97628-92-7

• 常用中文名：1-(苄氧基羰基)氮杂丁烷-3-羧酸
• 常用英文名：1-benzyloxycarbonylazetidine-3-carboxylic acid
• CAS号：97628-92-7
• 分子式：C₁₂H₁₃NO₄
• 分子量：235.236
• 相关类别： 信号通路 抗体- 药物偶联物 ADC连接器
• 发布时间：2018-12-27 14:28:28
• 更新时间：2024-01-02 10:53:35
• 1-Cbz-azetidine-3-羧酸是一种不可切割的ADC连接物,用于合成抗体-药物结合物(ADC)。1-Cbz-氮杂环丁烷-3-羧酸也是一种基于烷基链的PROTAC连接剂,可用于合成PROTAC[1]

名称

• 中文名: 1-苄氧羰基-氮杂环丁烷-3-甲酸
• 英文名: 1-Cbz-Azetidine-3-carboxylic acid
• 中文别名: N-(苄氧基羰基)氮杂环丁烷-3-羧酸; 1-CBZ-氮杂环丁烷-3-甲酸; 氮杂环丁烷-1,3-二羧酸 1-苄酯; 1-(苄氧基羰基)氮杂丁烷-3-羧酸
• 英文别名: 1-[(Benzyloxy)carbonyl]-3-azetidinecarboxylic acid; 1,3-Azetidinedicarboxylic acid, 1-(phenylmethyl) ester; 1-phenylmethoxycarbonylazetidine-3-carboxylic acid

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 421.2±45.0 °C at 760 mmHg
• 分子式: C₁₂H₁₃NO₄
• 分子量: 235.236
• 闪点: 208.5±28.7 °C
• 精确质量: 235.084457
• PSA: 66.84000
• LogP: 0.88
• 蒸汽压: 0.0±1.1 mmHg at 25°C
• 折射率: 1.599
• 储存条件: 2-8°C

生物活性

• 描述: 1-Cbz-azetidine-3-羧酸是一种不可切割的ADC连接物,用于合成抗体-药物结合物(ADC)。1-Cbz-氮杂环丁烷-3-羧酸也是一种基于烷基链的PROTAC连接剂,可用于合成PROTAC[1]
• 相关类别:
  研究领域 >> 癌症
  信号通路 >> 抗体- 药物偶联物 >> ADC连接器
  信号通路 >> 蛋白裂解靶向嵌合体 >> PROTAC Linker
• 靶点:

  Non-cleavable

• 体外研究: ADC由抗体组成,抗体通过ADC连接体连接ADC细胞毒素[1]。PROTAC包含两个不同的配体,通过连接体连接；一个是E3泛素连接酶的配体,另一个是靶蛋白的配体。PROTAC利用细胞内泛素-蛋白酶体系统选择性降解目标蛋白质[2]。
• 参考文献:

  [1]. Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337.

  [2]. Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985.

MSDS

Material Safety Data Sheet Section1. Identification of the substance Product Name: Cbz-azetidine-3-carboxylic acid Synonyms: Section2. Hazards identification Harmful by inhalation, in contact with skin, and if swallowed. H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation P261:Avoid breathing dust/fume/gas/mist/vapours/spray P280:Wear protective gloves/protective clothing/eye protection/face protection P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do – continue rinsing P304+P340:IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing P405:Store locked up Section3. Composition/information on ingredients. Ingredient name:Cbz-azetidine-3-carboxylic acid CAS number:97628-92-7 Section4. 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. Section5. 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. Section6. 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. Section7. 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, refrigerated. Section8. 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. Section9. Physical and chemical properties Appearance:Not specified Boiling point:No data Melting point:No data Flash point:No data Density:No data Molecular formula: C12H13NO4 Molecular weight: 235.2 Section10. Stability and reactivity Conditions to avoid: Heat, flames and sparks. Materials to avoid: Oxidizing agents. Possible hazardous combustion products: Carbon monoxide, nitrogen oxides. Section11. Toxicological information No data. Section12. Ecological information No data. Section13. 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. Section14. Transportation information Non-harzardous for air and ground transportation. Section15. 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

安全

• 危害码 (欧洲): Xi
• 海关编码: 2933990090

合成路线

13139-17-8 36476-78-5 ~99% 97628-92-7

文献：BRISTOL-MYERS SQUIBB COMPANY; PITTS, William, J.; DYCKMAN, Alaric, J.; SPERGEL, Steven, H.; WATTERSON, Scott, Hunter Patent: WO2010/85582 A1, 2010 ; Location in patent: Page/Page column 38 ; WO 2010/085582 A1

757239-60-4 ~98% 97628-92-7

文献：MERCK SHARP and DOHME CORP.; COX, Christopher, D.; BESHORE, Douglas, C.; KIM, June, J.; KUDUK, Scott, D.; MCVEAN, Carol; REGER, Thomas; SHEEN, Justin Patent: WO2013/52395 A1, 2013 ; Location in patent: Paragraph 38; 39 ;

36476-78-5 501-53-1 ~99% 97628-92-7

文献：MERCK SHARP and DOHME LIMITED Patent: WO2004/78750 A1, 2004 ; Location in patent: Page 81 ; WO 2004/078750 A1

上下游产品

上游产品  4
36476-78-5 501-53-1 13139-17-8 757239-60-4
下游产品  2
757239-60-4 618446-42-7

海关

海关编码	2933990090
中文概述	2933990090. 其他仅含氮杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%
申报要素	品名, 成分含量, 用途, 乌洛托品请注明外观, 6－己内酰胺请注明外观, 签约日期
Summary	2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%