2-氨基-N-丙基乙酰胺 | 62029-81-6

• 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-氨基-N-丙基乙酰胺
• 英文名称: 2-amino-N-propyl-acetamide
• 英文别名: 2-amino-N-propylacetamide；n-propylamide of glycine；ethylmethyl aminoacetamide
• CAS: 62029-81-6
• 化学式: C₅H₁₂N₂O
• mdl: MFCD06655365
• 分子量: 116.163
• InChiKey: FDYLEQIJNGFKPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 储存条件：
  存储条件：室温、密封、干燥

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2-Amino-N-propylacetamide
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Amino-N-propylacetamide
CAS number: 62029-81-6

---

Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

---

Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

---

Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

---

Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

---

Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

---

Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C5H12N2O
Molecular weight: 116.2

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-氨基-N-丙基乙酰胺 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 、 四(三苯基膦)钯 、 potassium acetate 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 DMP 、 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成
  参考文献：
  名称：

  新型2-（6-氨基甲基芳基-2-芳基-4-氧代-喹唑啉-3（4 H）-基）乙酰胺加压素V 1b受体拮抗剂的合成与合成孔径雷达研究

  摘要：

  合成和结构-活性关系（SAR）的一系列新的加压素V 1b拮抗剂。已经鉴定出2-（6-氨基甲基芳基-2-芳基-4-氧代-喹唑啉-3（4H）-基）乙酰胺对V 1b受体具有低纳摩尔摩尔亲和力，并且对相关受体V 1a，V具有良好的选择性2和OT。优化的化合物16在HPA功能障碍的机械模型中显示出良好的药代动力学特征和活性。

  DOI：

  10.1016/j.bmcl.2011.04.022
• 作为产物：
  描述：

  Z-Gly- 生成 2-氨基-N-丙基乙酰胺
  参考文献：
  名称：

  ROKACH J.; HAMEL P.; GIRARD Y.; READER G., J. ORG. CHEM., 1979, 44, NO 7, 1118-1124

  摘要：

  DOI：

文献信息

• Direct amidation of unprotected amino acids using B(OCH₂CF₃)₃
  作者：Rachel M. Lanigan、Valerija Karaluka、Marco T. Sabatini、Pavel Starkov、Matthew Badland、Lee Boulton、Tom D. Sheppard

  DOI：10.1039/c6cc05147b

  日期：——

  A commercially available borate ester, B(OCH2CF3)3, can be used to achieve protecting-group free direct amidation of [small alpha]-amino acids with a range of amines in cyclopentyl methyl ether. The method can...

  可商购的硼酸酯B（OCH 2 CF 3）3可用于在环戊基甲基醚中实现小α-氨基酸与一系列胺的无保护基的直接酰胺化。该方法可以...
• Asymmetric Synthesis via Acetal Templates. 14.1 Preparation of Enantiomerically Pure (3S,4S)- and (3S,4R)-Statine Derivatives
  作者：R.G. Andrew、R.E. Conrow、J.D. Elliott、W.S. Johnson、S. Ramezani

  DOI：10.1016/s0040-4039(00)96906-5

  日期：——

  Several (3S,4S)- and (3S,4R)-statine derivatives have been prepared by attack of nucleophiles on crystalline, epimeric N-BOC-lactams 7a and 7b. The key step in the synthesis of the lactams was the TiCl4-catalyzed coupling reactions of acetals derived from (R)-1,3-butanediol with allyltrimethylsilane.

  通过亲核试剂攻击结晶的差向异构N-BOC-内酰胺7a和7b，已经制备了几种（3S，4S）-和（3S，4R）-Statine衍生物。内酰胺合成的关键步骤是TiCl 4催化的由（R）-1,3-丁二醇衍生的缩醛与烯丙基三甲基硅烷的偶联反应。
• Protecting-Group-Free Amidation of Amino Acids using Lewis Acid Catalysts
  作者：Marco T. Sabatini、Valerija Karaluka、Rachel M. Lanigan、Lee T. Boulton、Matthew Badland、Tom D. Sheppard

  DOI：10.1002/chem.201800372

  日期：2018.5.11

  Amidation of unprotected amino acids has been investigated using a variety of ‘classical“ coupling reagents, stoichiometric or catalytic group(IV) metal salts, and boron Lewis acids. The scope of the reaction was explored through the attempted synthesis of amides derived from twenty natural, and several unnatural, amino acids, as well as a wide selection of primary and secondary amines. The study also

  已使用多种“经典”偶联剂，化学计量或催化基团（IV）金属盐和硼路易斯酸研究了未保护氨基酸的酰胺化。通过尝试合成衍生自二十种天然和几种非天然氨基酸以及广泛选择的伯胺和仲胺的酰胺，探索了反应的范围。该研究还研究了药用相关化合物的合成，以及这种直接酰胺化方法的可扩展性。最后，我们提供了对在这些反应中观察到的化学选择性的见解。
• Synthesis and SAR studies of novel 2-(4-oxo-2-aryl-quinazolin-3(4H)-yl)acetamide vasopressin V1b receptor antagonists
  作者：Susan E. Napier、Jeffrey J. Letourneau、Nasrin Ansari、Douglas S. Auld、James Baker、Stuart Best、Leigh Campbell-Wan、Jui-Hsiang Chan、Mark Craighead、Hema Desai、Katharine A. Goan、Koc-Kan Ho、Ellen G.J. Hulskotte、Cliona P. MacSweeney、Rachel Milne、J. Richard Morphy、Irina Neagu、Michael H.J. Ohlmeyer、Ard W.M.M. Peeters、Jeremy Presland、Chris Riviello、Ge S.F. Ruigt、Fiona J. Thomson、Heather A. Zanetakos、Jiuqiao Zhao、Maria L. Webb

  DOI：10.1016/j.bmcl.2010.12.081

  日期：2011.3

  Synthesis and structure–activity relationships (SAR) of a novel series of vasopressin V1b (V3) antagonists are described. 2-(4-Oxo-2-aryl-quinazolin-3(4H)-yl)acetamides have been identified with low nanomolar affinity for the V1b receptor and good selectivity with respect to related receptors V1a, V2 and oxytocin (OT). Optimised compound 12j demonstrates a good pharmacokinetic profile and activity

  合成和结构-活性关系（SAR）的一系列新的加压素V 1b（V 3）拮抗剂。已确定2-（4-氧代-2-芳基-喹唑啉-3（4 H）-基）乙酰胺对V 1b受体的纳摩尔亲和力低，并且对相关受体V 1a，V 2和催产素的选择性很好（ OT）。优化的化合物12j在HPA功能障碍的机械模型中显示出良好的药代动力学特征和活性。
• Optimization of unique, uncharged thioesters as inhibitors of HIV replication
  作者：Pratibha Srivastava、Marco Schito、Rasem J. Fattah、Toshiaki Hara、Tracy Hartman、Robert W. Buckheit、Jim A. Turpin、John K. Inman、Ettore Appella

  DOI：10.1016/j.bmc.2004.09.032

  日期：2004.12

  A combinatorial chemistry approach was employed to prepare a restricted library of N-substituted S-acyl-2-mercapto-benzamide thioesters. It was shown that many members of this chemotype display anti-HIV activity via their ability to interact with HIV-1, HIV-2, SIV-infected cells, cell-free virus, and chronically and latently infected cells in a manner consistent with targeting of the highly conserved HIV-1 NCp7 zinc fingers. Compounds were initially screened using two different in vitro antiviral assays and evaluated for stability in neutral buffer containing 10% pooled human Serum using a spectrophotometric assay. These data revealed that there was no significant correlation between thioester stability and antiviral activity, however, a slight inverse correlation between serum stability and virucidal activity was noted. Based on the virucidal capability and the ability to select lead compounds to inhibit virus expression from latently infected TNFalpha-induced U1 cells, we next determined if these compounds could prevent HIV cell-to-cell transmission. Several thioesters demonstrated potent inhibition of HIV cell-to-cell transmission with EC50 values in the 80-100 nM range. Thus, we have optimized a series of restricted thioesters and provided evidence that serum stability is not required for antiviral activity. Moreover, selected compounds show potential for development as topical microbicides. (C) 2004 Elsevier Ltd. All rights reserved.