Methylthiouracil

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Names

[ CAS No. ]:
56-04-2

[ Name ]:
Methylthiouracil

[Synonym ]:
4-Hydroxy-2-mercapto-6-methylpyrimidine
6-Methyl-2-thioxo-2,3-dihydro-4(1H)-pyrimidinone
Metiur
4(3H)-pyrimidinone, 2-mercapto-6-methyl-
2-Mercapto-4-methyl-6-hydroxypyrimidine
Methiure
2(1H)-pyrimidinethione, 4-hydroxy-6-methyl-
4(1H)-Pyrimidinone, 2,3-dihydro-6-methyl-2-thioxo-
6-Hydroxy-2-mercapto-4-methylpyrimidine
6-Methyl-2-sulfanylpyrimidin-4(3H)-one
4-Hydroxy-6-methylpyrimidine-2(1H)-thione
6-methyl-2-sulfanylpyrimidin-4-ol
methylthiouracil
6-methyl-2-sulfanylidene-1H-pyrimidin-4-one
6-Methyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-on
6-Methyl-4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine
MFCD00006040
EINECS 200-252-3
2-mercapto-6-methylpyrimidin-4-ol
6-methyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
342.3ºC at 760 mmHg

[ Melting Point ]:
~330 °C (dec.)(lit.)

[ Molecular Formula ]:
C5H6N2OS

[ Molecular Weight ]:
142.179

[ Flash Point ]:
160.8ºC

[ Exact Mass ]:
142.020081

[ PSA ]:
80.74000

[ LogP ]:
0.31

[ Index of Refraction ]:
1.638

[ Stability ]:
Stability Incompatible with strong oxidizing agents, iodine, metals.

[ Water Solubility ]:
INSOLUBLE

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YR0875000
CHEMICAL NAME :
Uracil, 6-methyl-2-thio-
CAS REGISTRY NUMBER :
56-04-2
LAST UPDATED :
199801
DATA ITEMS CITED :
20
MOLECULAR FORMULA :
C5-H6-N2-O-S
MOLECULAR WEIGHT :
142.19
WISWESSER LINE NOTATION :
T6MYMVJ BUS F1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869- Volume(issue)/page/year: 157,659,1946
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
920 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - other changes
REFERENCE :
FRPSAX Farmaco, Edizione Scientifica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 13,882,1958
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
200 mg/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: AD277-689
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,963,1989 ** OTHER MULTIPLE DOSE TOXICITY DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
5950 mg/kg/17W-I
TOXIC EFFECTS :
Nutritional and Gross Metabolic - weight loss or decreased weight gain Related to Chronic Data - death
REFERENCE :
NATUAS Nature. (Nature Subscription Dept., POB 1018, Manasguan, NJ 08736) V.1- 1869- Volume(issue)/page/year: 157,659,1946 ** TUMORIGENIC DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
9100 mg/kg/2Y-C
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Endocrine - thyroid tumors
REFERENCE :
CNREA8 Cancer Research. (Public Ledger Building, Suit 816, 6th & Chestnut Sts., Philadelphia, PA 19106) V.1- 1941- Volume(issue)/page/year: 19,870,1959
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
196 gm/kg/1Y-C
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Lungs, Thorax, or Respiration - tumors Endocrine - thyroid tumors
REFERENCE :
CANCAR Cancer (Philadelphia). (Lippincott/Harper, Journal Fulfillment Dept., 2350 Virginia Ave., Hagerstown, MD 21740) V.1- 1948- Volume(issue)/page/year: 40,2188,1977
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
53750 mg/kg/65W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Endocrine - thyroid tumors
REFERENCE :
BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year: 7,181,1953
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
27783 mg/kg/60W-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Endocrine - thyroid tumors
REFERENCE :
BJCAAI British Journal of Cancer. (Macmillan Press Ltd., Houndmills, Basingstoke, Hants. RG21 2XS, UK) V.1- 1947- Volume(issue)/page/year: 4,223,1950 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Unreported
DOSE :
1344 mg/kg
SEX/DURATION :
female 19-42 week(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - endocrine system Reproductive - Effects on Newborn - other neonatal measures or effects
REFERENCE :
LANCAO Lancet. (7 Adam St., London WC2N 6AD, UK) V.1- 1823- Volume(issue)/page/year: 1,1281,1953
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
375 mg/kg
SEX/DURATION :
female 10-16 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - eye/ear Reproductive - Effects on Newborn - behavioral
REFERENCE :
ZYDXEN Zhongguo Yike Daxue Xuebao. Journal of China Medical University. (China International Book Trading Corp. POB 399, Beijing 100044, Peop. Rep. China) V.1- 19??-m/* Volume(issue)/page/year: 21,349,1992
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
10 mg/kg
SEX/DURATION :
female 9 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Specific Developmental Abnormalities - musculoskeletal system
REFERENCE :
KAIZAN Kaibogaku Zasshi. Journal of Anatomy. (Nippon Kaibo Gakkai, c/o Tokyo Daigaku Igakubu, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113, Japan) V.1- 1928- Volume(issue)/page/year: 42,90,1967
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
900 mg/kg
SEX/DURATION :
female 1-18 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - endocrine system
REFERENCE :
OSDIAF Osaka Shiritsu Daigaku Igaku Zasshi. Journal of the Osaka City Medical Center. (Osaka, Japan) V.4-23, 1955-74. For publisher information, see OIGZDE. Volume(issue)/page/year: 8,1281,1959 *** REVIEWS *** IARC Cancer Review:Animal Sufficient Evidence 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- Volume(issue)/page/year: 7,53,1974 IARC Cancer Review:Human No Adequate Data 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- Volume(issue)/page/year: 7,53,1974 IARC Cancer Review:Group 2B IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 TOXICOLOGY REVIEW AMSSAQ Acta Medica Scandinavica, Supplement. (Almqvist & Wiksell, POB 45150, S-10430 Stockholm, Sweden) No.1-730, 1921-88. Volume(issue)/page/year: 196,85,1947 TOXICOLOGY REVIEW MJAUAJ Medical Journal of Australia. (Australasian Medical Pub. Co. Ltd., 71-79 Arundel St., Glebe, N.S.W., Australia) V.1- 1914- Volume(issue)/page/year: 2,524,1948

Safety Information

[ Symbol ]:

GHS07, GHS08

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H351

[ Precautionary Statements ]:
P281

[ Personal Protective Equipment ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22;R40

[ Safety Phrases ]:
S36/37-S45

[ RIDADR ]:
UN 3077 9/PG 3

[ WGK Germany ]:
3

[ RTECS ]:
YR0875000

[ HS Code ]:
29335995

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Ethyl acetoacetate
  • 5-Acetyl-2,2-dimethyl-1,3-dioxane-4,6-dione
  • 7-methyl-5H-1,3,4-thiadiazolo[3,2-a]pirimidin-5-one
  • Diethyl malonate
  • 6-methyl-2-phenacylsulfanyl-1H-pyrimidin-4-one
  • ethyl acetate
  • sodium acetyl acetic acid ethyl ester
  • Sodium Methylate
  • Methyl acetoacetate

DownStream

  • 4-Hydroxy-6-methylpyrimidine
  • 6-Methyluracil
  • 4,6-Dichloro-2-Methylthio Pyrimidine
  • 2,3-dihydro-6-methyl-2-thioxopyrimidin-4(1H)-one, monosodium salt
  • 5H-Thiazolo[3,2-a]pyrimidin-5-one,7-methyl-3-(4-methylphenyl)-
  • 4(1H)-Pyrimidinone,2,3-dihydro-6-methyl-5-(1-piperidinylmethyl)-2-thioxo-
  • 4(1H)-Pyrimidinone, 6-methyl-2-[(phenylmethyl)thio]-
  • 5H-Thiazolo[3,2-a]pyrimidin-5-one,3-(4-chlorophenyl)-7-methyl-
  • 6-Methyl-2-(methylthio)-1H-pyrimidin-4-one
  • 2,4-Imidazolidinedione, 1-acetyl-5-hydroxy- (9CI)

Customs

[ HS Code ]: 2933599090

[ Summary ]:
2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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Related Compounds

  • Methylthiouracil
  • 4-methylthiouracil
  • Sodium methylthiouracil
  • 2-Butyl-6-methylthiouracil
  • 5-bromo-2-methylthiouracil
  • 6-propyl-2-methylthiouracil
  • Ethyl 2,2-difluoro-3-(prop-2-en-1-ylsulfanyl)propanoate
  • 7-Benzyl-3-propyl-1,8a-dihydro-[1,2,4]triazolo[4,3-a]pyrazin-8-one
  • Ethyl 2,2-difluoro-3-(propylsulfanyl)propanoate
  • 4-(1H-indol-3-ylmethyl)-2-methyl-4,5-dihydro-1,3-oxazole
  • Pyruvic acid (1-13C, 99%; D4, 98%)
  • 5-Fluoro-6-propan-2-yl-2-(4-pyrimidin-2-ylpiperazin-1-yl)-1,3-diazinan-4-one
  • 1-(Cyclopropylmethyl)-4-(2-fluorophenyl)piperazine-2,3-dione
  • 1-But-3-enyl-4-(3,5-dimethylphenyl)piperazine-2,3-dione
  • 1-(4-Propan-2-ylphenyl)-4-prop-2-enylpiperazine-2,3-dione
  • Ethyl 2,2-difluoro-3-(oxetan-3-ylsulfanyl)propanoate
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