2-巯基-1-甲基咪唑(甲硫咪唑) | 13431-10-2

• 物质功能分类: 医药中间体 - 杂环化合物
• 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: 2-巯基-1-甲基咪唑(甲硫咪唑)
• 中文别名: 1-甲基-2-咪唑啉硫酮
• 英文名称: N-methylimidazolidine-2-thione
• 英文别名: 1-methylimidazolidine-2-thione
• CAS: 13431-10-2
• 化学式: C₄H₈N₂S
• mdl: MFCD00800600
• 分子量: 116.187
• InChiKey: FDDDTDSPQXLQFY-UHFFFAOYSA-N

物化性质

• 熔点：
  144-147 °C(lit.)
• 沸点：
  280 °C
• 密度：
  1.095 (estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  47.4
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R43
• WGK Germany：
  3
• RTECS号：
  NI8615000
• 海关编码：
  2933290090
• 安全说明：
  S26,S27,S36,S45
• 包装等级：
  III
• 危险类别：
  9
• 危险性防范说明：
  P501,P273,P260,P270,P264,P280,P391,P314,P337+P313,P305+P351+P338,P301+P312+P330
• 危险品运输编号：
  3077
• 危险性描述：
  H302,H319,H372,H410
• 储存条件：
  存储于0至6℃阴凉干燥处。

SDS

Name:	1-Methyl-2-imidazolidinethione Material Safety Data Sheet
Synonym:	None Known
CAS:	13431-10-2

Section 1 - Chemical Product MSDS Name:1-Methyl-2-imidazolidinethione Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
13431-10-2	1-Methyl-2-imidazolidinethione	100	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Keep under a nitrogen blanket.
Keep refrigerated. (Store below 4C/39F.)

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 13431-10-2: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C4H8N2S
Molecular Weight: 116.1294

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 13431-10-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Methyl-2-imidazolidinethione - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 13431-10-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 13431-10-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 13431-10-2 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-巯基-1-甲基咪唑(甲硫咪唑) 在 sodium hydroxide 、 硫酸二甲酯 作用下， 以 正己烷 、 水 为溶剂， 生成 1-Methyl-2-(methylthio)-2-imidazolin
  参考文献：
  名称：

  Esters of derivatives of 2-imidazolidinylidenenitroacetic acid

  摘要：

  式子为##STR1##的除草剂化合物，其中R和R.sup.1均为由一至二十个碳原子组成的烷基，而R.sup.2则为2,4-二氯苯基、2-甲基-4-氯苯基或2,4,5-三氯苯基。

  公开号：

  US04052411A1
• 作为产物：
  描述：

  N-甲基乙二胺 在 二硫化碳 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 9.0h， 以50%的产率得到2-巯基-1-甲基咪唑(甲硫咪唑)
  参考文献：
  名称：

  Hepatitis C Virus Inhibitors

  摘要：

  本公开涉及化合物、组合物和治疗丙型肝炎病毒（HCV）感染的方法。还公开了含有这些化合物的药物组合物以及在治疗HCV感染中使用这些化合物的方法。

  公开号：

  US20080044379A1

文献信息

• [EN] HEPATITIS C VIRUS INHIBITORS<br/>[FR] INHIBITEURS DU VIRUS DE L'HÉPATITE C
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2009102318A1

  公开（公告）日：2009-08-20

  The present disclosure relates to (4-4' -diimidazolyl) biphenyls compositions and methods for the treatment of hepatitis C virus (HCV) infection. Also disclosed are pharmaceutical compositions containing such compounds and methods for using these compounds in the treatment of HCV infection.

  本公开涉及（4-4'-二咪唑基）联苯类化合物及用于治疗丙型肝炎病毒（HCV）感染的方法。还公开了含有这些化合物的药物组合物以及在治疗HCV感染中使用这些化合物的方法。
• The reaction of imidazolidine-2-thione with carbon disulphide
  作者：Masataka Yokoyama、Kosei Motozawa、Ei-ichi Kawamura、Tsuneo Imamoto

  DOI：10.1039/p19810002499

  日期：——

  The reaction of imidazolidine-2-thione (ethylenethiourea) with carbon disulphide in the presence of strong bases was investigated. The use of sodium hydride as base afforded 1,2-bis-[(2-thioxoimidazolidin-1-yl)thiocarboxamido]ethane (6) and 2,3,6,7-tetrahydrodi-imidazo[2,1-b:1,2-e][1,3,5]thiadiazine-5-thione (8). On the other hand, reaction using n-butyl-lithium, followed by methylation, gave a dimethylated

  研究了咪唑烷-2-硫酮（亚乙基硫脲）与二硫化碳在强碱存在下的反应。使用氢化钠作为碱，得到1,2-双-（（2-硫代氧杂咪唑啉-1-基）硫代羧酰胺基]乙烷（6）和2,3,6,7-四氢二咪唑并[2,1- b：1 ，2- e ] [1,3,5]噻二嗪-5-硫酮（8）。另一方面，使用正丁基锂进行反应，然后进行甲基化，得到二甲基化的化合物，即2-甲基硫代-4，5-二氢咪唑-1-碳二硫代甲基丙烯酸甲酯（11）。
• Process for preparation of enantiomerically pure polysubstituted
  申请人：Boehringer Mannheim Italia

  公开号：US05245039A1

  公开（公告）日：1993-09-14

  A process for the optical resolution of racemic 1,4-dihydropyridines, containing isothioureido groups. Salification of racemic isothioureas with optically active acids produces diasteroisomeric mixtures of isothiouronium salts, that, using conventional techniques, are separated in the individual components to give optically pure isothioureides of 1,4-dihydropyridines and salts thereof with conventional acids. Said optically pure 1,4-dihydropyridines can then be subjected to desulphuration and to different transformations to give to other enantiomerically pure and therapeutically useful 1,4-dihydropyridines.

  一种用于光学分辨含有异硫脲基团的混合1,4-二氢吡啶的方法。将混合的异硫脲与光学活性酸盐化会产生异硫脲盐的对映异构体混合物，通过传统技术将其分离成单独的组分，得到光学纯的1,4-二氢吡啶的异硫脲和与传统酸盐的盐。然后，这些光学纯的1,4-二氢吡啶可以经过脱硫和不同的转化反应，得到其他对映纯和在治疗上有用的1,4-二氢吡啶。
• Synthesis, Spectroscopy, and Structures of Mono- and Dinuclear Copper(I) Halide Complexes with 1,3-Imidazolidine-2-thiones
  作者：Simran Walia、Supreet Kaur、Jaspreet Kaur、Amanpreet K. Sandhu、Tarlok S. Lobana、Geeta Hundal、Jerry P. Jasinski

  DOI：10.1002/zaac.201500162

  日期：2015.8

  Copper(I) halides with triphenyl phosphine and imidaozlidine-2-thiones (L-NMe, L-NEt, and L-NPh) in acetonitrile/methanol (or dichloromethane) yielded copper(I) mixed-ligand complexes: mononuclear, namely, [CuCl(κ1-S-L-NMe)(PPh3)2] (1), [CuBr(κ1-S-L-NMe)(PPh3)2] (2), [CuBr(κ1-S-L-NEt)(PPh3)2] (5), [CuI(κ1-S-L-NEt)(PPh3)2] (6), [CuCl(κ1-S-L-NPh)(PPh3)2] (7), and [CuBr(κ1-S-L-NPh)(PPh3)2] (8), and dinuclear

  铜（I）卤化物与三苯基膦和咪唑啉-2-硫酮（L-NMe、L-NEt 和 L-NPh）在乙腈/甲醇（或二氯甲烷）中生成铜（I）混合配体复合物：单核，即， [CuCl(κ1-SL-NMe)(PPh3)2] (1), [CuBr(κ1-SL-NMe)(PPh3)2] (2), [CuBr(κ1-SL-NEt)(PPh3)2] (5)、[CuI(κ1-SL-NEt)(PPh3)2] (6)、[CuCl(κ1-SL-NPh)(PPh3)2] (7) 和 [CuBr(κ1-SL-NPh) (PPh3)2] (8) 和双核 [Cu2(κ1-I)2(μ-SL-NMe)2(PPh3)2] (3) 和 [Cu2(μ-Cl)2(κ1-SL- NEt)2(PPh3)2] (4)。所有配合物都用分析数据、IR 和 NMR 光谱以及 X 射线晶体学表征。配合物2-4、7和8分别在三斜晶系中形成了P空间群的晶体，而配合
• Insertion of Arynes into Thioureas: A New Amidine Synthesis
  作者：Kallolmay Biswas、Michael F. Greaney

  DOI：10.1021/ol202049v

  日期：2011.9.16

  thioureas via a formal π-insertion into the C═S bond. The reaction contrasts with that of ureas, which proceeds via benzyne σ-insertion into the C–N bond, and represents a new, operationally simple route to functionalized amidines.

  由三甲基甲硅烷基苯基三氟甲磺酸酯前体生成的芳烃已通过与π插入C═S键的形式与硫脲反应。该反应与尿素的反应形成对比，后者是通过将苯乙炔σ插入C–N键进行的，代表了一条新的，操作简单的途径来官能化am。