alpha-(甲氧基亚胺)呋喃-2-乙酸 | 65866-86-6

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: alpha-(甲氧基亚胺)呋喃-2-乙酸
• 英文名称: 2-(furan-2-yl)-2-(methoxyimino)acetic acid
• 英文别名: 2-methoxyimino-(2-furanyl)acetic acid；2-furyl-2-methoxyiminoacetic acid；α-methoxyimino-2-furanacetic acid；2-(Furan-2-yl)-2-methoxyiminoacetic acid
• CAS: 65866-86-6
• 化学式: C₇H₇NO₄
• mdl: MFCD09996874
• 分子量: 169.137
• InChiKey: ZNQCEVIJOQZWLO-UHFFFAOYSA-N

物化性质

• 沸点：
  284.7±32.0 °C(Predicted)
• 密度：
  1.32±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  72
• 氢给体数：
  1
• 氢受体数：
  5

SDS

Name:	syn-2-Methoxy-imino-2-(2-furyl)-acetic acid sodium salt 99+% Material Safety Data Sheet
Synonym:	syn-2-Methoxy-iminofuranglycolic acid, sodium salt, SMIF
CAS:	65866-86-6

Section 1 - Chemical Product MSDS Name:syn-2-Methoxy-imino-2-(2-furyl)-acetic acid sodium salt 99+% Material Safety Data Sheet
Synonym:syn-2-Methoxy-iminofuranglycolic acid, sodium salt, SMIF

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
65866-86-6	SYN-2-METHOXY-IMINO-2-(2-FURYL)-ACETIC		265-956-5

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
The toxicological properties of this material have not been investigated. Use appropriate procedures to prevent opportunities for direct contact with the skin or eyes and to prevent inhalation.

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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.
Skin:
Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
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.
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:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam.

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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.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Avoid contact with eyes, skin, and clothing. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Keep container closed when not in use.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 65866-86-6: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves and clothing to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to minimize contact with skin.
Respirators:
Wear a NIOSH/MSHA or European Standard EN 149 approved full-facepiece airline respirator in the positive pressure mode with emergency escape provisions.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Not available.
Color: Beige powder
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 0 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: C7H6NaNO4
Molecular Weight: 191.12

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

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 65866-86-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
SYN-2-METHOXY-IMINO-2-(2-FURYL)-ACETIC ACID, SODIUM SALT 99+% (TLC) - 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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 65866-86-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 65866-86-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 65866-86-6 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

反应信息

• 作为反应物：
  描述：

  alpha-(甲氧基亚胺)呋喃-2-乙酸 在 甲酸 、 乙酰氯 、 锌 作用下， 以 甲醇 、 水 为溶剂， 反应 34.0h， 生成 2-氨基-2-呋喃乙酸甲酯
  参考文献：
  名称：

  PROCESS FOR THE PREPARATION OF 3-HYDROXYPICOLINIC ACIDS

  摘要：

  4,6-二溴-3-羟基吡啶甲酸酯可通过一步化学反应从呋喃-2-基氨基乙酸酯制备，使用溴化-重排反应。

  公开号：

  US20160009647A1
• 作为产物：
  描述：

  糠醛 在 sodium acetate 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 20.0h， 生成 alpha-(甲氧基亚胺)呋喃-2-乙酸
  参考文献：
  名称：

  CN116178318

  摘要：

  公开号：

文献信息

• Synthetic Approach to Gain Insight into Antigenic Determinants of Cephalosporins: In Vitro Studies of Chemical Structure−IgE Molecular Recognition Relationships
  作者：Maria Isabel Montañez、Cristobalina Mayorga、Maria Jose Torres、Adriana Ariza、Miguel Blanca、Ezequiel Perez-Inestrosa

  DOI：10.1021/tx100446g

  日期：2011.5.16

  nuclear fragment structures (derived from amino acids or other aminofunctionalized molecules). The final well-defined structures 1−4 (a−f), representing a fragment from the proposed cephalosporin−Lys(protein) adduct intermediate, consist of closely related low-molecular-weight molecules, differing only in the functional group at C-3 and the R1 side chains. They were assessed with sera from patients allergic

  继青霉素之后，头孢菌素是世界上使用最广泛的抗菌剂，可用于传染病和引起不良免疫反应。怀疑对β-内酰胺过敏的患者是否可以安全服用头孢菌素通常是一个争论的问题。但是，目前尚没有足够的敏感性检测对头孢菌素过敏的检测方法。如果我们要在临床变态反应的诊断方面取得进展，那么了解蛋白质结合后药物的代谢方式就很重要。头孢菌素-蛋白质加合物的结构研究从未成功地解决过，并且很难进行研究。我们确定涉及抗原决定簇结构的要求的方法包括设计和合成拟议的骨架，该骨架在偶联于载体蛋白的头孢菌素中化学降解后仍与载体蛋白保持联系。在这项研究中，按照通用方法有效合成了一系列拟议的抗原决定基，其中涉及R的缩合。1天然头孢菌素的酰基侧链，具有核片段结构（源自氨基酸或其他氨基官能化分子）。最终明确定义的结构1-4（af）代表拟议的头孢菌素-Lys（蛋白质）加合物中间体的片段，由紧密相关的低分子量分子组成，仅在C-处的官能团不同3和R
• 一种2-甲氧亚胺基-2-呋喃乙酸的合成方法
  申请人：四平市精细化学品有限公司

  公开号：CN109160908A

  公开（公告）日：2019-01-08

  本发明提供了一种2‑甲氧亚胺基‑2‑呋喃乙酸的合成方法。本发明采用甲氧胺盐酸盐的水溶液直接进行肟化反应，甲氧胺盐酸盐水溶液无需再经过加碱蒸馏得到甲氧胺水溶液后再参与缩合反应，既简化了甲氧胺的生产工艺，又减少了液碱的消耗及蒸甲氧胺所需能耗，还可以减少甲氧胺蒸馏过程挥发带来的损失。
• 一种镍基催化合成3-去氨甲酰基头孢呋辛酸的方法
  申请人：山东金城柯瑞化学有限公司

  公开号：CN111440196A

  公开（公告）日：2020-07-24

  本发明提供了一种镍基催化合成3‑去氨甲酰基头孢呋辛酸的方法，包括以下步骤：将2‑呋喃基‑2‑甲氧亚氨基乙酸和镍基催化剂置于反应装置中，再加入溶剂，搅拌均匀得到第一混合物；将3‑氨基头孢烷酸溶解在氢氧化钠溶液中得到第二混合物；将所述第二混合物加入所述第一混合物中，进行第一反应，得到以下式3的化合物；向式3的化合物中加入碱液，进行第二反应，得到3‑去氨甲酰基头孢呋辛酸，该方法可以大幅缩短目标化合物的合成步骤，且避免了三氯氧磷或五氯化磷等酰胺化试剂的使用，降低目标产物中反式异构杂质的含量，具有工艺操作简单，安全性可靠的特点。
• 7-Hydrocarbonoxy imino-acetamido-3-carbamoyloxy methylceph-3-em-4
  申请人：Glaxo Laboratories Limited

  公开号：US03974153A1

  公开（公告）日：1976-08-10

  Cephalosporin antibiotics in which the 7.beta.-acylamido group has the structure ##EQU1## where R.sup.1 is a furyl, thienyl or phenyl group and R.sup.2 is a C.sub.1 -C.sub.4 alkyl, C.sub.3 C.sub.7 cycloalkyl or phenyl group and in which the 3-position substituent is a carbamoyloxymethyl group possess a particularly valuable combination of properties, exhibiting high antibacterial activity against a broad range of gram positive and gram negative organisms, particularly high stability to .beta.-lactamases produced by various organisms, and stability in vivo. The compounds are syn isomers or exist as mixtures of syn and anti isomers containing at least 90% of the syn isomer. Particularly important compounds of this type are (6R,7R)-3-carbamoyloxymethyl -7-[2-(fur-2-yl)-2-methoxyiminoacetamido]ceph-3-em-4-carboxylic acid (syn isomer) and its non-toxic derivatives, e.g. the sodium salt.

  7-β-酰胺基头孢菌素，其中7-β-酰胺基团的结构为##EQU1##其中R.sup.1是呋喃基，噻吩基或苯基，R.sup.2是C.sub.1-C.sub.4烷基，C.sub.3-C.sub.7环烷基或苯基，且3-位置取代基为羰酰氧甲基基团，具有特别有价值的性质组合，对广泛的革兰氏阳性和革兰氏阴性微生物表现出高抗菌活性，特别是对由各种微生物产生的β-内酰胺酶具有高稳定性，且在体内稳定。这些化合物是同构体或存在于至少90％为同构体的同构体和反构体混合物中。这类特别重要的化合物包括(6R,7R)-3-羰酰氧甲基-7-[2-(呋喃-2-基)-2-甲氧基亚胺基]头孢-3-酮-4-羧酸（同构体）及其非毒性衍生物，例如钠盐。
• (6R,7R)-7-[2-aryl-2-(etherified
  申请人：Glaxo Laboratories, Limited

  公开号：US04138555A1

  公开（公告）日：1979-02-06

  Cephalosporin antibiotics in which the 7.beta.-acylamido group has the structure ##STR1## where R.sup.1 is a furyl, thienyl or phenyl group and R.sup.2 is a C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.7 cycloalkyl or phenyl group and in which the 3-position substituent is a carbamoyloxymethyl group possess a particularly valuable combination of properties, exhibiting high antibacterial activity against a broad range of gram positive and gram negative organisms, paticularly high stablity to .beta.-lactamases produced by various organisms, and stability in vivo. The compounds are syn isomers or exist as mixtures of syn and anti isomers containing at least 90% of the syn isomer. Particularly important compounds of this type are (6R,7R)-3-carbamoyloxymethyl-7-[2-(fur-2-yl)-2-methoxyiminoacetamido]ceph- 3-em-4-carboxylic acid (syn isomer) and its non-toxic derivatives, e.g. the sodium salt.

  具有以下结构的头孢菌素抗生素，其中7.beta.-acylamido基团的结构为##STR1##其中R.sup.1是呋喃基、噻吩基或苯基，R.sup.2是C.sub.1-C.sub.4烷基、C.sub.3-C.sub.7环烷基或苯基，且3-位置取代基为羰酰氧甲基基团，具有特别有价值的性质组合，对广泛的革兰氏阳性和革兰氏阴性微生物表现出高抗菌活性，特别是对由各种微生物产生的β-内酰胺酶具有高稳定性和体内稳定性。这些化合物是同构体或存在至少90％的同构体和反构体混合物。这种类型的特别重要的化合物是(6R,7R)-3-羰酰氧甲基-7-[2-(呋喃-2-基)-2-甲氧基亚氨基]头孢-3-酮-4-羧酸（同构体）及其非毒性衍生物，例如钠盐。