1-(2-炔丙基 | 142321-23-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 中文名称: 1-(2-炔丙基
• 中文别名: 1-(2-丙炔基)-1H-苯并三唑；丙炔基-1H-苯并三氮唑；1-(2-丙炔)-1H-苯并噻唑
• 英文名称: 1-(1H-benzotriazol-1-yl)prop-2-yne
• 英文别名: 1-propargyl-1H-benzotriazole；1-(prop-2-yn-1-yl)-1H-benzotriazole；1-propargylbenzotriazole；1-prop-2-ynylbenzotriazole
• CAS: 142321-23-1
• 化学式: C₉H₇N₃
• mdl: MFCD00274645
• 分子量: 157.175
• InChiKey: HGIJKQXOOIWWGO-UHFFFAOYSA-N

物化性质

• 熔点：
  52-56 °C(lit.)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2933990090
• WGK Germany：
  3
• 储存条件：
  室温密封，干燥保存。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 1-Propargyl-1H-benzotriazole
CAS-No. : 142321-23-1
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]
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to eyes, respiratory system and skin.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
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)
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36 Wear suitable protective clothing.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : 1-(2-Propynyl)-1H-benzotriazole
Formula : C9H7N3
Molecular Weight : 157,17 g/mol
Component Concentration
1-Propargyl-1H-benzotriazole
CAS-No. 142321-23-1 -

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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. FIREFIGHTING 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.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
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
Safety glasses with side-shields conforming to EN166 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
Impervious 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
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
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: powder
Colour: tan
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 52 - 56 °C - lit.
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- no data available
octanol/water
p) Auto-ignition 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
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
Inhalation - 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 serious eye irritation.
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. Contact a licensed
professional waste disposal service to dispose of this material. 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
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-(2-炔丙基 在 正丁基锂 、 水 、 potassium hydrogencarbonate 作用下， 以 四氢呋喃 、 乙酸乙酯 为溶剂， 反应 12.5h， 生成 4-(1H-1,2,3-benzotriazol-1-yl)-4-[3-(4-methoxyphenyl)-5-isoxazolyl]-1,3-diphenyl-1-butanone
  参考文献：
  名称：

  通过1-炔丙基-和1-烯丙基苯并三唑的1,3-偶极环加成反应有效合成3,5-官能化的异恶唑和异恶唑啉

  摘要：

  通过以下方法高产率地制备了3-芳基-5-（苯并三唑-1-基甲基）-10a-f和3-对甲氧基苯基-5-（α-苯并三唑-1-基-α-乙氧基甲基）-异恶唑（13） 1-炔丙基-苯并三唑（5）和（α-乙氧基炔丙基）苯并三唑（8）的1，3-偶极环加成分别与亚硝酸盐氧化物3a-f（由苯并氧肟基氯化物2a-f原位制备）。通过顺序锂化并与醛，烷基卤化物和迈克尔受体反应，进一步精制了苯并三唑-1-基甲基部分。使用1-烯丙基苯并三唑（6）和1-（α-乙氧基烯丙基）苯并三唑（7）的相似的1，3-环加成以优异的产率得到3，5-取代的异恶唑啉11b，f和12。

  DOI：

  10.1002/jhet.5570370616
• 作为产物：
  描述：

  T406石油添加剂 、 3-溴丙炔 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.67h， 以70%的产率得到1-(2-炔丙基
  参考文献：
  名称：

  通过1-炔丙基-和1-烯丙基苯并三唑的1,3-偶极环加成反应有效合成3,5-官能化的异恶唑和异恶唑啉

  摘要：

  通过以下方法高产率地制备了3-芳基-5-（苯并三唑-1-基甲基）-10a-f和3-对甲氧基苯基-5-（α-苯并三唑-1-基-α-乙氧基甲基）-异恶唑（13） 1-炔丙基-苯并三唑（5）和（α-乙氧基炔丙基）苯并三唑（8）的1，3-偶极环加成分别与亚硝酸盐氧化物3a-f（由苯并氧肟基氯化物2a-f原位制备）。通过顺序锂化并与醛，烷基卤化物和迈克尔受体反应，进一步精制了苯并三唑-1-基甲基部分。使用1-烯丙基苯并三唑（6）和1-（α-乙氧基烯丙基）苯并三唑（7）的相似的1，3-环加成以优异的产率得到3，5-取代的异恶唑啉11b，f和12。

  DOI：

  10.1002/jhet.5570370616

文献信息

• [EN] TARGETED BIFUNCTIONAL DEGRADERS<br/>[FR] AGENTS DE DÉGRADATION BIFONCTIONNELS CIBLÉS
  申请人：UNIV YALE

  公开号：WO2021072269A1

  公开（公告）日：2021-04-15

  The present invention provides, in one aspect, bifunctional compounds that can be used to promote or enhance degradation of certain circulating proteins. In another aspect, the present invention provides bifunctional compounds that can be used to promote or enhance degradation of certain autoantibodies. In certain embodiments, treatment or management of a disease and/or disorder requires degradation, removal, or reduction in concentration of the circulating protein or the autoantibody in the subject. Thus, in certain embodiments, administration of a compound of the invention to the subject removes or reduces the circulation concentration of the circulating protein or the autoantibody, thus treating, ameliorating, or preventing the disease and/or disorder. In certain embodiments, the circulating protein is TNF.

  本发明在一个方面提供了可以用来促进或增强降解某些循环蛋白的双功能化合物。在另一个方面，本发明提供了可以用来促进或增强降解某些自身抗体的双功能化合物。在某些实施方式中，治疗或管理疾病和/或疾病需要降解、去除或减少受试者体内循环蛋白或自身抗体的浓度。因此，在某些实施方式中，将本发明的化合物给予受试者可去除或减少循环蛋白或自身抗体的循环浓度，从而治疗、改善或预防疾病和/或疾病。在某些实施方式中，循环蛋白是TNF。
• [EN] ENGINEERED ANTIBODIES AS MOLECULAR DEGRADERS THROUGH CELLULAR RECEPTORS<br/>[FR] ANTICORPS CONÇUS COMME AGENTS DE DÉGRADATION MOLÉCULAIRE PAR L'INTERMÉDIAIRE DE RÉCEPTEURS CELLULAIRES
  申请人：UNIV YALE

  公开号：WO2021072246A1

  公开（公告）日：2021-04-15

  The present disclosure provides, in one aspect, bifunctional compounds that can be used to promote or enhance degradation of certain circulating proteins. In certain embodiments, the circulating protein mediates a disease and/or disorder in a subject, and treatment or management of the disease and/or disorder requires degradation, removal, or reduction in concentration of the circulating protein in the subject. Thus, in certain embodiments, administration of a compound of the disclosure to the subject removes or reduces the circulation concentration of the circulating protein, thus treating, ameliorating, or preventing the disease and/or disorder.

  本公开提供了一种双功能化合物，可用于促进或增强特定循环蛋白的降解。在某些实施例中，循环蛋白在受试者中介导疾病和/或紊乱，治疗或管理该疾病和/或紊乱需要降解、去除或减少受试者中循环蛋白的浓度。因此，在某些实施例中，将本公开的化合物给予受试者可去除或减少循环蛋白的循环浓度，从而治疗、改善或预防疾病和/或紊乱。
• Development of a Palladium on Boron Nitride Catalyst and its Application to the Semihydrogenation of Alkynes
  作者：Yuki Yabe、Tsuyoshi Yamada、Saori Nagata、Yoshinari Sawama、Yasunari Monguchi、Hironao Sajiki

  DOI：10.1002/adsc.201100936

  日期：2012.5.7

  The simple preparative method for a novel palladium supported on boron nitride catalyst (Pd/BN) was accomplished. Pd/BN is widely applicable for the semihydrogenation of mono‐ as well as disubstituted alkynes to furnish the corresponding alkenes in the presence of diethylenetriamine (DETA), which exhibits both an unprecedented acceleration effect toward the semihydrogenation and a suppression effect

  完成了一种新型的载于氮化硼催化剂上的钯（Pd / BN）的制备方法。Pd / BN广泛适用于在二亚乙基三胺（DETA）的存在下对单取代炔烃和双取代炔烃进行半氢化反应，以提供相应的烯烃，这对半氢化反应显示出前所未有的促进作用，而对过氢化反应则显示出抑制作用烷烃。
• Design, click conventional and microwave syntheses, DNA binding, docking and anticancer studies of benzotriazole-1,2,3-triazole molecular hybrids with different pharmacophores
  作者：Shaya Yahya Alraqa、Khalid Alharbi、Ateyatallah Aljuhani、Nadjet Rezki、Mohamed Reda Aouad、Imran Ali

  DOI：10.1016/j.molstruc.2020.129192

  日期：2021.2

  conventional and microwave syntheses) through the Cu(I)-catalyzed click 1,3-dipolar cycloaddition reaction of the propargylated benzotriazole with the appropriate aliphatic, aromatic and phenyl/benzyl acetamide azides. The syntheses times were from 6 to 12 h and 4 to 8 min in conventional and microwave syntheses. The yields were 80 to 86% and 89 to 95% in conventional and microwave syntheses; confirming microwave

  摘要 尽管有一些药物可用，但迫切需要有效的抗癌药物。这是由于现有药物的各种副作用和非功能性；尤其是在癌症晚期。因此，已经设计和合成了三个系列（4a-e、6a-e 和 8a-j；21 种化合物）的苯并三唑-1,2,3-三唑杂化物（带有不同的药效团） Cu（I）催化的炔丙基化苯并三唑与适当的脂肪族、芳香族和苯基/苄基乙酰胺叠氮化物的点击1,3-偶极环加成反应。常规合成和微波合成的合成时间为 6 至 12 小时和 4 至 8 分钟。常规和微波合成的产率分别为80～86%和89～95%；确认微波合成是一种经济且环保的方法。这些化合物通过适当的光谱方法表征。A549 和 H1299 肺癌细胞系的抗癌活性范围为 4a-e 系列的 70.0 至 90.0%，6a-e 系列的 78.0 至 90.0% 和 8a-j 系列的 81.0 至 90.0%。报告的化合物在 1.3 × 103 至 11.90 × 105
• Copper-Catalyzed Hydroamination of <i>N</i> -Allenylazoles: Access to Amino-Substituted <i>N</i> -Vinylazoles
  作者：Luca Alessandro Perego、Rémi Blieck、Julie Michel、Ilaria Ciofini、Laurence Grimaud、Marc Taillefer、Florian Monnier

  DOI：10.1002/adsc.201700965

  日期：2017.12.19

  and simple procedure for the hydroamination of N‐allenylazoles with secondary amines. The reaction proceeds under mild conditions by copper(I) catalysis yielding the corresponding original linear E allylic amines with total regio‐ and stereoselectivity. Density Functional Theory (DFT) calculations offer a mechanistic explanation of the significantly higher reactivity of N‐allenyl‐(1,2)‐azoles compared

  在机理研究的基础上，已利用吡咯类化合物作为引导基团的先天能力来设计一种有效而简单的程序，用于将N-烯丙基唑类化合物与仲胺进行加氢胺化。在铜（I）催化下，反应在温和条件下进行，得到相应的原始线性E烯丙基胺，具有总的区域和立体选择性。密度泛函理论（DFT）计算提供了一种机械解释，表明N-烯丙基-（1,2）-吡咯的反应活性明显高于其1,3-类似物，这是由于类似吡啶的反应增强了配位作用氮到达铜中心。

表征谱图