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6-メチル-2-チオウラシル

Methylthiouracil

HCID 667493
ノートを作成反応を作成見積依頼を出す
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
56-04-2
標準SMILES
Cc1cc(=O)[nH]c(=S)[nH]1
InChIKey
HWGBHCRJGXAGEU-UHFFFAOYSA-N
分子式
C5H6N2OS
平均分子量
142.18 g/mol
単同位体質量
142.02008381

概要

Methylthiouracil can cause cancer according to California Labor Code.

名称と識別子

優先名称
Methylthiouracil
IUPAC
6-methyl-2-sulfanylidene-1H-pyrimidin-4-one
現地名
6-メチル-2-チオウラシル
英語名
Methylthiouracil
分子式
C5H6N2OS
分子量
142.18

名称と別名

methylthiouracil6-Methyl-2-thiouracil56-04-2ThimecilAlkironMethiocilBasethyrinProstrumylThiomecilThiothyminMetacil2-Thio-6-methyluracil
名称をさらに表示
6-メチル-2-チオウラシル6-メチル-2-メルカプトピリミジン-4-オールムラシル6-メチル-2-チオキソ-1,2-ジヒドロピリミジン-4(3H)-オンストルマシルプロストルミルメチルチオウラシルメチアシルメチオシル2-チオキソ-6-メチル-1,2,3,4-テトラヒドロピリミジン-4-オン2-メルカプト-6-メチルピリミジン-4-オール4-ヒドロキシ-2-メルカプト-6-メチルピリミジンバセチリンチメシル2,3-ジヒドロ-6-メチル-2-チオキソピリミジン-4(1H)-オンメチシル1,2-ジヒドロ-2-チオキソ-6-メチルピリミジン-4(3H)-オン2,3-ジヒドロ-6-メチル-2-チオキソ-4(1H)-ピリミジノン6-メチル-2-チオキソピリミジン-4(1H,3H)-オンバセシルMtuMZUThyrilMuracinOrcanonThioryl
AntibasonMethiacilMethicilStrumacilThyreonormTiomeracilBasecilMuracil

データベース識別子

CAS
56-04-2
PubChem CID
667493
DTXSID
DTXSID2020890
ChEMBL
CHEMBL1330588
ChEBI
CHEBI:82346
UNII
QW24888U5F
EC Number
200-252-3
Nikkaji
J4.566G

物性

構造計算による物性

XLogP
-0.2
極性表面積
73.2 Ų
水素結合供与体数
2
水素結合受容体数
2
回転可能結合数
0
重原子数
9
形式電荷
0
複雑度
197

実験および物理化学的性質

pHSATURATED AQ SOLN IS NEUTRAL OR SLIGHTLY ACID TO LITMUS.
SpringerMaterials PropertiesBoiling point
OdorODORLESS
TasteBITTER
Color/Form · 3 件

CRYSTALS

PLATES FROM WATER

WHITE, CRYSTALLINE POWDER

Solubility · 3 件

less than 1 mg/mL at 73 °F (NTP, 1992)

VERY SLIGHTLY SOL IN COLD WATER, ETHER; ONE PART DISSOLVES IN ABOUT 150 PARTS BOILING WATER; SLIGHTLY SOL IN ALCOHOL, ACETONE; PRACTICALLY INSOL IN BENZENE, CHLOROFORM. FREELY SOL IN AQ SOLN OF AMMONIA & ALKALI HYDROXIDES.

Water solubility of 533.2 mg/l at 25 °C.

Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Melting Point570 to 577 °F (Decomposes) (NTP, 1992)
Physical DescriptionMethylthiouracil appears as white crystalline powder with an odor of onions and a bitter taste. A saturated aqueous solution is neutral or slightly acidic. (NTP, 1992)
Collision Cross Section

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 6 件

This chemical does not meet GHS hazard criteria for 1.7% (1 of 59) of reports.

Warning

H302 (91.5%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 59 reports by companies from 10 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

危険有害性情報

Regulatory Information · 5 件

Chemical: 4(1H)-Pyrimidinone, 2,3-dihydro-6-methyl-2-thioxo-

Hazard Traits - Carcinogenicity

S - indicates a substance that is identified in a final Significant New Use Rule.

Status: Active Update: 03-11-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/26574

Methylthiouracil: Does not have an individual approval but may be used under an appropriate group standard

DOT LabelClass 9
Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Health Hazards · 1 件

SYMPTOMS: Symptoms of ingestion of this type of compound may include skin rash, urticaria, fever, anorexia and malaise. It may also cause joint pains, sore throat and agranulocytosis. Other symptoms may include paresthesias, headache, nausea and loss or depigmentation of the hair. It may cause dermatitis and thirst.

Reactive GroupAmides and Imides
RCRA Requirements · 1 件

As stipulated in 40 CFR 261.33, when methylthiouracil, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

化学と産業

薬理情報

ATC Code · 2 件

H - Systemic hormonal preparations, excl. sex hormones and insulins

QH - Systemic hormonal preparations, excl. sex hormones and insulin

Mechanism of ActionTHIOAMIDE DERIVATES /WHICH INCL METHYLTHIOURACIL/ ... INHIBIT HORMONE SYNTHESIS & SECRETION UNTIL SPONTANEOUS REMISSION OCCURS DURING COURSE OF DISEASE.
Metabolism/MetabolitesFORTY-EIGHT HR AFTER ORAL ADMIN OF RADIOACTIVE METHYLTHIOURACIL, METABOLITES EXCRETED IN RAT URINE WERE 6-METHYLURACIL, 6-METHYL-2-METHYLTHIOURACIL, 6-METHYL-4-OXOPYRIMIDINE, 2-AMINO-6-METHYL-4-OXOPYRIMIDINE & UREA.
MeSH Pharmacological ClassificationAgents that are used to treat hyperthyroidism by reducing the excessive production of thyroid hormones.
Absorption, Distribution and Excretion · 2 件

FOLLOWING IV INJECTION OF 5 MG/RAT MTU, 84-90% OF DOSE ... RECOVERED FROM CARCASSES ... AFTER 1 MIN & 55-60% FROM CARCASSES OF ANIMALS KILLED AFTER 3 HR. AFTER 3 HR, CONCN OF MTU IN THYROID WAS APPROX 1 MG/G OF TISSUE.

ANTITHYROID DRUGS CROSS THE PLACENTA & CAN ALSO BE FOUND IN MILK. /ANTITHYROID DRUGS/

用途と製造

UsesMEDICATION
U.S. Production · 2 件

(1975) NOT PRODUCED COMMERCIALLY IN USA

(1977) NOT PRODUCED COMMERCIALLY IN USA

Methods of ManufacturingACETOACETIC ESTER IS CONDENSED VIA HYDRATION & DE-ETHANOLATION WITH THIOUREA.
Formulations/PreparationsMETHYLTHIOURACIL, NF, CAN BE OBTAINED IN 25- OR 50-MG TABLETS. ... THERE ARE NO COMMERCIAL PREPN AVAILABLE FOR PARENTERAL USE IN RARE EVENT THAT TREATMENT CANNOT BE GIVEN BY MOUTH.

関連反応

17 件
反応記録を作成
HRID 305332 の反応式
HRID 305332反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 317886 の反応式
HRID 317886反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
HRID 1122797 の反応式
HRID 1122797反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1135557 の反応式
HRID 1135557反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1233196 の反応式
HRID 1233196反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (5/10)
HRID 1556767 の反応式
HRID 1556767反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (1/10)
HRID 1605238 の反応式
HRID 1605238反応物としてuspto-grants-1976_04
HRID 2127496 の反応式
HRID 2127496反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (4/10)
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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す
· 2 件

123.1 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID2020890]

123.7 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

Other Experimental Properties · 2 件

SUBLIMES READILY.

DECOMP @ 326-331 °C.

物理化学的性質

融点
330 °C · ~330 °C (dec.)(lit.)
比重(密度)
1.291 · 1.291 (estimate)
屈折率
1.643 · 1.6430 (estimate)
貯蔵温度
Keep in dark place,Sealed in dry,Room Temperature
溶解性
DMSO(加熱)、メタノール(微量、加熱)
酸解離定数(Pka)
8.2 · pKa 8.2 (Uncertain)
外見
液体
色
無色透明~黄色
水溶解度
不溶性
Merck
14 · 14,6128
BRN
115648 · 115648
安定性
安定性 強力な酸化剤、ヨウ素、金属とは相容れない。
InChI
1S/C5H6N2OS/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9)
InChIKey
HWGBHCRJGXAGEU-UHFFFAOYSA-N
SMILES
CC1=CC(=O)NC(=S)N1
CAS データベース
56 · 56-04-2(CAS DataBase Reference)
NISTの化学物質情報
6 · 6-Methyl-2-thiouracil(56-04-2)
EPAの化学物質情報
Methylthiouracil (56-04-2)

化学的性質

化学的特性white powder

Reactivity ProfileMETHYLTHIOURACIL reacts with strong oxidizing agents. Forms complexes with metals and is oxidized by iodine and other sulfhydryl oxidizing agents (NTP, 1992).
Air and Water ReactionsInsoluble in water.
EPA Hazardous Waste NumberU164; A toxic waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or manufacturing chemical intermediate.
CERCLA Reportable Quantities · 1 件

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 10 lb or 4.54 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Hazard Classes and Categories · 2 件

Acute Tox. 4 (91.5%)

Acute toxicity (Oral) - Category 4

Shipment Methods and Regulations · 3 件

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./

PRECAUTIONS FOR "CARCINOGENS": Procurement ... of unduly large amt ... should be avoided. To avoid spilling, carcinogens should be transported in securely sealed glass bottles or ampoules, which should themselves be placed inside strong screw-cap or snap-top container that will not open when dropped & will resist attack from the carcinogen. Both bottle & the outside container should be appropriately labelled. ... National post offices, railway companies, road haulage companies & airlines have regulations governing transport of hazardous materials. These authorities should be consulted before ... material is shipped. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": When no regulations exist, the following procedure must be adopted. The carcinogen should be enclosed in a securely sealed, watertight container (primary container), which should be enclosed in a second, unbreakable, leakproof container that will withstand chem attack from the carcinogen (secondary container). The space between primary & secondary container should be filled with absorbent material, which would withstand chem attack from the carcinogen & is sufficient to absorb the entire contents of the primary container in the event of breakage or leakage. Each secondary container should then be enclosed in a strong outer box. The space between the secondary container & the outer box should be filled with an appropriate quantity of shock-absorbent material. Sender should use fastest & most secure form of transport & notify recipient of its departure. If parcel is not received when expected, carrier should be informed so that immediate effort can be made to find it. Traffic schedules should be consulted to avoid ... arrival on weekend or holiday ... /Chemical Carcinogens/

安全と保護具

Fire FightingFires involving this material can be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Storage Conditions · 1 件

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practical to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should be contiguous to storage area. /Chemical Carcinogens/

Cleanup Methods · 1 件

PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, dampen the solid spill material with 5% ammonium hydroxide, then transfer the dampened material to a suitable container. Use absorbent paper dampened with 5% ammonium hydroxide to pick up any remaining material. Your contaminated clothing and the absorbent paper should be sealed in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with 5% ammonium hydroxide followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 5 件

Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number U164, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.

A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.

PRECAUTIONS FOR "CARCINOGENS": There is no universal method of disposal that has been proved satisfactory for all carcinogenic compounds & specific methods of chem destruction ... published have not been tested on all kinds of carcinogen-containing waste. ... summary of avail methods & recommendations ... /given/ must be treated as guide only. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": ... Incineration may be only feasible method for disposal of contaminated laboratory waste from biological expt. However, not all incinerators are suitable for this purpose. The most efficient type ... is probably the gas-fired type, in which a first-stage combustion with a less than stoichiometric air:fuel ratio is followed by a second stage with excess air. Some ... are designed to accept ... aqueous & organic-solvent solutions, otherwise it is necessary ... to absorb soln onto suitable combustible material, such as sawdust. Alternatively, chem destruction may be used, esp when small quantities ... are to be destroyed in laboratory. /Chemical Carcinogens/

For more Disposal Methods (Complete) data for METHYLTHIOURACIL (7 total), please visit the HSDB record page.

Preventive Measures · 5 件

PRECAUTIONS FOR "CARCINOGENS": Smoking, drinking, eating, storage of food or of food & beverage containers or utensils, & the application of cosmetics should be prohibited in any laboratory. All personnel should remove gloves, if worn, after completion of procedures in which carcinogens have been used. They should ... wash ... hands, preferably using dispensers of liq detergent, & rinse ... thoroughly. Consideration should be given to appropriate methods for cleaning the skin, depending on nature of the contaminant. No standard procedure can be recommended, but the use of organic solvents should be avoided. Safety pipettes should be used for all pipetting. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": In animal laboratory, personnel should remove their outdoor clothes & wear protective suits (preferably disposable, one-piece & close-fitting at ankles & wrists), gloves, hair covering & overshoes. ... clothing should be changed daily but ... discarded immediately if obvious contamination occurs ... /also,/ workers should shower immediately. In chemical laboratory, gloves & gowns should always be worn ... however, gloves should not be assumed to provide full protection. Carefully fitted masks or respirators may be necessary when working with particulates or gases, & disposable plastic aprons might provide addnl protection. If gowns are of distinctive color, this is a reminder that they should not be worn outside of lab. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": ... Operations connected with synth & purification ... should be carried out under well-ventilated hood. Analytical procedures ... should be carried out with care & vapors evolved during ... procedures should be removed. ... Expert advice should be obtained before existing fume cupboards are used ... & when new fume cupboards are installed. It is desirable that there be means for decreasing the rate of air extraction, so that carcinogenic powders can be handled without ... powder being blown around the hood. Glove boxes should be kept under negative air pressure. Air changes should be adequate, so that concn of vapors of volatile carcinogens will not occur. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": Vertical laminar-flow biological safety cabinets may be used for containment of in vitro procedures ... provided that the exhaust air flow is sufficient to provide an inward air flow at the face opening of the cabinet, & contaminated air plenums that are under positive pressure are leak-tight. Horizontal laminar-flow hoods or safety cabinets, where filtered air is blown across the working area towards the operator, should never be used ... Each cabinet or fume cupboard to be used ... should be tested before work is begun (eg, with fume bomb) & label fixed to it, giving date of test & avg air-flow measured. This test should be repeated periodically & after any structural changes. /Chemical Carcinogens/

For more Preventive Measures (Complete) data for METHYLTHIOURACIL (9 total), please visit the HSDB record page.

Isolation and EvacuationExcerpt from ERG Guide 171 [Substances (Low to Moderate Hazard)]:
Personal Protective Equipment (PPE) · 2 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). (NTP, 1992)

PRECAUTIONS FOR "CARCINOGENS": ... Dispensers of liq detergent /should be available./ ... Safety pipettes should be used for all pipetting. ... In animal laboratory, personnel should ... wear protective suits (preferably disposable, one-piece & close-fitting at ankles & wrists), gloves, hair covering & overshoes. ... In chemical laboratory, gloves & gowns should always be worn ... however, gloves should not be assumed to provide full protection. Carefully fitted masks or respirators may be necessary when working with particulates or gases, & disposable plastic aprons might provide addnl protection. ... gowns ... /should be/ of distinctive color, this is a reminder that they are not to be worn outside the laboratory. /Chemical Carcinogens/

毒性情報

Interactions · 4 件

THERE EXISTS AN INVERSE RELATIONSHIP BETWEEN IODINE CONTENT OF DIET & MTU THYROID TUMORIGENICITY.

METHYLTHIOURACIL ADMIN PROMOTED INDUCTION OF CERVICO-VAGINAL SARCOMAS & EPITHELIAL TUMORS BY LOCAL APPLICATION OF 9,10-DIMETHYL-1,2-BENZANTHRACENE.

METHYLTHIOURACIL ADMIN SIMULTANEOUSLY WITH CARBON TETRACHLORIDE PREVENTED CARBON TETRACHLORIDE-INDUCED CHRONIC HEPATOTOXICITY IN RATS.

THEOPHYLLINE POTENTIATES EFFECT OF THYROID STIMULATING HORMONE AT LEVEL OF THYROID ADENYL CYCLASE SYSTEM. GOITROGENIC EFFECT OF 0.05% METHYLTHIOURACIL WAS INCR BY SIMULTANEOUS ADMINISTRATION OF THEOPHYLLINE.

Environmental Fate · 3 件

TERRESTRIAL FATE: If methylthiouracil is released to soil, it will be expected to be highly mobile in soil(1,SRC) based upon an estimated Koc of 138 which was calculated(2,SRC) from a water solubility of 533.2 mg/l at 25 °C(3) using a recommended regression equation(2,SRC). It may, therefore, leach to groundwater(1,SRC). It is not known whether the compound will photooxidize or biodegrade in soil or volatilize from moist near-surface soil(SRC). But it may slowly biodegrade in natural waters and soil based upon the slow biodegradation of the structurally similar 2-thiouracil by activated sludge from municipal treatment plants(4). Methylthiouracil should not be susceptible to hydrolysis in water based upon a measured neutral hydrolysis rate constant of 9.7X10-6 hr-1 at 25 °C which corresponds to a half-life of 8.8 years(5).

AQUATIC FATE: If it is released to water, methylthiouracil may be susceptible to direct photolysis in surface water based upon its absorption of light at wavelengths greater than 290 nm in methanol solution(1). It should not bioconcentrate in aquatic organisms based upon a BCF of 18 which can be calculated(3,SRC) for methylthiouracil from a water solubility of 533.2 mg/l at 25 °C(2) using a recommended regression equation(3). It should not adsorb to sediment or suspended particulate matter based upon a Koc of 138 which can be calculated(3,SRC) for methylthiouracil from a water solubility of 533.2 mg/l at 25 °C(2) using a recommended regression equation(3). It is not known whether the compound will photooxidize or biodegrade in water(SRC). But it may slowly biodegrade in natural waters and soil based upon the slow biodegradation of the structurally similar 2-thiouracil by activated sludge from municipal treatment plants(4,SRC). Methylthiouracil should not be susceptible to hydrolysis in water based upon a measured neutral hydrolysis rate constant of 9.7X10-6 hr-1 at 25 °C which corresponds to a half-life of 8.8 years(5).

ATMOSPHERIC FATE: Methylthiouracil may be susceptible to direct photolysis in the atmosphere based upon its absorption of light at wavelengths greater than 290 nm in methanol solution(1). Methylthiouracil will be expected to be susceptible to photooxidation in the atmosphere based upon an estimated rate constants for the vapor phase reactions of two of its possible tautomeric forms with photochemically produced hydroxyl radicals and ozone(2,3,SRC). The overall half-lives for the vapor phase reaction of these possible forms of the compound with photochemically produced hydroxyl radicals and ozone have been estimated to range between 2.1 and 3.8 hr at atmospheric concentrations of 5X10+5 hydroxyl radicals per cu cm and 7X10+11 ozone molecules per cu cm(2,3,SRC).

Medical Surveillance · 1 件

PRECAUTIONS FOR "CARCINOGENS": Whenever medical surveillance is indicated, in particular when exposure to a carcinogen has occurred, ad hoc decisions should be taken concerning ... /cytogenetic and/or other/ tests that might become useful or mandatory. /Chemical Carcinogens/

Soil Adsorption/Mobility · 1 件

Based upon a water solubility of 533.2 mg/l at 25 °C(1), a Koc of 138 can be calculated for methylthiouracil using a recommended regression equation(2,SRC). Based upon this estimated Koc, methylthiouracil will be expected to be highly mobile in soil(3,SRC) and will not be expected to significantly adsorb to soil, sediment or suspended particulate matter(3,SRC).

Natural Pollution SourcesThere are no known natural sources of methylthiouracil(1).
Human Toxicity Excerpts · 2 件

A 36-YR OLD FEMALE WAS TREATED FOR HYPERTHYROIDISM THROUGH FIRST PERIOD OF PREGNANCY. FETUS REMOVED IN 5TH MONTH. THYROID GLAND OF FETUS WAS HYPERPLASTIC, WEIGHING 335 MG (NORMS UP TO 260 MG).

A 25 YR-OLD PREGNANT WOMAN SUFFERING FROM HYPERTHYROIDISM WAS TREATED WITH 600-100 MG/DAY UNTIL PARTURITION. SHE DEVELOPED A MARKED GOITER DURING THE TREATMENT; THERE WAS NO THYROID ENLARGEMENT IN HER CHILD.

Artificial Pollution Sources · 1 件

Release of methylthiouracil to the environment may occur as a result of its production and use as a drug that has been used in the past to treat human hyperthyroidism(1,2). As of 1970, the compound was more broadly used outside the U.S(2). No evidence was found that indicates that methylthiouracil has ever been produced commercially in the U.S.(2,SRC).

Environmental Biodegradation · 1 件

No data were found concerning the biodegradation of methylthiouracil either in natural media or in laboratory screening tests(SRC). Methylthiouracil may slowly biodegrade in natural waters and soil based upon the slow biodegradation of the structurally similar 2-thiouracil by activated sludge from municipal treatment plants(1,SRC).

Carcinogen Classification · 5 件

Methylthiouracil

Group 2B: Possibly carcinogenic to humans

Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print)

2001

2000

Environmental Bioconcentration · 1 件

Based upon a water solubility of 533.2 mg/l at 25 °C(1), a BCF of 18 can be calculated for methylthiouracil using a recommended regression equation(2,SRC). Based upon this estimated BCF, methylthiouracil will not be expected to bioconcentrate in aquatic organisms(SRC).

Volatilization from Water/Soil · 1 件

Due to a lack of data, the tendency for methylthiouracil to volatilize from water and moist near-surface soil cannot be estimated(SRC). Based upon a report that the compound readily sublimes(1), however, loss of methylthiouracil from surfaces and dry near-surface soil may occur via sublimation(SRC).

Non-Human Toxicity Excerpts · 5 件

... 14 MICE, AFTER ... TREATMENT FOR 42 WK /WITH MTU IN DRINKING WATER/, WERE GIVEN THYROID POWDER FOR ADDITIONAL 20 WK; 12 MICE DEVELOPED INVOLUTED ADENOMAS OF THYROID, & 7 HAD ECTOPIC THYROID TISSUE IN LUNG.

IN 9-MO OLD LONG-EVANS FEMALE RATS TREATED WITH DAILY DOSE ... OF 2.5 MG MTU GIVEN IN LOW-IODINE DIET, MALIGNANT THYROID TUMORS ... OBSERVED IN 8/24 ANIMALS & MARKED NODULAR CHANGES IN THYROID IN 15/24 RATS.

MALE & FEMALE LISTER HOODED RATS OF 10 WK OF AGE GIVEN ... MTU (APPROX 0.1%) CONTINUOUSLY IN DRINKING WATER STARTING 24 HOURS AFTER THEY HAD RECEIVED ... 5, 30 OR 100 UCI (131)IODINE BY IP INJECTION. ... WITH ... 30 MICROCURIES (131)IODINE + MTU, ALL 20 SURVIVORS HAD ADENOMAS /OF THYROID/, 5 ... MALIGNANT. FURTHER INCR IN DOSE OF (131)IODINE ... /NO/ INCR MALIGNANCY.

... 3-MO OLD FEMALE HAMSTERS WERE ADMIN 0.2% MTU IN DRINKING-WATER, ALONE OR IN COMBINATION WITH SINGLE IP INJECTION OF 10 MICROCURIES (131)IODINE GIVEN 24 HR BEFORE MTU ADMIN, WHICH WAS CONTINUED OVER A PERIOD OF 52 WEEKS. ... MTU-INDUCED ADENOMAS WERE CHIEFLY OF A PAPILLIFEROUS TYPE AND WERE LOCALIZED IN THE PERIPHERAL ZONE OF GLAND. THYROID CARCINOMAS IN (131)IODINE + MTU GROUP SHOWED MARKED INFILTRATIVE GROWTH INTO CAPSULE OF THE GLAND OR INTO THE NEARBY SOFT TISSUE. SOME TUMOR CELLS WERE FOUND TO HAVE INVADED MEDIUM AND LARGE BLOOD VESSELS, AND LUNG METASTASES WERE ALSO OBSERVED.

For more Non-Human Toxicity Excerpts (Complete) data for METHYLTHIOURACIL (12 total), please visit the HSDB record page.

法規制情報

RCRA Requirements · 1 件

As stipulated in 40 CFR 261.33, when methylthiouracil, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

CERCLA Reportable Quantities · 1 件

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 10 lb or 4.54 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

安全データ

wgk
3
tsca
TSCA listed
rtecs
YR0875000
ridadr
UN 3077 9 / PGIII
毒性
MLD in rabbits (mg/kg): 2486 orally (Simon)
hs_code
29335995
risk_code
22-40
化審法
(5)-935
hazard_code
Xn,Xi
hazard_note
Irritant/Possible Carcinogen
safety_code
36/37-45
hazard_class
9
Hazard Classifications
Skin Sens. 1
ストレージクラス
11 - Combustible Solids
有毒物質データの
56-04-2(Hazardous Substances Data)
Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
General Manufacturing Information · 2 件

4(1H)-Pyrimidinone, 2,3-dihydro-6-methyl-2-thioxo-: ACTIVE

/IT IS/ THE METHYL ANALOG OF PROPYLTHIOURACIL ... .

応用分野 · 3 件

用途医薬品原料(甲状腺機能抑制剤)

使用6-Methyl-2-thiouracil is a derivative of methylthiouracil (M330710), a competitive inhibitor of Nitric Oxide Synthase (NOS). Potential anti-inflammatory agent.

一般的な説明White crystalline powder with an odor of onions and a bitter taste. A saturated aqueous solution is neutral or slightly acidic.

調製方法 · 1 件

純化方法Crystallise the thiouracil from a large volume of H2O. Purify it further by dissolving in base, adding charcoal, filtering and acidifying with AcOH. Suspend the wet solid (ca 100g) in boiling H2O (1L), stir and add AcOH (20mL), stir and refrigerate. Collect the product, wash it with cold H2O (4 x 200mL), drain it for several hours then place it in an oven at 70o to constant weight. [IR: Short & Thompson J Chem Soc 168 1952, Foster & Snyder Org Synth Coll Vol IV 638 1063, Beilstein 24 III/IV 1289.]

上流・下流製品情報

上流原料

酸化ナトリウム炭酸ナトリウムアセト酢酸エチルCarbamimidothioic acidメタノールぎ酸ナトリウム

下流製品

6-メチル-4-ピリミジノール6-メチルウラシル6-Methyl-2-(methylthio)pyrimidin-4-olAcetonitrile, 2-[[4-[(4-methoxyphenyl)amino]-6-methyl-2-pyrimidinyl]thio]-4(1H)-Pyrimidinone, 6-methyl-2-[(phenylmethyl)thio]-