2-(双-(2-吡啶甲基)-氨基)-乙醇 | 149860-22-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 2-(双-(2-吡啶甲基)-氨基)-乙醇
• 英文名称: N,N-bis(2-pyridylmethyl)-2-aminoethanol
• 英文别名: N,N-bispicolyl-2-ethanolamine；2-(bis(2-pyridylmethyl)amino)ethanol；2-[Bis(pyridin-2-ylmethyl)amino]ethanol
• CAS: 149860-22-0
• 化学式: C₁₄H₁₇N₃O
• 分子量: 243.308
• InChiKey: DUFCPZLMEULRED-UHFFFAOYSA-N

物化性质

• 沸点：
  382.0±32.0 °C(Predicted)
• 密度：
  1.174±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  49.2
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险性防范说明：
  P264,P280,P302+P352,P337+P313,P305+P351+P338,P362+P364,P332+P313
• 危险性描述：
  H315,H319
• 储存条件：
  存储条件：室温、密封、干燥、惰性气体环境中保存。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 2-(BIS-(2-PYRIDYLMETHYL)-AMINO)-ETHANOL
CAS-No. : 149860-22-0

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Skin irritation (Category 2)
Serious eye damage (Category 1)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to respiratory system and skin. Risk of serious damage to eyes.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
Causes skin irritation.
Causes serious eye damage.
May cause respiratory irritation.
Precautionary statement(s)
Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
Wear protective gloves/ eye protection/ face protection.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R37/38 Irritating to respiratory system and skin.
R41 Risk of serious damage to eyes.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S39 Wear eye/face protection.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C14H17N3O
Molecular Weight : 243,31 g/mol
Component Concentration
2-(BIS-(2-PYRIDYLMETHYL)-AMINO)-ETHANOL
CAS-No. 149860-22-0 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly
investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIRE-FIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end uses
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at
the end of workday.
Personal protective equipment
Eye/face protection
Face shield and safety glasses Use equipment for eye protection tested and approved under
appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the
standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use
respirators and components tested and approved under appropriate government standards such as
NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- log Pow: 0,636
octanol/water
p) Autoignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
Specific target organ toxicity - single exposure
May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes eye burns.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly
investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-(双-(2-吡啶甲基)-氨基)-乙醇 在 偶氮二甲酸二异丙酯 、 三苯基膦 、 叠氮磷酸二苯酯 作用下， 以 四氢呋喃 为溶剂， 反应 72.08h， 以36%的产率得到2-azido-N,N-bis((pyridin-2-yl)methyl)ethanamine
  参考文献：
  名称：

  Preparation, 99mTc-labeling and biodistribution studies of a PNA oligomer containing a new ligand derivative of 2,2′-dipicolylamine

  摘要：

  Anew azido derivative of 2,2 '-dipicolylamine (Dpa), 2-azido-N,N-bis((pyridin-2-yl)methyl)ethanamine, (Dpa-N-3) was readily prepared from the known 2-(bis(pyridin-2-ylmethyl)amino)ethanol (Dpa-OH). It was demonstrated that Dpa-N-3 could be efficiently labeled with both [Re(CO)(3)(H2O)(3)]Br and [Tc-99m(H2O)(3)(CO)(3)] to give [Re(CO)(3)(Dpa-N-3)]Br and [Tc-99m(CO)(3)(Dpa-N-3)](+), respectively. Furthermore, Dpa-N3 was successfully coupled, on the solid phase, to a Peptide Nucleic Acid (PNA) oligomer (H-4-pentynoic acid-spacer-spacer-tgca-tgca-tgca-Lys-NH2; spacer = -NH-(CH2)(2)-O-(CH2)(2)-O-CH2-CO-) using the Cu(I)-catalyzed [2 + 3] azide/alkyne cycloaddition (Cu-AAC, often referred to as the prototypical "click" reaction) to give the Dpa-PNA oligomer. Subsequent labeling of Dpa-PNA with [Tc-99m(H2O)(3)(CO)(3)](+) afforded [Tc-99m(CO)(3)(Dpa-PNA)] in radiochemical yields > 90%. Partitioning experiments in a 1-octanol/water system were carried out to get more insight on the lipophilicity of [Tc-99m(CO)(3)(Dpa-N-3)(+) and [Tc-99m(CO)(3)(Dpa-PNA)]. Both compounds were found rather hydrophilic (log D-o/w values at pH = 7.4 are -0.50: [Tc-99m(CO)(3)(Dpa-N-3)](+) and 0.85: [Tc-99m(CO)(3)(Dpa-PNA)]. Biodistribution studies of [Tc-99m(CO)(3)(Dpa-PNA)] in Wistar rats showed a very fast blood clearance (0.26 +/- 0.1 SUV, 1 h p.i.) and modest accumulation in the kidneys (5.45 +/- 0.45 SUV, 1 h p.i.). There was no significant activity in the thyroid and the stomach, demonstrating a high in vivo stability of the Tc-99m-labeled Dpa-PNA conjugate. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jinorgbio.2010.06.011
• 作为产物：
  描述：

  2-[N,N-bis(2-pyridylmethyl)amino]ethyl acetate 在 甲醇 、 sodium hydroxide 作用下， 反应 2.5h， 以78.2%的产率得到2-(双-(2-吡啶甲基)-氨基)-乙醇
  参考文献：
  名称：

  一种金属β-内酰胺酶抑制剂及其制备方法与 应用

  摘要：

  本发明公开了一种金属β‑内酰胺酶抑制剂及其制备方法与应用。本发明通过将吡啶胺化合物溶于溶剂1中，再加入酯类化合物和碳酸盐，在80～100℃下搅拌11～13小时，将反应产物冷却至室温、萃取、真空干燥以及纯化后得到产物1；将产物1溶于溶剂2中，加入酯基水解物，在室温下搅拌1.5～2.5小时，将反应产物萃取、真空干燥以及纯化后得到Zn2+螯合剂；将β‑内酰胺化合物溶于溶剂3中，加入Zn2+螯合剂和碱，室温下搅拌11～13小时，将反应产物萃取、真空干燥以及纯化，得到金属β‑内酰胺酶抑制剂，该金属β‑内酰胺酶抑制剂可作为抗生素的联合用剂用于抑制细菌增殖。本发明抑制剂制备更加简单、材料成本低，并且该抑制剂降低了分子的生物毒性，具有更高的抑菌效率。

  公开号：

  CN111718361B

文献信息

• Catalytic catechol oxidation by copper complexes: development of a structure–activity relationship
  作者：Erica C. M. Ording-Wenker、Maxime A. Siegler、Martin Lutz、Elisabeth Bouwman

  DOI：10.1039/c5dt01041a

  日期：——

  High activity for the catalytic oxidation of 3,5-di-tert-butylcatechol was achieved with complexes of ligands that stabilize the biomimetic Cu^II μ-thiolate complex, hinting at a similarity with the required Cu-oxo intermediates.

  使用能稳定生物拟态Cu^IIμ-硫醇盐络合物的配体实现了对3,5-二叔丁基邻苯二酚的催化氧化的高活性，这暗示了与所需的Cu-过氧中间体之间的相似性。
• Biomimetic iron(iii) complexes of N3O and N3O2 donor ligands: protonation of coordinated ethanolate donor enhances dioxygenase activity
  作者：Karuppasamy Sundaravel、Muniyandi Sankaralingam、Eringathodi Suresh、Mallayan Palaniandavar

  DOI：10.1039/c1dt10495k

  日期：——

  pH-metric titration studies in methanol disclose that the ligand in [Fe(HL)(DBC)]+ is protonated. The [Fe(L)(DBC)] adducts of iron(III) complexes of bis(pyridyl)-based ligands (1,2) afford higher amounts of intradiol-cleavage products, whereas those of mono/bis(imidazole)-based ligands (4,5) yield mainly the auto-oxidation product benzoquinone. It is remarkable that the adducts [Fe(HL)(DBC)]+/[Fe(HL3)(DBC)X]

  一系列 铁（III）三脚架四齿配体的配合物1-4N，N-双（吡啶-2-基甲基）-N-（2-羟乙基）胺H（L1），N，N-双（吡啶-2-基甲基）-N-（2-羟基丙基）胺高（L2）， N，N-双（吡啶-2-基甲基）-N-乙氧基乙醇胺H（L3）， 和 N -（（吡啶-2-基甲基）（1-甲基咪唑-2-基甲基））- N-（2-羟乙基）胺 H（L4），已被分离，表征和研究为内二醇裂解的功能模型 儿茶酚双加氧酶。在[X射线晶体结构中铁（L1）Cl 2] 1，叔胺氮和二吡啶 的氮原子 高（L1） 经络协调 铁（III） 和去质子化的 乙醇化物 氧轴向协调。相比之下， [铁（HL3）Cl 3] 3含有叔胺氮和两个吡啶 氮原子在表面上与 铁（III） 与配体 乙氧基乙醇部分保持不协调。的X射线结构双（μ- alkoxo）二聚体[Fe（L5）Cl} 2 ]（ClO 4）2 5，其中HL 是四齿的 N 3 O 供体配体
• Differentiation of Oxygen Atom Chirality in Copper(II) Complexes with Dipicolylamine‐Derived Ligands
  作者：Yuji Mikata、Tomomi Fujimoto、Noko Imai、Shin‐ichi Kondo

  DOI：10.1002/ejic.201200521

  日期：2012.9

  copper center and the control of chirality around the copper-coordinated oxygen atom are discussed. The copper center exhibits a pentacoordinate geometry with these ligands, as evidenced by X-ray crystallography. The steric effect of the quinoline ring in the LQ complex prevents the coordination of a perchlorate anion to the copper center, which affords the pentacoordinate divalent complex with a shorter

  氧原子与铜（II）中心的醚配位由二吡啶甲胺（DPA）衍生的配体，N-[2-（2-吡啶基甲氧基）乙基]-N，N-双（2-吡啶基甲基）胺（LPy）支撑), N-[2-(2-喹啉甲氧基)乙基]-N,N-双(2-吡啶基甲基)胺(LQ), N-[3-(2-吡啶基甲氧基)-1-丙基]-N,N-双(2-吡啶基甲基)胺(L'Py), N-2-[1-(2-吡啶基)乙氧基]乙基}-N,N-双(2-吡啶基甲基)胺(LPy*1), N- [2-(2-吡啶基甲氧基)-1-丙基]-N,N-双(2-吡啶基甲基)胺(LPy*2)和N-[2-(羧甲氧基)乙基]-N,N-双(2) -吡啶基甲基）胺（HLCOO），已被检查。讨论了促进这些配体的醚氧原子与铜中心配位的因素以及铜配位氧原子周围手性的控制。铜中心与这些配体呈现五坐标几何，X 射线晶体学证明。LQ 络合物中喹啉环的空间效应阻止了高氯酸根阴离子与铜中心的配位，这使得五配位二价络合物具有比相应吡啶配体
• Monomeric, trimeric, and tetrameric transition metal complexes (Mn, Fe, Co) containing N,N-bis(2-pyridylmethyl)-2-aminoethanol/-ate: preparation, crystal structure, molecular magnetism and oxidation catalysis
  作者：Jong Won Shin、Sankara Rao Rowthu、Min Young Hyun、Young Joo Song、Cheal Kim、Bong Gon Kim、Kil Sik Min

  DOI：10.1039/c1dt10028a

  日期：——

  monomeric iron(II) and cobalt(II) complexes 3 and 5 with two thiocyanate ions are isomorphous to that of 1. Compounds 1, 2, 3, and 5 exhibit high-spin states in the temperature range 5 to 300 K. 4 contains two different iron(III) ions in an asymmetric unit, one is coordinated to a deprotonated bpaeO−, an azide ion, and a methoxy group, and the other is bonded to three azide ions and two oxygens from bpaeO−

  N，N –的反应双（2-吡啶基甲基）-2-氨基乙醇（bpaeOH），NaSCN / NaN 3和金属（M）离子[M = Mn（II），Fe（II / III），Co（II）]甲醇导致分离出一系列单体，三聚和四聚金属配合物，即[Mn（bpaeOH）（NCS）2 ]（1），[Mn（bpaeO）（N 3）2 ]（2），[Fe （bpaeOH）（NCS）2 ]（3），[Fe 4（bpaeO）2（CH 3 O）2（N 3）8 ]（4），[Co（bpaeOH）（NCS）2 ]（5）和[Co 3（bpaeO）2（NO 3）（N 3）4 ]（NO 3）（6）。这些化合物已通过单晶X射线衍射和磁化学进行了研究。在复杂1中的Mn（II）结合到一个bpaeOH和两个硫氰酸根离子，而在复杂的2是配位到去质子化bpaeO -和两个叠氮离子。锰离子的氧化态分别为1的2+和2的3+ ，表明不同的氧化态取决于结合阴离子的
• Iron(III) Complexes with a Tripodal N₃O Ligand Containing an Internal Base as a Model for Catechol Intradiol-Cleaving Dioxygenases
  作者：Fei Li、Mei Wang、Ping Li、Tingting Zhang、Licheng Sun

  DOI：10.1021/ic700664u

  日期：2007.10.1

  structures of complexes 1 and 2 were determined by X-ray crystallography. Diiron complexes 1 and 2 contain the same bis(mu-alkoxo)diiron diamond core. All heteroatoms (N3O) of the ligand are coordinated to the iron center in complex 1 with two pyridine nitrogen atoms on the axial bonds, while one of the pyridyl arms of the ligand is left uncoordinated in complex 2. The interaction of the diiron complex 1 and

  双（μ-烷氧基）桥联的双核铁（III）络合物[Fe（L）（NO3）] 2（NO3）2 [1; 制备三脚架N 3 O配体的HL ＝ N，N-双（2-吡啶基甲基）-N-（2-羟乙基）胺，作为用于二醇内切割双加氧酶的仿生模型。1和邻苯二酚在过量三乙胺存在下的反应产生了邻苯二酚（CAT）螯合物双（μ-烷氧基）-桥连的双核铁（III）络合物[Fe（L）（CAT）] 2（2）。配合物1和2的分子结构通过X射线晶体学测定。Diiron配合物1和2包含相同的双（mu-alkoxo）diiron钻石核。配体的所有杂原子（N3O）与配合物1中的铁中心配位，轴向键上有两个吡啶氮原子，而配体的吡啶基臂之一在配合物2中不配位。二铁配合物1的相互作用和3 通过电子和质谱研究了5-二叔丁基邻苯二酚（H2DBC）。配合物1显示了二醇内切割的双加氧酶活性，并且配体的配位乙氧基臂能够接受儿茶酚的质子，其模拟了原儿茶酸3,4-