2-氯-5-羟基苯甲酸甲酯 | 247092-10-0

• 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: 2-氯-5-羟基苯甲酸甲酯
• 英文名称: methyl 2-chloro-5-hydroxybenzoate
• CAS: 247092-10-0
• 化学式: C₈H₇ClO₃
• 分子量: 186.595
• InChiKey: UCNCJYKKAJVLQK-UHFFFAOYSA-N

物化性质

• 沸点：
  320.1±22.0 °C(Predicted)
• 密度：
  1.354±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2918290000
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 2-chloro-5-hydroxybenzoate
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 2-chloro-5-hydroxybenzoate
CAS number: 247092-10-0

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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: C8H7ClO3
Molecular weight: 186.6

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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, hydrogen chloride.

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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：

  2-氯-5-羟基苯甲酸甲酯 在 吡啶 、 盐酸 、 草酰氯 、 potassium carbonate 、 三乙胺 、 N,N-二甲基甲酰胺 、 三氟乙酸 、 mercury dichloride 、 sodium hydroxide 作用下， 以 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 46.84h， 生成 1-(2-(4-chloro-3-((3-cyano-6-(4-(methoxycarbonyl)benzyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-2-yl)carbamoyl)phenoxy)ethyl)guanidinium chloride
  参考文献：
  名称：

  Design, synthesis and evaluation of second generation MurF inhibitors based on a cyanothiophene scaffold

  摘要：

  MurF ligase is a crucial enzyme that catalyses the ultimate intracellular step of bacterial peptidoglycan biosynthesis, and thus represents an attractive target for antibacterial drug discovery. We designed, synthesized and evaluated a new series of cyanothiophene-based inhibitors of MurF enzymes from Streptococcus pneumoniae and Escherichia colt. The target compounds had increased polarity compared to the first generation of inhibitors, with demonstrated enzyme inhibitory potencies in the low micromolar range. Furthermore, the best inhibitors displayed promising antibacterial activities against selected Gram-positive and Gram-negative strains. These results represent an important step towards the development of new antibacterial agents targeting peptidoglycan biosynthesis. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.11.031
• 作为产物：
  描述：

  5-氨基-2-氯苯甲酸 在 氯化亚砜 、 硫酸 、 sodium nitrite 作用下， 反应 6.0h， 生成 2-氯-5-羟基苯甲酸甲酯
  参考文献：
  名称：

  Structure-Based Design of a Potent, Selective, and Brain Penetrating PDE2 Inhibitor with Demonstrated Target Engagement

  摘要：

  Structure-guided design led to the identification of the novel, potent, and selective phosphodiesterase 2 (PDE2) inhibitor 12. Compound 12 demonstrated a >210-fold selectivity versus PDE10 and PDE11 and was inactive against all other PDE family members up to 10 mu M. In vivo evaluation of 12 provided evidence that it is able to engage the target and to increase cGMP levels in relevant brain regions. Hence, 12 is a valuable tool compound for the better understanding of the role of PDE2 in cognitive impairment and other central nervous system related disorders.

  DOI：

  10.1021/ml500262u

文献信息

• Monoacylglycerol Lipase Modulators
  申请人：Janssen Pharmaceutica NV

  公开号：US20200102303A1

  公开（公告）日：2020-04-02

  Fused compounds of Formula (I) and Formula (II), pharmaceutical compositions containing them, methods of making them, and methods of using them including methods for treating disease states, disorders, and conditions associated with MGL modulation, such as those associated with pain, psychiatric disorders, neurological disorders (including, but not limited to major depressive disorder, treatment resistant depression, anxious depression, bipolar disorder), cancers and eye conditions. Wherein R 1 , R 2 , R 2a , R 3 , R 3a , R 4 , and R 4a are defined herein.

  化合物的结构式（I）和结构式（II），含有它们的药物组合物，制备它们的方法，以及使用它们的方法，包括用于治疗与MGL调节相关的疾病状态、紊乱和病况的方法，例如与疼痛、精神障碍、神经障碍（包括但不限于重性抑郁障碍、治疗抵抗性抑郁症、焦虑性抑郁症、躁郁症）、癌症和眼部疾病相关的方法。 其中R1、R2、R2a、R3、R3a、R4和R4a在此处定义。
• [EN] MODULATORS OF THE INTEGRATED STRESS PATHWAY<br/>[FR] MODULATEURS DE LA VOIE DE RÉPONSE INTÉGRÉE AU STRESS
  申请人：CALICO LIFE SCIENCES

  公开号：WO2017193034A1

  公开（公告）日：2017-11-09

  Provided herein are compounds, compositions, and methods useful for modulating the integrated stress response (ISR) and for treating related diseases; disorders and conditions.

  本文提供了用于调节综合应激反应（ISR）并治疗相关疾病、疾病和症状的化合物、组合物和方法。
• BENZAMIDE DERIVATIVES AS P2X7 RECEPTOR ANTAGONISTS
  申请人：Hilpert Kurt

  公开号：US20140073651A1

  公开（公告）日：2014-03-13

  The invention relates to benzamide derivatives of formula (I), wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , n and Y are as defined in the description, their preparation and their use as pharmaceutically active compounds.

  这项发明涉及公式（I）的苯甲酰胺衍生物， 其中R1、R2、R3、R4、R5、R6、n和Y如描述中所定义，它们的制备以及它们作为药用活性化合物的用途。
• Synthesis, structure–activity relationships, and biological evaluation of a series of benzamides as potential multireceptor antipsychotics
  作者：Feipu Yang、Xiangrui Jiang、Jianfeng Li、Yu Wang、Yongjian Liu、Minghao Bi、Chunhui Wu、Qingjie Zhao、Weiming Chen、Jingjing Yin、Jian Zhang、Yuanchao Xie、Tianwen Hu、Mingshuo Xu、Shuang Guo、Zhen Wang、Yang He、Jingshan Shen

  DOI：10.1016/j.bmcl.2016.04.087

  日期：2016.7

  study, a series of benzamides, endowed with potent dopamine D2, serotonin 5-HT1A and 5-HT2A receptors properties, was synthesized and evaluated as potential antipsychotics. Among them, 3-(4-(4-(6-fluorobenzo[d]isoxazol-3-yl)-piperidin-1-yl)butoxy)-N-methylbenzamide (21) and its fluoro-substituted analogue (22) held the best pharmacological binding profiles. They not only presented potent activities for

  在本研究中，合成了一系列具有强力多巴胺D2、5-羟色胺5-HT1A和5-HT2A受体特性的苯甲酰胺，并将其评估为潜在的抗精神病药。其中，持有3-（4-（4-（4-（6-氟苯并[d]异恶唑-3-基）-哌啶-1-基）丁氧基] -N-甲基苯甲酰胺（21）及其氟代类似物（22）最佳的药理结合特征。它们不仅表现出对D2、5-HT1A和5-HT2A受体的有效活性，而且对5-HT2C，H1受体和hERG通道的活性低，提示诱导体重增加和QT延长的可能性低。在动物模型中，化合物21和22降低了苯环利定诱导的机能亢进，且僵直诱导的阈值较高。因此，它为进一步的临床前研究提供了潜在的候选者。
• Rapid Access to Orthogonally Functionalized Naphthalenes: Application to the Total Synthesis of the Anticancer Agent Chartarin
  作者：Teresa A. Unzner、Adriana S. Grossmann、Thomas Magauer

  DOI：10.1002/anie.201605071

  日期：2016.8.8

  We report the synthesis of orthogonally functionalized naphthalenes from simple, commercially available indanones in four steps. The developed method proceeds through a two‐step process that features a thermally induced fragmentation of a cyclopropane indanone with simultaneous 1,2‐chloride shift. Migration of the chloride substituent occurs in a regioselective manner to preferentially afford the para‐chloronaphthol

  我们报告了由简单的，可商购的茚满酮在四个步骤中合成正交官能化的萘。所开发的方法通过两步过程进行，该过程以热诱导的环丙烷茚满酮的裂解为基础，同时发生1,2-氯离子的转移。氯取代基的迁移以区域选择性方式发生，优先提供对氯萘酚的取代方式。所获得的萘酚是通用的构建基块，可以对其进行选择性修饰，并用于有效构建生物活性分子。通过高度收敛的逆合成键断开，可以有效合成有效的抗癌天然产物查拉汀。