1-(3-氯丙基)-1,3-二氢-2H-苯并咪唑-2-酮 | 62780-89-6

• 物质功能分类: 医药中间体
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 1-(3-氯丙基)-1,3-二氢-2H-苯并咪唑-2-酮
• 中文别名: 多潘立酮杂质
• 英文名称: 1-(3-Chloropropyl)-1,3-dihydrobenzoimidazol-2-one
• 英文别名: 1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one；1-(3-chloropropyl)-1,3-dihydro-2-oxo-2H-benzimidazole；3-(3-chloropropyl)-1H-benzimidazol-2-one
• CAS: 62780-89-6
• 化学式: C₁₀H₁₁ClN₂O
• mdl: MFCD00044896
• 分子量: 210.663
• InChiKey: GUMPYDGUYXOYML-UHFFFAOYSA-N

物化性质

• 熔点：
  115-125 °C
• 密度：
  1.2798 (rough estimate)
• 溶解度：
  可溶于氯仿（少许）、DMSO（少许）、甲醇（少许）
• LogP：
  2.2 at 20℃
• 稳定性/保质期：

  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 危险类别码：
  R22
• 海关编码：
  2933990090
• 安全说明：
  S28A,S38
• WGK Germany：
  3
• 储存条件：
  请将密闭存储在阴凉干燥的环境中。

SDS

Name:	1-(3-Chloropropyl)-1 3-dihydro-2H-benzimidazol-2-one balance mainly Material Safety Data Sheet
Synonym:	None known
CAS:	62780-89-6

Section 1 - Chemical Product MSDS Name:1-(3-Chloropropyl)-1 3-dihydro-2H-benzimidazol-2-one balance mainly Material Safety Data Sheet
Synonym:None known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
62780-89-6	1-(3-Chloropropyl)-1,3-dihydro-2H-benz	90	263-731-6

Hazard Symbols: XN
Risk Phrases: 22

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful if swallowed.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or 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:

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate 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. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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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# 62780-89-6: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: very slightly beige
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 118.30 - 120.30 deg C
Autoignition Temperature: > 580 deg C (> 1,076.00 deg F)
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: 210 MG/L (20C)
Specific Gravity/Density:
Molecular Formula: C10H11ClN2O
Molecular Weight: 210.5428

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 62780-89-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-(3-Chloropropyl)-1,3-dihydro-2H-benzimidazol-2-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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 22 Harmful if swallowed.
Safety Phrases:
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 38 In case of insufficient ventilation, wear
suitable respiratory equipment.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 62780-89-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 62780-89-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 62780-89-6 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

制备方法与用途

化学性质：白色粉末

用途：主要用于有机合成和医药合成中间体，还可与4-二苯甲基哌嗪（841-77-0）联合用于合成奥沙米特。

反应信息

• 作为反应物：
  描述：

  1-(3-氯丙基)-1,3-二氢-2H-苯并咪唑-2-酮 在 sodium acetate 、 potassium carbonate 、 溶剂黄146 、 sodium iodide 作用下， 以 二氯甲烷 、 丁酮 为溶剂， 反应 24.0h， 生成 tert-butyl 3-((8-(3-(3-(heptanoyloxymethyl)-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-1-yl)propyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate
  参考文献：
  名称：

  [EN] D2 ANTAGONISTS, METHODS OF SYNTHESIS AND METHODS OF USE
  [FR] ANTAGONISTES D2, PROCÉDÉS DE SYNTHÈSE ET MÉTHODES D'UTILISATION

  摘要：

  提供了D2或D3拮抗剂化合物以及公式I和其药学上可接受的盐或异构体的药物组合物，其中R1、R2和R3如本文所定义。该发明还包括制备该发明化合物的方法以及利用该发明化合物治疗由多巴胺D2或D3受体介导的疾病的方法。

  公开号：

  WO2011160084A1
• 作为产物：
  描述：

  1-(3-氯丙基)-1,3-二氢-3-(1-甲基乙烯基)-2H-苯并咪唑-2-酮 以 盐酸 、 乙醇 为溶剂， 以9.5 parts (90%)的产率得到1-(3-氯丙基)-1,3-二氢-2H-苯并咪唑-2-酮
  参考文献：
  名称：

  1,3-Dihydro-1-[3-(1-piperidinyl)propyl]-2H-benzimidazol-2-ones and

  摘要：

  1-(苯并咪唑烷基)哌啶衍生物类化合物，可用作抗恶心药物。

  公开号：

  US04066772A1
• 作为试剂：
  描述：

  5-氯-1,3-二氢-1-(4-哌啶基)-2H-苯并咪唑-2-酮 、 1-(3-氯丙基)-1,3-二氢-2H-苯并咪唑-2-酮 在 1-(3-氯丙基)-1,3-二氢-2H-苯并咪唑-2-酮 作用下， 以85的产率得到5-Chloro-1-[1-[3-(2,3-dihydro-2-oxo-1h-benzimidazol-1-yl)propyl]piperidin-4-yl]-1,3-dihydro-2h-benzimidazol-2-one maleate
  参考文献：
  名称：

  马来酸多潘立酮的合成方法

  摘要：

  本发明涉及一种5－氯－1－[1－[3－(2，3－二氢－2－氧－1H－苯并咪唑－1－基)－丙基]－4－哌啶基]－1，3－二氢－2H－苯并咪唑－2－酮(Z)－丁烯二酸即马来酸多潘立酮的合成方法，它以邻二氨基苯及1－乙氧羰基－4－氨基哌啶为起始原料，邻二氨基苯经环合、卤代后形成的苯并咪唑酮类中间体与1－乙氧羰基－4－氨基哌啶经卤代、还原、环合、水解后形成的苯并咪唑酮类中间体反应生成多潘立酮，再与马来酸反应生成马来酸多潘立酮。本发明反应步骤短，周期短，反应所需仪器设备简单，所用试剂数量少，收率提高，成本降低；反应安全可靠，操作简单，“三废”处理简便合理，利于工业大规模生产。

  公开号：

  CN1810805A

文献信息

• 4-[(bicycle heterocyclyl)-methyl and -hetero]-piperidines
  申请人：Janssen Pharmaceutica, N.V.

  公开号：US04695575A1

  公开（公告）日：1987-09-22

  4-[(Bicyclic heterocyclyl)methyl and -hetero]-piperidines having antihistaminic and serotonin-antagonistic properties which compounds are useful agents in the treatment of allergic diseases.

  具有抗组胺和抗血清素特性的4-[(双环杂环基)甲基和-杂环]-哌啶类化合物在过敏疾病治疗中是有用的药物。
• [EN] 2-SULFANYL-BENZOIMIDAZOL-1-YL-ACETIC ACID DERIVATIVES AS CRTH2 ANTAGONISTS<br/>[FR] DERIVES DE L'ACIDE 2-SULFANYL-BENZOIMIDAZOL-1-YL-ACETIQUE EN TANT QU'ANTAGONISTES DE CRTH2
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2006021418A1

  公开（公告）日：2006-03-02

  The invention relates to 2-sulfanyl-benzoimidazol-1-yl-acetic acid derivatives and their use as potent 'chemoattractant receptor-homologous molecule expressed on Th2 cells' antagonists in the treatment of prostaglandin mediated diseases, to pharmaceutical compositions containing these derivatives and to processes for their preparation.

  这项发明涉及2-硫代基苯并咪唑-1-基乙酸衍生物及其在治疗前列腺素介导的疾病中作为强效“趋化受体同源分子在Th2细胞上表达”的拮抗剂的用途，涉及含有这些衍生物的药物组合物以及其制备方法。
• AZACYCLIC COMPOUNDS
  申请人：ACADIA Pharmaceuticals Inc.

  公开号：US20150259291A1

  公开（公告）日：2015-09-17

  Compounds and methods are provided for the treatment of disease conditions in which modification of serotonergic receptor activity has a beneficial effect. In the method, an effective amount of a compound is adminstered to a patient in need of such treatment.

  提供用于治疗修改血清素能受体活性具有有益效果的疾病状态的化合物和方法。在方法中，将有效量的化合物施用于需要此类治疗的病人。
• Antihistaminic spiro compounds
  申请人：Janssens Eduard Frans

  公开号：US20050026901A1

  公开（公告）日：2005-02-03

  This invention concerns the compounds of formula or a prodrug, a N-oxide, an addition salt, a quaternary amine or a stereochemically isomeric form thereof wherein R 1 , R 2 , —A—B—, L, and n have the meaning given in the description. The invention relates to preparations and compositions of the present compounds and their use as medicines.

  这项发明涉及到式的化合物 或其前药、N-氧化物、加成盐、季铵盐或其立体化异构体，其中R 1 ，R 2 ，—A—B—，L和n的含义如描述中所给出。该发明涉及到所述化合物的制备和组合物，以及它们作为药物的用途。
• Benzimidazolidinone derivatives as muscarinic agents
  申请人：Kelly Nicholas Michael

  公开号：US06951849B2

  公开（公告）日：2005-10-04

  Benzimidazolidinone derivative compounds, which increase acetylcholine signaling or effect in the brain, and highly selective muscarinic agonists, particularly for the M 1 and/or M 4 receptor subtypes, pharmaceutical compositions comprising the same, as well as methods of treating psychosis using these compounds are disclosed.

  苯并咪唑啉酮衍生物化合物，可以增加大脑中乙酰胆碱的信号传导或作用，并且对M1和/或M4受体亚型具有高选择性的肌肽激动剂，以及包含这些化合物的药物组合物，以及使用这些化合物治疗精神病的方法被披露。