N-乙酰-Β-丙氨酸 | 3025-95-4

• 物质功能分类: 生物化工 - 氨基酸及其衍生物 - 丙氨酸类衍生物
• 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: N-乙酰-Β-丙氨酸
• 中文别名: N-乙酰-beta-丙氨酸；N-乙酰-β-丙胺酸；N-乙酰-β-丙氨酸；3-乙酰胺丙酸
• 英文名称: N-acetyl-β-alanine
• 英文别名: Ac-β-Ala-OH；3-acetamidopropanoic acid；N-Ac-β-Ala-OH；3-(acetylamino)propanoic acid；N-Acetyl-beta-alanine
• CAS: 3025-95-4
• 化学式: C₅H₉NO₃
• mdl: MFCD00037296
• 分子量: 131.131
• InChiKey: LJLLAWRMBZNPMO-UHFFFAOYSA-N

物化性质

• 熔点：
  105-106℃
• 沸点：
  392.0±25.0 °C(Predicted)
• 密度：
  1.174
• 溶解度：
  可溶于二甲基亚砜、甲醇、水
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 安全说明：
  S26,S36/37/39
• 海关编码：
  2924199090
• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  存放在0-6°C阴凉干燥处。

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: N-Acetyl-beta-Alanine
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H319: Causes serious eye irritation
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

---

Section 3. Composition/information on ingredients.
Ingredient name: N-Acetyl-beta-Alanine
CAS number: 3025-95-4

---

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.
Storage: Store in closed vessels.

---

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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C5H9NO3
Molecular weight: 131.1

---

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

制备方法与用途

Ac-β-Ala-OH（N-乙酰-β-丙氨酸）是一种异常的氨基酸代谢产物，也是一种单N-保护氨基酸（MPAA）配体。

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  N-乙酰-β-丙氨酸甲酯	N-acetyl β-Ala-OMe	31295-20-2	C6H11NO3	145.158
  ——	Prop-2-enyl 3-acetamidopropanoate	132237-20-8	C8H13NO3	171.196
  ——	N-Acetyl-β-alanine Propargyl Ester	479200-34-5	C8H11NO3	169.18
  ——	N-(2-carboxyethyl)diacetimide	92901-15-0	C7H11NO4	173.169

反应信息

• 作为反应物：
  描述：

  N-乙酰-Β-丙氨酸 在 铁粉 、 potassium carbonate 、 氯化铵 、 对甲苯磺酸 、 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 9.0h， 生成
  参考文献：
  名称：

  靶向FAK的化合物及其制备方法和应用

  摘要：

  本发明实施例提供了一种靶向FAK的化合物，及其制备方法和应用，其具有通式(Ⅰ)所示的结构；本申请所提供的化合物，与粘着斑激酶FAK具有较高的亲和性，可作为靶向FAK的化合物；进一步地，本申请的靶向FAK的化合物对粘着斑激酶FAK具有抑制作用，因此可用于制备肿瘤治疗药物；此外，将本申请提供的靶向FAK的化合物经过放射性化学标记后，其可以作为肿瘤诊断显像剂，用于制备肿瘤诊断药物。本申请的靶向FAK的化合物具有亲和性好、特异性强、选择性高的特点，具有临床应用价值。

  公开号：

  CN112390760B
• 作为产物：
  描述：

  β-丙氨酸 在 乙酸酐 作用下， 以 碳酸氢钠 、 乙腈 为溶剂， 以1.96 g (60%)的产率得到N-乙酰-Β-丙氨酸
  参考文献：
  名称：

  Nucleoside derivatives for library preparation

  摘要：

  核苷衍生物作为模板库的构建模块被描述。

  公开号：

  US20030143561A1
• 作为试剂：
  描述：

  2-甲氧羰基环戊酮 在 4-二甲氨基吡啶 、 四(三苯基膦)钯 、 N-乙酰-Β-丙氨酸 、 silver(I) acetate 、 palladium diacetate 、 sodium hydride 、 碳酸氢钠 、 N,N'-二环己基碳二亚胺 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 61.67h， 生成 (E)-3-(3-(benzyloxy)-3-oxoprop-1-en-1-yl)-5-methylbenzyl 2-(6-fluoro-4-methylpyridin-3-yl)cyclopent-1-ene-1-carboxylate
  参考文献：
  名称：

  10.1039/d4nj02945c

  摘要：

  DOI：

  10.1039/d4nj02945c

文献信息

• Oxidative damage of proline residues by nitrate radicals (NO₃˙): a kinetic and product study
  作者：Joses G. Nathanael、Jonathan M. White、Annika Richter、Madison R. Nuske、Uta Wille

  DOI：10.1039/d0ob01337d

  日期：——

  indicating that NO3˙-induced oxidation of amide bonds proceeds through initial formation of a charge transfer complex. Furthermore, the rate of oxidative damage of proline and N-methyl glycine is significantly influenced by its position in a peptide. Thus, neighbouring peptide bonds, particularly in the N-direction, reduce the electron density at the tertiary amide, which slows down the rate of ET by up

  叔酰胺，例如N-酰化脯氨酸或N-甲基甘氨酸残基，与硝酸根 (NO 3 ˙) 快速反应，在乙腈中的绝对速率系数范围为 4-7 × 10 8 M -1 s -1 。主要途径通过氮处的氧化电子转移 (ET) 进行，而在这些条件下，夺氢只是次要因素。然而，酰胺的空间位阻，例如α-碳上的烷基侧链，使速率系数降低高达 75%，表明 NO 3˙ 诱导的酰胺键氧化通过电荷转移复合物的初始形成进行。此外，脯氨酸和N-甲基甘氨酸的氧化损伤率显着受其在肽中的位置的影响。因此，相邻的肽键，特别是在N方向上，会降低叔酰胺的电子密度，从而将 ET 的速率降低多达一个数量级。这些模型研究的结果表明，与单一氨基酸相比，肽中脯氨酸残基对自由基诱导的氧化损伤的敏感性应大大降低。
• Synthesis of Carbapenems Containing Peptidoglycan Mimetics and Inhibition of the Cross‐Linking Activity of a Transpeptidase of <scp>l,d</scp> Specificity
  作者：Saidbakhrom Saidjalolov、Zainab Edoo、Matthieu Fonvielle、Louis Mayer、Laura Iannazzo、Michel Arthur、Mélanie Etheve‐Quelquejeu、Emmanuelle Braud

  DOI：10.1002/chem.202004831

  日期：2021.2.15

  The carbapenem class of β‐lactams has been optimized against Gram‐negative bacteria producing extended‐spectrum β‐lactamases by introducing substituents at position C2. Carbapenems are currently investigated for the treatment of tuberculosis as these drugs are potent covalent inhibitors of l,d‐transpeptidases involved in mycobacterial cell wall assembly. The optimization of carbapenems for inactivation

  碳青霉烯类β-内酰胺类通过针对C2位置引入取代基而针对产生广谱β-内酰胺酶的革兰氏阴性细菌进行了优化。目前正在研究碳青霉烯类药物用于治疗结核病，因为这些药物是l，d的有效共价抑制剂参与分枝杆菌细胞壁组装的转肽酶。本文通过利用C 8羟基的亲核性引入化学多样性来寻找用于灭活这些异常靶标的碳青霉烯类的优化。由于β-内酰胺是肽聚糖前体的结构类似物，因此选择取代基可增加药物和底物之间的相似性。有效地合成了十四个肽-卡宾。由于在位置C2引入苯乙硫基取代基的积极影响，它们比美罗培南参考药物更有效，但在位置C8添加的拟肽不能进一步提高活性。因此，可以修饰位置C8以调节高效碳青霉烯类的药代动力学性质。
• Energetic contribution to both acidity and conformational stability in peptide models
  作者：Vladimir Kubyshkin、Patrick Durkin、Nediljko Budisa

  DOI：10.1039/c5nj03611a

  日期：——

  The acidity difference of the amide rotamers has been revised for a large set ofN-acetyl amino acids.

  酰胺构象异构体的酸度差异已经针对大量的N-乙酰氨基酸进行了修订。
• [EN] PRODRUGS OF KETAMINE, COMPOSITIONS AND USES THEREOF<br/>[FR] PROMÉDICAMENTS À BASE DE KÉTAMINE, COMPOSITIONS ET UTILISATIONS DE CEUX-CI
  申请人：XW LAB INC

  公开号：WO2019137381A1

  公开（公告）日：2019-07-18

  Provided are prodrugs of (S) -or (R) -ketamine, including isotopically labeled ketamine,composition and uses thereof. Compounds having formula (Ia) or (Ib) as the prodrugs of (S) -or (R) -ketamine, including isotopically labeled ketamine, and pharmaceutical compositions comprising the compounds provided herein are used for treating or preventing a CNS disease.More particularly, the related diseases include depression and pain. (Ia) (Ib)

  提供了（S）-或（R）-氯胺酮的前药，包括同位素标记的氯胺酮，其组成和用途。具有化学式（Ia）或（Ib）的化合物作为（S）-或（R）-氯胺酮的前药，包括同位素标记的氯胺酮，以及包含本文提供的化合物的药物组合物用于治疗或预防中枢神经系统疾病。更具体地，相关疾病包括抑郁症和疼痛。（Ia）（Ib）
• [EN] ISOPRENYL COMPOUNDS AND METHODS THEREOF<br/>[FR] COMPOSÉS ISOPRÉNYLÉS ET LEURS PROCÉDÉS
  申请人：SIGNUM BIOSCIENCES INC

  公开号：WO2010056778A1

  公开（公告）日：2010-05-20

  Among other things, the present invention provides novel isoprenyl compounds capable of effectively modulating inflammatory responses and pharmaceutical, cosmetic, cosmeceutical and topical compositions comprising these isoprenyl compounds. Anti-inflammatory compounds of the present invention are useful in treating or preventing diseases or conditions associated with inflammation. Proinflammatory compounds of the present invention are useful in treating or preventing diseases or conditions associated with suppression of inflammatory responses. Thus, the present invention also provides methods useful in the treatment or prevention of diseases or conditions associated with inflammation as well as methods useful in the treatment or prevention of diseases or conditions associated with suppression of inflammatory responses.

  除其他事项外，本发明提供了能够有效调节炎症反应的新异戊二烯化合物，以及包含这些异戊二烯化合物的药用、化妆品、护肤品和局部组合物。本发明的抗炎化合物在治疗或预防与炎症相关的疾病或症状方面是有用的。本发明的促炎化合物在治疗或预防与抑制炎症反应相关的疾病或症状方面是有用的。因此，本发明还提供了在治疗或预防与炎症相关的疾病或症状以及在治疗或预防与抑制炎症反应相关的疾病或症状方面有用的方法。