1-甲基-6-氧代-1,4,5,6-四氢哒嗪-3-甲酸 | 33548-32-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 1-甲基-6-氧代-1,4,5,6-四氢哒嗪-3-甲酸
• 中文别名: 1-甲基-6-氧代-1,4,5,6-四氢吡嗪e-3-羧酸
• 英文名称: 1-methyl-6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylic acid
• 英文别名: 1-methyl-6-oxo-4,5-dihydropyridazine-3-carboxylic acid
• CAS: 33548-32-2
• 化学式: C₆H₈N₂O₃
• mdl: MFCD06496437
• 分子量: 156.141
• InChiKey: QAMPBVPSOZEYTC-UHFFFAOYSA-N

物化性质

• 熔点：
  159-160 °C
• 沸点：
  308.9±25.0 °C(Predicted)
• 密度：
  1.45±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  70
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Methyl-6-oxo-4,5-dihydropyridazine-3-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: 1-Methyl-6-oxo-4,5-dihydropyridazine-3-carboxylic acid
CAS number: 33548-32-2

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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: C6H8N2O3
Molecular weight: 156.1

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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.

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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：

  1-甲基-6-氧代-1,4,5,6-四氢哒嗪-3-甲酸 在 1,2-二溴乙烷 、 N,N-二异丙基乙胺 、 锌 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 33.5h， 生成 N-(6-(3-chlorobenzyl)pyridazin-3-yl)-1-methyl-6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxamide
  参考文献：
  名称：

  [EN] COMPOUNDS AND USES THEREOF
  [FR] COMPOSÉS ET LEURS UTILISATIONS

  摘要：

  本发明涉及对神经系统疾病和原发性脑癌治疗中有用的化合物。本发明的化合物，单独或与其他药用活性剂结合使用，可用于治疗或预防神经系统疾病和原发性脑癌。

  公开号：

  WO2020198026A1
• 作为产物：
  描述：

  methyl 1-methyl-6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylate 在 盐酸 、 水 作用下， 生成 1-甲基-6-氧代-1,4,5,6-四氢哒嗪-3-甲酸
  参考文献：
  名称：

  Teotino; Cignarella, Gazzetta Chimica Italiana, 1959, vol. 89, p. 1200,1204, 1206

  摘要：

  DOI：

文献信息

• Synthesis, tautomeric forms, specific intermolecular interactions, and lipophilicity of methylated 6-hydroxypyridazine-3-carboxylic acid and its 4,5-dihydro analogs
  作者：Anna Katrusiak、Paweł Piechowiak、Andrzej Katrusiak

  DOI：10.1016/j.molstruc.2011.05.016

  日期：2011.7

  derivatives. Carboxylic acid 2 preferably crystallizes as a hydrate, built of carboxylate anions and hydronium cations 2− H3O+, hydrogen bonded into catemeric patterns involving both ions. In methyl 4,5-dihydro-6-oxopyridazine-3-carboxylate (4A) the molecules are NH⋯O hydrogen bonded into chains. In both structures 2− H3O+ and 4A, there are relatively strong CH⋯O hydrogen bonds, arranging the molecules

  摘要 已经研究了一系列甲基化 4,5-二氢-6-羟基哒嗪-3-羧酸和 6-羟基哒嗪-3-羧酸（1 和 2）的甲基化对分子间相互作用和亲脂性的影响。在溶液中，它们以内酰胺和内酰胺互变异构体的平衡状态存在，类似物 1 和 2 的相反偏好会影响其甲基化衍生物的合成。羧酸 2 优选以水合物的形式结晶，由羧酸根阴离子和水合氢阳离子 2- H3O+ 构成，氢键结合成涉及这两种离子的分子式模式。在 4,5-dihydro-6-oxopyridazine-3-carboxylate (4A) 中，分子由 NH⋯O 氢键连接成链。在 2− H3O+ 和 4A 两种结构中，都有相对较强的 CH⋯O 氢键，将分子排列成片状。
• [EN] TRIAZOLE BETA CARBOLINE DERIVATIVES AS ANTIDIABETIC COMPOUNDS<br/>[FR] DÉRIVÉS DE LA BÊTA CARBOLINE TRIAZOLE CONSTITUANT DES COMPOSÉS ANTIDIABÉTIQUES
  申请人：MERCK SHARP & DOHME

  公开号：WO2010051177A1

  公开（公告）日：2010-05-06

  Beta-carboline derivatives of structural formula (I) are selective antagonists of the somatostatin subtype receptor 3 (SSTR3) and are useful for the treatment of Type 2 diabetes mellitus and of conditions that are often associated with this disease, including hyperglycemia, insulin resistance, obesity, lipid disorders, and hypertension. The compounds are also useful for the treatment of depression and anxiety.

  结构式(I)的β-咔啉衍生物是生长抑素亚型受体3 (SSTR3)的选择性拮抗剂，可用于治疗2型糖尿病以及通常与该疾病相关的病症，包括高血糖、胰岛素抵抗、肥胖、脂质紊乱和高血压。这些化合物还可用于治疗抑郁症和焦虑症。
• [EN] ANTIBACTERIAL AMIDE AND SULFONAMIDE SUBSTITUTED HETEROCYCLIC UREA COMPOUNDS<br/>[FR] COMPOSÉS URÉE HÉTÉROCYCLIQUES SUBSTITUÉS PAR AMIDE ET SULFONAMIDE ANTIBACTÉRIENS
  申请人：REPLIDYNE INC

  公开号：WO2009015208A1

  公开（公告）日：2009-01-29

  The present invention provides novel amide and sulfonamide substituted heterocyclic urea compounds having useful antibacterial activity. Use of these compounds as pharmaceutical compositions and method of their production are also provided.

  本发明提供了具有有用抗菌活性的新型酰胺和磺胺基取代的杂环脲化合物。同时还提供了将这些化合物用作药物组合物以及它们的生产方法。
• BETA CARBOLINE DERIVATIVES AS ANTIDIABETIC COMPOUNDS
  申请人：Dobbelaar Peter H.

  公开号：US20100184758A1

  公开（公告）日：2010-07-22

  Beta-carboline derivatives of structural formula I are selective antagonists of the somatostatin subtype receptor 3 (SSTR3) and are useful for the treatment of Type 2 diabetes mellitus and of conditions that are often associated with this disease, including hyperglycemia, insulin resistance, obesity, lipid disorders, and hypertension. The compounds are also useful for the treatment of depression and anxiety.

  结构式I的β-咔啉衍生物是生长抑素亚型受体3（SSTR3）的选择性拮抗剂，可用于治疗2型糖尿病以及通常与该疾病相关的病症，包括高血糖、胰岛素抵抗、肥胖、脂质异常和高血压。这些化合物还可用于治疗抑郁症和焦虑症。
• TRIAZOLE BETA CARBOLINE DERIVATIVES AS ANTI-DIABETIC AGENTS
  申请人：Guo Liangqin

  公开号：US20110201615A1

  公开（公告）日：2011-08-18

  Beta-carboline derivatives of structural formula (I) are selective antagonists of the somatostatin subtype receptor 3 (SSTR3) and are useful for the treatment of Type 2 diabetes mellitus and of conditions that are often associated with this disease, including hyperglycemia, insulin resistance, obesity, lipid disorders, and hypertension. The compounds are also useful for the treatment of depression and anxiety.

  结构式（I）的β-咔啉衍生物是生长抑素亚型受体3（SSTR3）的选择性拮抗剂，可用于治疗2型糖尿病以及常与该疾病相关的病症，包括高血糖、胰岛素抵抗、肥胖、脂质异常和高血压。这些化合物还可用于治疗抑郁症和焦虑症。