2,2-二乙氧基硫代乙酰胺 | 73956-15-7

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 中文名称: 2,2-二乙氧基硫代乙酰胺
• 英文名称: 2,2-diethoxythioacetamide
• 英文别名: 2,2-diethoxyethanethioamide；diethoxythioacetamide
• CAS: 73956-15-7
• 化学式: C₆H₁₃NO₂S
• mdl: MFCD06658986
• 分子量: 163.241
• InChiKey: MQSDGAKLSVITHP-UHFFFAOYSA-N

物化性质

• 熔点：
  91-94 ºC
• 沸点：
  214.5±50.0 °C(Predicted)
• 密度：
  1.093±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  10
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.833
• 拓扑面积：
  76.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090
• 安全说明：
  S22,S26,S36/37/39

SDS

Name:	2 2-Diethoxyethanethioamide Material Safety Data Sheet
Synonym:
CAS:	73956-15-7

Section 1 - Chemical Product MSDS Name:2 2-Diethoxyethanethioamide Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
73956-15-7	2,2-Diethoxyethanethioamide	97+%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
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.
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.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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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# 73956-15-7: Personal Protective Equipment Eyes: Not available.
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: Pale yellow
Odor: Pungent
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 81 - 82 deg C
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: C6H13NO2S
Molecular Weight: 163.24

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, oxides of sulfur, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 73956-15-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,2-Diethoxyethanethioamide - 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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 22 Do not breathe dust.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 73956-15-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 73956-15-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 73956-15-7 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：

  2,2-二乙氧基硫代乙酰胺 在 4 A molecular sieve 、 氨 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 25.5h， 生成 2-(diethoxymethyl)thiazole-4-carboxamide
  参考文献：
  名称：

  锌（II）的三氟甲磺酸盐控制的C-（2-噻唑基）硝酮的1,3-偶极环加成反应：在合成新型偶氮唑啉类似物的过程中的应用

  摘要：

  当在1当量的三氟甲磺酸锌存在下进行反应时，C-（2-噻唑基）硝酮与烯丙基醇之间的环加成反应具有完全的外切选择性。在微波辐射下，反应速率大大提高。手性双亲亲油的使用使得该方法学可用于合成迄今未知的对映体纯的C-核苷噻唑林的异恶唑烷基类似物。

  DOI：

  10.1021/jo051572a
• 作为产物：
  描述：

  2,2-二乙氧基乙酰胺 在 tetraphosphorus decasulfide 作用下， 以 苯 为溶剂， 反应 0.17h， 以64.3%的产率得到2,2-二乙氧基硫代乙酰胺
  参考文献：
  名称：

  抗生素硫霉素的全合成

  摘要：

  从 D-半胱氨酸开始，已经实现了抗生素阿硫霉素的全合成。噻唑啉与吡咯啉酮部分之间的酰亚胺键是通过吡咯啉酮的钠盐与半胱氨酸活性酯的偶联反应或通过与双烯酮的光反应构建的。与噻唑啉环的 C-2 相邻的碳上连接的羟甲基通过在噻唑啉环形成之后的羟醛缩合引入。噻唑部分是在抗生素全合成全过程的最后一步引入的。合成的硫霉素在所有方面都与天然抗生素相同。

  DOI：

  10.1246/bcsj.58.352

文献信息

• [EN] A CONJUGATE OF A TUBULYSIN ANALOG WITH BRANCHED LINKERS<br/>[FR] CONJUGUÉ D'UN ANALOGUE DE TUBULYSINE AVEC DES LIEURS RAMIFIÉS
  申请人：HANGZHOU DAC BIOTECH CO LTD

  公开号：WO2019127607A1

  公开（公告）日：2019-07-04

  The present invention relates to the conjugation of a tubulysin analog compound to a cell-binding molecule with branched/side-chain linkers for having better delivery of the conjugate compound and targeted treatment of abnormal cells. It also relates to a branched-linkage method of conjugation of a tubulysin analog molecule to a cell-binding ligand, as well as methods of using the conjugate in targeted treatment of cancer, infection and autoimmune disease.

  本发明涉及将一种管腔霉素类似物化合物与具有分支/侧链连接物的细胞结合分子结合，以实现结合物的更好传递和靶向治疗异常细胞。它还涉及一种将管腔霉素类似物分子与细胞结合配体结合的分支连接方法，以及在靶向治疗癌症、感染和自身免疫疾病中使用结合物的方法。
• 双链连接的细胞毒性药物偶联物
  申请人：杭州多禧生物科技有限公司

  公开号：CN110621673A

  公开（公告）日：2019-12-27

  本发明涉及以双链连接体连接的细胞毒性分子与细胞结合分子的偶联物，如结构式(I)所示.本发明还提供了以双链连接制备细胞毒性药物/分子与细胞结合剂的偶联物的特定方式。它还涉及偶联物在治疗癌症，或自身免疫疾病或传染病中的应用。
• [EN] CONJUGATION LINKERS CONTAINING 2,3-DIAMINOSUCCINYL GROUP<br/>[FR] LIEURS DE CONJUGAISON CONTENANT UN GROUPE 2,3-DIAMINOSUCCINYLE
  申请人：HANGZHOU DAC BIOTECH CO LTD

  公开号：WO2020073345A1

  公开（公告）日：2020-04-16

  Provided is a conjugate of a cytotoxic drug/molecule to a cell-binding molecule with a bis-linker (adual-linker) containing a 2, 3-diaminosuccinyl group. It also relates to preparation of the conjugate of a cytotoxic drug/molecule to a cell-binding molecule with the bis-linker, particularly when the drug having functional groups of amino, hydroxyl, diamino, amino-hydroxyl, dihydroxyl, carboxyl, hydrazine, aldehyde and thiol for conjugation with the bis-linker in a specific manner, as well as the therapeutic use of the conjugates.

  提供的是将细胞毒性药物/分子与含有双联接剂（双联接剂）的细胞结合分子结合的共轭物。它还涉及将细胞毒性药物/分子与双联接剂的细胞结合分子结合的制备，特别是当药物具有氨基，羟基，二氨基，氨基-羟基，二羟基，羧基，双肼，醛基和硫醇等功能基团以特定方式与双联接剂结合时，以及这些共轭物的治疗用途。
• Expedient Synthesis of <i>N</i>-Methyl Tubulysin Analogues with High Cytotoxicity
  作者：Andrew W. Patterson、Hillary M. Peltier、Jonathan A. Ellman

  DOI：10.1021/jo800384x

  日期：2008.6.1

  protection of the tubuvaline alcohol by implementing a unique N-methylation strategy via formation and reduction of a 1,3-tetrahydrooxazine heterocycle. Acylation of the hindered N-methyl tubuvaline amine utilizes a novel sequence of O-acylation followed by an O- to N-acyl transfer to form the hindered amide bond between N-methyl tubuvaline and isoleucine. This high-yielding synthesis should enable the production

  一种有效的，具有生物活性的N-甲基微管溶素类似物2和4的优化高效合成已实现，总收率> 40％。与先前报道的这些和相关微管溶素类似物的合成相比，该合成代表了显着的改进。非天然氨基酸微管蛋白的立体选择性合成是使用叔丁烷亚磺酰胺化学来完成的。通过形成和还原1，3-四氢恶嗪杂环实施独特的N-甲基化策略，进行N-烷基化反应以形成N-甲基tubuvaline，而无需保护tubuvaline醇。酰化受阻氮-甲基tubuvaline胺利用O-酰化的新序列，随后进行O-至N-酰基转移，以形成N-甲基tubuvaline与异亮氨酸之间的受阻酰胺键。这种高产的合成应能够生产大量用于生物学研究的材料。
• TUBULYSIN ANALOGS AND METHODS OF MAKING AND USE
  申请人：Bristol-Myers Squibb Company

  公开号：US20160130299A1

  公开（公告）日：2016-05-12

  Tubulysin analogs of the formula (I) where R 1 , R 2 R 3 , R 4 , R 5 , R 6 , R 7 , and Y are as defined herein, are anti-mitotic agents that can be used in the treatment of cancer, especially when conjugated to a targeting moiety.

  管素类似物公式(I)，其中R1、R2、R3、R4、R5、R6、R7和Y如本文所述定义，是一种抗有丝分裂剂，可用于癌症治疗，特别是在与靶向部分结合时。