3-乙基-2-硫代-4-噁唑烷酮 | 10574-66-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑烷类
• 中文名称: 3-乙基-2-硫代-4-噁唑烷酮
• 中文别名: 3-乙基-2-硫代-4-恶唑烷酮；3-乙基-2-硫代-4-噁唑烷
• 英文名称: 3-ethyl-2-thioxo-oxazolidin-4-one
• 英文别名: 4-Oxazolidinone, 3-ethyl-2-thioxo-；3-ethyl-2-sulfanylidene-1,3-oxazolidin-4-one
• CAS: 10574-66-0
• 化学式: C₅H₇NO₂S
• mdl: MFCD00005410
• 分子量: 145.182
• InChiKey: ZILKBTSQUZJHOI-UHFFFAOYSA-N

物化性质

• 熔点：
  39-41 °C(lit.)
• 沸点：
  174.1±23.0 °C(Predicted)
• 密度：
  1.34±0.1 g/cm3(Predicted)
• 闪点：
  >230 °F
• 稳定性/保质期：

  如果遵照规格使用和储存，则不会分解，未有已知危险发生。避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  61.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• WGK Germany：
  3
• 海关编码：
  2934999090
• 储存条件：
  请将药品存放在密闭、阴凉干燥处保存。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 3-Ethyl-2-thioxo-4-oxazolidinone
CAS-No. : 10574-66-0
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
This substance is not classified as dangerous according to Directive 67/548/EEC.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C5H7NO2S
Molecular Weight : 145,18 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Sulphur oxides
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Sweep up and shovel. Keep in suitable, closed containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
Use equipment for eye protection tested and approved under appropriate government standards
such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: powder
Colour: white
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 39 - 41 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point 113 °C - closed cup
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为反应物：
  描述：

  3-乙基-2-硫代-4-噁唑烷酮 在 劳森试剂 作用下， 以 甲苯 为溶剂， 以94%的产率得到3-ethyloxazolidine-2,4-dithione
  参考文献：
  名称：

  [EN] BROAD SPECTRUM ANTIVIRAL AND ANTIPARASITIC AGENTS
  [FR] AGENTS ANTIVIRAUX ET ANTIPARASITAIRES À LARGE SPECTRE

  摘要：

  公开号：

  WO2011130419A3
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 乙醚 作用下， 生成 3-乙基-2-硫代-4-噁唑烷酮
  参考文献：
  名称：

  Holmberg, Journal fur praktische Chemie (Leipzig 1954), 1911, vol. <2>84, p. 665

  摘要：

  DOI：

文献信息

• A comparative esr study of the reactions of group ivb organometallic radicals with 4,4′-dimethoxybenzophenone, 4,4′-dimethoxythiobenzophenone, and 3-ethyl-2-thioxo-4-oxazolidione
  作者：Babatunde B. Adeleke、Kuang S. Chen、Jeffrey K.S. Wan

  DOI：10.1016/s0022-328x(00)86718-2

  日期：1981.3

  Various reactions of Group IVB organometallic radicals with 4,4′-dimethoxybenzophenone, 4,4′-dimethoxythiobenzophenone, and 3-ethyl-2-thioxo-4-oxazolidione were studied by ESR spectroscopy. The greater involvement of sulfur in comparison with oxygen in spin delocalization is clearly reflected in both the hyperfine coupling constants and the g-factors. In general, thiocarbonyl compounds appear to be

  通过ESR光谱研究了IVB族有机金属自由基与4,4'-二甲氧基二苯甲酮，4,4'-二甲氧基硫代二苯甲酮和3-乙基-2-硫代氧-4-恶唑烷二酮的各种反应。在超细偶合常数和g因子中都清楚地反映出自旋离域时，硫比氧更多地参与了氧。通常，硫代羰基化合物似乎比相应的羰基化合物更有效地形成自由基加合物，但是总反应强烈地取决于硫代羰基化合物的结构。
• Inhibitors of 15-hydroxyprostaglandin dehydrogenase for stimulating pigmentation of the skin or skin appendages
  申请人：Michelet Jean-Francois

  公开号：US20060034786A1

  公开（公告）日：2006-02-16

  Inhibitors of 15-hydroxyprostaglandin dehydrogenase (15-PGDH), for example tetrazole, styrylpyrazole, phenylfuran, phenylthiophene, phenylpyrrazole, pyrazolecarboxamide, 2-thioacetamide and azo compounds, are useful for promoting or stimulating pigmentation of the skin and/or skin appendages and/or for preventing and/or for limiting depigmentation and/or whitening of the skin and/or skin appendages, notably for preventing and/or limiting canities.

  15-羟基前列腺素脱氢酶（15-PGDH）的抑制剂，例如四唑、苯基吡唑、苯基呋喃、苯基噻吩、苯基吡唑、吡唑羧酰胺、2-硫代乙酰胺和偶氮化合物，可用于促进或刺激皮肤和/或皮肤附属物的色素沉淀和/或预防和/或限制皮肤和/或皮肤附属物的脱色和/或变白，特别是用于预防和/或限制白发。
• Merocyanine dyes containing an aminomethenyl group
  申请人：EASTMAN KODAK CO

  公开号：US02713579A1

  公开（公告）日：1955-07-19

  Thio-thiazolidones of the general formula <;FORM:0759323/IV(a)/1>; wherein R and R1 may be hydrogen, an alkyl, substituted alkyl, cycloalkyl, allyl, aralkyl or aryl group or together complete a heterocyclic ring, R2 is hydrogen or an alkyl group and R3 represents an alkyl, substituted alkyl, alkenyl, cycloalkyl, aralkyl or aryl group, are prepared by condensing a compound of the formula <;FORM:0759323/IV(a)/2>; wherein R6 represents an alkyl group, with a compound of the formula R.NH.R1. The product may be quaternized by heating it with a compound of the formula R5X wherein R5 is an alkyl or aryl group and X is an anion. R and R1 may be methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, n-octyl, carboxymethyl, carbomethoxy methyl, b -hydroxyethyl, benzyl, phenyl, o-, m- or p-tolyl, cyclobutyl, cyclopentyl or cyclohexyl or they may together complete a piperidyl or morpholinyl ring. R2 may be methyl or ethyl and R3 may be methyl, ethyl, carbethoxymethyl, allyl or benzyl. Examples are given of the preparation of compounds of formula I. The compounds of formula II wherein R2 is hydrogen are described in Specification 633,736 but further details of the preparation of such compounds are given as well as those wherein R2 is methyl or ethyl. In these preparations R6 is methyl or ethyl. Specifications 528,803, 544,647, [both in Group IV], and 742,206 also are referred to.ALSO:A merocyanine dye of the general formula <;FORM:0759323/IV(c)/1>; wherein R and R1 represent hydrogen an alkyl, substituted alkyl, cycloalkyl, allyl, aralkyl or aryl group or together complete a heterocyclic ring, R2 is hydrogen or an alkyl group, R3 represents an alkyl, substituted alkyl, alkenyl, cycloalkyl, aralkyl or aryl group, R4 represents hydrogen or an alkyl group or, where Q completes a pyrazolone, oxazolone or thiazolone nucleus, an alkoxy group, n is 0 or 1 and Q completes a 5 membered heterocyclic nucleus, is prepared by condensing a compound of the formula <;FORM:0759323/IV(c)/2>; wherein R5 represents an alkyl or aryl group and X is an anion, with a compound of the formula <;FORM:0759323/IV(c)/3>; or <;FORM:0759323/IV(c)/4>; is described wherein the corresponding 2-thio-thiazolid-4-one merocyanine dye of formula VI is quaternized and reacted with 3-allyl rhodanine. The trinuclear dye may again be quaternized and reacted with 3-allyl rhodanine to give a tetranuclear dye. The unquaternized compounds corresponding to formula V above are prepared by condensing a compound of the formula R and R1 may be methyl, ethyl, n-propyl, iso-propyl, n-butyl, iso-butyl, n-octyl, carboxy methyl, carbomethoxymethyl, b -hydroxyethyl, benzyl, phenyl, o-, m- or p-tolyl, cyclobutyl, cyclopentyl or cyclohexyl or they may together complete a piperidyl or morpholinyl ring. R2 may be methyl or ethyl, R3 may be methyl, ethyl, carbethoxymethyl, allyl or benzyl, R4 may be methyl or ethyl and, in certain cases methoxyl or ethoxyl and R5 may be methyl, ethyl, phenyl or o-, m- or p-tolyl. A list of nuclei which Q may complete is given including 3-(1-benzthiazyl) rhodanine, 2-diphenyl and 2-alkyl phenylamino-4-thiazolones, isoazolones and thionaphthenones. It is stated that when R and/or R1 is hydrogen, the dyes can be acylated with acetic, propionic, butyric, iso butyric or benzoic anhydrides. The preparation of a dye having the formula <;FORM:0759323/IV(c)/5>; wherein R6 represents an alkyl group with a compound of the formula RNHR1. Specifications 528,803, 544,647, 636,736 [Group IV(b)], and 742,206 are referred to.

  通式为 <;FORM:0759323/IV(a)/1>; 的硫代噻唑酮，其中 R 和 R1 可以是氢、烷基、取代烷基、环烷基、烯丙基、芳基烷基或芳基，或者一起形成杂环，R2 是氢或烷基，R3 代表烷基、取代烷基、烯丙基、环烷基、芳基烷基或芳基，是通过将公式 <;FORM:0759323/IV(a)/2>; 的化合物（其中 R6 代表烷基）与公式 R.NH.R1 的化合物缩合制备而成。产品可通过与公式 R5X（其中 R5 是烷基或芳基，X 是阴离子）加热季铵化。R 和 R1 可以是甲基、乙基、正丙基、异丙基、正丁基、异丁基、正辛基、羧甲基、甲氧基甲基、β-羟乙基、苄基、苯基、邻、间或对甲苯基、环丁基、环戊基或环己基，或者它们可以一起形成哌啶基或吗啉基。R2 可以是甲基或乙基，R3 可以是甲基、乙基、羧乙氧甲基、烯丙基或苄基。文中给出了制备公式 I 化合物的示例。公式 II 化合物中 R2 是氢的化合物已在规格书 633,736 中描述，但是还给出了制备 R2 为甲基或乙基的化合物的更多细节。在这些制备中，R6 是甲基或乙基。还提到了规格书 528,803、544,647 [均在 IV 组中] 和 742,206。 通式为 <;FORM:0759323/IV(c)/1>; 的一种梅洛氰染料，其中 R 和 R1 代表氢、烷基、取代烷基、环烷基、烯丙基、芳基烷基或芳基，或者一起形成杂环，R2 是氢或烷基，R3 代表烷基、取代烷基、烯丙基、环烷基、芳基烷基或芳基，R4 代表氢或烷基，或者 Q 完成吡唑酮、噁唑酮或噻唑酮核时，代表烷氧基，n 为 0 或 1，Q 完成 5 成员杂环核，是通过将公式 <;FORM:0759323/IV(c)/2>; 的化合物（其中 R5 代表烷基或芳基，X 是阴离子）与公式 <;FORM:0759323/IV(c)/3>; 或 <;FORM:0759323/IV(c)/4>; 的化合物缩合制备而成。文中描述了相应的 2-硫代噻唑烷酮梅洛氰染料的季铵化和与 3-烯丙基罗丹明反应得到三核染料的制备。三核染料可以再次季铵化并与 3-烯丙基罗丹明反应，得到四核染料。公式 V 中对应的未季铵化化合物是通过将公式 <;FORM:0759323/IV(c)/5>; 的化合物（其中 R6 代表烷基）与公式 RNHR1 的化合物缩合制备而成。R 和 R1 可以是甲基、乙基、正丙基、异丙基、正丁基、异丁基、正辛基、羧甲基、甲氧基甲基、β-羟乙基、苄基、苯基、邻、间或对甲苯基、环丁基、环戊基或环己基，或者它们可以一起形成哌啶基或吗啉基。R2 可以是甲基或乙基，R3 可以是甲基、乙基、羧乙氧甲基、烯丙基或苄基，R4 可以是甲基或乙基，在某些情况下是甲氧基或乙氧基，R5 可以是甲基、乙基、苯基或邻、间或对甲苯基。给出了 Q 可以完成的核的列表，其中包括 3-(1-苯并噻唑基)罗丹明、2-二苯基和 2-烷基苯基氨基-4-噻唑酮、异噁唑酮和噻萘酮。文中指出，当 R 和/或 R1 是氢时，染料可以用乙酸、丙酸、丁酸、异丁酸或苯甲酸酐酰化。给出了制备公式 <;FORM:0759323/IV(c)/5>; 化合物的示例。还提到了规格书 528,803、544,647、636,736 [IV(b) 组] 和 742,206。
• New Oxazolidines Inhibit the Secretion of IFN-γ and IL-17 by PBMCS from Moderate to Severe Asthmatic Patients
  作者：Renata Virgínia Cavalcanti Santos、Eudes Gustavo Constantino Cunha、Gabriela Souto Vieira de Mello、José Ângelo Rizzo、Jamerson Ferreira de Oliveira、Maria do Carmo Alves de Lima、Ivan da Rocha Pitta、Maira Galdino da Rocha Pitta、Moacyr Jesus Barreto de Melo Rêgo

  DOI：10.2174/1573406416666200910151950

  日期：2021.3

  modulatory effect of two new oxazolidine derivatives (LPSF/NB-12 and -13) on mononucleated cells of patients with moderate and severe asthma. METHODS The study first looked at potential targets for oxazolidine derivatives using SWISS-ADME. After the synthesis of the compounds, cytotoxicity and cytokine levels were analyzed. RESULTS We demonstrated that LPSF/NB-12 and -13 reduced IFN-γ and IL-17 production in

  背景 中度至重度哮喘可由多种促炎细胞因子诱导，如 IL-17 和 IFN-γ，它们也与治疗抵抗和气道高反应性有关。恶唑烷作为一种治疗哮喘的新方法出现，因为之前的研究表明了一些化学特性。目的 本研究旨在评估两种新的恶唑烷衍生物（LPSF/NB-12 和 -13）对中重度哮喘患者单核细胞的 IL-17A 和 IFN-γ 调节作用。方法 该研究首先研究了使用 SWISS-ADME 的恶唑烷衍生物的潜在靶点。化合物合成后，分析细胞毒性和细胞因子水平。结果 我们证明 LPSF/NB-12 和 -13 以集中方式减少哮喘患者外周血单核细胞中 IFN-γ 和 IL-17 的产生。我们的计算机分析表明，神经激肽-1 受体是这两种化合物的共同靶点，它负责中度和重度哮喘的多种促炎作用。结论 这项工作展示了一种治疗哮喘的新方法，值得对其作用机制进行进一步研究。
• Heterocyclic compound for stimulating or inducing the growth of the hair or eyelashes and/or slowing down their loss, composition comprising it and its uses
  申请人：Boulle Christophe

  公开号：US20060008436A1

  公开（公告）日：2006-01-12

  Heterocyclic compounds useful for stimulating/inducing the growth of keratinous fibers, notably human hair/eyelashes, and/or slowing the loss of same, have the following structural formula (I) or salt thereof: in which Hy is a heterocycle of 4 to 7 atoms, optionally comprising carbonyl/thiocarbonyl functional groups, and G is O, S or NH.

  杂环化合物对于刺激/诱导角质纤维生长，特别是人类头发/睫毛的生长和/或减缓它们的脱落很有用，其结构式(I)或其盐如下：其中Hy是由4至7个原子组成的杂环，可选包括羰基/硫代羰基官能团，而G是O，S或NH。

表征谱图