4-乙酰氨基-5-氯-2-甲氧基苯甲酸酯 | 4093-31-6

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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-乙酰氨基-5-氯-2-甲氧基苯甲酸酯
• 中文别名: 5-氯-4-乙酰氨基-2-甲氧基苯甲酸甲酯；4-(乙氨基)-5-氯-2-甲氧基苯甲酸甲酯；2-甲氧基-4-乙酰胺基-5-氯苯甲酸甲酯；2-甲氧基-4-乙酰氨基-5-氯苯甲酸甲酯
• 英文名称: methyl 2-methoxy 4-acetamido 5-chloro benzoate
• 英文别名: 4-Acetylamino-5-chloro-2-methoxy-benzoic acid methyl ester；methyl 4-acetamido-5-chloro-2-methoxybenzoate；methyl 4-acetylamino-5-chloro-2-methoxybenzoate
• CAS: 4093-31-6
• 化学式: C₁₁H₁₂ClNO₄
• mdl: MFCD00048191
• 分子量: 257.674
• InChiKey: OUEXNQRVYGYGIK-UHFFFAOYSA-N

物化性质

• 熔点：
  153-156 °C
• 沸点：
  440.2±45.0 °C(Predicted)
• 密度：
  1.3248 (rough estimate)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）
• LogP：
  1.49 at 20℃
• 稳定性/保质期：

  在常温常压下，该物质保持稳定。

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• TSCA：
  Yes
• 危险品标志：
  Xn
• 安全说明：
  S24/25,S36
• 危险类别码：
  R20/21/22
• WGK Germany：
  3
• 海关编码：
  2924299090
• 危险品运输编号：
  NONH for all modes of transport
• 危险性防范说明：
  P280
• 危险性描述：
  H302+H312+H332
• 储存条件：
  请将药品存放在避光、通风干燥的地方，并密封保存。

SDS

Name:	Methyl 4-Acetamido-5-Chloro-2-Methoxybenzoate 99+% Material Safety Data Sheet
Synonym:	None
CAS:	4093-31-6

Section 1 - Chemical Product MSDS Name:Methyl 4-Acetamido-5-Chloro-2-Methoxybenzoate 99+% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
4093-31-6	Benzoic Acid,4-(Acetylamino)-5-Chloro-	99+	223-840-1

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
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:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 4093-31-6: 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:
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: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 153 - 155 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: C11H12ClNO4
Molecular Weight: 257.66

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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:
Carbon monoxide, oxides of nitrogen, irritating and toxic fumes and gases, carbon dioxide, chloride fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 4093-31-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Benzoic Acid,4-(Acetylamino)-5-Chloro-2-Methoxy-, Methyleste - 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: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 4093-31-6: No information available.
Canada
CAS# 4093-31-6 is listed on Canada's NDSL List.
CAS# 4093-31-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 4093-31-6 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

化学性质：结晶性固体，熔点为153℃。

用途：作为胃复安（灭吐灵）的中间体，主要用于制药行业。

生产方法：采用对乙酰氨基水杨酸甲酯与硫酸二甲酯反应进行醚化，得到对乙酰氨基-邻甲氧基甲酸甲酯。随后用氯气对其进行氯化，从而制备该产品。

反应信息

• 作为反应物：
  描述：

  4-乙酰氨基-5-氯-2-甲氧基苯甲酸酯 在 sodium hydroxide 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 5-chloro-4-ethylamino-2-methoxybenzoic acid
  参考文献：
  名称：

  4-氨基-5-氯-N-（1,4-二烷基六氢-1,4-二氮杂-6-6基）-2-甲氧基苯甲酰胺衍生物，新型有效的5-羟色胺5-HT3和多巴胺D2的合成及构效关系受体双重拮抗剂。

  摘要：

  为了寻找作为潜在的广泛止吐药的多巴胺D2和5-羟色胺5-HT3受体双重拮抗剂，从4-氨基-5-氯-2-甲氧基苯甲酸衍生物和6-氨基-1,4-制备了许多苯甲酰胺。分别使用大鼠脑突触膜和大鼠皮质膜评估二烷基六氢-1,4-二氮杂卓对多巴胺D2和5-羟色胺5-HT3受体的结合亲和力。从多巴胺D2受体的体外受体结合和体内生物学分析结果中，选择1-乙基-4-甲基六氢-1,4-二氮杂环作为最佳胺部分。在氮原子上的4-氨基-5-氯-2-甲氧基苯甲酰基基团的4-位引入一个甲基和/或在5-位取代基的修饰引起多巴胺D2受体结合的显着增加亲和力以及有效的5-HT3受体结合亲和力。在这些化合物中，5-氯-N-（1-乙基-4-甲基六氢-1,4-二氮杂-6-基）-2-甲氧基-4-甲基氨基苯甲酰胺（82），5-溴（110）和5 -碘（112）类似物对多巴胺D2受体的亲和力比对甲氧氯普胺的亲和力要高得多（IC50 = 17

  DOI：

  10.1248/cpb.50.941
• 作为产物：
  描述：

  2-甲氧基-4-氨基苯甲酸甲酯