二乙氨基乙醛缩二乙醇 | 3616-57-7

• 物质功能分类: 有机原料 - 醛类化合物
• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 二乙氨基乙醛缩二乙醇
• 中文别名: 二乙基氨乙醛二乙缩醛；2,2-二乙氧基三乙胺
• 英文名称: 2,2-diethoxy-N,N-diethylethanamine
• 英文别名: diethylaminoacetaldehyde diethyl acetal
• CAS: 3616-57-7
• 化学式: C₁₀H₂₃NO₂
• mdl: MFCD00009234
• 分子量: 189.298
• InChiKey: HNFUIXOBWCFVAJ-UHFFFAOYSA-N

物化性质

• 沸点：
  194-195 °C(lit.)
• 密度：
  0.85 g/mL at 25 °C(lit.)
• 闪点：
  149 °F
• 稳定性/保质期：

  在常温常压下稳定，但对水分敏感。

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2922199090
• 储存条件：
  密封储存，宜存放在阴凉、干燥的仓库中。

SDS

Name:	Diethylaminoacetaldehyde diethyl acetal 99% Material Safety Data Sheet
Synonym:	2,2-Diethoxytriethylamin
CAS:	3616-57-7

Section 1 - Chemical Product MSDS Name:Diethylaminoacetaldehyde diethyl acetal 99% Material Safety Data Sheet
Synonym:2,2-Diethoxytriethylamin

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3616-57-7	Diethylaminoacetaldehyde diethyl aceta	99	222-801-6

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

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin irritation. May cause cyanosis of the extremities.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema. Inhalation at high concentrations may cause CNS depression and asphixiation.
Chronic:
Prolonged or repeated skin contact may cause dermatitis. Effects may be delayed.

---

Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash clothing before reuse.
Ingestion:
Do not induce vomiting. If victim is conscious and alert, give 2-4 cupfuls of milk or water. 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.

---

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. Use water spray to keep fire-exposed containers cool. Combustible liquid.
Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Containers may explode when heated.
Extinguishing Media:
Use water spray to cool fire-exposed containers. Do NOT get water inside containers. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation. Do not get water inside containers.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use only in a well-ventilated area. Avoid contact with eyes, skin, and clothing. Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Avoid ingestion and inhalation. Do not allow contact with water. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames. Keep from contact with moist air and steam.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

---

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 general or local explosion-proof ventilation to keep airborne levels to acceptable levels.
Exposure Limits CAS# 3616-57-7: 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: Clear
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 194 - 195 deg C @ 760.00 mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: 65 deg C ( 149.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 0.8500 g/cm3
Molecular Formula: C10H23NO2
Molecular Weight: 189.30

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, ignition sources, moisture, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Moisture, strong oxidizing agents, acids.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported.

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3616-57-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Diethylaminoacetaldehyde diethyl acetal - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

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

---

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.

---

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 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 3616-57-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 3616-57-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3616-57-7 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  二乙氨基乙醛缩二乙醇 在 盐酸 、 sodium hydrogen sulfate 作用下， 以 水 为溶剂， 反应 3.0h， 生成 2-(diethylamino)-1-hydroxyethanesulfonate
  参考文献：
  名称：

  [EN] SUBSTITUTED AMINOQUINAZOLINES USEFUL AS KINASES INHIBITORS
  [FR] AMINOQUINAZOLINES SUBSTITUÉES UTILES COMME INHIBITEURS DE KINASES

  摘要：

  本发明涉及新型喹唑啉类化合物及其衍生物、药用可接受的盐、溶剂合物和水合物。本发明的化合物和组合物具有蛋白激酶抑制活性，预计可用于治疗蛋白激酶介导的疾病和症状。

  公开号：

  WO2013166952A1
• 作为产物：
  描述：

  二乙胺 、 2-溴-1,1-二乙氧基乙烷 在 silica gel 作用下， 以 丙酮 为溶剂， 反应 16.0h， 以to give 2,2-diethoxy-N,N-diethylethanamine as brown oil 2.0 g (20.8% yield)的产率得到二乙氨基乙醛缩二乙醇
  参考文献：
  名称：

  Substituted aminoquinazolines useful as kinases inhibitors

  摘要：

  本发明涉及新型喹唑啉、其衍生物、药学上可接受的盐、溶剂和水合物。本发明的化合物和组合物具有蛋白激酶抑制活性，预计可用于治疗蛋白激酶介导的疾病和病状。

  公开号：

  US09388170B2

文献信息

• Molecular Recognition at the Active Site of Catechol‐ <i>O</i> ‐methyltransferase (COMT): Adenine Replacements in Bisubstrate Inhibitors
  作者：Manuel Ellermann、Ralph Paulini、Roland Jakob‐Roetne、Christian Lerner、Edilio Borroni、Doris Roth、Andreas Ehler、W. Bernd Schweizer、Daniel Schlatter、Markus G. Rudolph、François Diederich

  DOI：10.1002/chem.201003648

  日期：2011.5.27

  inhibitors in ternary complexes with COMT and Mg2+ confirm our predicted binding mode of the adenine replacements. The cocrystal structure of an inhibitor bearing no nucleobase can be regarded as an intermediate along the reaction coordinate of bisubstrate inhibitor binding to COMT. Our studies show that solvation varies with the type of adenine replacement, whereas among the adenine derivatives, the nitrogen

  L- Dopa是帕金森氏病的标准治疗药物，可被儿茶酚-O-甲基转移酶（COMT）灭活。COMT催化活化的甲基从S腺苷甲硫氨酸（SAM）转移到其邻苯二酚底物，例如L-多巴，存在镁离子。对COMT SAM结合位点的分子识别特性仅进行了稀疏的研究。在这里，我们通过双底物抑制剂的腺嘌呤部分的结构改变来探索该位点。由于该核碱基在生物系统中的丰富性和重要性，对腺嘌呤的分子识别特别受关注。新型的腺嘌呤替代双底物抑制剂是通过基于结构的设计开发的，并使用了由Vorbrüggen及其同事引入的核苷化方案进行合成。用放射化学测定法测量腺嘌呤部分与COMT的关键相互作用。几种双底物抑制剂，最著名的是腺嘌呤替代品硫代吡啶，嘌呤，N对于低至6 n M的COMT ，甲基腺嘌呤和6甲基嘌呤显示出纳摩尔的IC 50值（中位抑制浓度）。与COMT和Mg 2+形成三元复合物的双底物抑制剂的一系列六个共晶体结构证实了我们预测的腺
• Iodine‐Catalyzed Oxidative Rearrangement of Amines to α‐Amino Acetals and α‐Amino Aldehydes
  作者：Min‐Jie Zhou、Shou‐Fei Zhu、Qi‐Lin Zhou

  DOI：10.1002/adsc.201801670

  日期：2019.3.15

  A protocol for iodine‐catalyzed oxidative rearrangement of tertiary and secondary amines has been developed. This metal‐free protocol provides an atom‐economical, efficient access to synthetically useful α‐amino acid derivatives from readily available acyclic and cyclic tertiary or secondary amines.

  已开发出碘催化的叔胺和仲胺氧化重排的方案。该无金属方案可从经济易得的无环和环状叔或仲胺原子经济有效地获得合成有用的α-氨基酸衍生物。
• Chemistry of Dicationic Electrophiles: Superacid-Catalyzed Reactions of Amino Acetals
  作者：Douglas A. Klumpp、Gregorio V. Sanchez、Sharon L. Aguirre、Yun Zhang、Sarah de Leon

  DOI：10.1021/jo0111558

  日期：2002.7.1

  Amino acetals are shown to form highly electrophilic systems in Bronsted superacids. It is proposed that amino acetals give dicationic electrophiles, and this proposal is supported by the direct observation of a dication by low-temperature (13)C NMR. When reacted with C(6)H(6) and superacidic CF(3)SO(3)H, amino acetals are shown to provide 1-(3,3-diphenylpropyl)amines and 1-(2,2-diphenylethyl)amines

  氨基缩醛显示在布朗斯台德超强酸中形成高度亲电的体系。有人提出氨基缩醛会产生二亲电子性，而这一建议得到了低温（13）C NMR直接观察二价电子的支持。当与C（6）H（6）和超酸性CF（3）SO（3）H反应时，氨基缩醛显示可提供1-（3,3-二苯丙基）胺和1-（2,2-二苯乙基）胺作为缩合产物，收率高（50-99％）。
• 一种新型喹唑啉类药物侧链的制备方法
  申请人：精华制药集团南通有限公司

  公开号：CN113121372A

  公开（公告）日：2021-07-16

  本发明公开了一种新型喹唑啉类药物侧链的制备方法：以溴代乙醛缩二乙醇和二乙胺为原料，发生缩合反应，经过萃取、干燥、浓缩、精馏等步骤得到缩合物，缩合物再经过水解、萃取、浓缩得2‑二乙基胺基乙醛。反应路线如下所示：本发明原材料便宜易得，反应条件温和，操作安全简单，产品质量好，有利于工业化生产。
• Hypoglycemic
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US04788335A1

  公开（公告）日：1988-11-29

  N-(3-Dialkylamino-2-propenylidene)-N-alkylalkanaminium salts substituted in the 2-position with an ether or thioether and having the formula ##STR1## are active as hypoglycemic agents.

  具有以下结构式的以醚或硫醚取代2-位置的N-(3-二烷基氨基-2-丙烯基亚甲基)-N-烷基脂肪族胺盐，具有降血糖活性：##STR1##