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141-90-2

141-90-2 structure
141-90-2 structure
  • Name: 2-Thiouracil
  • Chemical Name: thiouracil
  • CAS Number: 141-90-2
  • Molecular Formula: C4H4N2OS
  • Molecular Weight: 128.152
  • Catalog: Pharmaceutical intermediate Heterocyclic compound Pyrimidine compound Urinary (urea)pyrimidine
  • Create Date: 2018-07-01 15:20:12
  • Modify Date: 2026-06-30 13:13:03
  • 2-Thiouracil is a thiolated uracil derivative that is a known antihyperthyroid agent. Target: Others2-Thiouracil is an established antithyroid drug and an extensively investigated agent for the early detection and targeting of metastatic melanotic melanoma. In addition, 2-Thiouracil is also a selective inhibitor of neuronal nitric oxide synthase antagonising tetrahydrobiopterin-dependent enzyme activation and dimerization. Thiouracil refers both to a specific molecule consisting of a sulfated uracil, and a family of molecules based upon that structure. Thiouracil inhibits thyroid activity by blocking the enzyme thyroid peroxidase [1-3].
Name thiouracil
Synonyms Thiourea pyriMidine
TU
2-Sulfanylpyrimidin-4(3H)-one
2-mercapto-4(1h)-pyrimidinone
2-Thiouracil Vetec(TM) ade
Nobilen
2-Mercapto-4-hydroxypyrimidine
2-THIOURACIL VETRANAL
2-THIOURACIL extrapure
2-THIO-URACYLE
4-oxo-2-thioxo-1,2,3,4-tetrahydropyrimidine
Antagothyroid
4-Hydroxy-2-pyrimidinethiol
2,3-dihydro-2-thioxo-4(1h)-pyrimidinon
6-Hydroxy-2-mercaptopyrimidine
2-Sulfanylidene-1H-pyrimidin-4-one
2-sulfanylidene-1,2,3,4-tetrahydropyriMidin-4-one
2-sulfanylpyrimidin-4-ol
tiouracyl
2-Thiouracil, TU
2-thio-2,4-(1h,3h)-pyrimidinedione
2-Mercapto-4-pyrimidone
2-Thioxo-2,3-dihydro-4(1H)-pyrimidinone
Thiouracil
2-Thioxo-2,3-dihydropyrimidin-4(1H)-one
4-Hydroxy-2-mercaptopyrimidine
2-thio-4-oxo-1,3-pyrimidine
Thiouraci
2-MERCAPTO-4-HYDROXYPYRIMIDINE
4-hydroxy-2(1h)-pyrimidinethione
2-Mercaptopyrimid-4-one
MFCD00006039
2-thio-6-oxypyrimidine
DERACIL
2-thioxo-2,3-dihydropyriMidin-4(1H)-one
2-Thioxo-1,2,3,4-tetrahydropyrimidin-4-one
2-ThiouraCll
2,3-dihydro-2-thioxo-(1H)pyrimidin-4-one
4-HYDROXY-2-MERCAPTOPYRIMIDINE
nci-c01490
4-HYDROXY-2-THIOPYRIMIDINE
2-Mercapto-4-pyrimidinol
2-thio-uraci
2-MERCAPTO-4-PYRIMIDONE
6-Thiouracil
2-ThiouracilForSynthesis
4-HYDROXY-2-MERCAPTOPYRIMIDINE / 2-THIOURACIL
2-Sulfanyl-4-pyrimidinol
2-THIOURACIL
2,3-dihydro-2-thioxo-4(1h)-pyrimidinone
EINECS 205-508-8
2-HYDROXY-2-MERCAPTOPYRIMIDINE
4-Pyrimidinol, 2-mercapto
4(1H)-Pyrimidinone,2,3-dihydro-2-thioxo
Antagothyroil
4(1H)-Pyrimidinone, 2,3-dihydro-2-thioxo- (9CI)
2-thio-4-oxypyrimidine
2-Mercapto-4-hydroxypyrimidine 2-Mercapto-4-pyrimidone
2-mercapto-4-pyrimidino
THIURACIL
2-Thio-1,3-pyrimidin-4-one
2-TU
Uracil, 2-thio
4(1H)-Pyrimidinone, 2,3-dihydro-2-thioxo
2-Thioxo-2,3-dihydro-1H-pyrimidin-4-one
Description 2-Thiouracil is a thiolated uracil derivative that is a known antihyperthyroid agent. Target: Others2-Thiouracil is an established antithyroid drug and an extensively investigated agent for the early detection and targeting of metastatic melanotic melanoma. In addition, 2-Thiouracil is also a selective inhibitor of neuronal nitric oxide synthase antagonising tetrahydrobiopterin-dependent enzyme activation and dimerization. Thiouracil refers both to a specific molecule consisting of a sulfated uracil, and a family of molecules based upon that structure. Thiouracil inhibits thyroid activity by blocking the enzyme thyroid peroxidase [1-3].
Related Catalog
References

[1]. Palumbo, A., M. d'Ischia, and F.A. Cioffi, 2-thiouracil is a selective inhibitor of neuronal nitric oxide synthase antagonising tetrahydrobiopterin-dependent enzyme activation and dimerisation. FEBS Lett, 2000. 485(2-3): p. 109-12.

[2]. Napolitano, A., et al., Mechanism of selective incorporation of the melanoma seeker 2-thiouracil into growing melanin. J Med Chem, 1996. 39(26): p. 5192-201.

[3]. Nagasaka, A. and H. Hidaka, Effect of antithyroid agents 6-propyl-2-thiouracil and 1-mehtyl-2-mercaptoimidazole on human thyroid iodine peroxidase. J Clin Endocrinol Metab, 1976. 43(1): p. 152-8.
Density 1.5±0.1 g/cm3
Boiling Point 337.2ºC at 760mmHg
Melting Point >300 °C(lit.)
Molecular Formula C4H4N2OS
Molecular Weight 128.152
Flash Point 157.7ºC
Exact Mass 128.004440
PSA 80.74000
LogP -0.28
Vapour Pressure 5.45E-05mmHg at 25°C
Index of Refraction 1.678
Storage condition 2-8°C
Water Solubility 0.5 g/L

CHEMICAL IDENTIFICATION

RTECS NUMBER :
YR1575000
CHEMICAL NAME :
Uracil, 2-thio-
CAS REGISTRY NUMBER :
141-90-2
LAST UPDATED :
199701
DATA ITEMS CITED :
17
MOLECULAR FORMULA :
C4-H4-N2-O-S
MOLECULAR WEIGHT :
128.16
WISWESSER LINE NOTATION :
T6MYMVJ BUS

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3900 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2100 mg/kg/4W-C
TOXIC EFFECTS :
Endocrine - changes in thyroid weight
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
10 gm/kg/14W-C
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Endocrine - thyroid weight (goiter) Tumorigenic - increased incidence of tumors in susceptible strains
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
184 gm/kg/73W-C
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Liver - tumors
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Unreported
DOSE :
484 mg/kg
SEX/DURATION :
female 1-26 week(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - endocrine system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Unreported
DOSE :
924 mg/kg
SEX/DURATION :
female 26-41 week(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - Central Nervous System Reproductive - Specific Developmental Abnormalities - craniofacial (including nose and tongue) Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
1600 mg/kg
SEX/DURATION :
female 1-16 day(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - musculoskeletal system
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
22750 mg/kg
SEX/DURATION :
female 91 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - endocrine system Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

MUTATION DATA

TYPE OF TEST :
Phage inhibition capacity
TEST SYSTEM :
Bacteria - Escherichia coli
DOSE/DURATION :
100 mmol/L
REFERENCE :
MDMIAZ Medycyna Doswiadczalna i Mikrobiologia. For English translation, see EXMMAV. (Ars Polona, POB 1001, 00-068 Warsaw 1, Poland) V.1- 1949- Volume(issue)/page/year: 31,11,1979 *** REVIEWS *** IARC Cancer Review:Animal Limited 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: 7,85,1974 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: 7,85,1974 IARC Cancer Review:Group 3 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 ADVPA3 Advances in Pharmacology. (New York, NY) V.1-6, 1962-68. For publisher information, see AVPCAQ. Volume(issue)/page/year: 4,263,1966 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - E0277 No. of Facilities: 6 (estimated) No. of Industries: 2 No. of Occupations: 2 No. of Employees: 1776 (estimated) No. of Female Employees: 634 (estimated)
Symbol GHS08
GHS08
Signal Word Warning
Hazard Statements 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 R40
Safety Phrases S36/37
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS YR1575000
HS Code 29335995
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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