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MSDS  : Pyrimidine, 2,4-diamino-5-(3,4,5-trimethoxybenzyl)-
CAS  : 738-70-5
SYNONYMS  : * BW 56-72 * 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine * Monoprim * NIH 204 * NSC-106568 * Proloprim * 2,4-Pyrimidinediamine, 5-((3,4,5-trimethoxyphenyl)-methyl)- * Syraprim * Tiempe * Trimanyl * Trimethoprim * Trimetoprim * 5-(3,4,5-Trimethoxybenzyl)-2,4-diaminopyrimidine * Trimopan * Trimpex * Wellcoprim * WR 5949
*** CHEMICAL IDENTIFICATION ***

RTECS NUMBER : UV8225000
CHEMICAL NAME : Pyrimidine, 2,4-diamino-5-(3,4,5-trimethoxybenzyl)-
CAS REGISTRY NUMBER : 738-70-5
BEILSTEIN REFERENCE NO. : 0625127
REFERENCE : 5-25-13-00429 (Beilstein Handbook Reference)
LAST UPDATED : 199703
DATA ITEMS CITED : 24
MOLECULAR FORMULA : C14-H18-N4-O3
MOLECULAR WEIGHT : 290.36
WISWESSER LINE NOTATION : T6N CNJ BZ DZ E1R CO1 DO1 EO1
COMPOUND DESCRIPTOR : Drug
Mutagen
Reproductive Effector
Human
SYNONYMS/TRADE NAMES :
* BW 56-72
* 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine
* Monoprim
* NIH 204
* NSC-106568
* Proloprim
* 2,4-Pyrimidinediamine, 5-((3,4,5-trimethoxyphenyl)-methyl)-
* Syraprim
* Tiempe
* Trimanyl
* Trimethoprim
* Trimetoprim
* 5-(3,4,5-Trimethoxybenzyl)-2,4-diaminopyrimidine
* Trimopan
* Trimpex
* Wellcoprim
* WR 5949

*** HEALTH HAZARD DATA ***

** ACUTE TOXICITY DATA **

TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Human - woman
DOSE/DURATION : 56 mg/kg/7D-I
TOXIC EFFECTS :
Kidney, Ureter, Bladder - hematuria
Blood - other changes
Musculoskeletal - joints
REFERENCE :
PGMJAO Postgraduate Medical Journal. (Blackwell Scientific Pub. Ltd., POB
88, Oxford, UK) V.1- 1925- Volume(issue)/page/year: 68,391,1992

TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Human - woman
DOSE/DURATION : 60 mg/kg/10D-I
TOXIC EFFECTS :
Blood - thrombocytopenia
REFERENCE :
NZMJAX New Zealand Medical Journal. (New Zealand Medical Assoc., P.O. Box
156, Wellington, New Zealand) V.1- 1900- Volume(issue)/page/year:
106,251,1993

TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
14XBAV "International Congress of Chemotherapy, Proceedings of the 3rd
Congress, 1963," Kuemmerle, H.P., and Prezios, P., Stuttgart, Fed. Rep.
Ger., Georg Thieme Verlag, 1964 Volume(issue)/page/year: -,367,1964

TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Intraperitoneal
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 1460 mg/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity)
Lungs, Thorax, or Respiration - acute pulmonary edema
Nutritional and Gross Metabolic - weight loss or decreased weight gain
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki,
Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year:
21,175,1973

TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Subcutaneous
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : >5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki,
Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year:
21,175,1973

TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 2764 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
USXXAM United States Patent Document. (U.S. Patent Office, Box 9,
Washington, DC 20231) Volume(issue)/page/year: #4180578

TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Intraperitoneal
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 1870 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold
Lungs, Thorax, or Respiration - acute pulmonary edema
Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki,
Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year:
21,175,1973

TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Subcutaneous
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : >5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NKRZAZ Chemotherapy (Tokyo). (Nippon Kagaku Ryoho Gakkai, 2-20-8 Kamiosaki,
Shinagawa-Ku, Tokyo 141, Japan) V.1- 1953- Volume(issue)/page/year:
21,175,1973

TYPE OF TEST : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE : Intravenous
SPECIES OBSERVED : Rodent - mouse
DOSE/DURATION : 132 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JCHEEU Journal of Chemotherapy. (Edizioni Riviste Scientifiche, via R.
Giuliani, 419, 50141 Florence, Italy) V.1- 1989-
Volume(issue)/page/year: 5,400,1993

TYPE OF TEST : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE : Intravenous
SPECIES OBSERVED : Mammal - dog
DOSE/DURATION : 90 mg/kg
TOXIC EFFECTS :
Vascular - BP lowering not characterized in autonomic section
REFERENCE :
CHTHBK Chemotherapy (Basel). (S. Karger Pub., Inc., 79 Fifth Ave., New
York, NY 10003) V.13- 1968- Volume(issue)/page/year: 14,37,1969

** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - rat
DOSE/DURATION : 31800 mg/kg/30D-I
TOXIC EFFECTS :
Blood - changes in bone marrow (not otherwise specified)
REFERENCE :
BCTKAG Bromatologia i Chemia Toksykologiczna. (Ars Polona, POB 1001, 00-068
Warsaw 1, Poland) V.4- 1971- Volume(issue)/page/year: 10,267,1977

TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Primate - monkey
DOSE/DURATION : 27300 mg/kg/13W-I
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS
Nutritional and Gross Metabolic - weight loss or decreased weight gain
Related to Chronic Data - death
REFERENCE :
JCHEEU Journal of Chemotherapy. (Edizioni Riviste Scientifiche, via R.
Giuliani, 419, 50141 Florence, Italy) V.1- 1989-
Volume(issue)/page/year: 5,400,1993

TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - rabbit
DOSE/DURATION : 31800 mg/kg/30D-I
TOXIC EFFECTS :
Blood - changes in bone marrow (not otherwise specified)
Related to Chronic Data - death
REFERENCE :
BCTKAG Bromatologia i Chemia Toksykologiczna. (Ars Polona, POB 1001, 00-068
Warsaw 1, Poland) V.4- 1971- Volume(issue)/page/year: 10,267,1977

** REPRODUCTIVE DATA **

TYPE OF TEST : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE : Oral
SPECIES OBSERVED : Rodent - rat
DOSE : 2250 mg/kg
SEX/DURATION : female 11-13 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 :
ANANAU Anatomischer Anzeiger. (VEB Gustav Fischer Verlag, Postfach 176,
Jena DDR-6900, Ger. Dem. Rep.) V.1- 1886- Volume(issue)/page/year:
149,151,1981

** MUTATION DATA **

TYPE OF TEST : Mutation in microorganisms
TEST SYSTEM : Bacteria - Salmonella typhimurium
DOSE/DURATION : 15 ug/plate
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE
Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 188,197,1987

TYPE OF TEST : Phage inhibition capacity
TEST SYSTEM : Bacteria - Escherichia coli
DOSE/DURATION : 10 ug/plate
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut
Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year:
43,2819,1983

TYPE OF TEST : Mutation in microorganisms
TEST SYSTEM : Microorganism - not otherwise specified
DOSE/DURATION : 50 ug/plate
REFERENCE :
AMACCQ Antimicrobial Agents and Chemotherapy. (American Soc. for
Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1972-
Volume(issue)/page/year: 12,84,1977

TYPE OF TEST : Sex chromosome loss and nondisjunction
TEST SYSTEM : Mold - Neurospora crassa
DOSE/DURATION : 62 mg/L
REFERENCE :
MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE
Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 167,35,1986

TYPE OF TEST : DNA inhibition
TEST SYSTEM : Human Lymphocyte
DOSE/DURATION : 10 umol/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House,
Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year:
26,1593,1977

TYPE OF TEST : Mutation test systems - not otherwise specified
TEST SYSTEM : Human Lymphocyte
DOSE/DURATION : 50 umol/L
REFERENCE :
BCPCA6 Biochemical Pharmacology. (Pergamon Press Inc., Maxwell House,
Fairview Park, Elmsford, NY 10523) V.1- 1958- Volume(issue)/page/year:
26,1593,1977

TYPE OF TEST : Sperm Morphology
ROUTE OF EXPOSURE : Unreported
TEST SYSTEM : Rodent - rat
DOSE/DURATION : 800 mg/kg/8D
REFERENCE :
JOURAA Journal of Urology. (Williams & Wilkins Co., 428 E. Preston St.,
Baltimore, MD 21202) V.1- 1917- Volume(issue)/page/year: 112,348,1974

*** REVIEWS ***

TOXICOLOGY REVIEW
HFHBAG Hartford Hospital Bulletin. (Hartford Hospital, 80 Seymour St.,
Hartford, CT 06115) V.1- 1938/39- Volume(issue)/page/year: 29,364,1974

*** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA ***

NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA :
NOES - National Occupational Exposure Survey (1983)
NOES Hazard Code - X4630
No. of Facilities: 918 (estimated)
No. of Industries: 4
No. of Occupations: 9
No. of Employees: 21309 (estimated)
No. of Female Employees: 16105 (estimated)

*** STATUS IN U.S. ***

EPA GENETOX PROGRAM 1988, Positive: N crassa-aneuploidy


*** END OF RECORD ***
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ALL Chemical Property And Toxicity Analysis PAGES IN THIS GROUP
NAMECAS
2,4-Pyrimidinediamine,5-((4-(dimethylamino)-3,5-dimethoxyphenyl)methyl)- 56066-63-8
2,4-Pyrimidinediamine, N(sup4)-(2-(dimethylamino)ethyl)-6-methoxy-N(sup2)-methyl-5- (methylthio)-N(sup 2)-phenyl-,monohydrobromide 55417-13-5
2,4-Pyrimidinediamine, N(sup4)-(2-(dimethylamino)ethyl)-N(sup 2),N(sup2)-dimethyl-5- (methylthio)-6-(3-pyridinylmethoxy)-,dihydrobromide 55417-11-3
Pyrimidine,4-(3,5-dimethyl-1H-pyrazol-1-yl)-6-methyl-2-((1-methylethyl)thio)- 154496-72-7
2,4-Pyrimidinediamine,6-(4-((5-fluoro-2-benzofuranyl)methyl)-1-piperazinyl)-N,N'-di-2- propenyl-, (E)-2-butenedioate (1:1) 87813-89-6
2,4-Pyrimidinediamine,6-(4-((5-fluoro-2H-1-benzopyran-3-yl)methyl)-1-piperazinyl)-N,N'-di-2- propenyl-, (E)-2-butenedioate (1:1) 87813-91-0
5-Pyrimidinecarboxamide,N-(1-benzyl-4-piperidyl)-4-methoxy-2-methyl-, maleate 72412-54-5
4,6-Pyrimidinediamine,2,2'-(1,6-hexanediylbis(thio))bis- 92629-39-5
2,4-Pyrimidinediamine, 6-(2-methylpropyl)-5-phenyl- 35650-72-7
4,6-Pyrimidinediamine,2,2'-(1,5-pentanediylbis(thio))bis- 92629-38-4
2,4-Pyrimidinediamine, 5-phenyl-6-(phenylmethyl)- 35650-73-8
2,4-Pyrimidinediamine, 6,6'-(1,4-piperazinediyl)bis-,3,3'-dioxide 83540-33-4
Pyrimidine, 2,4-diamino-6-(p-arsenosoanilino)- 34388-37-9
Pyrimidine, 2,4-diamino-5-(p-bromophenyl)-6-methyl- 7331-25-1
Pyrimidine, 2,4-diamino-5-(p-chlorobenzyl)-6-methyl- 7331-23-9
Pyrimidine, 2,4-diamino-5-(p-chlorophenoxy)- 7331-20-6
Pyrimidine, 2,4-diamino-5-(p-chlorophenoxy)-6-methyl- 7331-19-3
5-Pyrimidinecarboxamide,N-((1-benzyl-2-pyrrolidinyl)methyl)-2-(dimethylamino)-4-methoxy-, dihydrochloride 84332-26-3
Pyrimidine,2,4-diamino-5-(3,4-dichlorophenyl)-6-ethyl- 18588-57-3
Pyrimidine,2,4-diamino-5-(3,4-dichlorophenyl)-6-methyl- 7761-45-7
Pyrimidine, 2,4-diamino-6-(2-(diethylamino)ethoxy)- 7520-51-6
Pyrimidine,2,4-diamino-5-(3,5-dimethoxy-4-(2-methoxyethoxy)benzyl)- 53808-87-0
Pyrimidine,2,4-diamino-5-((2,6-dimethoxy-3-pyridyl)methyl)- 65873-69-0
Pyrimidine,2,4-diamino-5-((2,6-dimethoxy-4-pyridyl)methyl)- 65873-57-6
Pyrimidine,2,4-diamino-5-((5,6-dimethoxy-3-pyridyl)methyl)- 52606-05-0
Pyrimidine, 2,4-diamino-6-(2-(dimethylamino)ethoxy)- 7520-50-5
Pyrimidine, 2,4-diamino-6-ethyl-5-phenyl- 27653-49-2
Pyrimidine,2,4-diamino-6-ethyl-5-(p-(trifluoromethoxy)phenyl)- 49561-95-7
5-Pyrimidinecarboxamide,N-((1-benzyl-2-pyrrolidinyl)methyl)-4-methoxy-,dihydrochloride, hydrate 84332-27-4
Pyrimidine, 2,4-diamino-6-isopropyl-5-phenyl- 34062-03-8
Pyrimidine,2,4-diamino-5-((6-methoxy-3-pyridyl)methyl)- 34062-03-8
Pyrimidine, 2,4-diamino-6-methyl-5-(p-nitrobenzyl)- 7331-21-7
Pyrimidine, 2,4-diamino-6-methyl-5-phenyl- 18588-50-6
Pyrimidine, 2,4-diamino-6-methyl-5-phenylazo- 34289-21-9
Pyrimidine, 2,4-diamino-6-(4-methyl-1-piperazinyl)-,3-oxide, dihydrochloride, hydrate 83540-32-3
Pyrimidine, 2,4-diamino-5-phenyl- 18588-49-3
Pyrimidine, 2,4-diamino-5-phenyl-6-propyl- 27653-50-5
Pyrimidine, 2,4-diamino-6-(1-piperazinyl)-, 3-oxide,dihydrochloride, hydrate 83540-31-2
Pyrimidine, 2,4-diamino-6-piperidino-, 3-oxide 38304-91-5
5-Pyrimidinecarboxamide,N-((1-benzyl-2-pyrrolidinyl)methyl)-4-methoxy-2-(methylamino)-, dihydrochloride 84332-25-2
Pyrimidine, 2,4-diamino-5-(2-pyridylmethyl)- 65873-50-9
Pyrimidine, 2,4-diamino-5-(3-pyridylmethyl)- 52606-04-9
Pyrimidine, 2,4-diamino-5-(4-pyridylmethyl)- 65873-56-5
Pyrimidine, 2,4-diamino-5-(3-pyridylmethyl)-, N(sup5)-oxide 65873-74-7
Pyrimidine, 2,4-diamino-5-(4-pyridylmethyl)-, N(sup5)-oxide 65873-75-8
Pyrimidine,2,4-diamino-6-(4-(2-pyridyl)-1-piperazinyl)-,3-oxide, dihydrochloride 83540-38-9
Pyrimidine,2,4-diamino-5-(m-(trifluoromethoxy)benzyl)- 50823-99-9
Pyrimidine,2,4-diamino-5-(m-(trifluoromethyl)benzyl)- 50823-94-4
Pyrimidine, 2,4-diamino-5-(3,4,5-trimethoxybenzyl)- 738-70-5
Pyrimidine, 2,4-diamino-5-(3,4,5-trimethoxybenzyl)-and N'-(5-methyl-3-isoxazolyl) sulfanilamide 8064-90-2

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