1-甲基-1H-咪唑-5-甲酰肼 | 23585-00-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-甲基-1H-咪唑-5-甲酰肼
• 中文别名: 1-甲基-1H-咪唑-5-碳酰肼
• 英文名称: 1-methyl-1H-imidazole-5-carboxylic acid hydrazide
• 英文别名: 1-methyl-1H-imidazole-5-carbohydrazide；3-methyl-3H-imidazole-4-carboxylic acid hydrazide；3-Methyl-3H-imidazol-4-carbonsaeure-hydrazid；1-Methyl-5-carboxyhydrazid-imidazol；1-Methyl-imidazol-5-carbohydrazid；3-methylimidazole-4-carbohydrazide
• CAS: 23585-00-4
• 化学式: C₅H₈N₄O
• 分子量: 140.145
• InChiKey: CFIAOJVURKEWPG-UHFFFAOYSA-N

物化性质

• 熔点：
  186 °C
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  10
• 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：
  72.9
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2933290090

SDS

Name:	1-Methyl-1h-imidazole-5-carbohydrazide 97% Material Safety Data Sheet
Synonym:
CAS:	23585-00-4

Section 1 - Chemical Product MSDS Name:1-Methyl-1h-imidazole-5-carbohydrazide 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
23585-00-4	1-Methyl-1H-imidazole-5-carbohydrazide	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
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# 23585-00-4: 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: white
Odor: characteristic odor
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 186 - 188 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: C5H8N4O
Molecular Weight: 140.15

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 23585-00-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Methyl-1H-imidazole-5-carbohydrazide - 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: XI
Risk Phrases:
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 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 23585-00-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 23585-00-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 23585-00-4 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：

  1-甲基-1H-咪唑-5-甲酰肼 在 吡啶 、 sodium carbonate 、 甘油 作用下， 生成 1-甲基-1氢-5-醛基-咪唑
  参考文献：
  名称：

  Studies on Imidazoles. III. 1-Substituted Analogs of Histidine and Histamine

  摘要：

  DOI：

  10.1021/ja01175a062
• 作为产物：
  描述：

  1-甲基咪唑-5-甲酸甲酯 生成 1-甲基-1H-咪唑-5-甲酰肼
  参考文献：
  名称：

  Studies on Imidazoles. III. 1-Substituted Analogs of Histidine and Histamine

  摘要：

  DOI：

  10.1021/ja01175a062

文献信息

• [EN] PIPERIDINYLPYRAZOLOPYRIMIDINONES AND THEIR USE<br/>[FR] PIPÉRIDINYLPYRAZOLOPYRIMIDINONES ET LEUR UTILISATION
  申请人：BAYER PHARMA AG

  公开号：WO2016071216A1

  公开（公告）日：2016-05-12

  The present application relates to novel substituted piperidinylpyrazolopyrimidinones, to processes for their preparation, the compounds for use alone or in combinations in a method for the treatment and/or prophylaxis of diseases, in particular for the treatment and/or prophylaxis of acute and recurrent bleeding in patients with or without underlying hereditary or acquired hemostatic disorders, wherein the bleeding is associated with a disease or medical intervention selected from the group consisting of heavy menstrual bleeding, postpartum hemorrhage, hemorrhagic shock, hemorrhagic cystitis, gastrointestinal hemorrhage, trauma, surgery, transplantation, stroke, liver diseases, hereditary angioedema, nosebleed, and synovitis and cartilage damage following hemarthrosis.

  本申请涉及新型取代哌啶基吡唑吡嘧啶酮，以及它们的制备方法，这些化合物可单独或组合使用于治疗和/或预防疾病的方法中，特别是用于治疗和/或预防患有或不患有基础遗传或获得性止血障碍的患者的急性和复发性出血，其中出血与从重经期出血、产后出血、出血性休克、出血性膀胱炎、胃肠道出血、创伤、手术、移植、中风、肝脏疾病、遗传性血管性水肿、鼻血、以及血液积聚后的滑膜炎和软骨损伤等一组疾病或医疗干预有关。
• Palladium-Catalyzed Chemoselective Monoarylation of Hydrazides for the Synthesis of [1,2,4]Triazolo[4,3-<i>a</i>]pyridines
  作者：Andreas Reichelt、James R. Falsey、Robert M. Rzasa、Oliver R. Thiel、Michal M. Achmatowicz、Robert D. Larsen、Dawei Zhang

  DOI：10.1021/ol902868q

  日期：2010.2.19

  efficient and convenient method for the synthesis of [1,2,4]triazolo[4,3-a]pyridines was exemplified by the synthesis of 20 analogues bearing a variety of substituents at the 3-position. The methodology involves a palladium-catalyzed addition of hydrazides to 2-chloropyridine, which occurs chemoselectively at the terminal nitrogen atom of the hydrazide, followed by dehydration in acetic acid under microwave

  合成[1,2,4]三唑并[4,3- a ]吡啶的一种有效而方便的方法，是通过合成20个在3位带有取代基的类似物来举例说明的。该方法包括将钯催化的酰肼加成至2-氯吡啶，其在酰肼的末端氮原子上发生化学选择性，然后在微波辐射下于乙酸中脱水。
• Novel synthetic methods for N-cyano-1H-imidazole-4-carboxamides and their fungicidal activity
  作者：Wen-Chao Yang、Jing Li、Jun Li、Qiong Chen、Guang-Fu Yang

  DOI：10.1016/j.bmcl.2011.11.115

  日期：2012.2

  A novel synthetic method of N-cyanocarboxamides has been developed with advantages of mild reaction condition, simpler procedure and easy reactant-product isolation compared with the existing methods. Using this novel method, 16 new N-cyano-1H-imidazole-4-carboxamide derivatives were synthesized and their structures were characterized by spectrum analysis. Further antifungal activity study showed that

  已开发出一种新颖的N-氰基羧酰胺合成方法，该方法与现有方法相比，具有反应条件温和，操作简便，反应产物分离容易的优点。使用这种新方法，合成了16种新的N-氰基-1 H-咪唑-4-羧酰胺衍生物，并通过光谱分析对它们的结构进行了表征。进一步的抗真菌活性研究表明，大多数新合成的化合物在所测试的六种真菌中，选择性地具有良好的抗枯萎病菌的抗真菌活性。特别地，化合物12h被鉴定为最有前途的候选物，其对茄尼罗非鱼的EC 50为2.63μg/ mL 。
• Studies on Imidazoles. III. 1-Substituted Analogs of Histidine and Histamine
  作者：Reuben G. Jones、Keith C. McLaughlin

  DOI：10.1021/ja01175a062

  日期：1949.7