2-thioxo-thiazolidin-5-one | 6913-23-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-thioxo-thiazolidin-5-one
• 英文别名: 2-Mercaptothiazol-5-on；2-Thioxothiazolidin-5-one；2-sulfanylidene-1,3-thiazolidin-5-one
• CAS: 6913-23-1
• 化学式: C₃H₃NOS₂
• mdl: MFCD02987762
• 分子量: 133.195
• InChiKey: FDEUSQGAAOSCEA-UHFFFAOYSA-N

物化性质

• 沸点：
  216.6±23.0 °C(Predicted)
• 密度：
  1.59±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  86.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2934999090

SDS

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Section I.Chemical Product and Company Identification
Chemical Name 2-Mercapto-5-thiazolidone
Portland OR
Synonym 2-Thio-5-thiazolidone
Chemical Formula C3H3NOS2
CAS Number 6913-23-1

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Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
2-Mercapto-5-thiazolidone 6913-23-1 ----------- Not available. Not available.

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Section III. Hazards Identification
Acute Health Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
CARCINOGENIC EFFECTS : Not available.
Chronic Health Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
Toxicity to the reproductive system: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is
not known to aggravate existing medical conditions.

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Section IV. First Aid Measures
Eye Contact Check for and remove any contact lenses. DO NOT use an eye ointment. Flush eyes with running water for a minimum
of 15 minutes, occasionally lifting the upper and lower eyelids. Seek medical attention. Treat symptomatically and
supportively.
Skin Contact
If the chemical gets spilled on a clothed portion of the body, remove the contaminated clothes as quickly as possible,
protecting your own hands and body. Place the victim under a deluge shower. If the chemical touches the victim's
exposed skin, such as the hands: Gently and thoroughly wash the contaminated skin with running water and non-abrasive
soap. Be particularly careful to clean folds, crevices, creases and groin. Cover the irritated skin with an emollient. Seek
medical attention. Treat symptomatically and supportively. Wash any contaminated clothing before reusing.
Inhalation If the victim is not breathing, perform artificial respiration. Loosen tight clothing such as a collar, tie, belt or waistband. If
breathing is difficult, oxygen can be administered. Seek medical attention. Treat symptomatically and supportively.
Ingestion Remove dentures if any. Have conscious person drink several glasses of water or milk. INDUCE VOMITING by sticking
finger in throat. Lower the head so that the vomit will not reenter the mouth and throat. NEVER give an unconscious
person anything to ingest. Seek medical attention. Treat symptomatically and supportively.

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Section V. Fire and Explosion Data
Not available.
Flammability Combustible. Auto-Ignition
Flammable Limits
Flash Points Not available.
Not available.
Combustion Products These products are toxic carbon oxides (CO, CO 2), nitrogen oxides (NO, NO2), sulfur oxides (SO2, SO3...).
Fire Hazards
No specific information is available regarding the flammability of this compound in the presence of various materials.
Explosion Hazards Risks of explosion of the product in presence of mechanical impact: Not available.
Risks of explosion of the product in presence of static discharge: Not available.
No additional information is available regarding the risks of explosion.
Fire Fighting Media
SMALL FIRE: Use DRY chemicals, CO 2, water spray or foam.
and Instructions LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
Continued on Next Page
6913-23-1rrams (Europe)ti

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Section VI. Accidental Release Measures
Spill Cleanup In case of a spill and/or a leak, always shut off any sources of ignition, ventilate the area, and exercise caution. Use a
Instructions shovel to put the material into a convenient waste disposal container. Finish cleaning the spill by rinsing any
contaminated surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on
disposal.

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Section VII. Handling and Storage
Handling and Storage Keep away from heat and sources of ignition. Mechanical exhaust required. When not in use, tightly seal the container
and store in a dry, cool place. Avoid excessive heat and light. DO NOT breathe dust. In case of insufficient ventilation,
Information
wear suitable respiratory equipment. If you feel unwell, seek medical attention and show the label when possible. Treat
symptomatically and supportively. Avoid contact with skin and eyes.
Always store away from incompatible compounds such as oxidizing agents.

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Section VIII. Exposure Controls/Personal Protection
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to
airborne contaminants below the exposure limit.
Personal Protection Splash goggles. Lab coat. Dust respirator. Boots. Gloves. A MSHA/NIOSH approved respirator must be used to avoid
inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling
this product.
Exposure Limits Not available.

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Section IX. Physical and Chemical Properties
Solubility
Physical state @ 20°C Crystalline powder. Not available.
Not available.
Specific Gravity
Molecular Weight 133.19 Partition Coefficient Not available.
Boiling Point Not available. Vapor Pressure Not available.
Melting Point Not available. Vapor Density Not available.
Not available. Volatility Not available.
Refractive Index
Critical Temperature Odor Not available.
Not available.
Viscosity Not available. Taste Not available.

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Section X. Stability and Reactivity Data
Stability

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability
Avoid excessive heat and light.
Incompatibilities
Reactive with strong oxidizing agents.

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Section XI. Toxicological Information
RTECS Number Not available.
Routes of Exposure Ingestion. Inhalation.
Not available.
Toxicity Data
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
Toxicity to the reproductive system: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is not
known to aggravate existing medical conditions.
Acute Toxic Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
Continued on Next Page
2-Mercapto-5-thiazolidone

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Section XII. Ecological Information
Ecotoxicity Not available.
Environmental Fate Not available.

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Section XIII. Disposal Considerations
Recycle to process, if possible. Consult your local or regional authorities. You may be able to dissolve or mix material with
Waste Disposal
a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all
federal, state, and local regulations when disposing of this substance.

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Section XIV. Transport Information
DOT Classification Not a DOT controlled material (United States).
PIN Number NONE
Proper Shipping Name
NONE
Packing Group (PG) NONE
DOT Pictograms

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not controlled under WHMIS (Canada).
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-thioxo-thiazolidin-5-one 在 sodium carbonate 作用下， 生成 [2-oxo-2-(5-oxo-2-thioxo-thiazolidin-4-yl)-ethyl]-dithiocarbamic acid
  参考文献：
  名称：

  124.唑系列的研究。第二十六部分 碱对2-硫代-4-甲基-5-噻唑烷酮的作用

  摘要：

  DOI：

  10.1039/jr9500000642
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 盐酸 作用下， 生成 2-thioxo-thiazolidin-5-one
  参考文献：
  名称：

  Cook et al., Journal of the Chemical Society, 1948, p. 201,20664

  摘要：

  DOI：

文献信息

• Studies on Antidiabetic Agents. X. Synthesis and Biological Activities of Pioglitazone and Related Compounds.
  作者：Yu MOMOSE、Kanji MEGURO、Hitoshi IKEDA、Chitoshi HATANAKA、Satoru OI、Takashi SOHDA

  DOI：10.1248/cpb.39.1440

  日期：——

  Various analogues of a new antidiabetic agent, pioglitazone (AD-4833, U-72107), were synthesized in order to study in more detail the structure-activity relationships of this class of drug. 5-(4-Pyridylalkylthiobenzyl)-2,4-thiazolidinediones (I), thia-analogues of pioglitazone, were prepared via Meerwein arylation of the alkylthioanilines (IV). 5-(4-Pyridylalkoxybenzylidene)-2,4-thiazolidinediones

  为了更详细地研究这类药物的构效关系，合成了一种新的抗糖尿病药吡格列酮（AD-4833，U-72107）的各种类似物。通过烷基硫代苯胺（IV）的Meerwein芳基化制备5-（4-吡啶基烷基硫代苄基）-2，4-噻唑烷二酮（I），吡格列酮的硫代类似物。通过醛（VIII）与相应的偶氮立酮的Knoevenagel缩合反应，合成了5-（4-吡啶基烷氧基亚苄基）-2,4-噻唑烷二酮（IIa）和相关的杂环类似物（IIb）。评价了化合物I和II在遗传性肥胖和糖尿病黄色KK（KKAy）小鼠中的降血糖和降血脂活性。几个5- [4- [2-（2-吡啶基）乙氧基]-亚苄基] -2，4-噻唑烷二酮（IIa）与吡格列酮等效。然而，硫代类似物（I）和亚苄基杂环（IIb）的活性降低。发现5-亚苄基类似物（14）的催化氢化是吡格列酮的方便的新合成方法。还讨论了14的配置。
• Synthesis and antiinflammatory activity of some 2-substituted 4- and 7-benzoxazoleacetic and .alpha.-methylacetic acids
  作者：Delme Evans、Christine E. Smith、W. R. Nigel Williamson

  DOI：10.1021/jm00211a039

  日期：1977.1

  4- and 7-benzoxazoleacetic and alpha-methylacetic acids substituted in the 2 position with phenyl and substituted phenyl groups have been synthesized and tested on the carrageenan-induced rat paw edema assay. The only compound found to have significant activity, albeit of a low order, was 2-phenyl-alpha-methyl-7-benzoxazoleacetic acid.

  已经合成并在角叉菜胶诱导的大鼠爪水肿试验中测试了在2位上被苯基和取代的苯基取代的4-和7-苯并恶唑乙酸和α-甲基乙酸。被发现具有显着活性的唯一化合物，尽管是低级的，但是是2-苯基-α-甲基-7-苯并恶唑乙酸。
• Reactive acyl dipeptides as potential penicillin analogues. Part II. N-(Acylglycyl)-5-oxo-pyrrolidine-2-carboxylic acids and N-(acylglycyl)-5,5-dimethyl-2-oxothiazolidine-4-carboxylic acids
  作者：D. B. Miller、J. H. C. Nayler、H. R. J. Waddington

  DOI：10.1039/j39680000242

  日期：——

  N-(Acylglycyl)-5,5-dimethyl-2-oxothiazolidine-4-carboxylic acids were similarly prepared from benzyl 5,5-dimethyl-2-oxothiazolidine-4-carboxylate. Both types of acid could be regarded, like penicillin, as acyl dipeptides containing a reactive peptide bond, but they exhibited only very slight antibacterial activity.

  酰基甘氨酸对硝基苯酯与5-氧代吡咯烷-2-羧酸苄基酯的N -sodio衍生物反应，经氢解后，得到N-（酰基糖基）-5-氧吡咯烷-2-羧酸。N-（酰基甘氨酰基）-5，5-二甲基-2-氧噻唑烷-4-羧酸类似地由5，5-二甲基-2-氧噻唑烷-4-羧酸苄酯制备。可以将两种类型的酸（如青霉素）视为具有反应性肽键的酰基二肽，但它们仅表现出很小的抗菌活性。
• .beta.-Substituted cysteines as sequestering agents for ethanol-derived acetaldehyde in vivo
  作者：Herbert T. Nagasawa、James A. Elberling、Jeanette C. Roberts

  DOI：10.1021/jm00391a018

  日期：1987.8

  of beta-mono- and beta,beta-disubstituted cysteines were evaluated in rats as sequestering agents for metabolically generated acetaldehyde (AcH) during the oxidation of ethanol in vivo and compared against D-(-)-penicillamine. Both threo- (5) and erythro-beta-phenyl-DL-cysteine (6) reduced ethanol-derived blood AcH by ca. 40% and 60%, respectively, whereas the corresponding beta-methyl-DL-cysteines (3

  在大鼠中评估了一系列β-单-和β，β-二取代的半胱氨酸作为螯合剂，用于体内乙醇氧化过程中代谢生成的乙醛（AcH），并与D-（-）-青霉胺进行了比较。threo-（5）和erythro-beta-phenyl-DL-cysteine（6）均能降低乙醇衍生的血液AcH量。分别为40％和60％，而相应的β-甲基-DL-半胱氨酸（3和4）和α-取代的α-甲基-DL-半胱氨酸（8）无效。但是，β，β-四亚甲基-DL-半胱氨酸（7）在体内隔离AcH方面与D-（-）-青霉胺一样有效，可将乙醇后的血液AcH降低至最大值的20％。因此，这种活性需要在半胱氨酸上进行大体积的β取代或更好的β，β二取代。14C标签2（RS），5，
• Studies on Polypeptides. III.¹ Novel Routes to α-Amino Acid and Polypeptide Hydrazides
  作者：Klaus Hofmann、Adolf Lindenmann、Margaret Z. Magee、Noorul Haq Khan

  DOI：10.1021/ja01122a057

  日期：1952.1

表征谱图