4,6-二氯-吲哚-2-羰酰氯 | 306937-25-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 4,6-二氯-吲哚-2-羰酰氯
• 中文别名: 4,6-二氯-1H-吲哚-2-羰酰氯
• 英文名称: 4,6-dichloro-1H-indole-2-carbonyl chloride
• CAS: 306937-25-7
• 化学式: C₉H₄Cl₃NO
• mdl: MFCD02677710
• 分子量: 248.496
• InChiKey: ZNJASLMFOWLAOR-UHFFFAOYSA-N

物化性质

• 熔点：
  173 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• 海关编码：
  2933990090

SDS

Name:	4 6-Dichloro-1H-indole-2-carbonyl chloride 97% Material Safety Data Sheet
Synonym:
CAS:	306937-25-7

Section 1 - Chemical Product MSDS Name:4 6-Dichloro-1H-indole-2-carbonyl chloride 97% Material Safety Data Sheet
Synonym:

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
306937-25-7	4,6-Dichloro-1H-indole-2-carbonyl chlo	97%	unlisted

Hazard Symbols: C
Risk Phrases: 34

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Causes burns.Air sensitive.Moisture sensitive.
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:
Not available.

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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.
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Do not induce vomiting. Get medical aid immediately.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
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 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:
Vacuum or sweep up material and place into a suitable disposal container.

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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. Use only in a chemical fume hood.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Store under nitrogen.

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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# 306937-25-7: 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: brown
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 173 - 175 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: C9H4Cl3NO
Molecular Weight: 248

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not available.
Conditions to Avoid:
Incompatible materials, exposure to air, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents, bases.
Hazardous Decomposition Products:
Hydrogen chloride, chlorine, nitrogen oxides, carbon monoxide, carbon dioxide, acrid smoke and fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 306937-25-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
4,6-Dichloro-1H-indole-2-carbonyl chloride - 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
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3261
Packing Group: III
IMO
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
Packing Group: III
RID/ADR
Shipping Name: CORROSIVE SOLID, ACIDIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3261
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# 306937-25-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 306937-25-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 306937-25-7 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：

  4,6-二氯-吲哚-2-羰酰氯 在 ammonium hydroxide 、 三氯氧磷 作用下， 以 氯仿 为溶剂， 反应 0.08h， 生成 4,6-dichloro-1H-indole-2-carbonitrile
  参考文献：
  名称：

  吲哚部分第2位的酸性功能和第4、5和6位的取代基的变化及其对NMDA-甘氨酸位点亲和力的影响。

  摘要：

  报道了在吲哚的2位得到具有不同酸性功能的吲哚衍生物的合成方法。合成和测试的衍生物包含具有5-氨基四唑，甲磺酰胺和三氟甲磺酰胺部分的5-四唑基，1,3,4-恶二唑-5-基-2-酮和吲哚-2-羧酸酰胺。使用[3H] MDL 105,519和猪皮质脑膜评估结合亲和力。通常，具有不同于羧酸部分的酸性功能的化合物的效力低于吲哚-2-羧酸衍生物。同样，将4,6-二氯取代模式与5-叔丁基衍生物和吲哚的苯部分中未取代的化合物进行了比较，表明亲和力从5-叔丁基超过未取代的到4,6-二氯取代的衍生物。

  DOI：

  10.1016/j.ejmech.2003.07.001
• 作为产物：
  描述：

  4,6-二氯吲哚-2-甲酸 在 五氯化磷 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成 4,6-二氯-吲哚-2-羰酰氯
  参考文献：
  名称：

  吲哚部分第2位的酸性功能和第4、5和6位的取代基的变化及其对NMDA-甘氨酸位点亲和力的影响。

  摘要：

  报道了在吲哚的2位得到具有不同酸性功能的吲哚衍生物的合成方法。合成和测试的衍生物包含具有5-氨基四唑，甲磺酰胺和三氟甲磺酰胺部分的5-四唑基，1,3,4-恶二唑-5-基-2-酮和吲哚-2-羧酸酰胺。使用[3H] MDL 105,519和猪皮质脑膜评估结合亲和力。通常，具有不同于羧酸部分的酸性功能的化合物的效力低于吲哚-2-羧酸衍生物。同样，将4,6-二氯取代模式与5-叔丁基衍生物和吲哚的苯部分中未取代的化合物进行了比较，表明亲和力从5-叔丁基超过未取代的到4,6-二氯取代的衍生物。

  DOI：

  10.1016/j.ejmech.2003.07.001

文献信息

• CHEMICAL COMPOUNDS
  申请人：Chong PEK Yoke

  公开号：US20100216746A1

  公开（公告）日：2010-08-26

  The present invention relates to compounds that are a non-nucleoside reverse transcriptase inhibitors, and to processes for the preparation and use of the same. Specifically, the present invention includes methods of using such compounds in the treatment of human immunodeficiency virus infection.

  本发明涉及一种非核苷类逆转录酶抑制剂，以及制备和使用该类化合物的方法。具体而言，本发明包括使用这些化合物治疗人类免疫缺陷病毒感染的方法。
• Chemical compounds
  申请人：GlaxoSmithKline LLC

  公开号：US08304419B2

  公开（公告）日：2012-11-06

  The present invention relates to compounds that are a non-nucleoside reverse transcriptase inhibitors, and to processes for the preparation and use of the same. Specifically, the present invention includes methods of using such compounds in the treatment of human immunodeficiency virus infection.

  本发明涉及一种非核苷类逆转录酶抑制剂化合物，以及制备和使用该化合物的方法。具体而言，本发明涉及使用这些化合物治疗人类免疫缺陷病毒感染的方法。
• Indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors
  作者：Eduard Dolušić、Pierre Larrieu、Sébastien Blanc、Frédéric Sapunaric、Bernadette Norberg、Laurence Moineaux、Delphine Colette、Vincent Stroobant、Luc Pilotte、Didier Colau、Thierry Ferain、Graeme Fraser、Moreno Galeni、Jean-Marie Frère、Bernard Masereel、Benoît Van den Eynde、Johan Wouters、Raphaël Frédérick

  DOI：10.1016/j.bmc.2010.12.032

  日期：2011.2

  Indoleamine 2,3-dioxygenase (IDO) is a heme dioxygenase which has been shown to be involved in the pathological immune escape of diseases such as cancer. The synthesis and structure-activity relationships (SAR) of a novel series of IDO inhibitors based on the indol-2-yl ethanone scaffold is described. In vitro and in vivo biological activities have been evaluated, leading to compounds with IC50 values in the micromolar range in both tests. Introduction of small substituents in the 5- and 6-positions of the indole ring, indole N-methylation and variations of the aromatic side chain are all well tolerated. An iron coordinating group on the linker is a prerequisite for biological activity, thus corroborating the virtual screening results. (C) 2010 Elsevier Ltd. All rights reserved.
• Use of a compound of formula 1 for making a pharmaceutical composition
  申请人：Biondi Miguel Ricardo

  公开号：US20070032474A1

  公开（公告）日：2007-02-08

  The invention relates to a compound of formula I or pharmaceutically acceptable salts thereof. The invention further relates to methods of use of this compound.
• US8304419B2
  申请人：——

  公开号：US8304419B2

  公开（公告）日：2012-11-06