2-氧代-1-吡咯烷乙酸乙酯 | 61516-73-2

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: 2-氧代-1-吡咯烷乙酸乙酯
• 中文别名: 左乙拉西坦中间体；2-(2-氧代-1-吡咯烷基)丁酸；乙基-2-氧代-1-吡咯烷乙酸；alpha-乙基-2-氧代-1-吡咯烷乙酸；1-乙酸乙酯-2-吡咯烷酮
• 英文名称: 2-(oxo-pyrrolidin-1-yl)-acetic acid ethyl ester
• 英文别名: ethyl 2-(2-oxopyrrolidin-1-yl)acetate；Ethyl 2-oxopyrrolidine-1-acetate
• CAS: 61516-73-2
• 化学式: C₈H₁₃NO₃
• 分子量: 171.196
• InChiKey: AQZWKPDVWWJWRY-UHFFFAOYSA-N

物化性质

• 沸点：
  108-113 °C(Press: 1-2 Torr)
• 密度：
  1.138±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、乙酸乙酯（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933790090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H317,H319
• 储存条件：
  室温下，在惰性气体环境中

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : Ethyl 2-Oxo-1-Pyrrolidineacetate
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.

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SECTION 2: Hazards identification
Classification of the substance or mixture
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.

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SECTION 3: Composition/information on ingredients
Substances
Molecular weight : 171,2 g/mol
No components need to be disclosed according to the applicable regulations.

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SECTION 4: First aid measures
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
In case of eye contact
Flush eyes with water as a precaution.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
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
Nature of decomposition products not known.
Advice for firefighters
Wear self-contained breathing apparatus for firefighting if necessary.
Further information
No data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Avoid dust formation. Avoid breathing vapours, mist or gas.
For personal protection see section 8.
Environmental precautions
No special environmental precautions required.
Methods and materials for containment and cleaning up
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
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Storage class (TRGS 510): Non Combustible Solids
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
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
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US) or CEN (EU).
Control of environmental exposure
No special environmental precautions required.

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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- 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
Stable under recommended storage conditions.
Possibility of hazardous reactions
No data available
Conditions to avoid
No data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
In the event of fire: see section 5

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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 sensitisation
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
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

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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
This substance/mixture contains no components considered to be either persistent, bioaccumulative and
toxic (PBT), or very persistent and very bioaccumulative (vPvB) at levels of 0.1% or higher.
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.
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-氧代-1-吡咯烷乙酸乙酯 在 ammonium hydroxide 作用下， 反应 2.0h， 以91%的产率得到吡拉西坦
  参考文献：
  名称：

  Kramarova, E. P.; Shipov, A. G.; Orlova, N. A., Journal of general chemistry of the USSR, 1988, vol. 58, # 5, p. 970 - 979

  摘要：

  DOI：
• 作为产物：
  描述：

  (2,5-二氢-4-甲氧基-2-氧代-1H-吡咯-1-基)乙酸乙酯 在 platinum on activated charcoal 氢气 作用下， 生成 2-氧代-1-吡咯烷乙酸乙酯
  参考文献：
  名称：

  用四酸中间体高效合成外消旋4-羟基-2-氧-1-吡咯烷乙酰胺（奥西西坦）

  摘要：

  由（E）-4-氯-3-乙氧基丁-2-烯酸乙酯以消旋形式合成标题化合物1a，分五个步骤，总收率为43％。描述了最终产品的几种途径，但是最有效的途径涉及C（5）-未取代的四甲酸5b的氢化。这类化合物的不稳定性要求使用可以在非常酸性的水性条件下运行的催化剂，这种作用已被5％Ru / C催化剂成功填补。

  DOI：

  10.1002/hlca.19920750323

文献信息

• [EN] NOVEL COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2015180612A1

  公开（公告）日：2015-12-03

  Disclosed are novel retinoid-related orphan receptor gamma (RORγ) modulators and their use in the treatment of diseases mediated by RORγ.

  揭示了新型视黄醇相关孤儿受体γ（RORγ）调节剂及其在通过RORγ介导的疾病治疗中的应用。
• Silica gel and microwave-promoted synthesis of dihydropyrrolizines and tetrahydroindolizines from enaminones
  作者：Robin Klintworth、Garreth L Morgans、Stefania M Scalzullo、Charles B de Koning、Willem A L van Otterlo、Joseph P Michael

  DOI：10.3762/bjoc.17.170

  日期：——

  various bromomethyl aryl and heteroaryl ketones, underwent cyclization in the presence of silica gel to give ethyl 6-(hetero)aryl-2,3-dihydro-1H-pyrrolizine-5-carboxylates within minutes upon microwave heating in xylene at 150 °C. Instead of functioning as a nucleophile, the enaminone acted as an electrophile at its carbonyl group during the cyclization. Yields of the bicyclic products were generally above

  通过N- (乙氧基羰基甲基)吡咯烷-2-硫酮与各种溴甲基芳基和杂芳基酮之间的 Eschenmoser 硫化物收缩制备多种N- (乙氧基羰基甲基)烯胺酮，在硅胶存在下进行环化，得到乙基 6-(杂）芳基-2,3-二氢-1H-吡咯嗪-5-甲酸酯在二甲苯中于 150 °C 下微波加热几分钟内即可生成。在环化过程中，烯胺酮在其羰基处充当亲电子试剂，而不是充当亲核试剂。双环产品的收率一般在75%以上。由 ( E )-2-[2-(2-氧代-2-芳基亚乙基)哌啶-1-乙酯生产 2-芳基-5,6,7,8-四氢中氮茚-3-甲酸乙酯的类似微波辅助反应[酰基]乙酸酯在非极性溶剂中失败，但在较低温度和微波功率下在乙醇中发生，尽管需要更长的时间。提出了一种可能的环化机制，并描述了二氢吡咯嗪核心中新产生的吡咯环的进一步官能化。
• [EN] COMPOUNDS FOR THE TREATMENT OF HEPATITIS C<br/>[FR] COMPOSÉS POUR LE TRAITEMENT DE L'HÉPATITE C
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2012024373A1

  公开（公告）日：2012-02-23

  The disclosure provides compounds of formula (I), including pharmaceutically acceptable salts, as well as compositions and methods of using the compounds. The compounds have activity against hepatitis C virus (HCV) and may be useful in treating those infected with HCV. (Formula (I))

  该披露提供了公式（I）的化合物，包括药用可接受的盐，以及使用这些化合物的组合物和方法。这些化合物对丙型肝炎病毒（HCV）具有活性，并可能对感染HCV的人有用。（公式（I））
• [EN] COMPOUNDS USEFUL IN HIV THERAPY<br/>[FR] COMPOSÉS UTILES DANS LA THÉRAPIE DU VIH
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2019087016A1

  公开（公告）日：2019-05-09

  The invention relates to compounds of Formulas (I), (II) and (III) salts thereof, pharmaceutical compositions thereof, as well as methods of treating, curing or preventing HIV in subjects.

  本发明涉及式(I)、(II)和(III)化合物的盐、药物组合物以及治疗、治愈或预防主体中HIV的方法。
• Ugi Four-Center Three-Component Reaction as a Direct Approach to Racetams
  作者：Eelco Ruijter、Romano Orru、Răzvan Cioc、Lola Schaepkens van Riempst、Peter Schuckman

  DOI：10.1055/s-0036-1588672

  日期：——

  the Ugi four-center three-component reaction (U4C-3CR). For the first time, γ-aminobutyric acid is employed as bifunctional input in the Ugi reaction. This protocol is simple, general, and allows one-pot access to a range of drugs and bioactive small molecules. We report the synthesis of racetams, a diverse class of small molecule drugs, by means of the Ugi four-center three-component reaction (U4C-3CR)

  摘要 我们报道了通过乌吉四中心三组分反应（U4C-3CR）合成的多种小分子药物消旋体的合成。首次将γ-氨基丁酸用作Ugi反应中的双功能输入。该协议是简单，通用的，并且允许一锅访问一系列药物和具有生物活性的小分子。 我们报道了通过乌吉四中心三组分反应（U4C-3CR）合成的多种小分子药物消旋体的合成。首次将γ-氨基丁酸用作Ugi反应中的双功能输入。该协议是简单，通用的，并且允许一锅访问一系列药物和具有生物活性的小分子。