3-[2-[2-[2-(2-氨基乙氧基)乙氧基]乙氧基]乙氧基]丙酸 | 663921-15-1

• 物质功能分类: 有机原料 - 氨基化合物 - 含氧基氨基化合物
• 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: 3-[2-[2-[2-(2-氨基乙氧基)乙氧基]乙氧基]乙氧基]丙酸
• 中文别名: 3-[2-[2-[2-（2-氨基乙氧基）乙氧基]乙氧基]乙氧基]丙酸
• 英文名称: 1-amino-3,6,9,12-tetraoxapentadecan-15-oic acid
• 英文别名: amino-PEG(4)-acid；15-amino-4,7,10,13-tetraoxapentadecanoic acid；amino-dPEG₄-acid；3-[2-[2-[2-(2-azaniumylethoxy)ethoxy]ethoxy]ethoxy]propanoate
• CAS: 663921-15-1
• 化学式: C₁₁H₂₃NO₆
• 分子量: 265.307
• InChiKey: DKUZHSDZSMQOGQ-UHFFFAOYSA-N

物化性质

• 沸点：
  409.6±40.0 °C(Predicted)
• 密度：
  1.134±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -4.1
• 重原子数：
  18
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  7

安全信息

• 海关编码：
  2922499990
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  -20°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: H2N-Dpeg(4)-COOH
Synonyms:

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

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Section 3. Composition/information on ingredients.
Ingredient name: H2N-Dpeg(4)-COOH
CAS number: 663921-15-1

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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.

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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.

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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.

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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:

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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.

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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: C11H23NO6
Molecular weight: 265.3

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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.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

生物活性

NH2-PEG4-CH2CH2COOH 是一种可降解（cleavable）的 4 单元 PEG 类 ADC 连接子，用于抗体偶联药物 (ADC) 的合成。此外，它也是一种基于 PEG 的 PROTAC 连接子，可用于 PROTAC 的合成。

靶点

可降解	PEGs

体外研究

抗体偶联药物（ADC）由一个通过连接子 (linker) 与细胞毒性物质 (cytotoxin) 相连的抗体组成。PROTAC 包含两个不同配体，其中一个连接到 E3 泛素连接酶，另一个连接到目标蛋白。PROTAC 利用细胞内泛素-蛋白质酶体系统选择性降解目标蛋白。

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  3-[2-[2-[2-(2-叠氮基乙氧基)乙氧基]乙氧基]乙氧基]丙酸	15-azido-4,7,10,13-tetraoxapentadecanoic acid	1257063-35-6	C11H21N3O6	291.304
  2-[2-[2-[2-(2-叔丁氧羰基乙氧基)乙氧基]乙氧基]乙氧基]乙胺	tert-butyl 1-amino-3,6,9,12-tetraoxapentadecan-15-oate	581065-95-4	C15H31NO6	321.414
  15-叠氮基-4,7,10,13-四氧杂十五烷酸叔丁酯	tert-butyl 1-azido-3,6,9,12-tetraoxapentadecan-15-oate	581066-04-8	C15H29N3O6	347.412
  PEG5-羧酸叔丁酯,HO-PEG4叔丁酯,1-羟基-3,6,9,12-四氧杂十五烷-15-酸叔丁酯	tert-butyl 1-hydroxy-3,6,9,12-tetraoxapentadecan-15-oate	518044-32-1	C15H30O7	322.399

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  甲胺基-三聚乙二醇-羧酸	3-(2-{2-[2-(2-methylamino-ethoxy)-ethoxy]-ethoxy}-ethoxy)-propionic acid	1283658-71-8	C12H25NO6	279.334
  N-溴乙酰基-四聚乙二醇-羧酸	3-[2-(2-{2-[2-(2-bromo-ethanamido)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-propanoic acid	1807518-67-7	C13H24BrNO7	386.24

反应信息

• 作为反应物：
  描述：

  3-[2-[2-[2-(2-氨基乙氧基)乙氧基]乙氧基]乙氧基]丙酸 在 盐酸 、 三乙醇胺 作用下， 以 水 、 乙酸乙酯 、 乙腈 为溶剂， 生成 3-(2-{2-[2-(2-{4-[(2S,3S)-3-((S)-1-{(E)-(3S,10R,16S)-10-[3-Chloro-4-methoxy-benzyl]-3-isobutyl-6,6-dimethyl-2,5,9,12-tetraoxo-1,4-dioxa-8,11-diazacyclohexadec-13-en-16-yl}-ethyl)oxiranyl]benzyloxycarbonylamino}ethoxy)ethoxy]ethoxy}ethoxy)propanoic acid
  参考文献：
  名称：

  NOVEL CONJUGATES, PREPARATION THEREOF, AND THERAPEUTIC USE THEREOF

  摘要：

  本发明提供了隐藻素偶联物及其包含它们的组合物。还提供了制备和使用此类化合物的方法。

  公开号：

  US20120225089A1
• 作为产物：
  描述：

  2-[2-[2-[2-(2-叔丁氧羰基乙氧基)乙氧基]乙氧基]乙氧基]乙胺 在 palladium 10% on activated carbon 、 水 、 氢气 、 lithium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 38.0h， 生成 3-[2-[2-[2-(2-氨基乙氧基)乙氧基]乙氧基]乙氧基]丙酸
  参考文献：
  名称：

  1-amino-3,6,9,12-tetraoxapentadecan-15-oic酸的合成新路线

  摘要：

  1-Amino-3,6,9,12-tetraoxapentadecan-15-oic acid 8 是从四乙二醇通过 7 个步骤合成的，包括酯化、甲磺酰化、叠氮化物取代，随后还原，然后水解。产物8的结构通过1H和13C NMR光谱、元素分析和电喷雾电离质谱(ESI-MS)鉴定。所有反应条件均经过优化且易于控制。该工艺的主要优点是产品的高收率和合成 1-amino-3,6,9,12-tetraoxapentadecan-15-oic 酸的新途径。

  DOI：

  10.3184/174751916x14631433537513

文献信息

• [EN] A CONJUGATE OF A CYTOTOXIC AGENT TO A CELL BINDING MOLECULE WITH BRANCHED LINKERS<br/>[FR] CONJUGUÉ D'UN AGENT CYTOTOXIQUE À UNE MOLÉCULE DE LIAISON CELLULAIRE AVEC DES LIEURS RAMIFIÉS
  申请人：HANGZHOU DAC BIOTECH CO LTD

  公开号：WO2020257998A1

  公开（公告）日：2020-12-30

  Provided is a conjugation of cytotoxic drug to a cell-binding molecule with a side-chain linker. It provides side-chain linkage methods of making a conjugate of a cytotoxic molecule to a cell-binding ligand, as well as methods of using the conjugate in targeted treatment of cancer, infection and immunological disorders.

  提供了一种将细胞毒性药物与一个侧链连接分子结合的共轭物。它提供了制备细胞毒性分子与细胞结合配体的共轭物的侧链连接方法，以及在靶向治疗癌症、感染和免疫性疾病中使用该共轭物的方法。
• Synthesis and in vitro evaluation of SG3227, a pyrrolobenzodiazepine dimer antibody-drug conjugate payload based on sibiromycin
  作者：Gary C. Kemp、Arnaud C. Tiberghien、Neki V. Patel、Francois D'Hooge、Sanjay M. Nilapwar、Lauren R. Adams、Simon Corbett、David G. Williams、John A. Hartley、Philip W. Howard

  DOI：10.1016/j.bmcl.2017.01.074

  日期：2017.3

  pyrrolobenzodiazepine dimer payload, SG3227, was rationally designed based on the naturally occurring antitumour compound sibiromycin. SG3227 was synthesized from a dimeric core in an efficient fashion. An unexpected room temperature Diels-Alder reaction occurred during the final step of the synthesis and was circumvented by use of an iodoacetamide conjugation moiety in place of a maleimide. The payload was successfully

  基于天然存在的抗肿瘤化合物西比霉素，合理设计了一种新型的吡咯并苯并二氮杂卓二聚体有效负载SG3227。SG3227是由二聚体核心以高效方式合成的。在合成的最后步骤中发生了意想不到的室温Diels-Alder反应，并通过使用碘乙酰胺共轭部分代替马来酰亚胺来规避。有效载荷已成功偶联至曲妥珠单抗，所得ADC在体外对表达HER2的人类癌细胞系表现出强大的活性。
• [EN] SYNTHESIS METHOD AND INTERMEDIATES USEFUL IN THE PREPARATION OF PYRROLOBENZODIAZEPINES<br/>[FR] PROCÉDÉ DE SYNTHÈSE ET INTERMÉDIAIRES POUVANT SERVIR À PRÉPARER DES PYRROLOBENZODIAZÉPINES
  申请人：SPIROGEN SARL

  公开号：WO2013053872A1

  公开（公告）日：2013-04-18

  A compound of formula I wherein: R7 is selected from: ORA, where RA is selected from C1-4 saturated alkyl, optionally substituted by phenyl, which may bear a chloro substituent, pyridyl and furanyl; chloro; NH2; -CH2-O-C(=O)Me; R8 is OProt°, where Prot° is a silicon-based oxygen protecting group orthogonal to Rc; R9 is selected from H, methyl and methoxy; Rs is selected from CF3, (CF2)3CF3, CH3 and (formula 2) and Rc is selected from: (i) -C(=O)-ORC1, where RC1 is a saturated C1-4 alkyl group; (ii) -CH2-O-C(=0)RC2, where RC2 is methyl or phenyl; (iii) -CH2-O-Si-(RSi1)(RSi2)(RSi3), where RSi1, RSi2, RSi3 are independently selected from C1-6 a saturated alkyl group and a phenyl group; and (iv) -C(-YRC3)(-YRC4) where each Y is independently O or S, and where RC3 and RC4 are independently a saturated C1-4 alkyl group, or together form a C2-3 alkylene.

  式I的化合物，其中：R7选自：ORA，其中RA选自C1-4饱和烷基，可选择地被苯基取代，该苯基可能带有氯取代基，吡啶基和呋喃基；氯；NH2；-CH2-O-C(=O)Me；R8为OProt°，其中Prot°是与Rc正交的基于硅的氧保护基团；R9选自H，甲基和甲氧基；Rs选自CF3，(CF2)3 ，CH3和（式2）；Rc选自：(i)-C(=O)-ORC1，其中RC1是饱和的C1-4烷基基团；(ii)- -O-C(=0)RC2，其中RC2是甲基或苯基；(iii)- -O-Si-(RSi1)(RSi2)(RSi3)，其中RSi1，RSi2，RSi3分别选自C1-6饱和烷基和苯基；以及(iv)-C(-YRC3)(-YRC4)，其中每个Y独立地为O或S，且RC3和RC4独立地为饱和的C1-4烷基基团，或者一起形成C2-3亚烷基。
• [EN] HUMANIZED ANTI-TN-MUC1 ANTIBODIES AND THEIR CONJUGATES<br/>[FR] ANTICORPS ANTI-TN-MUC1 HUMANISÉS ET LEURS CONJUGUÉS
  申请人：CANCER REC TECH LTD

  公开号：WO2015159076A1

  公开（公告）日：2015-10-22

  Humanized anti-Tn-MUC1 antibodies and conjugates thereof. Conjugates comprising pyrrolobenzodiazepines (PBDs) having a labile protecting group in the form of a linker to the antibody are described.

  人性化抗Tn-MUC1抗体及其结合物。描述了包含吡咯苯并二氮杂环己烷（PBDs）的结合物，其具有作为连接物的不稳定保护基团。
• LIPOPOLYAMINES OF SPERMINE TYPE FOR CONSTRUCTION OF LIPOSOMAL TRANSFECTION SYSTEMS
  申请人：USTAV ORGANICKE CHEMIE A BIOCHEMIE AV CR, V.V.I.

  公开号：US20150018436A1

  公开（公告）日：2015-01-15

  The invention provides new lipopolyamines of spermine type of the general formula I, wherein X is C—N bond or aminopolyethyleneglycolcarboxamide linker or o-hydroxy-alkylcarboxamide linker or ω-hydroxyalkylcarboxamidopolyethyleneglycol-carboxamide linker, and wherein a hydrophobic domain Y is an acyl symmetrically branched in the position C(2) or cholesteryl. The invention further provides a method of preparation of said lipopolyamines and their use for construction of polycationic liposomal drug carriers.

  该发明提供了一种新的通式I的脂质聚胺，其中X是C—N键或氨基聚乙二醇羧酰胺连接物或o-羟基烷基羧酰胺连接物或ω-羟基烷基羧酰胺聚乙二醇羧酰胺连接物，其中疏水域Y是在位置C(2)处对称分支的酰基或胆固醇。该发明还提供了所述脂质聚胺的制备方法及其用于构建多阳离子脂质体药物载体的用途。