氨噻肟酸乙酯 | 64485-88-7

• 物质功能分类: 化学试剂 - 有机试剂 - 肟
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 氨噻肟酸乙酯
• 中文别名: 氨噻肟乙酯；EMATA；2-甲氧亚胺基-2-(2-氨基噻唑)-4-乙酸乙酯；胺噻肟酸酯；2-(2-氨基噻唑-4-基)-2-甲氧亚氨基乙酸乙酯
• 英文名称: ethyl (Z)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetate
• 英文别名: ethyl 2-(2-aminothiazol-4-yl)-2-(anti)-methoxyiminoacetate；Ethyl (2Z)-(2-amino-1,3-thiazol-4-yl)(methoxyimino)ethanoate；ethyl (2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetate
• CAS: 64485-88-7
• 化学式: C₈H₁₁N₃O₃S
• 分子量: 229.26
• InChiKey: POBMBNPEUPDXRS-WDZFZDKYSA-N

物化性质

• 熔点：
  162-164 °C(lit.)
• 沸点：
  363.4±34.0 °C(Predicted)
• 密度：
  1.4042 (rough estimate)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）
• 最大波长(λmax)：
  297nm(EtOH)(lit.)
• 稳定性/保质期：

  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  115
• 氢给体数：
  1
• 氢受体数：
  7

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2934100090
• 安全说明：
  S26,S37/39
• 包装等级：
  III
• 危险类别：
  4.1
• 危险性防范说明：
  P210,P240,P241,P280,P370+P378
• 危险品运输编号：
  1325
• 危险性描述：
  H228
• 储存条件：
  请确保贮藏器密封，并将其放入一个紧密封装的容器中。存放在阴凉、干燥处以保持最佳状态。

SDS

Name:	Ethyl 2(2-Aminothiazole-4-yl)-2-Methoxyiminoacetate 98% Material Safety Data Sheet
Synonym:	Ethyl 2-Amino-1-(Methoxyimino)-4-Thiazoleacetate
CAS:	64485-88-7

Section 1 - Chemical Product MSDS Name:Ethyl 2(2-Aminothiazole-4-yl)-2-Methoxyiminoacetate 98% Material Safety Data Sheet
Synonym:Ethyl 2-Amino-1-(Methoxyimino)-4-Thiazoleacetate

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
64485-88-7	Ethyl, 2(2-Aminothiazole-4-yl)-2-Metho	98	264-912-2

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

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Moisture sensitive.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.

---

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:

---

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. Do NOT get water inside containers. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions. Provide ventilation. Do not get water inside containers.

---

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. Do not allow contact with water. Keep from contact with moist air and steam.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from moisture.

---

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# 64485-88-7: 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.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: beige
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 159.00 - 160.00 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: may decompose
Specific Gravity/Density:
Molecular Formula: C8H11N3O3S
Molecular Weight: 229.23

---

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

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 64485-88-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Ethyl, 2(2-Aminothiazole-4-yl)-2-Methoxyiminoacetate - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

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.

---

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# 64485-88-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 64485-88-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 64485-88-7 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：用作头孢菌类药物中间体和医药中间体。

反应信息

• 作为反应物：
  描述：

  氨噻肟酸乙酯 在 吡啶 、 sodium hydroxide 、 苯甲醚 、 三氟乙酸 、 三氯氧磷 作用下， 以 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 头孢妥仑匹酯
  参考文献：
  名称：

  Synthesis and Oral Activity of Pivaloyloxymethyl 7-((Z)-2-(2-Aminothiazol-4-yl)-2-methoxyiminoacetamido)-3(Z)-(4-methylthiazol-5-yl)vinyl-3-cephem-4-carboxylate(ME1207) and Its Related Compound.

  摘要：

  7-[2-(2-氨基噻唑-4-基)-2(Z)-甲氧亚胺乙酰氨基]-3(Z)-(4-甲基噻唑-5-基)乙烯-3-头孢烯-4-羧酸（11，ME1206）及其3-trans异构体（13）被制备用于测试抗菌活性。这些化合物对革兰氏阳性菌和革兰氏阴性菌均表现出优秀的抗菌活性，包括 β-内酰胺酶产生菌株。通过与酰基碘代匹伐酸酯酯化反应，制备了这些化合物（11和13）的匹伐酸氧甲基酯（12和14）。其中，匹伐酸氧甲基 7-[(Z)-2-(2-氨基噻唑-4-基)-2-甲氧亚胺乙酰氨基]-3(Z)-(4-甲基噻唑-5-基)乙烯-3-头孢烯-4-羧酸酯（12，ME1207）在小鼠口服给药后显示出良好的尿液回收率。

  DOI：

  10.1248/cpb.39.2433
• 作为产物：
  描述：

  ethyl (E)-2-methoxyimino-3-oxobutanoate 生成 氨噻肟酸乙酯
  参考文献：
  名称：

  OTIAI, MITIXIKO;MORIMOTO, AKIRA;MATSUSITA, JOSIXIRO;AKI, OSAMI;OKADA, TAJ+

  摘要：

  DOI：

文献信息

• 一种抗生素改进型的盐酸头孢甲肟合成工艺
  申请人：重庆化工职业学院

  公开号：CN112321609A

  公开（公告）日：2021-02-05

  本发明公开了一种抗生素改进型的盐酸头孢甲肟合成工艺，一种抗生素改进型的盐酸头孢甲肟合成工艺，包括如下步骤：步骤一：1‑甲基‑5‑巯基‑1H‑四氮唑的制备；步骤二：2‑(2‑氨基‑4‑嚦唑基)‑2(Z)‑甲氧亚胺基乙酸乙酯的制备；步骤三：2‑(2‑氨基‑4‑噻唑基)‑2(Z)‑甲氧亚胺基乙酸的制备；步骤四：2‑(2‑氨基‑4‑噻唑基)‑2(Z)‑甲氧亚胺基乙酸苯‑2‑并噻唑硫酯的制备；步骤五：7‑氨基‑3‑(1‑甲基‑1H‑四氮唑‑5‑硫甲基)头孢烷酸盐酸盐(7‑ACA‑MMT·HC1)的制备；步骤六：盐酸头孢甲肟的制备；本发明采用国产原料，具备合成路线原料廉价易得，降低了合成的成本，合成改进；改进后的工艺原料成本低廉，操作简单，适合工业生产的优点。
• 氨噻肟酸乙酯的制备方法
  申请人：河北合佳医药科技集团股份有限公司

  公开号：CN106632137A

  公开（公告）日：2017-05-10

  本发明涉及一种氨噻肟酸乙酯的制备方法，是以乙酰乙酸乙酯为原料，在同一反应器中，依次经过肟化反应、甲基化反应、溴化反应和环合反应，制得氨噻肟酸乙酯。本发明的氨噻肟酸乙酯的制备方法，在各步反应之间不需要进行萃取分离处理就能够在同一反应器中连续进行，而且反应中只使用一种溶剂，极大简化了中间产物及产品的提纯处理，减少了因萃取、蒸发溶剂等提纯操作对中间产物稳定性、收率及产品收率的影响，从而显著提高产品收率、产品质量，降低生产成本，适用于工业化大规模生产应用。
• 一种氨噻肟酸的清洁制备工艺
  申请人：河北合佳医药科技集团股份有限公司

  公开号：CN112661719B

  公开（公告）日：2022-10-14

  本发明公开了一种氨噻肟酸的清洁制备工艺，属于有机合成技术领域。包括以下步骤：(1)乙酰乙酸乙酯和亚硝酸钙滴加硫酸进行肟化，析出硫酸钙固体，过滤，洗涤硫酸钙湿粉，得硫酸钙，洗涤液和滤液中加入碳酸钠，滴加硫酸二甲酯进行肟的甲基化；(2)结束后分相，有机相脱水后进行卤代、加水淬灭、分相，水相为强酸性水，有机相为卤代物，卤代物滴加入硫脲中进行环合反应，结束后加入三氯甲烷，分相去掉水相，得到氨噻肟酸乙酯三氯甲烷溶液；(3)滴加液碱，水解，反应结束后分相，去掉有机相，水相脱色，滴加淬灭所得水相至氨噻肟酸全部析出。本发明方法产生三废少，可实现资源循环利用，产品收率高，操作简单，易于实现。
• [EN] PENICILLIN-BINDING PROTEIN INHIBITORS<br/>[FR] INHIBITEURS DE PROTÉINE DE LIAISON À LA PÉNICILLINE
  申请人：VENATORX PHARMACEUTICALS INC

  公开号：WO2021108023A1

  公开（公告）日：2021-06-03

  Described herein are certain boron-containing compounds, compositions, preparations and their use as modulators of the transpeptidase function of bacterial penicillin-binding proteins and as antibacterial agents. In some embodiments, the compounds described herein inhibit penicillin-binding proteins. In certain embodiments, the compounds described herein are useful in the treatment of bacterial infections.

  本文描述了某些含硼化合物、组合物、制剂及其作为细菌青霉素结合蛋白的跨肽酶功能调节剂和抗菌剂的用途。在某些实施例中，本文描述的化合物抑制青霉素结合蛋白。在某些实施例中，本文描述的化合物在治疗细菌感染方面是有用的。
• 3-Acetoxymethyl-7-(iminoacetamido)-cephalosporanic acid derivatives
  申请人：Roussel Uclaf

  公开号：US04152432A1

  公开（公告）日：1979-05-01

  Compounds of the formula ##STR1## wherein R is selected from the group consisting of hydrogen and groups easily removable by acid hydrolysis or hydrogenolysis, R' is selected from the group consisting of hydrogen, alkyl of 1 to 4 carbon atoms, alkenyl and alkynyl of 2 to 4 carbon atoms and groups easily removable by acid hydrolysis or hydrogenolysis, A is selected from the group consisting of hydrogen, alkali metal and equivalents of an alkaline earth metal or magnesium and an organic amine base with the proviso that when R' is a group easily removable by acid hydrolysis or hydrogenolysis, R is also and when R' is hydrogen, R also is hydrogen and the wavy line means the OR' group may be in either one of the two possible syn or anti positions having antibiotic activity and process for their preparation.

  式为##STR1##的化合物，其中R从氢和易于酸水解或氢解的基团中选择，R'从氢、1至4个碳原子的烷基、2至4个碳原子的烯基和炔基以及易于酸水解或氢解的基团中选择，A从氢、碱金属和碱土金属或镁的当量物以及有抗生素活性的有机胺基中选择，但当R'是易于酸水解或氢解的基团时，R也是如此；当R'是氢时，R也是氢；波浪线表示OR'基团可以处于两种可能的同构或反构位置之一，具有抗生素活性和其制备方法。

表征谱图