Fmoc-thiazolidine-4-carboxylic acid | 423719-54-4

• 物质功能分类: 生物化工 - 生化试剂 - 氨基酸
• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: Fmoc-thiazolidine-4-carboxylic acid
• 英文别名: 3-(((9H-Fluoren-9-yl)methoxy)carbonyl)thiazolidine-4-carboxylic acid；3-(9H-fluoren-9-ylmethoxycarbonyl)-1,3-thiazolidine-4-carboxylic acid
• CAS: 423719-54-4
• 化学式: C₁₉H₁₇NO₄S
• 分子量: 355.414
• InChiKey: HUWNZLPLVVGCMO-UHFFFAOYSA-N

物化性质

• 熔点：
  153-158 °C
• 沸点：
  591.6±50.0 °C(Predicted)
• 密度：
  1.402±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  92.1
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xn,Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R22
• WGK Germany：
  3

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Fmoc-thz-oh
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: Fmoc-thz-oh
CAS number: 423719-54-4

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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: C19H17NO4S
Molecular weight: 355.4

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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, sulfur 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

反应信息

• 作为反应物：
  描述：

  Fmoc-thiazolidine-4-carboxylic acid 、 N-苯基亚胺苄基氯 在 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 以72 %的产率得到3-benzoyl-N-phenylthiazolidine-4-carboxamide
  参考文献：
  名称：

  通过氨基酸插入实现酰胺骨架伸长

  摘要：

  报道了一种通过两个串联分子内重排实现的氨基酸插入的新酰胺键激活范例。该策略仅需要稳定且易于获得的酰胺和氨基酸作为起始原料，不需要任何预官能化以及反应中间体的分离。

  DOI：

  10.1002/chem.202301729

文献信息

• [EN] BICYCLIC COMPOUNDS CAPABLE OF ACTING AS MELANOCORTIN 4 RECEPTOR AGONISTS<br/>[FR] COMPOSÉS BICYCLIQUES APTES À SE LIER AUX AGONISTES DU RÉCEPTEUR DE LA MÉLANOCORTINE 4
  申请人：NOVO NORDISK AS

  公开号：WO2020053414A1

  公开（公告）日：2020-03-19

  The present invention relates to novel bicyclic peptide compounds capable of acting effectively as melanocortin 4 receptor agonists, to the use of the compounds in medicine, to methods of treatment comprising administration of the compounds to patients in need thereof, and to the use of the compounds for the manufacture of medicaments. The compounds of the invention are of particular interest in relation to the treatment of obesity or overweight as well as a variety of diseases or conditions associated with obesity.

  本发明涉及一种新型的双环肽化合物，能有效地作为黑色素皮质激素4受体激动剂，以及该类化合物在医学上的应用，包括通过向需要的患者施用该化合物的治疗方法，以及用于制造药物的化合物的应用。本发明的化合物在治疗肥胖或超重以及与肥胖相关的各种疾病或症状方面具有特殊的兴趣。
• Small Molecules for Inhibition of Protein Kinases
  申请人：Desai Renee

  公开号：US20110275645A1

  公开（公告）日：2011-11-10

  The invention provides compounds that inhibit protein kinases, prodrugs of the compounds, intermediates and methods of synthesizing the compounds and/or prodrugs, pharmaceutical compositions including the compounds and/or prodrugs and methods of using the compounds and/or prodrugs in a variety of contexts, including, for example, in the treatment and/or prevention of various diseases that are responsive to protein kinase inhibition and/or that are mediated, at least in part, by inappropriate kinase activity.
• US8389525B2
  申请人：——

  公开号：US8389525B2

  公开（公告）日：2013-03-05
• [EN] SIALYL LEWIS X AND SIALYL LEWIS A GLYCOMIMETICS<br/>[FR] GLYCOMIMETIQUES DE SIALYLE-LEWIS X ET DE SIALYLE-LEWIS A
  申请人：——

  公开号：WO1999029705A9

  公开（公告）日：1999-11-11

  [EN] The present invention provides a series of compounds in the form of chemically and physiologically stable glycomimics or glycoepitopes that serve to functionally mimic the active features of biologically important oligosaccharides, such as but not limited to sialyl Lewis (sLe) and sialyl Lewis (sLe). These structural Glycomimetics have been shown to be useful in the treatment of acute and chronic diseases as well as for the treatment of asthma. These compounds also are useful in the treatment of other selectin-mediated disorders, such as inflammation, cancer, diabetes, obesity, lung vasculitis, cardiac injury, reperfusion injuries, thrombosis, tissue rejection, arthritis, inflammatory bowel disease and pulmonary inflammation.
  [FR] L'invention concerne une série de composés se présentant sous la forme de glycoépitopes ou de glycomimiques physiologiquement et chimiquement stables, servant à imiter d'un point de vue fonctionnel, les caractéristiques actives d'oligosaccharides d'importance biologique, comme, entre autres, sialyle-lewis (sLe) et sialyle-Lewis (sLe). On a découvert que ces glycomimétiques structuraux étaient utiles dans le traitement de maladies aiguës et chroniques ainsi que pour le traitement de l'asthme. Lesdits composés sont également utiles dans le traitement d'autres troubles induits par la sélectine, comme l'inflammation, le cancer, le diabète, l'obésité, la vasculite pulmonaire, les affections cardiaques, les lésions de perfusion répétée, la thrombose, le rejet de tissu, l'arthrite, la maladie intestinale inflammatoire et l'inflammation pulmonaire.
• Amide Skeletal Elongation via Amino Acid Insertion
  作者：Zhengqiang Liu、Lei Zhou、Wenbo H. Liu

  DOI：10.1002/chem.202301729

  日期：2023.8.15

  A new amide bond activation paradigm through amino acid insertion enabled by two tandem intramolecular rearrangements is reported. This strategy only requires stable and readily available amide and amino acid as the starting materials, which does not need any pre-functionalization as well as the isolation of reaction intermediates.

  报道了一种通过两个串联分子内重排实现的氨基酸插入的新酰胺键激活范例。该策略仅需要稳定且易于获得的酰胺和氨基酸作为起始原料，不需要任何预官能化以及反应中间体的分离。