胡椒基氯 | 20850-43-5

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 芳香烃
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 中文名称: 胡椒基氯
• 中文别名: 5-氯甲基-1,3-苯并二氧杂环戊烯；3,4-亚甲二氧基氯苄；3,4-亚甲基二氧苄氯
• 英文名称: 5-(chloromethyl)-1,3-benzodioxole
• 英文别名: 3,4-methylenedioxybenzyl chloride；piperonyl chloride
• CAS: 20850-43-5
• 化学式: C₈H₇ClO₂
• mdl: MFCD00044328
• 分子量: 170.595
• InChiKey: DWSUJONSJJTODA-UHFFFAOYSA-N

物化性质

• 熔点：
  20.5°C
• 沸点：
  97-100°C 1mm
• 密度：
  1.32
• 溶解度：
  可溶于氯仿、甲醇
• 保留指数：
  1300;1300

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  IRRITANT, MOISTURE SENSITIVE, LACHRYMATOR
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R36/37/38
• 海关编码：
  2932999099
• 储存条件：
  2-8°C，储存时应使用惰性气体。

SDS

Name:	5-(Chloromethyl)-1 3-benzodioxole 90+% Material Safety Data Sheet
Synonym:	1,3-Benzodioxole, 5-(chloromethyl)-
CAS:	20850-43-5

Section 1 - Chemical Product MSDS Name:5-(Chloromethyl)-1 3-benzodioxole 90+% Material Safety Data Sheet
Synonym:1,3-Benzodioxole, 5-(chloromethyl)-

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
20850-43-5	5-(Chloromethyl)-1,3-benzodioxole	90+%	244-081-2

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.
Potential Health Effects
Eye:
Causes eye burns.
Skin:
Causes skin burns.
Ingestion:
Causes gastrointestinal tract burns.
Inhalation:
Causes chemical burns to the respiratory tract.
Chronic:
Chronic exposure may cause effects similar to those of acute exposure.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
If swallowed, do NOT induce vomiting. Get medical aid immediately.
If victim is fully conscious, give a cupful of water. Never give anything by mouth to an unconscious person.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use foam, dry chemical, or carbon dioxide.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Do not ingest or inhale. Use only in a chemical fume hood. Discard contaminated shoes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store under an inert atmosphere.

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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# 20850-43-5: 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:
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: Liquid
Color: colorless
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 67 - 68 deg C @0.05mmHg
Freezing/Melting Point: Not available.
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: C8H7ClO2
Molecular Weight: 170.59

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
None reported.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 20850-43-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
5-(Chloromethyl)-1,3-benzodioxole - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: Pseudomonas putida:

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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
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3265
Packing Group: III
IMO
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE LIQUID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3265
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
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.
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# 20850-43-5: No information available.
Canada
CAS# 20850-43-5 is listed on Canada's NDSL List.
CAS# 20850-43-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 20850-43-5 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：小檗碱盐酸盐（即盐酸黄连素）的中间体。

生产方法：通过将邻苯二酚与二氯甲烷在碱性条件下环合生成胡椒环，随后与三聚甲醛和盐酸反应并进行氯甲基化处理，最终制得该产品。

反应信息

• 作为反应物：
  描述：

  胡椒基氯 在 N-甲基吗啉氧化物 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以84%的产率得到胡椒醛
  参考文献：
  名称：

  无金属条件下甲基芳烃一锅法转化为芳香醛

  摘要：

  在通过用 N-甲基吗啉 N-氧化物处理将苄基溴转化为相应的芳香醛的研究的基础上，在 AIBN 的存在下，在回流的乙腈中用 DBDMH 或用 NBS 处理各种甲基芳烃CCl4 在 30 °C 下用钨灯照射（方法 B），然后用 N-甲基吗啉 N-氧化物处理以提供高产率的芳香醛。这些方法可用于在无毒性较小的试剂和过渡金属的条件下将甲基芳烃一锅法转化为芳香醛。

  DOI：

  10.1002/ejoc.201402015
• 作为产物：
  描述：

  胡椒醇 在 三聚氯氰 、 二甲基亚砜 作用下， 反应 0.33h， 以100%的产率得到胡椒基氯
  参考文献：
  名称：

  中性条件下苄醇的高度化学选择性和快速氯化

  摘要：

  使用二甲亚砜催化的 2,4,6-三氯-1,3,5-三嗪 (TCT) 开发了一种快速、高选择性的氯化方法。反应需要 10 到 40 分钟，产率几乎是定量的。中性反应条件与带有酸不稳定官能团的底物相容。苯甲醇在脂肪醇存在下的竞争性分子内和分子间反应均表明其选择性很高。该方法已成功用于临床上使用的神经药物天麻素的选择性氯化。该程序代表了有机和药物化学中一种有用的新工具。

  DOI：

  10.1055/s-0028-1083243
• 作为试剂：
  描述：

  4-(6-chloro-2-oxo-1-(2,2,2-trifluoroethyl)-1,2-dihydroquinolin-4-ylamino)-piperidine-1-carboxylic acid ethyl ester 、 氢溴酸 、 溶剂黄146 在 乙腈 、 三乙胺 、 disodium;carbonate 、 胡椒基氯 、 氩 、 乙酸乙酯 、 sodium hydroxide 、 crude product 、 silica 作用下， 反应 1.58h， 以to give the title compound (0.78 g)的产率得到4-(1-benzo[1,3]dioxol-5-ylmethylpiperidin-4-ylamino)-6-chloro-1-(2,2,2-trifluoroethyl)-1H-quinolin-2-one
  参考文献：
  名称：

  Antagonists of melanin concentrating hormone receptor

  摘要：

  这项发明提供了一些与黑色素浓集激素受体-1 (MCH-R1) 相对抗的化合物。这些化合物由公式 I 表示：其中 m 为零或一，n 为零至二，Y 为氧或 —N(R9)—，R1、R2、R3、R4、R5、R9 和环 A 在说明书中有定义。偏好使用 R1 和 R2 结合形成融合苯环的香豆素和喹啉类化合物。该发明还提供了公式 VI 的化合物，其中香豆素基团被喹嗪酮环替换。这些化合物可用于治疗与 MCH-R1 相关的疾病，特别是超重症，包括肥胖症。

  公开号：

  US20040106645A1

文献信息

• [EN] INDENE DERIVATIVES AND PROCESS FOR THE PREPARATION THEREOF<br/>[FR] DERIVES D'INDENE ET PROCEDE DE PREPARATION CORRESPONDANT
  申请人：KOREA RES INST CHEM TECH

  公开号：WO2005100303A1

  公开（公告）日：2005-10-27

  The inventive indene derivatives of formula (I) are capable of selectively modulating the activities of peroxisome proliferator activated receptors (PPARs), causing no adverse side effects, and thus, they are useful for the treatment and prevention of disorders modulated by PPARs, i.e., metabolic syndromes such as diabetes, obesity, arteriosclerosis, hyperlipidemia, hyperinsulinism and hypertension, inflammatory diseases such as osteoporosis, liver cirrhosis and asthma, and cancer.

  式(I)的创新茚衍生物能够选择性地调节过氧化物酶体增殖物激活受体（PPARs）的活性，不会产生不良副作用，因此，它们对于治疗和预防由PPARs调节的疾病非常有用，即代谢综合征，如糖尿病、肥胖、动脉硬化、高脂血症、高胰岛素血症和高血压，以及炎症性疾病，如骨质疏松症、肝硬化和哮喘，以及癌症。
• Applications of Multicomponent Reactions for the Synthesis of Diverse Heterocyclic Scaffolds
  作者：James D. Sunderhaus、Chris Dockendorff、Stephen F. Martin

  DOI：10.1021/ol7018357

  日期：2007.10.1

  process involving sequential reactions of aldehydes, primary amines, acid chlorides, and nucleophiles has been developed to prepare multifunctional substrates that may be employed in subsequent ring-forming reactions to generate a diverse array of functionalized heterocyclic scaffolds. This new approach to diversity-oriented synthesis was then applied to the first total synthesis of the isopavine alkaloid

  已经开发了涉及醛，伯胺，酰氯和亲核试剂的顺序反应的四组分偶联工艺，以制备多功能底物，该多功能底物可用于随后的成环反应中，以生成各种功能化的杂环骨架。然后将这种面向多样性的合成的新方法应用于异戊烷生物碱（+/-）-roelactamine的第一个全合成。
• [EN] 3,6-DISUBSTITUTED AZABICYCLO [3.1.0] HEXANE DERIVATIVES AS MUSCARINIC RECEPTOR ANTAGONISTS<br/>[FR] DERIVES D'AZABICYCLO [3.1.0] HEXANE 3,6-DISUBSTITUES UTILISES COMME ANTAGONISTES DU RECEPTEUR MUSCARINIQUE
  申请人：RANBAXY LAB LTD

  公开号：WO2004052857A1

  公开（公告）日：2004-06-24

  The invention relates to derivatives of 3,6-disubstituted azabicyclo [3.1.0] hexanes of structure (I). The compounds of this invention can function as muscarinic receptor antagonists, and can be used for the treatment of various diseases of the respiratory, urinary and gastrointestinal systems mediated through muscarinic receptors. The invention also relates to pharmaceutical compositions containing the compounds of the present invention and the methods for treating the diseases mediated through muscarinic receptors.

  这项发明涉及结构为(I)的3,6-二取代的氮杂双环[3.1.0]己烷衍生物。本发明的化合物可以作为肌碱受体拮抗剂，可用于治疗通过肌碱受体介导的呼吸系统、泌尿系统和消化系统的各种疾病。该发明还涉及含有本发明化合物的药物组合物以及治疗通过肌碱受体介导的疾病的方法。
• FIBROSIS INHIBITOR
  申请人：Sumitomo Pharmaceuticals Company, Limited

  公开号：EP1479384A1

  公开（公告）日：2004-11-24

  Medicament being useful as a fibrosis inhibitor for organs or tissues, which comprises a compound of the formula (I): wherein Ring Z is optionally substituted pyrrole ring, etc.; W2 is -CO-, -SO2-, optionally substituted C1-C4 alkylene, etc.; Ar2 is optionally substituted aryl, etc.; W1 and Ar1 mean the following (1) and (2): (1) W1 is optionally substituted C1-C4 alkylene, etc.; Ar1 is optionally substituted bicyclic heteroaryl having 1 to 4 nitrogen atoms as ring-forming atoms: (2) W1 is optionally substituted C2-C5 alkylene, optionally substituted C2-C5 alkenylene, etc.; and Ar1 is aryl or monocyclic heteroaryl, which is substituted by carboxyl, alkoxycarbonyl, etc. at the ortho- or meta-position thereof with respect to the binding position of W1, or a pharmaceutically acceptable salt thereof.

  药物作为器官或组织的纤维化抑制剂而有用，包括具有以下式（I）的化合物： 其中环Z是可选择取代的吡咯环等；W2是-CO-，-SO2-，可选择取代的C1-C4烷基等；Ar2是可选择取代的芳基等；W1和Ar1表示如下（1）和（2）： （1）W1是可选择取代的C1-C4烷基等；Ar1是可选择取代的具有1至4个氮原子作为环形成原子的双环杂芳基： （2）W1是可选择取代的C2-C5烷基，可选择取代的C2-C5烯基等；以及 Ar1是芳基或单环杂芳基，其在相对于W1的结合位置的邻位或间位处被羧基，烷氧羰基等取代， 或其药学上可接受的盐。
• Piperazine and homopiperazine compounds
  申请人：Millennium Pharmaceuticals, Inc.

  公开号：US20030153556A1

  公开（公告）日：2003-08-14

  Compounds are provided having a piperazine or homopiperazine ring which are useful in the treatment of thrombosis.

  提供了具有哌嗪或同源哌嗪环的化合物，这些化合物在治疗血栓症方面很有用。

表征谱图