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Quinoline, 7 - chloro - 4 - ( (4 - (diethylamino) - 1 - methylbutyl) amino) -

RTECS #: VB2360000

CAS #: 54-05-7

UPDATE: May 2009 MW: 319.92 MF: C18H26ClN3


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, N (sup 4) - (7 - chloro - 4 - quinolinyl) - N (sup 1) ,N (sup 1) - diethyl -
  2. 7 - Chloro - 4 - (4 - diethylamino - 1 - methylbutylamino) quinoline
  3. Amokin
  4. Aralen
  5. Arthrochin
  6. Artrichin
  7. Bemaco
  8. Benaquin
  9. Bipiquin
  10. Chemochin
  11. Chloraquine
  12. Chlorochin
  13. Chloroquina
  14. Chloroquine
  15. Chloroquinium
  16. Chlorquin
  17. Cidanchin
  18. Clorochina
  19. Cocartrit
  20. Dichinalex
  21. Elestol
  22. Gontochin
  23. Heliopar
  24. Imagon
  1. Iroquine
  2. Klorokin
  3. Lapaquin
  4. Malaquin
  5. Malaren
  6. Malarex
  7. Mesylith
  8. N (sup 4) - (7 - Chloro - 4 - quinolinyl) - N (sup 1) ,N (sup 1) - diethyl - 1,4 - pentanediamine
  9. Neochin
  10. Quinachlor
  11. Quinercyl
  12. Quinilon
  13. Quinoscan
  14. Reumachlor
  15. Reumaquin
  16. Ronaquine
  17. Silbesan
  18. Siragan
  19. Solprina
  20. Sopaquin
  21. Tresochin
  22. Trochin
  23. W 7618
  24. WIN 244


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 100 mg/L BEXBAN 82,1095,1976
DNA damage hamster lung 42 µmol/L/3 hour (-enzymatic activation step) MUREAV 503,21,2002
DNA damage hamster lung 78 µmol/L/3 hour MUREAV 609,47,2006
DNA damage mammal (species unspecified) lymphocyte 500 µmol/L BBACAQ 561,77,1979
DNA damage non-mammalian species 1 mole/L BBACAQ 561,77,1979
DNA repair Escherichia coli 250 µg/disc MUREAV 41,61,1976
micronucleus test hamster lung 78 µmol/L/3 hour MUREAV 609,47,2006
sex chromosome loss and nondisjunction oral
Drosophila melanogaster 		5 mmol/L MUREAV 158,177,1985
specific locus test oral
Drosophila melanogaster 		5 mmol/L MUREAV 138,169,1984


REPRODUCTIVE EFFECTS DATA AND REFERENCES:

ROUTE/
ORGANISM 		DOSE
EFFECT

 REFERENCE
oral
rat 		lowest published toxic dose: 10,500 mg/kg (1-15 day pregnant) Reproductive: Effects on embryo or fetus: Fetotoxicity (except death, e.g., stunted fetus)

Reproductive: Specific developmental abnormalities: Musculoskeletal system

Reproductive: Specific developmental abnormalities: Hepatobiliary system 		PBBHAU 34,77,1989
unreported route
woman 		lowest published toxic dose: 420 mg/kg (1-42 day pregnant) Reproductive: Specific developmental abnormalities: Urogenital system

Reproductive: Other developmental abnormalities 		JOPDAB 69,1150,1966
unreported route
woman 		lowest published toxic dose: 1,155 mg/kg (6-39 week pregnant) Reproductive: Specific developmental abnormalities: Eye, ear

Reproductive: Effects on newborn: Other postnatal measures or effects 		JOPDAB 69,1150,1966
unreported route
woman 		lowest published toxic dose: 840 mg/kg (1-84 day pregnant) Reproductive: Effects on fertility: Abortion JOPDAB 69,1150,1966


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
intramuscular
mouse 		lethal dose (50 percent kill): 71 mg/kg N/R CYLPDN 4,69,1983
intramuscular
rabbit 		lowest published lethal dose: 20 mg/kg N/R YHHPAL 15,630,1980
intraperitoneal
mouse 		lethal dose (50 percent kill): 66 mg/kg N/R ARZNAD 32,1219,1982
intraperitoneal
rat 		lethal dose (50 percent kill): 102 mg/kg Gastrointestinal: Other changes PHMGBN 13,401,1975
intraperitoneal
rat 		lowest published toxic dose: 40 mg/kg Reproductive: Maternal effects: Oogenesis JAPTO* 12,45,1992
intravenous
mouse 		lethal dose (50 percent kill): 21,600 µg/kg N/R CYLPDN 4,69,1983
intravenous
rat 		lethal dose (50 percent kill): 60 mg/kg N/R AIPTAK 163,38,1966
intravenous
rabbit 		lethal dose (50 percent kill): 8 mg/kg N/R THERAP 25,823,1970
oral
child 		lowest published lethal dose: 37,593 µg/kg Brain and Coverings: Other degenerative changes

Behavioral: Convulsions or effect on seizure threshold

Cardiac: Change in rate 		AEMED3 19,47,1990
oral
child 		lowest published lethal dose: 27 mg/kg N/R JEMME* 28,437,2005
oral
human 		lowest published lethal dose: 20 mg/kg Eye: Diplopia

Behavioral: Coma

Vascular: BP elevation not characterized in autonomic section 		JETOAS 6,86,1973
oral
man 		lowest published lethal dose: 86 mg/kg Cardiac: Change in rate

Cardiac: Other changes

Gastrointestinal: Nausea or vomiting 		NEJMAG 318,1,1988
oral
mouse 		lethal dose (50 percent kill): 311 mg/kg Behavioral: Tremor

Behavioral: Convulsions or effect on seizure threshold

Lung, Thorax, or Respiration: Respiratory depression 		OYYAA2 7,753,1973
oral
rat 		lethal dose (50 percent kill): 330 mg/kg Behavioral: Convulsions or effect on seizure threshold

Behavioral: Ataxia

Lung, Thorax, or Respiration: Dyspnea 		JTCTDW 20,271,1983
oral
rat 		lowest published toxic dose: 970 mg/kg Liver: Liver function tests impaired

Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)

Nutritional and Gross Metabolic: Conditioned vitamin deficiency 		JAPTO* 24,21,2004
oral
rat 		lowest published toxic dose: 970 mg/kg Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Phosphatases

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Transaminases 		JAPTO* 24,21,2004
oral
woman 		lowest published lethal dose: 180 mg/kg Behavioral: Convulsions or effect on seizure threshold

Cardiac: Pulse rate increased without fall in BP

Vascular: BP lowering not characterized in autonomic section 		MJAUAJ 160,231,1994
oral
woman 		lowest published toxic dose: 24 mg/kg/12 day- intermittent Brain and Coverings: Changes in surface EEG

Behavioral: Hallucinations, distorted perceptions

Behavioral: Change in motor activity (specific assay) 		AIMEAS 123,76,1995
oral
woman 		lowest published lethal dose: 110 mg/kg Cardiac: Change in rate

Cardiac: Other changes

Gastrointestinal: Nausea or vomiting 		NEJMAG 318,1,1988
oral
woman 		lowest published toxic dose: 3,600 mg/kg/3 year Eye: Visual field changes

Gastrointestinal: Other changes

Nutritional and Gross Metabolic: Weight loss or decreased weight gain 		TGMEAJ 32,216,1980
subcutaneous
mouse 		lethal dose (50 percent kill): 150 mg/kg N/R JETOAS 6,86,1973
subcutaneous
rat 		lethal dose (50 percent kill): 190 mg/kg N/R AIPTAK 163,38,1966
subcutaneous
rabbit 		lethal dose (50 percent kill): 75 mg/kg N/R JETOAS 6,86,1973


OTHER MULTIPLE DOSE DATA AND REFERENCES:

ROUTE/
ORGANISM 		DOSE
EFFECT

 REFERENCE
intraperitoneal
rat 		lowest published toxic dose: 600 mg/kg/3 week- intermittent Endocrine: Androgenic

Reproductive: Maternal effects: Uterus, cervix, vagina 		JAPTO* 12,45,1992
intraperitoneal
rat 		lowest published toxic dose: 800 mg/kg/4 week- intermittent Endocrine: Change in LH

Endocrine: Estrogenic 		JAPTO* 12,45,1992
intraperitoneal
rat 		lowest published toxic dose: 350 mg/kg/7 day- intermittent Liver: Other changes

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

Biochemical: Metabolism (intermediary): Lipids including transport 		FATOAO 49,67,1986
oral
dog 		lowest published toxic dose: 360 mg/kg/30 day- intermittent Behavioral: Tremor

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

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field 		YHHPAL 15,630,1980
oral
human 		lowest published toxic dose: 4.3 gm/kg/5 year- intermittent Eye: Visual field changes

Eye: Other eye effects 		HOKMJ* (11),55,2005
oral
man 		lowest published toxic dose: 180 mg/kg/7 day- intermittent Eye: Visual field changes

Behavioral: Headache

Gastrointestinal: Nausea or vomiting 		APHRER 37,526,2003
oral
man 		lowest published toxic dose: 34.3 mg/kg/8 week- intermittent Behavioral: Convulsions or effect on seizure threshold SEIZU* 1,183,1992
oral
man 		lowest published toxic dose: 130 mg/kg/7 day- intermittent Behavioral: Headache

Vascular: BP lowering not characterized in autonomic section

Gastrointestinal: Nausea or vomiting 		APHRER 37,526,2003
oral
rat 		lowest published toxic dose: 560 mg/kg/14 day- intermittent Behavioral: Food intake (animal)

Nutritional and Gross Metabolic: Weight loss or decreased weight gain

Related to Chronic Data: Death in the "MULTIPLE DOSE" data type field 		YHHPAL 15,630,1980
oral
rat 		lowest published toxic dose: 9,800 mg/kg/35 week- continuous Behavioral: Food intake (animal)

Blood: Changes in leukocyte (WBC) count

Nutritional and Gross Metabolic: Weight loss or decreased weight gain 		JPETAB 93,147,1948
oral
rat 		lowest published toxic dose: 525 mg/kg/21 day- intermittent Blood: Changes in serum composition (e.g. TP, bilirubin, cholesterol)

Biochemical: Enzyme inhibition, induction, or change in blood or tissue levels: Phosphatases 		FCLPH* 19,479,2005
oral
rat 		lowest published toxic dose: 1,050 mg/kg/21 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: Metabolism (intermediary): Effect on inflammation or mediation of inflammation 		FCLPH* 19,479,2005
oral
woman 		lowest published toxic dose: 168 mg/kg/6 week- intermittent Brain and Coverings: Changes in surface EEG

Behavioral: Convulsions or effect on seizure threshold 		SEIZU* 1,183,1992
oral
woman 		: 1,020 mg/kg/335 day- intermittent Kidney, Ureter, and Bladder: Renal function tests depressed HPCQA4 34,285,2003
unreported route
rat 		lowest published toxic dose: 1,260 mg/kg/21 day- intermittent Liver: Other changes

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

Lung, Thorax, or Respiration: Other changes 		TOXID9 60,214,2001
unreported route
rat 		lowest published toxic dose: 1,260 mg/kg/21 day- intermittent Liver: Other changes

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

Lung, Thorax, or Respiration: Other changes 		TOXID9 60,214,2001
unreported route
rat 		lowest published toxic dose: 1,260 mg/kg/21 day- intermittent Biochemical: Metabolism (intermediary): Lipids including transport

Biochemical: Metabolism (intermediary): Effect on inflammation or mediation of inflammation 		TOXID9 60,214,2001


REVIEWS:

ORGANIZATION STANDARD
REFERENCE
International Agency for Research on Cancer (IARC) Cancer Review Animal Inadequate Evidence IMEMDT 13,47,1977
International Agency for Research on Cancer (IARC) Cancer Review Human No Adequate Data IMEMDT 13,47,1977
International Agency for Research on Cancer (IARC) Cancer Review Group 3 IMSUDL 7,56,1987
TOXICOLOGY REVIEW
PLMJAP 6,160,1975
TOXICOLOGY REVIEW
32XPAD -,49,1975
TOXICOLOGY REVIEW
FNSCA6 2,67,1973
TOXICOLOGY REVIEW
MUREAV 488,151,2001
TOXICOLOGY REVIEW
EMMUEG 43,143,2004
TOXICOLOGY REVIEW
TPHSDY 24,210,2003
TOXICOLOGY REVIEW
EMMUEG 44,163,2004
TOXICOLOGY REVIEW
EJIME* 17,529,2006
TOXICOLOGY REVIEW
DIMON* 39,678,1993
TOXICOLOGY REVIEW
ENTOX* -,573,2005
TOXICOLOGY REVIEW
EJPHAZ 549,1,2006
TOXICOLOGY REVIEW
TOPADD 33,517,2005
TOXICOLOGY REVIEW
MUTAEX 18,105,2003
TOXICOLOGY REVIEW
PAREAQ 58,591,2006
TOXICOLOGY REVIEW
PHREP* 57,23,2005
TOXICOLOGY REVIEW
JTPAE7 21,9,2008
TOXICOLOGY REVIEW
REPTED 26,42,2008
TOXICOLOGY REVIEW
JCINAO 118,15,2008
TOXICOLOGY REVIEW
HTOPA* 1,501,2002


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: X4820;
Number of Industries 1;
Total Number of Facilities 7;
Number of Occupations 1;
Total Number of Employees Exposed 103;
Total Number of Female Employees Exposed 52


STATUS IN FEDERAL AGENCIES:

ORGANIZATION
REFERENCE
EPA GENETOX PROGRAM 1988, Positive: In vitro mammalian nonhuman micronucleus
EPA GENETOX PROGRAM 1988, Positive: E coli polA without S9
Used as an antimalarial agent
EPA TSCA TEST SUBMISSION (TSCATS) DATA BASE, JANUARY 2001


REFERENCES:

CODEN
REFERENCE
32XPAD "Teratology," Berry, C.L., and D.E. Poswillo, eds., New York, Springer, 1975
AEMED3 Annals of Emergency Medicine. (American College of Emergency Physicians, 1125 Executive Circle, Irving, TX 75038)
AIMEAS Annals of Internal Medicine. (American College of Physicians, 4200 Pine St., Philadelphia, PA 19104) V.1- 1927-
AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898-
APHRER Annals of Pharmacotherpy. (Harvey Whitney Books Co., POB 42696, Cincinnati, OH 45242) V. 26- 1992-
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951-
BBACAQ Biochimica et Biophysica Acta. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1947-
BEXBAN Bulletin of Experimental Biology and Medicine (English Translation). Translation of BEBMAE. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) V.41- 1956-
CYLPDN Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1980-
DIMON* Disease-a Month (Chicago : Year Book Publishers) V. 24- 1978-
EJIME* European Journal of Internal Medicine: The Official Journal of the European Federation of Internal Medicine (EFIM) (Elsevier) V.10- 1999-
EJPHAZ European Journal of Pharmacology. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1967-
EMMUEG Environmental and Molecular Mutagenesis. (Alan R. Liss, Inc., 41 E. 11th St., New York, NY 10003) V.10- 1987-
ENTOX* Encyclopedia of Toxicology: Reference Book, Elsevier, 2005
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939-
FCLPH* Fundamental & Clinical Pharmacology (Oxford : Blackwell Science) 2001-
FNSCA6 Forensic Science. (Lausanne, Switzerland) V.1-11, 1972-78. For pub lisher information, see FSINDR.
HOKMJ* Hong Kong Medical Journal (Published by the Hong Kong Academy of Medicine and the Hong Kong Medical Association, 10th Floor, 99 Wong Chuk Hang Road, Aberdeen, Hong Kong, China)-
HPCQA4 Human Pathology. (W.B. Saunders Co., W. Washington Sq., Philadelphia, PA 19105) V.1- 1970-
HTOPA*
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-
IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979-
JAPTO* Journal of Applied Toxicology (John Wiley & Sons, Ltd., Oldlands Way Bognor Regis West Sussex, PO22 9SA England) V.1- 1981-
JCINAO Journal of Clinical Investigation. (Rockefeller Univ. Press, 1230 York Ave., New York, NY 10021) V.1- 1924-
JEMME* The Journal of emergency medicine (New York : Pergamon Press) V.1- 1983-
JETOAS Journal Europeen de Toxicologie. (Paris, France) V.1-6, 1968-72. For publisher information, see TOERD9.
JOPDAB Journal of Pediatrics. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63141) V.1- 1932-
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10-
JTCTDW Journal of Toxicology, Clinical Toxicology. (Marcel Dekker, 270 Madison Ave., New York, NY 10016) V.19- 1982-
JTPAE7 Journal of Toxicologic Pathology. (Nihon Dokusei Byori Gakkai, editor, 3-25-8 Nishi- shinbashi, Minato-ku, Tokyo 105, Japan) V.1- 1988
MJAUAJ Medical Journal of Australia. (Australasian Medical Pub. Co. Ltd., 71-79 Arundel St., Glebe, N.S.W., Australia) V.1- 1914-
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964-
MUTAEX Mutagenesis. (Oxford Univ. Press, Pinkhill House, Southfield Road, Eynsham, Oxford OX8 1JJ, UK) V.1- 1986-
NEJMAG New England Journal of Medicine. (Massachusetts Medical Soc., 10 Shattuck St., Boston, MA 02115) V.198- 1928-
OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967-
PAREAQ Pharmacological Reviews. (Williams & Wilkins, 428 E. Preston St., Baltimore, MD 21202) V.1- 1949-
PBBHAU Pharmacology, Biochemistry and Behavior. (ANKHO International Inc., P.O. Box 426, Fayetteville, NY 13066) V.1- 1973-
PHMGBN Pharmacology: International Journal of Experimental and Clinical Pharmacology. (S. Karger AG, Postfach CH-4009 Basel, Switzerland) V.1- 1968-
PHREP*
PLMJAP Pahlavi Medical Journal. (Shiraz, Iran) V.1-9, 1970-78.
REPTED Reproductive Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.1- 1987-
SEIZU* Seizure : the journal of the British Epilepsy Association (London W.B. Saunders) V.1- 1992-
TGMEAJ Tropical and Geographical Medicine. (Foris Pub., POB 509, 3, 300 AM Dordrecht, Netherlands) V.10- 1958-
THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946-
TOPADD Toxicologic Pathology. (c/o Dr. F.A. de la Iglesia, Warner-Lambert Co., Pharmaceutical Research Div., POB 1047, Ann Arbor, MI 48106) V.6(3/4)- 1978-
TOXID9 Toxicologist. (Soc. of Toxicology, Inc., 475 Wolf Ledge Parkway, Akron, OH 44311) V.1- 1981-
TPHSDY Trends in Pharmacological Sciences. (Elsevier Science Pub. Co., Inc., 52 Vanderbilt Ave., New York, NY 10017) V.1- 1979-
YHHPAL Yaoxue Xuebao. Acta Pharmaceutica Sinica. Pharmaceutical Journal. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.1- 1953- Suspended 1966-78.

Used as an antimalarial agent

RTECS Compound Description:
   Tumorigen
   Drug
   Mutagen
   Reproductive Effector
   Human Data

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