6-氟-苯并咪唑-2-甲酸 | 876710-76-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 6-氟-苯并咪唑-2-甲酸
• 中文别名: 6-氟-1H-苯并咪唑-2-羧酸
• 英文名称: 5-fluoro-1H-benzimidazole-2-carboxylic acid
• 英文别名: 5-fluorobenzimidazole-2-carboxylic acid；5-fluoro-1H-benzo[d]imidazole-2-carboxylic acid；6-Fluoro-1H-benzoimidazole-2-carboxylic acid；6-fluoro-1H-benzimidazole-2-carboxylic acid
• CAS: 876710-76-8
• 化学式: C₈H₅FN₂O₂
• mdl: MFCD09261053
• 分子量: 180.138
• InChiKey: TYXHLKWWJIWESF-UHFFFAOYSA-N

物化性质

• 沸点：
  447.2±37.0 °C(Predicted)
• 密度：
  1.610±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66
• 氢给体数：
  2
• 氢受体数：
  4

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 6-Fluoro-1h-benzoimidazole-2-carboxylic acid
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: 6-Fluoro-1h-benzoimidazole-2-carboxylic acid
CAS number: 876710-76-8

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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: C8H5FN2O2
Molecular weight: 180.1

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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, hydrogen fluoride.

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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：

  6-氟-苯并咪唑-2-甲酸 在 水 、 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 、 lithium hydroxide 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-[(6-fluoro-1H-benzimidazole-2-carbonyl)amino]acetic acid
  参考文献：
  名称：

  Benzimidazole-2-pyrazole HIF Prolyl 4-Hydroxylase Inhibitors as Oral Erythropoietin Secretagogues

  摘要：

  HIF prolyl 4-hydroxylases (PHD) are a family of enzymes that mediate key physiological responses to hypoxia by modulating the levels of hypoxia inducible factor 1-alpha (HIF1 alpha). Certain benzimidazole-2-pyrazole carboxylates were discovered to be PHD2 inhibitors using ligand- and structure-based methods and found to be potent, orally efficacious stimulators of erythropoietin secretion in vivo.

  DOI：

  10.1021/ml100198y
• 作为产物：
  描述：

  4-氟-1,2-苯二胺 在 盐酸 、 potassium permanganate 作用下， 以 水 、 丙酮 为溶剂， 反应 8.0h， 生成 6-氟-苯并咪唑-2-甲酸
  参考文献：
  名称：

  选定的苯并咪唑衍生物作为潜在抗菌剂的合成与评价。

  摘要：

  合成了53个苯并咪唑衍生物的文库，它们在1、2和5位具有取代基，并针对一系列与医学相关的细菌和真菌参考菌株进行了筛选。SAR分析最有前景的结果表明，化合物的抗菌活性取决于与双环杂环相连的取代基。特别是，某些化合物对两种耐甲氧西林的金黄色葡萄球菌（MRSA）菌株表现出抗菌活性，其最低抑制浓度（MIC）与广泛使用的环丙沙星药物相当。这些化合物具有一些共同特征。三个具有5-卤素取代基；两个是（S）-2-乙胺苯并咪唑的衍生物；其他是一种2-（氯甲基）-1H-苯并[d]咪唑和（1H-苯并[d]咪唑-2-基）甲硫醇的衍生物。抗真菌筛选的结果也非常有趣：23种化合物对选定的真菌菌株显示出有效的杀真菌活性。它们的MIC值显示出比两性霉素B相同或更高的效力。5-卤代苯并咪唑衍生物被认为是有前途的广谱抗微生物候选物，值得进一步研究以用于潜在的治疗应用。

  DOI：

  10.3390/molecules200815206

文献信息

• [EN] NITROGEN HETEROCYCLIC COMPOUNDS USEFUL AS PDE10 INHIBITORS<br/>[FR] COMPOSÉS AZOTÉS HÉTÉROCYCLIQUES CONVENANT COMME INHIBITEURS DE LA PDE10
  申请人：AMGEN INC

  公开号：WO2011143365A1

  公开（公告）日：2011-11-17

  Unsaturated nitrogen heterocyclic compounds of formula (I): (I), as defined in the specification, compositions containing them, and processes for preparing such compounds. Provided herein also are methods of treating disorders or diseases treatable by inhibition of PDE10, such as obesity, Huntington's Disease, non-insulin dependent diabetes, schizophrenia, bipolar disorder, obsessive-compulsive disorder, and the like.

  式(I)的不饱和氮杂环化合物：(I)，如规范中定义的，含有它们的组合物，以及制备这种化合物的方法。本文还提供了通过抑制PDE10治疗可治疗的疾病或疾病的方法，如肥胖症、亨廷顿病、非胰岛素依赖型糖尿病、精神分裂症、躁郁症、强迫症等。
• CARBAMATE COMPOUND OR SALT THEREOF
  申请人：Astellas Pharma Inc.

  公开号：EP2351749A1

  公开（公告）日：2011-08-03

  [Problems] A compound useful as an active ingredient for a pharmaceutical composition for treating FAAH-related diseases is provided. [Means for Solution] The present inventors have made extensive studies on compounds having an FAAH inhibitory activity, and as a result, have found that a piperazine-1-carboxylate compound, in which benzimidazol-2-ylcarbonyl, benzofuran-2-ylcarbonyl or the like binds to the 4-position of the piperazine, has an excellent FAAH inhibitory activity and further has an action to increase the effective bladder capacity, an action to ameliorate sleep disorders, an anti-diuretic action, and an analgesic activity on lower urinary tract pain including bladder pain and the like, thereby completed the present invention. The carbamate compound of the present invention has an excellent FAAH inhibitory activity and can be used as an agent for preventing and/or treating FAAH-related diseases, particularly nocturia, interstitial cystitis, painful bladder syndrome, or chronic non-bacterial prostatitis/chronic pelvic pain syndrome.

  提供了一种作为治疗FAAH相关疾病药物组合物的活性成分的化合物。现发明人对具有FAAH抑制活性的化合物进行了广泛研究，结果发现一种哌嗪-1-羧酸酯化合物，其中苯并咪唑-2-基甲酰基、苯并呋喃-2-基甲酰基或类似物结合到哌嗪的4位，具有出色的FAAH抑制活性，并且进一步具有增加有效膀胱容量、改善睡眠障碍、抗利尿作用以及对包括膀胱疼痛等下尿路疼痛的镇痛活性，从而完成了本发明。本发明的氨基甲酸酯化合物具有出色的FAAH抑制活性，可用作预防和/或治疗FAAH相关疾病的药剂，特别是夜尿症、间质性膀胱炎、疼痛性膀胱综合征或慢性非细菌性前列腺炎/慢性骨盆疼痛综合征。
• Octahydropyrrolo[3,4-C]pyrrole derivatives
  申请人：Lane Alice Louise Charlotte

  公开号：US20060111416A1

  公开（公告）日：2006-05-25

  The present invention relates to octahydropyrrolo[3,4-c]pyrrole derivatives of formula (I): and to processes for the preparation thereof, compositions containing the same and the uses thereof.

  本发明涉及式(I)的八氢吡咯并[3,4-c]吡咯衍生物，以及其制备方法、含有该衍生物的组合物和用途。
• Heterocyclic compounds
  申请人：——

  公开号：US20040058934A1

  公开（公告）日：2004-03-25

  Certain thienopyrrolyl and furanopyrrolyl compounds are disclosed as useful to treat or prevent disorders and conditions mediated by the histamine H 4 receptor, including allergic rhinitis.

  某些噻吩吡咯基和呋喃吡咯基化合物被揭示为治疗或预防由组胺H4受体介导的疾病和病症，包括过敏性鼻炎的有用药物。
• ARYL/HETARYLAMIDES AS MODULATORS OF THE EP2 RECEPTOR
  申请人：Buchmann Bernd

  公开号：US20090023741A1

  公开（公告）日：2009-01-22

  The present invention relates to aryl/hetarylamide derivatives of the general formula I, process for their preparation, and the use thereof for the manufacture of pharmaceutical compositions for the treatment of disorders and indications connected with the EP 2 receptor.

  本发明涉及通式I的芳基/杂环酰胺衍生物，其制备方法，以及用于制造治疗与EP2受体相关的疾病和适应症的药物组合物的用途。