1-氨基-3-丁炔 | 14044-63-4

• 物质功能分类: 化学试剂 - 有机试剂 - 炔烃
• 分子结构分类: 有机化合物 - 乙炔化物
• 中文名称: 1-氨基-3-丁炔
• 中文别名: 丁-3-炔-1-胺
• 英文名称: but-3-yn-1-amine
• 英文别名: 1-amino-3-butyne；3-butynylamine；3-butyn-1-amine；1-aminobut-3-yne；but-3-ynylamine；but-3-yn-1-ylamine；homopropargylamine；4-amino-1-butyne；3-butynamine
• CAS: 14044-63-4
• 化学式: C₄H₇N
• mdl: MFCD09997741
• 分子量: 69.1063
• InChiKey: XSBPYGDBXQXSCU-UHFFFAOYSA-N

物化性质

• 沸点：
  105℃
• 密度：
  0.844 g/mL at 25 °C
• 闪点：
  10℃

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  5
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  F,C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R11,R22,R34
• WGK Germany：
  3
• 海关编码：
  2921199090
• 危险标志：
  GHS02,GHS05,GHS07
• 危险性描述：
  H225,H302,H314
• 危险性防范说明：
  P210,P280,P305 + P351 + P338,P310
• 包装等级：
  II
• 危险类别：
  3,8
• 危险品运输编号：
  2733
• 储存条件：
  2-8°C

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 1-Amino-3-butyne
CAS-No. : 14044-63-4
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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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]
Flammable liquids (Category 2)
Acute toxicity, Oral (Category 4)
Skin corrosion (Category 1B)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Highly flammable. Harmful if swallowed. Causes burns.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H225 Highly flammable liquid and vapour.
H302 Harmful if swallowed.
H314 Causes severe skin burns and eye damage.
Precautionary statement(s)
P210 Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P280 Wear protective gloves/ protective clothing/ 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.
P310 Immediately call a POISON CENTER or doctor/ physician.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R11 Highly flammable.
R22 Harmful if swallowed.
R34 Causes burns.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S45 In case of accident or if you feel unwell, seek medical advice immediately
(show the label where possible).
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C4H7N
Molecular Weight : 69,11 g/mol
Component Concentration
1-Amino-3-butyne
CAS-No. 14044-63-4 -

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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
Take off contaminated clothing and shoes immediately. 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
Do NOT induce vomiting. 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
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., spasm, inflammation and edema of the larynx, spasm, inflammation and edema of the bronchi,
pneumonitis, pulmonary edema, burning sensation, Cough, wheezing, laryngitis, Shortness of breath,
Headache, Nausea
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
no data available
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
Use water spray to cool unopened containers.

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation.
Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapours accumulating to form
explosive concentrations. Vapours can accumulate in low areas.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Contain spillage, and then collect with an electrically protected vacuum cleaner or by wet-brushing and
place in container for disposal according to local regulations (see section 13).
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 inhalation of vapour or mist.
Keep away from sources of ignition - No smoking.Take measures to prevent the build up of electrostatic
charge.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Recommended storage temperature: 2 - 8 °C
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
Tightly fitting safety goggles. Faceshield (8-inch minimum). 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, Flame retardant antistatic protective clothing, 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 respirator with
multi-purpose combination (US) or type ABEK (EN 14387) 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: liquid
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 100 - 103 °C at 1.013 hPa
boiling range
g) Flash point 10 °C - closed cup
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 2,39 - (Air = 1.0)
m) Relative density 0,844 g/cm3
n) Water solubility no data available
o) Partition coefficient: n- log Pow: -0,273
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
Heat, flames and sparks. Extremes of temperature and direct sunlight.
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
no data available
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
no data available
Specific target organ toxicity - single exposure
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Material is extremely destructive to the tissue of
the mucous membranes and upper respiratory tract.
Ingestion
Harmful if swallowed. Causes burns.
Skin May be harmful if absorbed through skin. Causes skin burns.
Eyes
Causes eye burns.
Signs and Symptoms of Exposure
Material is extremely destructive to tissue of the mucous membranes and upper respiratory tract, eyes, and
skin., spasm, inflammation and edema of the larynx, spasm, inflammation and edema of the bronchi,
pneumonitis, pulmonary edema, burning sensation, Cough, wheezing, laryngitis, Shortness of breath,
Headache, Nausea
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
Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as
this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal
company.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: 2733 IMDG: 2733 IATA: 2733
UN proper shipping name
ADR/RID: AMINES, FLAMMABLE, CORROSIVE, N.O.S. (1-Amino-3-butyne)
IMDG: AMINES, FLAMMABLE, CORROSIVE, N.O.S. (1-Amino-3-butyne)
IATA: Amines, flammable, corrosive, n.o.s. (1-Amino-3-butyne)
Transport hazard class(es)
ADR/RID: 3 (8) IMDG: 3 (8) IATA: 3 (8)
Packaging group
ADR/RID: II IMDG: II IATA: II
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
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-氨基-3-丁炔 在 盐酸 作用下， 以 水 为溶剂， 生成 3-丁炔-1-胺盐酸盐
  参考文献：
  名称：

  Synthesis and biological evaluation of a triazole-based library of pyrido[2,3-d]pyrimidines as FGFR3 tyrosine kinase inhibitors

  摘要：

  设计了一系列吡啶并[2,3-d]嘧啶类化合物作为FGFR3酪氨酸激酶的抑制剂，这些化合物可能与ATP结合位点的一个未开发区域发生相互作用。该化合物库通过高效的点击化学步骤构建，便于合成含有多种取代基的三唑类化合物。在合成的27个类似物中，超过一半的化合物在2微摩尔浓度下对体外FGFR3激酶活性表现出55-89%的抑制作用，其中一个化合物（19g）能够抑制转染HEK细胞中突变型FGFR3-K650M的自磷酸化。

  DOI：

  10.1039/b923882d
• 作为产物：
  描述：

  3-丁炔基甲烷磺酸酯 在 ammonium hydroxide 作用下， 以 乙醇 为溶剂， 反应 3.0h， 生成 1-氨基-3-丁炔
  参考文献：
  名称：

  高炔丙胺（一种新的灭活剂基序）选择性抑制牛血浆胺氧化酶

  摘要：

  已知炔丙胺和活化的烯丙胺会使醌依赖性血浆胺氧化酶失活，这可能是通过 α、β-不饱和醛周转产物的活性位点修饰来实现的。尽管高炔丙​​胺 (1-amino-3-butyne, 1) 作为基于机制的抑制剂是一种非显而易见的候选物，但发现 1 是一种异常有效的时间和浓度依赖性的牛血浆胺氧化酶 (BPAO) 不可逆灭活剂，表现出30 分钟 IC(50) 2.9 microM 在 30 摄氏度 ([BPAO] = 1.2 microM)。变性失活酶保留的辅因子氧化还原活性表明失活 1 涉及在酶变性后逆转的辅因子修饰或活性位点残基的修饰。因为 1 的失活可能涉及反应性 2 的酶烷基化，制备了 1, 醛 3 的 3-丁缩醛转换产物的 3-丁二烯醛 (3) 互变异构体，发现它可以使 BPAO 失活，但仅在高浓度下。此外，虽然巯基乙醇的存在减弱了 3 的抑制作用，但没有观察到对 1 的这种保护。制备了其转换应直接导致

  DOI：

  10.1021/ja049568o

文献信息

• IRAK DEGRADERS AND USES THEREOF
  申请人：Kymera Therapeutics, Inc.

  公开号：US20190192668A1

  公开（公告）日：2019-06-27

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• Development of Robust 17(R),18(S)-Epoxyeicosatetraenoic Acid (17,18-EEQ) Analogs as Potential Clinical Antiarrhythmic Agents
  作者：Adeniyi Michael Adebesin、Tim Wesser、Jonnalagadda Vijaykumar、Anna Konkel、Mahesh Paudyal、Janine Lossie、Chen Zhu、Christina Westphal、Narender Puli、Robert Fischer、Wolf-Hagen Schunck、John R. Falck

  DOI：10.1021/acs.jmedchem.9b00952

  日期：——

  due to limited oral bioavailability and metabolic stability. These ADME limitations have been addressed in an improved generation of negative chronotropes, e.g., 4 and 16, which were evaluated as potential clinical candidates.

  17（R），18（S）-环氧二十碳四烯酸（EEQ）是二十碳五烯酸（EPA）的细胞色素P450代谢产物，是新生鼠心肌细胞（NRCM）心律不齐模型中具有低纳摩尔活性的强负性变倍体。先前的研究确定草酰胺2b是一种稳定的可溶性环氧水解酶（sEH）替代品，但由于口服生物利用度和代谢稳定性有限，因此不适合用于体内应用。这些ADME局限性已通过改善负负变时剂（例如4和16）的产生得到解决，这些负变时剂被评估为潜在的临床候选药物。
• Ring-transformations of pyrimidines by intramolecular diels-alder reactions. Synthesis of annelated fyridines
  作者：A.E. Frissen、A.T.M. Marcelis、H.C. Van Der Plas

  DOI：10.1016/0040-4020(89)80111-5

  日期：1989.1

  Pyrimidines carrying an ω-alkyne side-chain -XCH2CH2CCH (X=O,N,S,SO,SO2) at the 2 or 5 position undergo intramolecular inverse electron demand Diels-Alder reactions across the C-2 and C-5 positions; elimination of hydrogen (or alkyl) cyanide from the intermediate adducts leads to condensed pyridines. The influence of the hetero atom (X) in the dienophilic side-chain and that of substituents in the

  嘧啶携带ω-炔侧链-XCH 2 CH 2 CCH（X = O，N，S，SO，SO 2）在2位或5位经历跨越C-分子内逆电子需求狄尔斯-阿尔德反应2和C-5职位；从中间加合物中消除氰化氢（或烷基）会导致吡啶缩合。讨论了双亲性侧链中的杂原子（X）和嘧啶环中的取代基对反应性的影响。
• Isoform-Selective Substrates of Nitric Oxide Synthase
  作者：Qiang Jia、Tingwei Cai、Mingchuan Huang、Huiying Li、Ming Xian、Thomas L. Poulos、Peng G. Wang

  DOI：10.1021/jm0340703

  日期：2003.6.1

  Because of the double-edged nature of NO, the development of isoform-selective NOS substrates is a highly desirable goal. Given the striking similarity in the heme active sites of the three NOS isoforms, it presents an challenging problem. Several N-aryl-N'-hydroxyguanidines have recently been shown as substrates that are selective for iNOS over nNOS. Here, we report the first success that 3 is a good

  由于NO的双重优势，开发同工型选择性NOS底物是一个非常理想的目标。鉴于三种NOS亚型的血红素活性位点具有惊人的相似性，因此提出了一个具有挑战性的问题。最近已显示出几种N-芳基-N'-羟基胍作为对iNOS的选择性底物，而不是对nNOS的底物。在这里，我们报告的第一个成功是3是iNOS的nNOS（70％的NOHA活性，K（m）约为40 +/- 6 microM）的良好底物。
• Chemo- and Site-Selective Alkyl and Aryl Azide Reductions with Heterogeneous Nanoparticle Catalysts
  作者：Venkatareddy Udumula、S. Hadi Nazari、Scott R. Burt、Madher N. Alfindee、David J. Michaelis

  DOI：10.1021/acscatal.6b01217

  日期：2016.7.1

  to generating new leads for drug discovery. Herein, we show that heterogeneous nanoparticle catalysts enable site-selective monoreduction of polyazide substrates for the generation of aminoglycoside antibiotic derivatives. The nanoparticle catalysts are highly chemoselective for reduction of alkyl and aryl azides under mild conditions and in the presence of a variety of easily reduced functional groups

  生物活性天然产物的位点选择性修饰是产生用于药物发现的新线索的有效方法。在这里，我们表明，异质纳米颗粒催化剂能够实现聚叠氮化物底物的位点选择性单还原，以生成氨基糖苷类抗生素衍生物。纳米颗粒催化剂在温和条件下和在各种容易还原的官能团存在下对烷基和芳基叠氮化物的还原具有高度的化学选择性。已显示出用于单叠氮化物还原的高区域选择性有利于空间上受阻最小的叠氮化物的还原。我们假设观察到的选择性源自较少受阻的叠氮化物基团与纳米颗粒催化剂表面相互作用的更大能力。