4-溴-吡唑-3-甲酸乙酯 | 81190-89-8

• 物质功能分类: 医药中间体 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 4-溴-吡唑-3-甲酸乙酯
• 中文别名: 4-溴-1H-吡唑-3-甲酸甲酯；4-溴吡唑-3-羧酸甲酯
• 英文名称: methyl 4-bromo-1H-pyrazole-3-carboxylate
• 英文别名: methyl 4-bromo-1H-pyrazole-5-carboxylate
• CAS: 81190-89-8
• 化学式: C₅H₅BrN₂O₂
• 分子量: 205.011
• InChiKey: KWQDACZQHJCUNK-UHFFFAOYSA-N

物化性质

• 沸点：
  318℃
• 密度：
  1.781
• 闪点：
  146℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933199090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335
• 储存条件：
  存储条件：2-8°C，密封，干燥。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: Methyl 4-bromo-1h-pyrazole-5-carboxylate
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 4-bromo-1h-pyrazole-5-carboxylate
CAS number: 81190-89-8

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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, 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: C5H5BrN2O2
Molecular weight: 205

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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 bromide.

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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：

  4-溴-吡唑-3-甲酸乙酯 在 potassium phosphate 、 sodium hydride 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 21.67h， 生成 methyl 4-(prop-1-en-2-yl)-1-((2-(trimethylsilyl)ethoxy)methyl)-1H-pyrazole-3-carboxylate
  参考文献：
  名称：

  [EN] SUBSTITUTED PYRAZOLE COMPOUNDS AS TOLL RECEPTOR INHIBITORS
  [FR] COMPOSÉS DE PYRAZOLE SUBSTITUÉS UTILISÉS EN TANT QU'INHIBITEURS DU RÉCEPTEUR TOLL

  摘要：

  公开的是Formula (I) N-氧化物化合物或其盐，其中G、A、R1和R5在此处被定义。还公开了使用这些化合物作为Toll样受体7、8或9信号抑制剂的方法，以及包含这些化合物的药物组合物。这些化合物在治疗炎症性和自身免疫性疾病方面是有用的。

  公开号：

  WO2021087181A1
• 作为产物：
  描述：

  Methyl 2-(benzenesulfonyl)-4-bromopyrazole-3-carboxylate 在 水 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以71%的产率得到4-溴-吡唑-3-甲酸乙酯
  参考文献：
  名称：

  4-Substituted-5(3)-carbamoyl-3(5)-(2-deoxy-β-D-ribofuranosyl)pyrazoles. Application of Palladium Catalyzed Glycal Coupling Methodology to the Synthesis of Pyrazofurin Analogs

  摘要：

  Analogs of the C-nucleoside pyrazofurin were prepared in 7-9 steps using a key Pd(0)-catalyzed coupling reaction between protected iodopyrazoles 6a and 6b and glycal 8 to form the glycosyl bond. Conditions for this reaction were improved from those previously described for related reactions in order to maximize product yields and eliminate the need for triphenylarsine.

  DOI：

  10.1080/07328319708001352

文献信息

• [EN] ALKYNYL ALCOHOLS AND METHODS OF USE<br/>[FR] ALCOOLS D'ALCYNYLE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：HOFFMANN LA ROCHE

  公开号：WO2016135163A1

  公开（公告）日：2016-09-01

  The invention relates to compounds of formula (I), wherein Q, A1-A8, R4 and R5 are as described herein. Compounds of formula (I) and pharmaceutical compositions thereof are useful in the treatment of diseases and disorders in which undesired or over-activation of NF-kB signaling is observed.

  本发明涉及公式(I)的化合物，其中Q，A1-A8，R4和R5如本文所述。公式(I)的化合物及其药物组合物可用于治疗在NF-kB信号过度激活的疾病和失调。
• [EN] PYRAZOLE CARBOXAMIDE COMPOUNDS FOR USE IN THE TREAMENT OF DISORDERS MEDIATED BY BRUTON'S TYROSINE KINASE (BTK)<br/>[FR] COMPOSÉS DE PYRAZOLE-CARBOXAMIDE DESTINÉS À ÊTRE UTILISÉS DANS LE TRAITEMENT DE TROUBLES MÉDIÉS PAR LA TYROSINE KINASE DE BRUTON (BTK)
  申请人：HOFFMANN LA ROCHE

  公开号：WO2016050921A1

  公开（公告）日：2016-04-07

  Pyrazole carboxamide compounds of Formula (I) are provided (X and R1-R6 are as defined in the claims), with various substituents, and including stereoisomers, tautomers, and pharmaceutically acceptable salts thereof, useful for inhibiting Btk, and for treating cancer and immune disorders such as inflammation mediated by Btk. Methods of using compounds of Formula (I) for in vitro, in situ, and in vivo diagnosis, and treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  提供了式（I）的吡唑羧酰胺化合物（其中X和R1-R6如权利要求中所定义），具有各种取代基，包括立体异构体、互变异构体和其药学上可接受的盐，用于抑制Btk，并用于治疗癌症和由Btk介导的炎症等免疫紊乱。公开了使用式（I）化合物进行哺乳动物细胞中的体外、体内和体内诊断以及治疗这类疾病或相关病理条件的方法。
• [EN] SUBSTITUTED-1,4-DIHYDROPYRAZOLO[4,3-b]INDOLES<br/>[FR] DIHYDROPYRAZOLO[4,3-B]INDOLES SUBSTITUÉES DANS LES POSITIONS 1 ET 4
  申请人：TAKEDA PHARMACEUTICAL

  公开号：WO2014039831A1

  公开（公告）日：2014-03-13

  Disclosed are compounds of Formula (1), and pharmaceutically acceptable salts thereof, wherein L, R1, R2, R3, R4, R5, R6, and R7 are defined in the specification. This disclosure also relates to materials and methods for preparing compounds of Formula 1, to pharmaceutical compositions which contain them, and to their use for treating obesity and related diseases, disorders, and conditions associated with MetAP2.

  本公开涉及式（1）的化合物及其药用盐，其中L、R1、R2、R3、R4、R5、R6和R7在规范中定义。本公开还涉及制备式1化合物的材料和方法，含有它们的药物组合物，以及它们用于治疗与MetAP2相关的肥胖和相关疾病、紊乱和病况的用途。
• 新規ビアリールアミド誘導体
  申请人：持田製薬株式会社

  公开号：JP2017095366A

  公开（公告）日：2017-06-01

  【課題】 本発明は、ＰＤＥ２Ａ選択的阻害作用を有する化合物、及びそれを含有してなる医薬組成物を提供する。【解決手段】 本発明は、次の一般式（Ｉ）【化１】［式中、ｐは０〜６の整数を示し；ｑは、１〜５の整数を示し；Ｘ１は、Ｃ−Ｈ、Ｎ、又はＯを示し；Ｘ２は、Ｎ、又はＮ−Ｒ４ｂを示し；Ｘ３は、Ｎ−Ｒ４ａ、Ｃ−Ｒ４ｂ、又はＣ−Ｈを示し；環Ａは単環式ヘテロアリール環等を示し；環Ｑはベンゼン環等を示し；Ｒ１、Ｒ２ａ、Ｒ２ｂ、及びＲ３はアルキル基等を示す。］で表される化合物若しくはそれらの製薬学的に許容される塩、又はそれらの溶媒和物、及びこれらを含有してなる医薬組成物に関する。【選択図】なし

  本发明提供具有PDE2A选择性抑制作用的化合物，以及包含该化合物的药物组成物。本发明涉及以下通用式（I）的化合物或其药学上可接受的盐，或它们的溶剂和物，以及包含它们的药物组成物。【选图】无
• [EN] NOVEL ARYLALKYL PYRAZOLE COMPOUNDS AS INDOLEAMINE 2,3-DIOXYGENASE INHIBITORS<br/>[FR] NOUVEAUX COMPOSÉS ARYLALKYLE PYRAZOLE UTILES EN TANT QU'INHIBITEURS DE L'INDOLÉAMINE 2,3-DIOXYGÉNASE
  申请人：MERCK SHARP & DOHME

  公开号：WO2020081381A1

  公开（公告）日：2020-04-23

  Disclosed herein are compounds of formula (I) which are inhibitors of an IDO enzyme: Also disclosed herein are uses of the compounds in the potential treatment or prevention of an IDO-associated disease or disorder. Also disclosed herein are compositions comprising these compounds. Further disclosed herein are uses of the compositions in the potential treatment or prevention of an IDO-associated disease or disorder.

  本文披露了化合物的结构式（I），这些化合物是IDO酶的抑制剂：本文还披露了这些化合物在潜在治疗或预防IDO相关疾病或紊乱中的用途。本文还披露了包含这些化合物的组合物。此外，本文还披露了这些组合物在潜在治疗或预防IDO相关疾病或紊乱中的用途。