5-氨基-3-(4-甲基苯基)吡唑 | 151293-15-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 5-氨基-3-(4-甲基苯基)吡唑
• 中文别名: 5-氨基-3-(4-甲苯基)吡唑
• 英文名称: 5-amino-3-(4-methylphenyl)-1H-pyrazole
• 英文别名: 3-(4-methylphenyl)-1H-pyrazol-5-amine；5-(4-methylphenyl)-1H-pyrazol-3-amine
• CAS: 151293-15-1
• 化学式: C₁₀H₁₁N₃
• mdl: MFCD00084887
• 分子量: 173.217
• InChiKey: GVPFRVKDBZWRCZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  54.7
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933199090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-(4-Methylphenyl)-2H-pyrazol-3-amine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 5-(4-Methylphenyl)-2H-pyrazol-3-amine
CAS number: 151293-15-1

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.
Storage: Store in closed vessels, refrigerated.

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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
No data
Boiling point:
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C10H11N3
Molecular weight: 173.2

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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, nitrogen 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：

  5-氨基-3-(4-甲基苯基)吡唑 在 溶剂黄146 potassium carbonate 、 一水合肼 、 三氯氧磷 作用下， 以 1,4-二氧六环 、 乙醇 、 乙腈 为溶剂， 反应 5.58h， 生成 N-(1H-indol-3-yl-methylidene)-N'-{2-(4-methylphenyl)-7-morpholin-4-yl-pyrazolo[1,5-a]pyrimidin-5-yl}-hydrazine
  参考文献：
  名称：

  PYRAZOLO-PYRIMIDINE COMPOUNDS

  摘要：

  本发明已经寻找到多种显示IL-12/IL-23产生抑制活性的化合物，并在此提供了包括该化合物的用于预防或治疗IL-12/IL-23过度产生相关疾病的药物组合物和药剂。

  公开号：

  US20110294781A1
• 作为产物：
  描述：

  3-氨基-3-(4-甲基苯基)丙-2-烯腈 在 乙醇 、 一水合肼 作用下， 生成 5-氨基-3-(4-甲基苯基)吡唑
  参考文献：
  名称：

  v. Meyer, Journal fur praktische Chemie (Leipzig 1954), 1914, vol. <2> 90, p. 24

  摘要：

  DOI：

文献信息

• An Efficient Synthesis of New 7-Trifluoromethyl-2,5-disubstituted Pyrazolo[1,5-a]pyrimidines
  作者：Mohamed Abarbri、Badr Jismy、Hassan Allouchi、Gérald Guillaumet、Mohamed Akssira

  DOI：10.1055/s-0036-1591752

  日期：2018.4

  a library of new fluorinated 3,5-disubstituted pyrazolo[1,5-a]pyrimidines of biological interest. This operation efficiently allows C–C, C–N and C–S bond formation. A novel two-step synthesis of trifluoromethylated 3,5-disubstituted pyrazolo[1,5-a]pyrimidines is reported from 3-aminopyrazoles and ethyl 4,4,4-trifluorobut-2-ynoate. The synthetic route begins with the one-pot synthesis of 7-trifluoromethylated

  摘要 据报道，由3-氨基吡唑和4,4,4-三氟丁-2-丙酮酸乙酯可实现三氟甲基化的3,5-二取代的吡唑并[1,5- a ]嘧啶的新型两步合成方法。合成路线开始于通过3-氨基吡唑与氟化炔烃的缩合反应一锅合成7-三氟甲基化吡唑并[1,5 - a ]嘧啶-5-酮。所获得的产物被用作直接合成的构建基块，通过C–O键活化具有优异的产率，这是一个新的具有生物学意义的氟化3,5-二取代吡唑并[1,5- a ]嘧啶的文库。该操作有效地允许C–C，C–N和C–S键的形成。 据报道，由3-氨基吡唑和4,4,4-三氟丁-2-丙酮酸乙酯可实现三氟甲基化的3,5-二取代的吡唑并[1,5- a ]嘧啶的新型两步合成方法。合成路线开始于通过3-氨基吡唑与氟化炔烃的缩合反应一锅合成7-三氟甲基化吡唑并[1,5 - a ]嘧啶-5-酮。所获得的产物被用作直接合成的构建基块，通过C–O键活化具有优异的产率，这是一个新的具有生物学意义的氟化3
• [EN] COMPOUNDS AND METHODS FOR TREATING ZINC MATRIX METALLOPROTEASE DEPENDENT DISEASES<br/>[FR] COMPOSÉS ET PROCÉDÉS PERMETTANT DE TRAITER DES MALADIES DÉPENDANT DE MÉTALLOPROTÉASES À ZINC MATRICIELLES
  申请人：ABSOLUTE SCIENCE INC

  公开号：WO2009045761A1

  公开（公告）日：2009-04-09

  The present invention provides compounds and methods for treating zinc matrix metalloprotease dependent diseases. In certain embodiments, the compounds of the present invention have the following formulas:

  本发明提供了用于治疗锌基质金属蛋白酶依赖性疾病的化合物和方法。在某些实施例中，本发明的化合物具有以下公式：
• [EN] RAF INHIBITOR COMPOUNDS AND METHODS OF USE THEREOF<br/>[FR] COMPOSÉS INHIBITEURS DE RAF KINASES ET LEURS PROCÉDÉS D'UTILISATION
  申请人：ARRAY BIOPHARMA INC

  公开号：WO2011025951A1

  公开（公告）日：2011-03-03

  Compounds of Formula (I) are useful for inhibition of Raf kinases. Methods of using compounds of Formula (I) and stereoisomers, tautomers and pharmaceutically acceptable salts thereof, for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions are disclosed.

  式(I)的化合物对于抑制Raf激酶很有用。本文揭示了利用式(I)的化合物及其立体异构体、互变异构体和药学上可接受的盐，在哺乳动物细胞中进行体外、体内和体内诊断、预防或治疗这类疾病，或相关病理条件的方法。
• Synthesis of pyrazolo[1,5-a][1,3,5]triazine derivatives as inhibitors of thymidine phosphorylase
  作者：Lingyi Sun、Hriday Bera、Wai Keung Chui

  DOI：10.1016/j.ejmech.2013.03.063

  日期：2013.7

  evaluate whether pyrazolo[1,5-a][1,3,5]triazin-2,4-diones and pyrazolo[1,5-a][1,3,5]triazin-2-thioxo-4-ones would exhibit TP inhibitory activity. The pyrazolo[1,5-a][1,3,5]triazine nucleus was constructed using a reaction that annulated the 1,3,5-triazine ring onto a pyrazole scaffold. Among the 52 compounds synthesized and tested, it was found that 1,3-dihydro-pyrazolo[1,5-a][1,3,5]triazin-2-thioxo-4-ones

  胸苷磷酸化酶（TP）是一种促进肿瘤生长和转移的酶，因此是有吸引力的可药物治疗靶标。使用已报道的TP抑制剂7-脱氮黄嘌呤（7DX）作为先导化合物；进行这项研究是为了评估吡唑并[1,5- a ] [1,3,5]三嗪-2,4-二酮和吡唑并[1,5- a ] [1,3,5]三嗪-2- thioxo-4-ones将表现出TP抑制活性。吡唑并[1,5- a ] [1,3,5]三嗪核是通过将1,3,5-三嗪环环化到吡唑支架上的反应构建的。在合成和测试的52种化合物中，发现1,3-二氢-吡唑并[1,5- a ] [1,3,5] triazin-2-thioxo-4-ones对TP表现出不同程度的抑制活性。 。最好的化合物17p带有对位取代的五氟硫基的，其IC 50值为0.04μM， 在相同的生物测定条件下，其效价是7DX（IC 50 = 32μM）的800倍左右。研究结果表明，在吡唑并[1,5- a ] [1
• Efficient, microwave-mediated synthesis of benzothiazole- and benzimidazole-based heterocycles
  作者：Ahmed F. Darweesh、Ahmed E. M. Mekky、Amani A. Salman、Ahmad M. Farag

  DOI：10.1007/s11164-015-2279-8

  日期：2016.5

  derivatives via their reactions with the appropriate aminopyrazoles and aminotriazole under both microwave and thermal reaction conditions. They have been also utilized as reactive synthons for the construction of novel pyrimido[1,2- a ]benzimidazole, pyrido[1,2- a ]benzimidazole, pyrimidine, isoxazole and pyrazole heterocycles pendent to benzothiazole and benzimidazole ring systems.

  1-（苯并噻唑-2-基）-3-（ N ， N- 二甲基氨基）-2-（苯磺酰基）丙-2-烯-1-酮（ 3 ）和1-（1-甲基苯并咪唑-2-基）-从1-（苯并噻唑噻唑-2-基）-2-苯基磺酰基-1-乙酮的反应中获得3-（ N ， N- 二甲基氨基）-2-（苯基磺酰基）丙-2-烯-1-酮（ 4 ）。 （ 1 ）和1-（1-甲基-1 H- 苯并咪唑-2-基）-2-（苯磺酰基）-1-乙酮（ 2 ）分别具有 N ， N- 二甲基甲酰胺二甲基乙缩醛。烯胺砜 3 和 4 通过在以下两种条件下与合适的氨基吡唑和氨基三唑反应，它们被用作合成新型吡唑并[1,5- a ]嘧啶和[1,2,4]-三唑并[1,5- a ]嘧啶衍生物的通用结构单元 微波和热反应条件。它们也已被用作反应性合成子，用于构建与苯并噻唑和苯并咪唑环系相关的新型嘧啶并[1,2- a ]苯并咪唑，吡啶并[1,2- a ]苯并咪唑，嘧啶，异恶唑和吡唑杂环。