4,5-二氯-2-羟基甲基-2,3-二氢哒嗪-3-酮 | 51355-97-6

• 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: 4,5-二氯-2-羟基甲基-2,3-二氢哒嗪-3-酮
• 中文别名: 51355-97-64,5-二氯-2-羟基甲基-2,3-二氢哒嗪-3-酮
• 英文名称: 4,5-dichloro-2-(hydroxymethyl)pyridazin-3(2H)-one
• 英文别名: 2-hydroxymethyl-4,5-dichloro-pyridazin-3(2H)-one；4,5-dichloro-2-hydroxymethyl-3(2H)-pyridazinone；N-hydroxymethyl-4,5-dichloropyridazin-3(2H)-one；1-hydroxymethyl-4,5-dichloropyridazin-6-one；4,5-dichloro-2-hydroxymethyl-2H-pyridazin-3-one；4,5-dichloro-2-(hydroxymethyl)pyridazin-3-one
• CAS: 51355-97-6
• 化学式: C₅H₄Cl₂N₂O₂
• 分子量: 195.005
• InChiKey: IUNZCCKUTRMPSF-UHFFFAOYSA-N

物化性质

• 沸点：
  261.9±50.0 °C(Predicted)
• 密度：
  1.72±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R20/21/22,R36/37/38
• 海关编码：
  2933990090
• 安全说明：
  S26,S36/37/39

SDS

Name:	4 5-Dichloro-2-(hydroxymethyl)-2 3-dihydropyridazin-3-one 97% Material Safety Data Sheet
Synonym:
CAS:	51355-97-6

Section 1 - Chemical Product MSDS Name:4 5-Dichloro-2-(hydroxymethyl)-2 3-dihydropyridazin-3-one 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
51355-97-6	4,5-Dichloro-2-(hydroxymethyl)-2,3-dih	97%	unlisted

Hazard Symbols: XN
Risk Phrases: 20/21/22 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed.
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
May cause skin irritation. Harmful if absorbed through the skin.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
Harmful if inhaled. Causes respiratory tract irritation.
Chronic:
Not available.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 51355-97-6: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: tan
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 97 - 98 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C5H4Cl2N2O2
Molecular Weight: 195

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 51355-97-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4,5-Dichloro-2-(hydroxymethyl)-2,3-dihydropyridazin-3-one - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
WGK (Water Danger/Protection)
CAS# 51355-97-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 51355-97-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 51355-97-6 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4,5-二氯-2-羟基甲基-2,3-二氢哒嗪-3-酮 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 生成 4,5-二氯-3-羟基哒嗪
  参考文献：
  名称：

  Pyridazines. Part 35:Traceless Solid PhaseSynthesis of 4,5- and 5,6-Diaryl-3(2H)-pyridazinones

  摘要：

  利用二氢吡喃功能化树脂开发了一种无痕固相合成 3(2H)-哒嗪酮的新方法。该方法通过铃木交叉偶联反应和促进逆烯碎片的裂解条件，制备出了多种二芳基哒嗪酮。

  DOI：

  10.1055/s-2003-39882
• 作为产物：
  描述：

  聚合甲醛 、 4,5-二氯-3-羟基哒嗪 以 水 为溶剂， 反应 1.5h， 以57.5%的产率得到4,5-二氯-2-羟基甲基-2,3-二氢哒嗪-3-酮
  参考文献：
  名称：

  设计，合成和研究新型的二苯基取代的哒嗪酮衍生物作为胆碱酯酶和Aβ聚集抑制剂。

  摘要：

  背景：关于平均预期寿命的增长，在过去的几十年中，与年龄有关的痴呆症最常见的形式是阿尔茨海默病（AD），这已成为对65岁以上人口的主要威胁。大多数的AD疗法集中在胆碱能和淀粉样蛋白假说。 目的：本研究设计，合成和研究了三系列的二苯基-2-（2-（4-取代的哌嗪-1-基）乙基）哒嗪-3（2H）-一衍生物抑制两种胆碱酯酶的能力。和淀粉样β聚集。 方法：采用改良的Ellman方法测定合成化合物对AChE（来自电鳗）和BChE（来自马血清）的抑制活性。进行了报道的基于硫黄素T的荧光测定，以研究所选化合物对Aβ1-42聚集的影响。在3T3细胞系中监测化合物（4g，11g和18g）的细胞毒性作用，以通过使用MTT分析了解化合物的治疗潜力。从RCSB蛋白质数据库中检索AChE（1EVE）和BChE（1P0I）酶的晶体结构，并使用分子操作环境（MOE）软件对配体进行分子对接。 结果：在测试的化合物中，5,6

  DOI：

  10.2174/1573406414666180524073241

文献信息

• Substituent-dependence of photophysical properties of<i>trans</i>-2-styrylpyridazin-3(2<i>H</i>)-ones
  作者：Bo Ram Kim、Su-Dong Cho、Hyung-Geun Lee、Heung-Seop Yim、Min-Jung Kim、Jaeyoung Hwang、Song-Eun Park、Jeum-Jong Kim、Kwang-Ju Jung、Yong-Jin Yoon

  DOI：10.1002/jhet.137

  日期：2009.7

  trans-2-(p-substituted-styryl)pyridazin-3(2H)-ones and , the magnitude of the solvatochromic shifts and the shape of the fluorescence spectra depend on the number and/or the position of substituents in benzene ring. The emission maximum of trans-2-styrylpyridazin-3(2H)-ones involving the electron-donating group is larger than one of trans-2-styrylpyridazin-3(2H)-ones involving the electron-withdrawing group

  反式-2-苯乙烯基哒嗪-3（2 H）-ones的光物理行为 在很大程度上取决于THF中苯环上取代基的数量和位置， 二氯甲烷，乙腈和甲醇。的吸收光谱在对位含有给电子取代基的电子显示出红移，而含有吸电子取代基的化合物显示出蓝移。对于反式-2-（p-取代的苯乙烯基）哒嗪-3（2 H）- 和 溶剂变色位移的大小和荧光光谱的形状取决于苯环中取代基的数目和/或位置。发射最大值的反式-2- styrylpyridazin-3（2 ħ） -酮涉及供电子基团是比1大的反式-2- styrylpyridazin-3（2 ħ） -酮涉及吸电子基团在苯基戒指。发射最大值的大小大致与苯环取代基的相对吸电子能力平行。J.杂环化​​学，（2009）。
• Retro-ene reaction. II. Reaction of 4,5-dichloro-1-hydroxy-methylpyridazin-6-one with alkyl halides and carboxylic acid chlorides
  作者：Sung-Kyu Kim、Su-Dong Cho、Deok-Heon Kweon、Sang-Gyeong Lee、Joo-Wha Chung、Sung Chul Shin、Yong-Jin Yoon

  DOI：10.1002/jhet.5570330205

  日期：1996.3

  thylcarboxylates were synthesized from 4,5-dichloro-1-hydroxymethylpyridazin-6-one and the corresponding alkyl halides or carboxylic acid chlorides. Also the reaction mechanisms via a fragmentation of retro-ene type are discussed.

  由4，5-二氯-1-羟甲基哒嗪-6-一和相应的烷基合成1-烷基-4，5-二氯哒嗪-6-oncs和（4,5-二氯-6-氧杂哒嗪-1-基）甲基羧酸酯。卤化物或羧酸氯化物。还讨论了通过逆烯型断裂的反应机理。
• Reaction of 1-chloromethyl-4,5-dichloropyridazin-6-one
  作者：Hyun-A Chung、Young-Jin Kang、Yong-Jin Yoon

  DOI：10.1002/jhet.5570350603

  日期：1998.11

  Reaction of 1-chloromethyl-4,5-dichloropyridazin-6-one with some nucleophiles such as sodium methoxide, sodium azide, 2-mercaptopyrimidine and phenol gave 2, 3, 4, 7, 8 and 10. 5-Chloro-4-phenoxypyridazin-6-one (10) was also synthesized from 8 through 9.

  1-氯甲基-4,5-二氯哒嗪-6-与一些亲核试剂如甲醇钠，叠氮化钠，2-巯基嘧啶和苯酚的反应得到2、3、4、7、8和10。还从8到9合成了5-Chloro-4-phenoxypyridazin-6-one（10）。
• Synthesis of novel pyridazine acyclonucleosides
  作者：Su-Dong Cho、Joo-Wha Chung、Woo-Yong Choi、Sung-Kyu Kim、Yong-Jin Yoon

  DOI：10.1002/jhet.5570310517

  日期：1994.9

  Some pyridazine acyclonucleosides containing hydroxymethyl and 4-hydroxybutyl groups as an alkanol side chain were prepared. Nucleophilic displacement of N1-alkyl-4,5-dichloropyridazin-6-ones is discussed.

  制备一些含有羟甲基和4-羟丁基作为烷醇侧链的哒嗪无环核苷。讨论了N 1-烷基-4,5-二氯哒嗪-6-ones的亲核取代。
• Synthesis and photochemical properties of<i>trans</i>‐2‐(2‐aryl‐ or heteroarylvinyl)‐4,5‐dichloropyridazin‐3(2<i>H</i>)‐ones
  作者：Heung‐Seop Yim、Mi‐Ra Kim、Gi‐Hyeon Sung、Hyun‐A Chung、Jin‐Kook Lee、Sang‐Gyeong Lee、Yong‐Jin Yoon

  DOI：10.1002/jhet.5570450126

  日期：2008.1

  trans-2-(2-Aryl- or heteroarylvinyl)-4,5-dichloropyridazin-3(2H)-ones 3 were synthesized from 4,5-dichloropyridazin-3(2H)-one via 2 step. The photochemical behavior of 3 in THF, methylene chloride, acetonitrile and methanol is dependent on the kind of aryl or heterocyclic ring and the solvent polarity

  反式-2-（2-芳基-或heteroarylvinyl）-4,5-二氯哒嗪-3（2 H ^） -酮3从4,5-二氯哒嗪-3（2合成ħ） -酮通过2步骤。3在THF，二氯甲烷，乙腈和甲醇中的光化学行为取决于芳基或杂环的种类以及溶剂的极性