5-甲酰基-2-甲氧基苯甲酸甲酯 | 78515-16-9

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 5-甲酰基-2-甲氧基苯甲酸甲酯
• 英文名称: methyl 5-formyl-2-methoxybenzoate
• 英文别名: 5-formyl-2-methoxybenzoic acid methyl ester；3-methoxycarbonyl-4-methoxybenzaldehyde
• CAS: 78515-16-9
• 化学式: C₁₀H₁₀O₄
• mdl: MFCD10565654
• 分子量: 194.187
• InChiKey: CNRMXICSYWVJRD-UHFFFAOYSA-N

物化性质

• 熔点：
  86-87 °C
• 沸点：
  163-165 °C(Press: 1 Torr)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2918990090
• 危险性防范说明：
  P280,P305+P351+P338
• 危险性描述：
  H302
• 储存条件：
  温度控制在2至8℃，置于惰性气体环境中。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 5-formyl-2-methoxybenzoate
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: Methyl 5-formyl-2-methoxybenzoate
CAS number: 78515-16-9

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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, refrigerated.
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: C10H10O4
Molecular weight: 194.2

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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.

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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：

  5-甲酰基-2-甲氧基苯甲酸甲酯 在 sodium tetrahydroborate 、 氯化亚砜 、 四丁基氯化铵 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 Methyl 5-(cyanomethyl)-2-methoxybenzoate
  参考文献：
  名称：

  Design, synthesis and evaluation of substituted phenylpropanoic acid derivatives as peroxisome proliferator-activated receptor (PPAR) activators: novel human PPARα-selective activators

  摘要：

  A series of substituted phenylpropanoic acid derivatives was prepared as part of a search for subtype-selective human peroxisome proliferator-activated receptor (PPAR) activators. Structure-activity relationship studies indicated that the substituent at the alpha -position of the carboxyl group plays a key role in determining the potency and the selectivity for PPAR trans activation. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00672-2
• 作为产物：
  描述：

  5-甲酰水杨酸 在 硫酸 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 50.5h， 生成 5-甲酰基-2-甲氧基苯甲酸甲酯
  参考文献：
  名称：

  1-PHENYL-2-PYRIDINYL ALKYL ALCOHOL DERIVATIVES AS PHOSPHODIESTERASE INHIBITORS

  摘要：

  本文描述的化合物（I）的公式是磷酸二酯酶4（PDE4）酶的抑制剂，可用于预防和/或治疗由气道阻塞特征的过敏病状态或呼吸道疾病。

  公开号：

  US20140155391A1
• 作为试剂：
  描述：

  5-甲酰基-2-甲氧基苯甲酸甲酯 、 (S)-1-(5-苯基-1H-咪唑-2-基)乙胺 在 5-甲酰基-2-甲氧基苯甲酸甲酯 作用下， 生成 methyl 2-methoxy-5-[[1-(5-phenyl-1H-imidazol-2-yl)ethylamino]methyl]benzoate
  参考文献：
  名称：

  [EN] NOVEL COMPOUNDS AS OPIOID RECEPTOR MODULATORS
  [FR] NOUVEAUX COMPOSES EN TANT QUE MODULATEURS DE RECEPTEURS D'OPIOIDES

  摘要：

  本发明涉及公式（I）的新型阿片受体调节剂。本发明还涉及制备这种化合物的方法，含有它们的药物组合物以及它们在治疗可能通过调节阿片受体得到改善或治疗的疾病中的使用。

  公开号：

  WO2005090315A1

文献信息

• [EN] SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY<br/>[FR] DÉRIVÉS D'OXINDOLE SPIRO-SUBSTITUÉS AYANT UNE ACTIVITÉ SUR AMPK
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014202580A1

  公开（公告）日：2014-12-24

  The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及具有有价值的药理特性的式(I)化合物，特别是AMPK激活剂，因此在治疗某些可以通过激活该受体预防或治疗的疾病方面具有用处。这些化合物适用于治疗和预防可以受该受体影响的疾病，如代谢性疾病，特别是2型糖尿病。
• Carboxysubstituted cyclic carboxamide derivatives
  申请人：Hoechst Marion Roussel, Inc.

  公开号：US05977139A1

  公开（公告）日：1999-11-02

  The present invention relates to novel carboxy substituted cyclic carboxamide derivatives of formula (1), ##STR1## and stereoisomers and pharmaceutically acceptable salts thereof and their use as tachykinin receptor antagonists. Such antagonists are useful in the treatment of tachykinin-mediated diseases and conditions disclosed herein including: asthma, coughs and bronchitis.

  本发明涉及新型的带有羧基取代的环戊酰胺衍生物，化学式为(1)，##STR1##及其立体异构体和药学上可接受的盐，以及它们作为速激肽受体拮抗剂的用途。这类拮抗剂在治疗包括哮喘、咳嗽和支气管炎在内的速激肽介导的疾病和症状中很有用。
• Ir(<scp>iii</scp>)-catalyzed<i>ortho</i>C–H alkylations of (hetero)aromatic aldehydes using alkyl boron reagents
  作者：Xiao-Yang Chen、Erik J. Sorensen

  DOI：10.1039/c8sc03606c

  日期：——

  Transition-metal-catalyzed C–H alkylation reactions directed by aldehydes or ketones have been largely restricted to electronically activated alkenes. Herein, we report a general protocol for the Ir(III)-catalyzed ortho C–H alkylations of (hetero)aromatic aldehydes using alkyl boron reagents as the coupling partner. Featuring aniline as an inexpensive catalytic ligand, the method was compatible with

  由醛或酮引导的过渡金属催化的 C-H 烷基化反应在很大程度上仅限于电子活化的烯烃。在此，我们报告了使用烷基硼试剂作为偶联伙伴的 Ir(III) 催化的（杂）芳香醛的邻位 C–H 烷基化的通用方案。该方法以苯胺作为廉价的催化配体为特色，与多种苯甲醛、杂环醛、烷基三氟硼酸钾以及一些 α,β-不饱和醛相容。还成功获得了苯甲醛邻位C-H铱中间体的X射线晶体结构。
• 一种5-甲酰基-2-甲氧基苯甲酸甲酯的制备方 法
  申请人：山东轩德医药科技有限公司

  公开号：CN109096107B

  公开（公告）日：2021-05-07

  本发明公开了一种5‑甲酰基‑2‑甲氧基苯甲酸甲酯的制备方法，包括以下步骤：(1)2‑甲氧基苯甲酸甲脂的制备；(2)5‑甲酰基‑2‑甲氧基苯甲酸甲酯的制备。采用先用成酯后，再用乌洛托品上醛基的方法可以将总收率提高到90％左右，极大的提高了原料的利用率，成本低，操作简便，容易工业化。
• [EN] OLEFIN SUBSTITUTED OXINDOLES HAVING AMPK ACTIVITY<br/>[FR] OXINDOLES SUBSTITUÉS PAR OLÉFINE AYANT UNE ACTIVITÉ SUR AMPK
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2014202528A1

  公开（公告）日：2014-12-24

  The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.

  本发明涉及具有有价值的药理特性的式(I)化合物，特别是AMPK激活剂，因此在治疗某些可以通过激活该受体预防或治疗的疾病方面具有用处。这些化合物适用于治疗和预防可以受该受体影响的疾病，如代谢性疾病，特别是2型糖尿病。