N1,N1 - diethyl - , dihydrochloride
  2. 2 - Chloro - 5 - (omega - diethylamino - alpha - methylbutylamino) - 7 - methoxyacridine dihydrochloride
  3. 2 - Methoxy - 6 - chloro - 9 - (4 - diethylamino - 1 - methylbutylamino) acridine dihydrochloride
  4. 3 - Chloro - 9 - (4' - diethylamino - 1' - methylbutylamino) - 7 - methoxyacridine dihydrochloride
  5. 3 - Chloro - 7 - methoxy - 9 - (1 - methyl - 4 - diethylaminobutylamino) acridine dihydrochloride
  6. 6 - Chloro - 9 - ( (4 - (diethylamino) - 1 - methylbutyl) amino) - 2 - methoxyacridine dihydrochloride
  7. 866 R.P.
  8. Atabrine dihydrochloride
  9. Atabrine hydrochloride
  10. Atebrin hydrochloride
  11. Chemiochin
  12. Chinacrin
  13. Chinacrin hydrochloride
  14. Crinodora
  15. Erion
  1. Italchin
  2. Malaricida
  3. Mecryl
  4. Mepacrine dihydrochloride
  5. Mepacrine hydrochloride
  6. Methoquine
  7. Metochin
  8. Metoquin
  9. Metoquine
  10. Palacrin
  11. Palusan
  12. Pentilen
  13. Quinacrine dihydrochloride
  14. Quinacrine hydrochloride
  15. SN 390


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 human lymphocyte 600 µg/L MUREAV 466,43,2000
DNA adduct Escherichia coli 30 µmol/L MUREAV 89,95,1981
DNA adduct mammal (species unspecified) lymphocyte 1 mmol/L CHROAU 49,17,1974
DNA adduct other microorganisms 1 mmol/L CHROAU 49,17,1974
DNA damage Bacillus subtilis 1 mmol/L MUREAV 42,175,1977
DNA repair Escherichia coli 500 ng/well ENMUDM 3,429,1981
mutation in microorganisms Salmonella typhimurium 100 µg/plate (+/-enzymatic activation step) 49VWAG -,71,1983
micronucleus test human lymphocyte 600 µg/L MUREAV 466,43,2000
micronucleus test intraperitoneal
mouse
150 mg/kg MUREAV 120,127,1983
micronucleus test oral
mouse
100 mg/kg JOPHBO 15,450,1986
sex chromosome loss and nondisjunction oral
Drosophila melanogaster
5 mmol/L MUREAV 158,177,1985
specific locus test Escherichia coli 8 µmol/L/16 hour EMMUEG 42,111,2003
specific locus test parenteral
silkworm
500 µg MUREAV 22,295,1974


REPRODUCTIVE EFFECTS DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
intracervical
woman
lowest published toxic dose: 20 mg/kg (1 day prior to copulation) Reproductive: Effects on fertility: Female fertility index (e.g., # females pregnant per # sperm positive females; # females pregnant per # females mated) CCPTAY 14,75,1976
intratesticular
monkey
lowest published toxic dose: 20 mg/kg (1 day male) Reproductive: Paternal effects: Spermatogenesis (including genetic material, sperm morphology, motility, and count) FESTAS 39(Suppl),441,1983
intrauterine
monkey
lowest published toxic dose: 7,200 µg/kg (1 day prior to copulation) Reproductive: Maternal effects: Uterus, cervix, vagina CCPTAY 29,561,1984
intrauterine
mouse
lowest published toxic dose: 80 mg/kg (1 day pregnant) Reproductive: Maternal effects: Uterus, cervix, vagina

Reproductive: Effects on fertility: Pre- implantation mortality (e.g., reduction in number of implants per female; total number of implants per corpora lutea)
CCPTAY 17,231,1978
intrauterine
rat
lowest published toxic dose: 50 mg/kg (1 day prior to copulation) Reproductive: Other effects on female IJEBA6 16,1074,1978
intrauterine
rat
lowest published toxic dose: 2 mg/kg (8 day pregnant) Reproductive: Effects on fertility: Post- implantation mortality (e.g., dead and/or resorbed implants per total number of implants) 49VWAG -,71,1983
intrauterine
rat
lowest published toxic dose: 200 mg/kg (1 day prior to copulation) Reproductive: Maternal effects: Uterus, cervix, vagina CCPTAY 29,553,1984
intrauterine
woman
lowest published toxic dose: 15 mg/kg (3 day prior to copulation) Reproductive: Maternal effects: Uterus, cervix, vagina FESTAS 21,581,1970
unreported route
gerbil
lowest published toxic dose: 375 mg/kg (25 day prior to copulation) Reproductive: Maternal effects: Ovaries, fallopian tubes

Reproductive: Maternal effects: Uterus, cervix, vagina

Reproductive: Maternal effects: Menstrual cycle changes or disorders
IJEBA6 16,984,1978


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
gerbil
lowest published lethal dose: 70 mg/kg N/R CCPTAY 17,231,1978
intraperitoneal
hamster
lowest published lethal dose: 80 mg/kg N/R CCPTAY 17,231,1978
intraperitoneal
mouse
lethal dose (50 percent kill): 189 mg/kg N/R JPETAB 91,133,1947
intrauterine
rat
lethal dose (50 percent kill): 100 mg/kg N/R IJEBA6 16,1074,1978
intravenous
cat
lowest published lethal dose: 10 mg/kg Eye: Mydriasis (pupilliary dilation)

Behavioral: Convulsions or effect on seizure threshold

Gastrointestinal: Changes in structure or function of salivary glands
AEPPAE 170,328,1933
intravenous
dog
lowest published lethal dose: 20 mg/kg Peripheral Nerve and Sensation: Flaccid paralysis without anesthesia (usually neuromuscular blockage)

Vascular: Other changes

Lung, Thorax, or Respiration: Other changes
JAPMA8 34,20,1945
intravenous
guinea pig
lethal dose (50 percent kill): 14 mg/kg Behavioral: Altered sleep time (including change in righting reflex)

Behavioral: Convulsions or effect on seizure threshold
JPETAB 91,157,1947
intravenous
monkey
lowest published lethal dose: 15 mg/kg Behavioral: Somnolence (general depressed activity)

Lung, Thorax, or Respiration: Respiratory depression

Immunological Including Allergic: Anaphylaxis (multiple organ involvement)
CCPTAY 24,269,1981
intravenous
mouse
lethal dose (50 percent kill): 38 mg/kg Behavioral: Altered sleep time (including change in righting reflex)

Behavioral: Convulsions or effect on seizure threshold
JPETAB 91,157,1947
intravenous
rat
lethal dose (50 percent kill): 29 mg/kg Behavioral: Altered sleep time (including change in righting reflex)

Behavioral: Convulsions or effect on seizure threshold
JPETAB 91,157,1947
intravenous
rabbit
lethal dose (50 percent kill): 9 mg/kg Behavioral: Altered sleep time (including change in righting reflex) JPETAB 91,157,1947
oral
cat
lowest published lethal dose: 200 mg/kg Behavioral: Excitement

Gastrointestinal: Hypermotility, diarrhea

Gastrointestinal: Other changes
AEPPAE 170,328,1933
oral
man
lowest published toxic dose: 34 mg/kg/8 day- intermittent Behavioral: Toxic psychosis SMJOAV 75,359,1982
oral
mouse
lethal dose (50 percent kill): 557 mg/kg N/R JPETAB 91,157,1947
oral
rat
lethal dose (50 percent kill): 660 mg/kg N/R JPETAB 91,157,1947
oral
rabbit
lethal dose (50 percent kill): 433 mg/kg N/R JPETAB 91,157,1947
oral
woman
lowest published toxic dose: 18 mg/kg/3 day- intermittent Behavioral: Toxic psychosis SMJOAV 75,359,1982
subcutaneous
cat
lowest published lethal dose: 100 mg/kg Gastrointestinal: Hypermotility, diarrhea

Liver: Other changes

Kidney, Ureter, and Bladder: Other changes
AEPPAE 170,328,1933
subcutaneous
mouse
lethal dose (50 percent kill): 212 mg/kg Lung, Thorax, or Respiration: Respiratory depression ABEMAV 1,317,1941


OTHER MULTIPLE DOSE DATA AND REFERENCES:

ROUTE/
ORGANISM
DOSE
EFFECT

REFERENCE
oral
mouse
lowest published toxic dose: 2,520 mg/kg/7 day- continuous Nutritional and Gross Metabolic: Weight loss or decreased weight gain

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field
JPETAB 85,111,1945


REVIEWS:

ORGANIZATION STANDARD
REFERENCE

TOXICOLOGY REVIEW
MUREAV 578,88,2005


STANDARDS AND REGULATIONS:

ORGANIZATION STANDARD
REFERENCE

N/R N/R N/R


NIOSH DOCUMENTATION AND SURVEILLANCE:

ORGANIZATION STANDARD or SURVEY
REFERENCE

National Occupational Exposure Survey 1983 National Occupational Exposure Survey 1983: Hazard Code: X4102;
Number of Industries 1;
Total Number of Facilities 66;
Number of Occupations 3;
Total Number of Employees Exposed 987;
Total Number of Female Employees Exposed 508


STATUS IN FEDERAL AGENCIES:

ORGANIZATION
REFERENCE

EPA GENETOX PROGRAM 1988, Negative: Sperm morphology-mouse
EPA GENETOX PROGRAM 1988, Inconclusive: Mammalian micronucleus
Used as an antihelmintic agent
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001


REFERENCES:

CODEN
REFERENCE

49VWAG "Female Transcervical Sterilization, Proceedings of an International Workshop on Non-Surgical Methods for Female Tubal Occlusion, Chicago, 1982," Zatuchni, G.I., et al., eds., New York, Harper & Row, 1983
ABEMAV Annals of Biochemistry and Experimental Medicine. (Calcutta, India) V.1-23, 1941-63. For publisher information, see IJEBA6.
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC.
CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970-
CHROAU Chromosoma. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1939-
EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987-
ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG.
FESTAS Fertility and Sterility. (American Fertility Soc., 608 13th Ave. S, Birmingham, AL 35282) V.1- 1950-
IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963-
JAPMA8 Journal of the American Pharmaceutical Association, Scientific Edition. (Washington, DC) V.29-49, 1940-60. For publisher information, see JPMSAE.
JOPHBO Journal of Oral Pathology. (Munksgaard International Pub., POB 2148, DK-1016 Copenhagen K, Denmark) V.1- 1972-
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10-
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964-
SMJOAV Southern Medical Journal. (Southern Medical Assoc., POB 2446, Birmingham, AL 35205) V.1- 1908-

Used as an antihelmintic agent

RTECS Compound Description:
   Drug
   Mutagen
   Reproductive Effector
   Human Data

ALT CAS #: 133347-98-5
Click Here for Additional Information about RTECS

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