N-(2-氰基乙基)氨基甲酸叔丁酯 | 53588-95-7

• 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
• 中文名称: N-(2-氰基乙基)氨基甲酸叔丁酯
• 英文名称: tert-butyl (2-cyanoethyl)carbamate
• 英文别名: tert-butyl N-(2-cyanoethyl)carbamate；N-Boc-2-cyanoethylamine
• CAS: 53588-95-7
• 化学式: C₈H₁₄N₂O₂
• mdl: MFCD02180880
• 分子量: 170.211
• InChiKey: NORLFIHQJFOIGS-UHFFFAOYSA-N

物化性质

• 熔点：
  40-42 °C
• 沸点：
  110/0.7mm
• 密度：
  1.023±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2926909090
• 储存条件：
  存储在室温下

SDS

Name:	tert-Butyl N-(2-cyanoethyl)carbamate 97% Material Safety Data Sheet
Synonym:
CAS:	53588-95-7

Section 1 - Chemical Product MSDS Name:tert-Butyl N-(2-cyanoethyl)carbamate 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
53588-95-7	tert-Butyl N-(2-cyanoethyl)carbamate	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation.
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:

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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:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable 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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 53588-95-7: 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: Viscous liquid
Color: colorless
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: Not available.
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H14N2O2
Molecular Weight: 170.21

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents, acids.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 53588-95-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
tert-Butyl N-(2-cyanoethyl)carbamate - 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
Shipping Name: NITRILES, LIQUID, TOXIC, N.O.S.*
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
IMO
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing Group: III
RID/ADR
Shipping Name: NITRILES, TOXIC, N.O.S.
Hazard Class: 6.1
UN Number: 3276
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
Safety Phrases:
S 16 Keep away from sources of ignition - No
smoking.
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 28 After contact with skin, wash immediately
with...
S 36/37 Wear suitable protective clothing and
gloves.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 53588-95-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 53588-95-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 53588-95-7 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

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  N-叔丁氧羰基-1,3-丙二胺	N-Boc-1,3-diaminopropane	75178-96-0	C8H18N2O2	174.243
  N-叔丁氧羰基-1,2-乙二胺	N-BOC-1,2-diaminoethane	57260-73-8	C7H16N2O2	160.216
  N-(叔丁氧羰基)乙醇胺	2-(N-tert-butoxycarbonylamino)ethanol	26690-80-2	C7H15NO3	161.201
  Boc-beta-丙氨酸	3-(tert-butyloxycarbonylamino)propionic acid	3303-84-2	C8H15NO4	189.211
  3-BOC氨基丙酰胺	tert-butyl (3-amino-3-oxopropyl)carbamate	65983-35-9	C8H16N2O3	188.227
  2-甲基-2-丙基(2-甲酰胺基乙基)氨基甲酸酯	(N-tert-butyloxycarbonyl)-N'-formylethylenediamine	215254-90-3	C8H16N2O3	188.227
  BOC-甘氨酸	BOC-glycine	4530-20-5	C7H13NO4	175.185

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  N-叔丁氧羰基-1,3-丙二胺	N-Boc-1,3-diaminopropane	75178-96-0	C8H18N2O2	174.243
  Boc-beta-丙氨酸	3-(tert-butyloxycarbonylamino)propionic acid	3303-84-2	C8H15NO4	189.211
  2-甲基-2-丙基(3-氨基-3-亚氨基丙基)氨基甲酸酯	3-<(tert-butoxycarbonyl)amino>propionamidine	77172-36-2	C8H17N3O2	187.242
  叔-丁基N-(2-氰基乙基)-N-乙基-氨基甲酸酯	tert-butyl (2-cyanoethyl)ethylcarbamate	170018-97-0	C10H18N2O2	198.265
  4-噻唑乙酸乙酯	N-Boc β-alaninethioamide	77152-97-7	C8H16N2O2S	204.293
  ——	tert-butyl N-[2-(N-hydroxycarbamimidoyl)ethyl]carbamate	1165931-54-3	C8H17N3O3	203.241
  ——	3-(tert-Butyloxycarbonylamino)propandithiosaeure-methylester	150671-77-5	C9H17NO2S2	235.371

反应信息

• 作为反应物：
  描述：

  N-(2-氰基乙基)氨基甲酸叔丁酯 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 Boc-beta-丙氨酸
  参考文献：
  名称：

  基于哌啶-哌啶酮的多方面二级结构模拟物

  摘要：

  极简二级结构模拟物通常被制成类似于蛋白质-蛋白质相互作用 (PPI) 中的一个界面，从而扰乱它。我们最近提出合适的化学型可以直接与界面区域匹配，而无需考虑二级结构。在这里，我们描述了新化学型1的模块化合成，其溶液态构象集合的模拟，以及与理想二级结构和 PPI 中真实界面区域的相关性。脚手架1呈现彼此完全分离的氨基酸侧链，其方向与理想的片状或螺旋结构非常相似，在 PPI 界面具有相似的非理想结构，以及其他 PPI 界面的模拟构象与任何二级结构不相似的区域. 68 种不同的 PPI，其中1 个匹配孔的构象被识别。还提出了一种新方法来确定极简模拟晶体结构与其溶液构象的相关性。因此，dld - 1 faf以比最小能量溶液状态高0.91 kcal mol -1的构象结晶。

  DOI：

  10.1002/anie.201400927
• 作为产物：
  描述：

  N-叔丁氧羰基-1,3-丙二胺 在 四丁基溴化铵 、 2-碘酰基苯甲酸 作用下， 以 乙腈 为溶剂， 反应 0.08h， 以75%的产率得到N-(2-氰基乙基)氨基甲酸叔丁酯
  参考文献：
  名称：

  IBX / TBAB介导的伯胺氧化为腈

  摘要：

  邻碘氧苯甲酸（IBX）和四丁基溴化铵（TBAB）的组合可在温和的条件下将伯胺有效氧化成相应的腈，并具有良好的收率。当应用于手性赖氨酸衍生物时，该反应是无消旋的。 邻碘氧苯甲酸（IBX）-溴化四丁铵（TBAB）-胺-腈-氧化-脱氢

  DOI：

  10.1055/s-0028-1087994

文献信息

• Synthesis of novel amide and urea derivatives of thiazol-2-ethylamines and their activity against Trypanosoma brucei rhodesiense
  作者：Donald A. Patrick、Tanja Wenzler、Sihyung Yang、Patrick T. Weiser、Michael Zhuo Wang、Reto Brun、Richard R. Tidwell

  DOI：10.1016/j.bmc.2016.04.006

  日期：2016.6

  analogues were tested against T. brucei rhodesiense STIB900 and L6 rat myoblast cells (for cytotoxicity) in vitro. Forty-four derivatives were more potent than 1, including eight with IC50 values below 100 nM. The most potent and most selective for the parasite was the urea analogue 2-(2-piperidin-1-ylamido)ethyl-4-(3-fluorophenyl)thiazole (70, IC50 = 9 nM, SI > 18,000). None of 33 compounds tested were able

  2-（2-Benzamido）ethyl-4-phenylthiazole（1）是1035个分子（分为115个不同的支架）之一，被发现可抑制布氏锥虫（引起人类非洲锥虫病的病原体），浓度低于3.6μM，且非在由诺华研究基金会（GNF）的基因组学研究所进行的700,000种化合物库的表型高通量筛选中，对哺乳动物（Huh7）细胞具有毒性。在本实验室中，化合物1和72类似物是通过两种通用途径之一合成的。这些加10代市售的类似物进行了对所测试的T.布氏罗得西亚STIB900和体外大鼠L6成肌细胞（细胞毒性）。四十四个导数的强于一，其中八个IC 50值低于100 nM。对该寄生虫最有效和最具选择性的是尿素类似物2-（2-哌啶-1--1-基氨基）乙基-4-（3-氟苯基）噻唑（70，IC 50  = 9 nM，SI> 18,000）。测试的33种化合物中没有一种能够治愈被寄生虫感染的小鼠。但是，有7种化合
• New thiadiazole derivatives
  申请人：Almirall, S.A.

  公开号：EP2305660A1

  公开（公告）日：2011-04-06

  The present invention relates to thiadiazole derivatives of formula (I), to processes for their preparation and to pharmaceutical compositions containing them. These compounds are potent agonists of S1P1 receptors and thus, they are useful in the treatment, prevention or suppression of diseases and disorders known to be susceptible to improvement by sphingosine-1-phosphate receptors agonists (S1P1), such as autoimmune diseases, chronic immune and inflammatory diseases, transplant rejection, malignant neoplastic diseases, angiogenic-related disorders, pain, neurological diseases, viral and infectious diseases.

  本发明涉及式(I)的噻二唑衍生物，它们的制备过程以及包含它们的药物组合物。这些化合物是S1P1受体的强激动剂，因此，它们可用于治疗、预防或抑制那些已知可通过鞘氨醇-1-磷酸受体激动剂（S1P1）改善的疾病和失调，例如自身免疫性疾病、慢性免疫和炎症性疾病、移植排斥反应、恶性肿瘤疾病、与血管生成相关的失调、疼痛、神经系统疾病、病毒和感染性疾病。
• [EN] TETRAHYDROQUINOLINE DERIVATIVES AND THEIR PHARMACEUTICAL USE<br/>[FR] DÉRIVÉS DE TÉTRAHYDROQUINOLINE ET LEUR UTILISATION PHARMACEUTIQUE
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2011054841A1

  公开（公告）日：2011-05-12

  Tetrahydroquinoline compounds of Formula (I) and salts thereof, pharmaceutical compositions containing such compounds and their use in therapy.

  Formula (I)的四氢喹啉化合物及其盐，含有这种化合物的药物组合物以及它们在治疗中的用途。
• 3,3,3-trifluoro-2-mercaptomethyl-N-tetrazolyl substituted propanamides
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US05223516A1

  公开（公告）日：1993-06-29

  Compounds of the formula ##STR1## wherein Y can be tetrazolyl are disclosed. These compounds are useful as cardiovascular agents.

  公开了式子##STR1##中Y可以是四唑基的化合物。这些化合物可用作心血管药物。
• [EN] NEW THIADIAZOLE DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS DE THIADIAZOLE
  申请人：ALMIRALL SA

  公开号：WO2011035900A1

  公开（公告）日：2011-03-31

  The present invention relates to thiadiazole derivatives of formula (I), to processes for their preparation and to pharmaceutical compositions containing them. These compounds are potent agonists of S1P1 receptors and thus, they are useful In the treatment, prevention or suppression of diseases and disorders known to be susceptible to improvement by sphingosine-1-phosphate receptors agonists (S1P1), such as autoimmune diseases, chronic immune and inflammatory diseases, transplant rejection, malignant neoplastic diseases, angiogenic-related disorders, pain, neurological diseases, viral and infectious diseases.

  本发明涉及式(I)的噻二唑衍生物，其制备过程以及包含它们的药物组合物。这些化合物是S1P1受体的强激动剂，因此它们可用于治疗、预防或抑制那些已知可通过激动鞘氨醇-1-磷酸受体（S1P1）得到改善的疾病和失调，例如自身免疫性疾病、慢性免疫和炎症性疾病、移植排斥反应、恶性肿瘤、与血管生成相关的失调、疼痛、神经疾病、病毒性和传染性疾病。

表征谱图