4-氰基-4(4-氟苯基)环己酮 | 56326-98-8

• 物质功能分类: 有机原料 - 酮类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-氰基-4(4-氟苯基)环己酮
• 中文别名: 4-氰-4-(4-氟苯基)环己酮；4-氰-4-(4-氟苯基)环己酮,98%
• 英文名称: 1-(4-fluorophenyl)-4-oxocyclohexanecarbonitrile
• 英文别名: 4-cyano-4-(4-fluorophenyl)cyclohexanone；4-cyano-4-(p-fluorophenyl)cyclohexanone；1-(4-fluoro-phenyl)-4-oxo-cyclohexanecarbonitrile；4-Cyano-4-(p-fluorphenyl)-cyclohexanon；1-(4-fluorophenyl)-4-oxocyclohexane-1-carbonitrile
• CAS: 56326-98-8
• 化学式: C₁₃H₁₂FNO
• mdl: MFCD00044815
• 分子量: 217.243
• InChiKey: FNWWTNNFZGBMEM-UHFFFAOYSA-N

物化性质

• 熔点：
  91-94°C
• 沸点：
  373.6±42.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1
• 危险品运输编号：
  UN3439
• 海关编码：
  2926909090
• 包装等级：
  III
• 危险类别：
  6.1
• 储存条件：
  室温且干燥

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 4-Cyano-4-(4-fluorophenyl)cyclohexanone
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H331: Toxic if inhaled
H302: Harmful if swallowed
H312: Harmful in contact with skin
Causes skin irritation
H315:
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P280: Wear protective gloves/protective clothing/eye protection/face protection
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

---

Section 3. Composition/information on ingredients.
Ingredient name: 4-Cyano-4-(4-fluorophenyl)cyclohexanone
CAS number: 56326-98-8

---

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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.

---

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.

---

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.

---

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.
Storage: Store in closed vessels.

---

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.

---

Section 9. Physical and chemical properties
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C13H12FNO
Molecular weight: 217.2

---

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, hydrogen fluoride.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
UN Number: UN3439 Class: 6.1 Packing group: III
Proper shipping name: NITRILES, TOXIC, SOLID, N.O.S. (4-Cyano-4-(4-fluorophenyl)cyclohexanone)

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途

4-氰-4-(4-氟苯基)环己酮用作合成新型4,4-二取代环己基苯甲酰胺衍生物的试剂，并且是一种有效的11β-HSD1抑制剂。

上下游信息

• 上游原料

  中文名称	英文名称	CAS号	化学式	分子量
  ——	methyl 5-cyano-5-(4-fluorophenyl)-2-oxocyclohexanecarboxylate	56326-95-5	C15H14FNO3	275.279

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  8-(4-氟-苯基)-1,4-二噁螺[4.5]癸烷-8-甲腈	8-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane-8-carbonitrile	56327-00-5	C15H16FNO2	261.296
  1-(4-氟苯基)-4-氧代环己烷羧酸	1-(4-fluorophenyl)-4-oxocyclohexanecarboxylic acid	80912-58-9	C13H13FO3	236.243

反应信息

• 作为反应物：
  描述：

  4-氰基-4(4-氟苯基)环己酮 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 6.0h， 生成 8-(4-氟-苯基)-1,4-二噁螺[4.5]癸烷-8-甲腈
  参考文献：
  名称：

  [EN] SUBSTITUTED ISOQUINOLINES AND ISOQUINOLINONES AS RHO KINASE INHIBITORS
  [FR] ISOQUINOLINES ET ISOQUINOLINONES SUBSTITUÉES UTILISÉES COMME INHIBITEURS DE RHO-KINASE

  摘要：

  该发明涉及用于治疗和/或预防与Rho激酶和/或Rho激酶介导的肌球蛋白轻链磷酸酶磷酸化相关疾病的配方(I)的取代异喹啉和异喹啉酮，以及含有这种化合物的组合物。

  公开号：

  WO2009156100A1
• 作为产物：
  描述：

  对氟苯乙腈 在 氢氧化钾 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 18.25h， 生成 4-氰基-4(4-氟苯基)环己酮
  参考文献：
  名称：

  一种高效，可扩展的一锅法双迈克尔加成-迪克曼缩合反应，用于合成4,4-二取代的环己烷β-酮酯

  摘要：

  描述了一种由苄基腈或由叔丁醇钾促进的丙烯酸甲酯合成4，4-二取代的环己烷β-酮酯的简单，可扩展且有效的一锅法。该过程依赖于串联双迈克尔加成-迪克曼缩合反应，该反应导致在一个单罐中（包括四元中心）形成三个离散的碳-碳键。该方法允许方便且快速地合成用于天然产物合成和药物化学的各种4-芳基-4-氰基-2-羰基甲氧基环己酮和4-芳基-2,4-双羰基甲氧基环己酮结构单元。

  DOI：

  10.1021/jo071202h

文献信息

• Benzamide derivatives and uses related thereto
  申请人：Powers P. Jay

  公开号：US20070299080A1

  公开（公告）日：2007-12-27

  Benzamide derivatives of formula I are described and have therapeutic utility, particularly in the treatment of diabetes, obesity and related conditions and disorders: wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , and n are as defined herein.

  公式I的苯甲酰胺衍生物已被描述，并具有治疗效用，特别是在治疗糖尿病、肥胖和相关疾病和紊乱方面：其中R1、R2、R3、R4、R5、R6、R7、R8和n如本文所定义。
• 1-(Cyclohexyl)-4-aryl-4-piperidinecarboxylic acid derivatives
  申请人：Janssen Pharmaceutica N.V.

  公开号：US04369184A1

  公开（公告）日：1983-01-18

  Novel 1-(cyclohexyl)-4-aryl-4-piperidinecarboxylic acid derivatives, bearing in the 4-position of the cyclohexyl ring a cyano group and an aryl moiety, said compounds displaying useful antihistaminic properties.

  新颖的1-(环己基)-4-芳基-4-哌啶羧酸衍生物，在环己基环的4位带有氰基和芳基基团，这些化合物具有有用的抗组胺性能。
• [EN] TRIAZOLOPYRIDINE ETHER DERIVATIVES AND THEIR USE IN NEUROLOGICAL AND PYSCHIATRIC DISORDERS<br/>[FR] DÉRIVÉS D'ÉTHER DE TRIAZOLOPYRIDINE ET LEUR UTILISATION CONTRE DES TROUBLES NEUROLOGIQUES ET PYSCHIATRIQUES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015042243A1

  公开（公告）日：2015-03-26

  The disclosure generally relates to compounds of formula I, including their salts, as well as compositions and methods of using the compounds. The compounds modulate the mGluR2 receptor and may be useful for the treatment of various disorders of the central nervous system.

  该披露通常涉及到I式化合物，包括它们的盐，以及使用这些化合物的组合物和方法。这些化合物调节mGluR2受体，可能有助于治疗中枢神经系统的各种疾病。
• 1-(4-Aryl-cyclohexyl)piperidine derivatives, method of use thereof and
  申请人：Janssen Pharmaceutica, N.V.

  公开号：US04329353A1

  公开（公告）日：1982-05-11

  Novel 1-[1-(4-aryl-cyclohexyl)-4-piperidinyl]-1,3-dihydro-2H-benzimidazol-2-ones and 1-aryl-8-(4-aryl-cyclohexyl)-1,3,8-triazaspiro[4,5]decan-4-ones which are useful as antiemetic-and neuroleptic agents.

  新颖的化合物1-[1-(4-芳基-环己基)-4-哌啶基]-1,3-二氢-2H-苯并咪唑-2-酮和1-芳基-8-(4-芳基-环己基)-1,3,8-三氮杂螺[4,5]癸烷-4-酮，可用作抗恶心和抗精神病药物。
• Butyrophenones as hypotensive agents. Derivatives of 4-aryl-4-(hydroxymethyl)cyclohexylamine
  作者：Daniel Lednicer、D. Edward Emmert、Alan D. Rudzik、Boyd E. Graham

  DOI：10.1021/jm00240a014

  日期：1975.6

  preparation of butyrophenone derivatives of 4-aryl-4-(hydroxymethyl)cyclohex-1-ylamines starting from the corresponding 4-cyano-4-phenylcyclohexan-1-ones is described. Substitution was varied with both rings; both isomers of 4-phenyl-4-(hydroxymethyl)cyclohex-1-ylamine were characterized. Those derivatives which carried p-fluoro substitution on the butyrophenone exhibited hypotensive activity in the rat with

  描述了从相应的4-氰基-4-苯基环己酮-1-酮开始制备4-芳基-4-（羟甲基）环己-1-基胺的丁苯酮衍生物。两个环都有不同的取代基；对4-苯基-4-（羟甲基）环己-1-基胺的两种异构体进行了表征。与缺乏羟甲基的化合物相比，在丁苯酮上进行对氟取代的那些衍生物在大鼠中表现出降压活性，而CNS活性降低。讨论了取代对4-芳基环的影响。