3-氯-2-羟基-5-(三氟甲基)吡啶 | 76041-71-9

• 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: 3-氯-2-羟基-5-(三氟甲基)吡啶
• 中文别名: 3-氟-2羟基-5-三氟甲基吡啶；2-羟基-3-氯-5-三氟甲基吡啶
• 英文名称: 3-chloro-5-(trifluoromethyl)pyridin-2-ol
• 英文别名: 3-chloro-5-trifluoromethyl-2-pyridone；3-chloro-5-(trifluoromethyl)-1H-pyridin-2-one
• CAS: 76041-71-9
• 化学式: C₆H₃ClF₃NO
• mdl: MFCD00153095
• 分子量: 197.544
• InChiKey: AJPOOWWMZOPUCG-UHFFFAOYSA-N

物化性质

• 熔点：
  159-161 °C (lit.)
• 沸点：
  234.6±40.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi,T
• 安全说明：
  S26,S36/37,S45
• 危险类别码：
  R25
• WGK Germany：
  3
• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温，惰性气体

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 3-Chloro-5-(trifluoromethyl)-2-pyridinol
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 76041-71-9

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SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Acute toxicity, Oral (Category 2), H300
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
T Toxic R25, R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Danger
Hazard statement(s)
Fatal if swallowed.
Causes skin irritation.
Causes serious eye irritation.
May cause respiratory irritation.
Precautionary statement(s)
Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
Wash hands thoroughly after handling.
P301 + P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/
physician.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C6H3ClF3NO
Molecular Weight : 197,54 g/mol
CAS-No. : 76041-71-9
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
3-Chloro-5-(trifluoromethyl)-2-pyridinol
CAS-No. 76041-71-9 Acute Tox. 2; Skin Irrit. 2; Eye <= 100 %
Irrit. 2; STOT SE 3; H300,
H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
3-Chloro-5-(trifluoromethyl)-2-pyridinol
CAS-No. 76041-71-9 T, R25 - R36/37/38 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Take victim immediately to hospital. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

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SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx), Hydrogen chloride gas, Hydrogen fluoride
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Wear respiratory protection. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

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SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Avoid contact with skin, eyes and clothing. Wash hands before breaks and immediately after handling
the product.
Personal protective equipment
Eye/face protection
Face shield and safety glasses Use equipment for eye protection tested and approved under
appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N100 (US) or type P3 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use
respirators and components tested and approved under appropriate government standards such
as NIOSH (US) or CEN (EU).
Control of environmental exposure
Prevent further leakage or spillage if safe to do so. Do not let product enter drains.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 159 - 161 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- log Pow: 2,49
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents, Strong acids
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

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SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available

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SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
T Toxic
R25 Toxic if swallowed.
R36/37/38 Irritating to eyes, respiratory system and skin.
Further information
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途

3-氯-2-羟基-5-(三氟甲基)吡啶是一种有用的研究化学品。

反应信息

• 作为反应物：
  描述：

  3-氯-2-羟基-5-(三氟甲基)吡啶 在 三溴氧磷 作用下， 反应 6.0h， 以58%的产率得到2-溴-3-氯-5-(三氟甲基)吡啶
  参考文献：
  名称：

  一种用于合成抗癌辅助类药物的吡啶类医药中 间体的制备方法

  摘要：

  本发明涉及医药化学领域，公开了一种用于合成抗癌辅助类药物的吡啶类医药中间体2-溴-3-氯-5-三氟甲基吡啶的合成方法，步骤为：（1）6-羟基烟酸与氢氟酸、四氟化硫在100～120℃、0.1~0.3MPa压力下反应，加水得到2-羟基-5-三氟甲基吡啶；（2）与N-氯代丁二酰亚胺反应，用水沉淀得到3-氯-5-三氟甲基-2-羟基吡啶；（3）加入过量三溴氧磷，145～160℃反应5～8小时；冷却后-5～0℃激烈搅拌，萃取后合并有机相，干燥、过滤、旋干并用硅胶柱纯化。该方法原料易得，成本较低适合工业化生产，产率超过38%。

  公开号：

  CN102875453B
• 作为产物：
  描述：

  2,3-二氯-5-三氟甲基吡啶 在 水 、 sodium hydride 作用下， 反应 24.0h， 以60%的产率得到3-氯-2-羟基-5-(三氟甲基)吡啶
  参考文献：
  名称：

  吡啶环上连接的三氟甲基的醇解

  摘要：

  在二甲基甲酰胺溶液中，对5-氯-3-三氟甲基吡啶（2）进行三氟乙氧基化和甲氧基化，生成5-氯-3-三（三氟乙氧基）甲基吡啶（2a）和3-氯烟酸酸酐（2b）的二甲基缩酮，氟为氟分别离开团体。2,3-二氯-5-三氟甲基吡啶（3）的相应反应仅产生以氯为离去基团的2-烷氧基取代的产物Ca和3b，以及通过溶剂二甲基甲酰胺的作用而形成的2-二甲基氨基产物3c。作为亲核试剂。还讨论了它们在反应行为和可能机理上的差异。

  DOI：

  10.1016/0022-1139(96)03444-6

文献信息

• Compounds and uses thereof for decreasing activity of hormone-sensitive lipase
  申请人：——

  公开号：US20030166644A1

  公开（公告）日：2003-09-04

  Use of compounds to inhibit hormone-sensitive lipase, pharmaceutical compositions comprising the compounds, methods of treatment employing these compounds and compositions, and novel compounds. The present compounds are inhibitors of hormone-sensitive lipase and may be useful in the treatment and/or prevention of medical disorders where a decreased activity of hormone-sensitive lipase is desirable.

  使用化合物抑制激素敏感性脂肪酶，包括这些化合物的药物组合物，使用这些化合物和组合物的治疗方法，以及新化合物。目前的化合物是激素敏感性脂肪酶的抑制剂，可能在治疗和/或预防需要降低激素敏感性脂肪酶活性的医学疾病中有用。
• Novel 1,3,4-oxadiazole thioether derivatives containing flexible-chain moiety: Design, synthesis, nematocidal activities, and pesticide-likeness analysis
  作者：Jixiang Chen、Chengqian Wei、Sikai Wu、Yuqin Luo、Rong Wu、Deyu Hu、Baoan Song

  DOI：10.1016/j.bmcl.2020.127028

  日期：2020.4

  Seventy-two novel 1,3,4-oxadiazole thioether derivatives containing different flexible-chain moieties were designed and synthesized. The nematicidal activities of all the title compounds were evaluated, and some compounds showed excellent nematicidal activities against citrus nematodes. The compounds 15, 16, 18, 27, 41, 42, 44, 53, and 71 had the mortality to citrus nematodes of 92.5, 93.7, 90.3, 91

  设计并合成了72个含有不同柔性链部分的新型1,3,4-恶二唑硫醚衍生物。评价了所有标题化合物的杀线虫活性，并且某些化合物对柑橘线虫显示出优异的杀线虫活性。化合物15、16、18、27、41、42、44、53和71在浓度为5％时对柑橘线虫的死亡率为92.5％，93.7％，90.3％，91.5％，92.6％，92.8％，93.5％，91.3％和91.0％。 100 mg / L，优于阿维菌素对照剂（85.9％）。在测试浓度降至50 mg / L之后，化合物16、42、44、53和71的杀线虫活性仍优于阿维菌素（65.1％），死亡率分别为72.3、71.3、70.6、71.1，和73.9％。化合物16、42、44、53和71的LC50值为16.3、18.8、20.8、17.5，和14.7 mg / L，优于市售的阿维菌素阳性对照剂（24.8 mg / L）。同时，对农药样的定性和定量分析表明，化
• [EN] COMPOUNDS AND COMPOSITIONS FOR USE IN TREATING SKIN DISORDERS<br/>[FR] COMPOSÉS ET COMPOSITIONS POUR LEUR UTILISATION DANS LE TRAITEMENT DE TROUBLES CUTANÉS
  申请人：KAMARI PHARMA LTD

  公开号：WO2021154966A1

  公开（公告）日：2021-08-05

  Provided herein is a compound of formula (XXXII) or a pharmaceutically acceptable salt, solvate, hydrate, stereoisomer thereof or a physiologically functional derivative thereof, wherein R1, R2, R3, G, A, E, n, p, and q are defined herein. Also provided herein are compositions comprising a compound of formula (XXXII), and methods of using a compound of formula (XXXII), e.g., in the treatment or prevention of skin disorders.

  提供了一种公式（XXXII）的化合物或药用可接受的盐、溶剂化物、水合物、立体异构体或生理功能衍生物，其中R1、R2、R3、G、A、E、n、p和q在此定义。此外，还提供了包含公式（XXXII）化合物的组合物，以及使用公式（XXXII）化合物的方法，例如，在治疗或预防皮肤病中的应用。
• Discovery of flufenoxystrobin: Novel fluorine-containing strobilurin fungicide and acaricide
  作者：Lin Li、Miao Li、Huiwei Chi、Jichun Yang、Zhinian Li、Changling Liu

  DOI：10.1016/j.jfluchem.2016.03.013

  日期：2016.5

  exhibited excellent fungicidal activities against Erysiphe graminis protecting wheat at 1.56 mg L−1 concentration and compounds 2a showed a moderately high acaricidal activity at 10 mg L−1. Field trials showed the fungicidal activities of compounds 2a and 2c is almost equivalent to that of pyraclostrobin, higher than that of triadimefon and the acaricidal activity of compound 2a is almost equivalent to that

  为了发现具有高活性的新球果伞素类似物，利用中间衍生化方法（IDM）合成了一系列新的含氟球果伞素衍生物。通过1 H和19 F核磁共振（NMR），IR和元素分析鉴定了这些化合物。在温室生物测定初步表明，化合物2A（SYP-3759，flufenoxystrobin）和2c中显示出优异的针对杀菌活性菌白粉1.56毫克保护小麦大号-1浓度和化合物2a中以10毫克的L表现出适度高的杀螨活性-1。田间试验表明，化合物2a和2c的杀真菌活性几乎与吡菌酯的杀真菌活性相当，高于三唑酮，而化合物2a的杀螨活性几乎与吡虫啉的杀螨活性相等，但比氟嘧啶的杀真菌活性低。哺乳动物的初步毒理学结果表明化合物2a是一种低毒化合物。总之，化合物2a是有希望的进一步开发的候选化合物。化合物2a的哺乳动物毒理学和生态毒理学正在进行中。
• POLYCYCLIC PYRAZOLINONE DERIVATIVE AND HERBICIDE COMPRISING SAME AS EFFECTIVE COMPONENT THEREOF
  申请人：SAGAMI CHEMICAL RESEARCH INSTITUTE

  公开号：US20160024110A1

  公开（公告）日：2016-01-28

  Provided are a polycyclic pyrazolinone derivative indicated by general formula (1) (in the formula, R 1 , X 1 , X 2 , X 3 , and Y indicate the definitions provided in the Specification) and a herbicide comprising same as effective component thereof.

  提供了一个由通式（1）表示的多环吡唑酮衍生物（在该式中，R1、X1、X2、X3和Y表示规范中提供的定义），以及包含其作为有效成分的除草剂。