6-氯吡啶-3-甲酰肼 | 168893-66-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 6-氯吡啶-3-甲酰肼
• 中文别名: 6-氯烟酰肼
• 英文名称: 6-chloropyridine-3-carboxylic acid hydrazide
• 英文别名: 6-chloropyridine-3-carbohydrazide；6-chloronicotinic acid hydrazide；6-chloro-3-pyridinecarbohydrazide
• CAS: 168893-66-1
• 化学式: C₆H₆ClN₃O
• mdl: MFCD00221429
• 分子量: 171.586
• InChiKey: BIECNFYNFQQRRP-UHFFFAOYSA-N

物化性质

• 熔点：
  250 °C
• 密度：
  1.404±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

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

SDS

Name:	6-Chloropyridine-3-carbohydrazide 95+% Material Safety Data Sheet
Synonym:	6-Chloropyridine-3-carboxylicacidhydrazid
CAS:	168893-66-1

Section 1 - Chemical Product MSDS Name:6-Chloropyridine-3-carbohydrazide 95+% Material Safety Data Sheet
Synonym:6-Chloropyridine-3-carboxylicacidhydrazid

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
168893-66-1	6-Chloropyridine-3-carbohydrazide	95+%	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:
Causes 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# 168893-66-1: 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: off-white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 172 - 174 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: C6H6ClN3O
Molecular Weight: 172

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Oxidizing agents, reducing agents, acids, acid chlorides.
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# 168893-66-1 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
6-Chloropyridine-3-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: 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# 168893-66-1: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 168893-66-1 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 168893-66-1 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：

  6-氯吡啶-3-甲酰肼 在 三乙胺 、 三氯氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 6.5h， 生成 2-(6-chloropyridin-3-yl)-5-(4-nitrophenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  一些新型1,3,4-恶二唑衍生物的合成及其抗菌活性评价

  摘要：

  摘要 对于世界各地的研究人员来说，微生物感染的治疗仍然是一个重要的健康问题。尽管当今的抗菌药物种类繁多，但在使用抗菌药物方面仍存在某些障碍，例如耐药性和毒性。因此，药物化学家专注于设计新型抗菌药物。寻找新的抗菌剂；1,3,4-恶二唑化合物因其水解稳定性、良好的化学和热稳定性而应运而生。在本工作的范围内，使用6-氯-N '-(取代苯甲酰基)烟酰肼合成了 2-(6-chloropyridin-3-yl)-5-(取代苯基)-1,3,4-恶二唑 ( 4a – 4i ) ( 3a – 3i）。筛选这些化合物对革兰氏阳性菌金黄色葡萄球菌、粪肠球菌、革兰氏阴性菌大肠杆菌、铜绿假单胞菌、酵母近平滑念珠菌、白色念珠菌、光滑念珠菌的抗菌活性。在 1,3,4-恶二唑化合物中，4h对粪肠球菌和4b、4f和4g对大肠杆菌的 MIC 50值为 62.50 µg/mL。

  DOI：

  10.1080/00397911.2022.2060751
• 作为产物：
  描述：

  6-氯烟酸甲酯 在 一水合肼 作用下， 以 乙醇 为溶剂， 以80%的产率得到6-氯吡啶-3-甲酰肼
  参考文献：
  名称：

  作为阿尔茨海默病多靶点抑制剂的新型烟酰肼衍生物的设计、合成、生物活性评估和计算机研究

  摘要：

  通过相应的酰肼与醛的缩合反应合成了一系列新的6-氯-N '-(取代亚苄基)烟酰肼。测试了所有化合物的 AChE 和 BuChE 抑制活性。化合物P5、P7、P9、P10和P12表现出显着的 AChE 抑制效力。其中，具有对硝基取代基的化合物P5是对 AChE 最有效的衍生物，其 IC 50值为 0.027 ± 0.001 µM。之后，选择的化合物P5、P7、P9、P10和P12的 BACE-1 和 β-淀粉样蛋白斑块抑制效力进行了评估。其中，化合物P5对BACE-1酶和β-淀粉样蛋白斑块的抑制率最高。使用 AChE 和 BACE-1 晶体进行分子对接研究以确定化合物与酶活性位点的相互作用。此外，我们评估了化合物的 ADMET 特性，发现它们的血脑屏障 (BBB) 渗透性也很高。

  DOI：

  10.1016/j.molstruc.2022.133441

文献信息

• Polycyclic N-Benzamido Imides with Potent Activity against Vaccinia Virus
  作者：Eva Torres、María D. Duque、Pelayo Camps、Lieve Naesens、Teresa Calvet、Mercè Font-Bardia、Santiago Vázquez

  DOI：10.1002/cmdc.201000306

  日期：2010.12.3

  The synthesis and antiviral activity of a series of novel polycyclic analogues of the orthopoxvirus egress inhibitor tecovirimat (ST-246) is presented. Several of these compounds display sub-micromolar activity against vaccinia virus, and were more potent than cidofovir (CDV). The more active compounds were about 10-fold more active than CDV, with minimum cytotoxic concentrations above 100 μM. Chemical

  介绍了正痘病毒出口抑制剂 tecovirimat (ST-246) 的一系列新型多环类似物的合成和抗病毒活性。其中一些化合物对牛痘病毒表现出亚微摩尔活性，并且比西多福韦 (CDV) 更有效。活性更高的化合物的活性比 CDV 高约 10 倍，最小细胞毒性浓度高于 100 μM。对化合物中存在的两个碳-碳双键进行化学操作，以进一步探索这些新型多环酰亚胺的构效关系。两个碳-碳双键的氢化降低了抗病毒活性，而双键的环丙烷化或环氧化完全消除了抗病毒活性。
• [EN] COMPOUNDS<br/>[FR] COMPOSÉS
  申请人：UCL BUSINESS LTD

  公开号：WO2020043866A1

  公开（公告）日：2020-03-05

  A compound for use in the treatment of a disease ameliorated by the inhibition of Notum of formula (I): (I)

  一种用于治疗通过抑制公式（I）中的Notum改善的疾病的化合物：（I）
• [EN] SUBSTITUTED TRIAZOLE DERIVATIVES AS OXYTOCIN ANTAGONISTS<br/>[FR] DERIVES DE TRIAZOLES SUBSTITUES EN TANT QU'ANTAGONISTES DE L'OXYTOCINE
  申请人：PFIZER LTD

  公开号：WO2005028452A1

  公开（公告）日：2005-03-31

  The present invention relates to a class of substituted 1,2,4-triazoles of formula (I) with activity as oxytocin antagonists, uses thereof, processes for the preparation thereof and compositions containing, said, inhibitors. These inhibitors have utility in a variety of therapeutic areas including sexual dysfunction, particularly premature ejaculation (P.E.).

  本发明涉及一类具有催产素拮抗活性的取代1,2,4-三唑化合物（I）的用途，其制备方法以及含有该类抑制剂的组合物。这些抑制剂在包括性功能障碍在内的多种治疗领域具有用途，特别是早泄（P.E.）。
• Chemical Compounds
  申请人：Turnbull Philip Stewart

  公开号：US20090170907A1

  公开（公告）日：2009-07-02

  This invention relates to non-steroidal compounds that are modulators of androgen, glucocorticoid, mineralocorticoid, and progesterone receptors, and also to the methods for the making and use of such compounds.

  这项发明涉及非甾体化合物，它们是雄激素、糖皮质激素、矿质皮质激素和孕激素受体的调节剂，以及这些化合物的制备和使用方法。
• Comparison of affinity ranking by target-directed dynamic combinatorial chemistry and surface plasmon resonance
  作者：Priska Frei、Marleen Silbermann、Tobias Mühlethaler、Xiaohua Jiang、Oliver Schwardt、Rachel Hevey、Beat Ernst

  DOI：10.24820/ark.5550190.p010.913

  日期：——

  Target-directed dynamic combinatorial chemistry (tdDCC) is a powerful method to screen ligands for pharmacologically relevant targets. Generating a dynamic library from reversibly reacting building blocks in the presence of a target protein leads to the amplification of the most potent library constituents. In previous studies on tdDCC, these compounds were identified in a qualitative “hit/no-hit”-manner

  靶向动态组合化学 (tdDCC) 是一种有效的方法来筛选药理学相关靶标的配体。在目标蛋白存在的情况下，通过可逆反应构建块生成动态库会导致最有效的库成分放大。在之前对 tdDCC 的研究中，这些化合物以定性的“命中/未命中”方式被鉴定。然而，扩增程度与文库成分亲和力之间的精确关系尚未得到评估。为了研究扩增-亲和力关系，我们比较了 tdDCC 实验，采用可逆酰腙形成和细菌粘附素 FimH 作为靶标，通过表面等离子体共振确定文库成分的亲和力。