4-(Fmoc-氨基)-1-丁醇 | 209115-32-2

• 物质功能分类: 生物化工 - 生化试剂 - 氨基酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 中文名称: 4-(Fmoc-氨基)-1-丁醇
• 中文别名: 9-芴甲基N-(4-羟基丁基)氨基甲酸酯；9-芴甲基 N-(4-羟基丁基)氨基甲酸酯
• 英文名称: (9H-fluoren-9-yl)methyl (4-hydroxybutyl)carbamate
• 英文别名: 4-(Fmoc-amino)-1-butanol；9H-fluoren-9-ylmethyl N-(4-hydroxybutyl)carbamate
• CAS: 209115-32-2
• 化学式: C₁₉H₂₁NO₃
• 分子量: 311.381
• InChiKey: UJTTUOLQLCQZEA-UHFFFAOYSA-N

物化性质

• 熔点：
  113-118 °C

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• WGK Germany：
  3

SDS

Name:	9H-fluoren-9-ylmethyl n-(4-hydroxybutyl)carbamate 97% Material Safety Data Sheet
Synonym:	N-(9-Fluorenylmethoxycarbonyl)-4-aminobutan-1olFmoc-4-aminobutan-1-o
CAS:	209115-32-2

Section 1 - Chemical Product MSDS Name:9H-fluoren-9-ylmethyl n-(4-hydroxybutyl)carbamate 97% Material Safety Data Sheet
Synonym:N-(9-Fluorenylmethoxycarbonyl)-4-aminobutan-1olFmoc-4-aminobutan-1-o

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
209115-32-2	9H-Fluoren-9-ylmethyl N-(4-hydroxybuty	97%	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Not available.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
May cause 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.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 209115-32-2: 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: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 115 - 117 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: C19H21NO3
Molecular Weight: 311

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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, bases, acid chlorides, amines.
Hazardous Decomposition Products:
Hydrogen cyanide, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 209115-32-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
9H-Fluoren-9-ylmethyl N-(4-hydroxybutyl)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
No information available.
IMO
No information available.
RID/ADR
No information available.

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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# 209115-32-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 209115-32-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 209115-32-2 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：

  4-(Fmoc-氨基)-1-丁醇 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 N-(9-fluorenylmethoxycarbonyl)-4-aminobutanal
  参考文献：
  名称：

  通过立体特异性定向 C(sp3)-H 芳基化合成具有体内抗疟活性的双环氮杂环丁烷

  摘要：

  开发新的抗疟疗法对于解决对当前药物日益增加的耐药性是必要的。以恶性疟原虫苯丙氨酰-tRNA 合成酶为靶点的双环氮杂环丁烷是一类很有前景的新型抗疟药，尤其是由于它们对疟原虫生命周期的三个阶段具有活性，但这些化合物的冗长合成路线可能会影响在体内提供新治疗剂的可行性。抗疟药物的成本限制。在这里，我们报告了抗疟化合物 BRD3914 (EC50 = 15 nM) 的有效合成，该化合物取决于 Pd 催化的 C3 位氮杂环丁烷的定向 C(sp3)-H 芳基化。这种新开发的协议展示了广泛的底物范围，并提供了对有价值的、立体化学定义的构建块的访问。BRD3914 在 P.

  DOI：

  10.1021/jacs.7b06994
• 作为产物：
  描述：

  4-氨基-1-丁醇 、 9-芴甲基-N-琥珀酰亚胺基碳酸酯 在 吡啶 作用下， 以 甲醇 为溶剂， 反应 23.0h， 以100%的产率得到4-(Fmoc-氨基)-1-丁醇
  参考文献：
  名称：

  两性霉素 B 的霉胺取向控制与麦角甾醇的相互作用：具有氨基-羰基桥的构象限制衍生物的甾醇依赖性活性

  摘要：

  已知两性霉素 B (AmB 1) 组装在一起并形成跨生物膜的离子通道。抗生素由霉胺和大环内酯部分组成，推测其相对几何形状是药物通道活性和甾醇选择性的决定因素。为了更好地理解氨基糖取向与药物活性之间的关系，我们制备了构象限制衍生物 2-4，其中氨基和羧基与不同长度的烷基链桥接在一起。跨脂双层膜的 K+ 流入分析表明，麦角甾醇的选择性在衍生物之间存在显着差异；短桥接衍生物 2 几乎失去了选择性，而 3 显示出比 AmB 本身更高的麦角甾醇偏好。基于 NOE 衍生距离的 2-4 的蒙特卡罗构象分析表明，2 的氨基糖部分由于短桥而接近 C41，而 3 和 4 的氨基糖部分指向外。氨基糖部分和大环内酯环的相互取向在衍生物 2 和 3 中是如此刚性，以至于在脂质膜中形成复合物时，这些构象应该保持不变。这些结果强烈表明衍生物 2 和 3 之间甾醇偏好的巨大差异归因于氨基糖部分的不同取向。这些发现使我们能够提出一个解释

  DOI：

  10.1021/ja051597r

文献信息

• [EN] COMPOUNDS AND METHODS FOR TREATING BACTERIAL INFECTIONS<br/>[FR] COMPOSÉS ET MÉTHODES POUR LE TRAITEMENT D'INFECTIONS BACTÉRIENNES
  申请人：UNIV WASHINGTON

  公开号：WO2011050323A1

  公开（公告）日：2011-04-28

  The present invention encompasses compounds and methods for treating urinary tract infections.

  本发明包括用于治疗尿路感染的化合物和方法。
• PHARMACEUTICAL COMPOSITION FOR RESPIRATORY ADMINISTRATION
  申请人：SEIKAGAKU CORPORATION

  公开号：US20160158369A1

  公开（公告）日：2016-06-09

  The present invention provides a pharmaceutical composition for respiratory administration containing a polysaccharide derivative having a group derived from a polysaccharide and a group derived from a physiologically active substance that is covalently bonded to the group derived from a polysaccharide.

  本发明提供了一种用于呼吸给药的药物组合物，其含有一个多糖衍生物，该多糖衍生物具有一个源自多糖的基团和一个源自生理活性物质的基团，该生理活性物质基团与源自多糖的基团共价结合。
• New Nonnucleoside Substrates for Terminal Deoxynucleotidyl Transferase: Synthesis and Dependence of Substrate Properties on Structure
  作者：A. L. Khandazhinskaya、M. K. Kukhanova、M. V. Jasko

  DOI：10.1007/s11171-005-0048-y

  日期：2005.7

  N-(9-Fluorenylmethoxycarbonyl)-ω-aminoalkyl-, N-(9-fluorenylmethoxycarbonyl)-8-amino-3,6-dioxaoctyl, and N-[(9-fluorenylmethoxycarbonyl)-6-aminohexanoyl]-2-aminoethyl triphosphates were synthesized. All of them were shown to be the substrates of the calf thymus terminal deoxynucleotidyl transferase. Their substrate properties depend on the length and structure of the linker between the 9-fluorenylmethoxycarbonyl and triphosphate moieties.

  合成了三种化合物：N-(9-芴甲氧羰基)-ω-氨基烷基-, N-(9-芴甲氧羰基)-8-氨基-3,6-二氧杂辛基-, 和 N-[(9-芴甲氧羰基)-6-氨基己酰基]-2-氨基乙基三磷酸盐。所有这些化合物都被证明是牛胸腺末端脱氧核苷酸转移酶的底物。它们的底物性质取决于连接9-芴甲氧羰基和三磷酸基团之间链的长度和结构。
• A facile synthesis of ω-aminoalkyl ammonium hydrogen phosphates
  作者：Wei Bo Kong、Xiao Yong Zhou、Yang Yang、Xing Yi Xie

  DOI：10.1016/j.cclet.2012.06.010

  日期：2012.8

  A series of ω-aminoalkyl ammonium hydrogen phosphates were synthesized through a simple and efficient three-step method. The starting materials, ω-aminoalkyl alcohols (AC-n, with carbon number n = 3, 4, 5, 6), were amino-protected with 9-fluorenylmethyl chloroformate (Fmoc-Cl), followed by phosphorylation with POCl3 and deprotection in piperidine/DMF. The structures of each intermediate and final product

  通过简单有效的三步法合成了一系列的ω-氨基烷基磷酸氢铵。原料ω-氨基烷基醇（AC- n，碳原子数n  = 3、4、5、6 ）用9-芴基甲基氯甲酸酯（Fmoc-Cl）进行氨基保护，然后用POCl 3进行磷酸化并脱保护在哌啶/ DMF中。每种中间体和最终产物的结构均通过1 H NMR，FTIR和质谱确证。每个步骤的产率约为77-92％，总产率高于56％。这种新方法在低成本原料，温和的反应温度（0–25°C）和简便的纯化方法方面具有优势。
• MINOR GROOVE BINDER PHOSPHORAMIDITES AND METHODS OF USE
  申请人：Vorobiev Alexei

  公开号：US20130030166A1

  公开（公告）日：2013-01-31

  Minor groove binder phosphoramidites having unique structures have been synthesized according to particular methods. These minor groove binder phosphoramidites are useful in the preparation of oligonucleotide conjugates, particularly those for use as probes and primers.

  根据特定方法合成了具有独特结构的小沟结合剂磷酰胺酰胺。这些小沟结合剂磷酰胺酰胺在制备寡核苷酸共轭物中很有用，特别是用作探针和引物的情况。