monosodium iodoacetate | 305-53-3

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机钠
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: monosodium iodoacetate
• 英文别名: sodium iodoacetate；MIA；sodium monoiodoacetate；iodoacetic acid sodium salt；sodium 2-iodoacetate；2-iodoacetic acid sodium salt；monoiodoacetate；sodium;2-iodoacetate
• CAS: 305-53-3
• 化学式: C₂H₂IO₂*Na
• 分子量: 207.931
• InChiKey: AGDSCTQQXMDDCV-UHFFFAOYSA-M

物化性质

• 熔点：
  208 °C (dec.)(lit.)
• 溶解度：
  甲醇：0.1 Mat 20 °C，澄清，无色

计算性质

• 辛醇/水分配系数(LogP)：
  -3.82
• 重原子数：
  6
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  6.1(b)
• 危险品标志：
  T
• 安全说明：
  S26,S39,S45
• 危险类别码：
  R36/37/38,R25
• WGK Germany：
  3
• 海关编码：
  2915900090
• 危险品运输编号：
  UN 2811 6.1/PG 1
• RTECS号：
  AI3675000
• 包装等级：
  III
• 危险类别：
  6.1(b)
• 危险标志：
  GHS05,GHS06
• 危险性描述：
  H301,H315,H318,H335
• 危险性防范说明：
  P261,P280,P301 + P310,P305 + P351 + P338
• 储存条件：
  密封、干燥且避光保存

SDS

Name:	Iodoacetic acid sodium salt 99% Material Safety Data Sheet
Synonym:	Sodium iodoacetate; sodium monoiodoacetat
CAS:	305-53-3

Section 1 - Chemical Product MSDS Name:Iodoacetic acid sodium salt 99% Material Safety Data Sheet
Synonym:Sodium iodoacetate; sodium monoiodoacetat

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
305-53-3	Iodoacetic acid, sodium salt	99.0	206-165-7

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Hygroscopic (absorbs moisture from the air).The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
No information regarding eye irritation and other potential effects was found.
Skin:
No information regarding skin irritation and other potential effects was found.
Ingestion:
The toxicological properties of this substance have not been fully investigated.
Inhalation:
The toxicological properties of this substance have not been fully investigated. Inhalation of dust may cause respiratory tract irritation.
Chronic:
No information found.

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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. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid.
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.
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:
Sweep up, then place into a suitable container for disposal. Avoid generating dusty conditions.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. 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# 305-53-3: 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: Powder
Color: yellow
Odor: None reported.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 208.00 - 210.00 deg C
Autoignition Temperature: Not available.
Flash Point: 208 deg C ( 406.40 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature: 208 deg C
Solubility in water: soluble
Specific Gravity/Density:
Molecular Formula: C2H2IO2Na
Molecular Weight: 207.93

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, moisture.
Incompatibilities with Other Materials:
Oxidizing agents Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, toxic fumes of sodium oxide, hydrogen iodide, iodine.
Hazardous Polymerization: Has not been reported.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 305-53-3: AI3675000 LD50/LC50:
CAS# 305-53-3: Oral, mouse: LD50 = 83 mg/kg.
Carcinogenicity:
Iodoacetic acid, sodium salt - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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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: TOXIC SOLID, ORGANIC, N.O.S.*
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
IMO
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing Group: III
RID/ADR
Shipping Name: TOXIC SOLID, ORGANIC, N.O.S.
Hazard Class: 6.1
UN Number: 2811
Packing group: III

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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 22 Do not breathe dust.
S 24/25 Avoid contact with skin and eyes.
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# 305-53-3: No information available.
Canada
CAS# 305-53-3 is listed on Canada's DSL List.
CAS# 305-53-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 305-53-3 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：用于制药工业

反应信息

• 作为反应物：
  描述：

  monosodium iodoacetate 在 sodium hydride 、 盐酸 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 3.0h， 以51.2%的产率得到(2,4,6-trimethyl-benzyloxy)-acetic acid
  参考文献：
  名称：

  WO2007/121471

  摘要：

  公开号：
• 作为试剂：
  描述：

  Erythritol 在 Tris-HCl buffer 、 monosodium iodoacetate recombinant Brucella abortus erythritol kinase 、 5’-三磷酸腺苷 、 magnesium chloride 作用下， 反应 24.0h， 生成 L-erythritol-4-phosphate
  参考文献：
  名称：

  Functional expression and characterization of eryA, the erythritol kinase of Brucella abortus, and enzymatic synthesis of l-Erythritol-4-phosphate

  摘要：

  The eryA gene of the bacterial pathogen Brucella abortus has been functionally expressed in Escherichia coli. The resultant EryA was shown to catalyze the ATP-dependent conversion of erythritol to L-erythritol-4-phosphate (L-E4P). The steady state kinetic parameters of this reaction were determined and the enzyme as used to prepare L-E4P which was shown to be a weak inhibitor of 2-C-methyl-D-erythritol-4-phosphate cytidyltransferase (YgbP). (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)01032-6

文献信息

• <i>N</i>-aryl 2-aryloxyacetamides as a new class of fatty acid amide hydrolase (FAAH) inhibitors
  作者：Naresh Sunduru、Mona Svensson、Mariateresa Cipriano、Sania Marwaha、C. David Andersson、Richard Svensson、Christopher J. Fowler、Mikael Elofsson

  DOI：10.1080/14756366.2016.1265520

  日期：2017.1.1

  Fatty acid amide hydrolase (FAAH) is a promising target for the development of drugs to treat neurological diseases. In search of new FAAH inhibitors, we identified 2-(4-cyclohexylphenoxy)-N-(3-(oxazolo[4,5-b]pyridin-2-yl)phenyl)acetamide, 4g, with an IC50 of 2.6 µM as a chemical starting point for the development of potent FAAH inhibitors. Preliminary hit-to-lead optimisation resulted in 2-(4-phe

  脂肪酸酰胺水解酶（FAAH）是开发用于治疗神经系统疾病的药物的有希望的目标。为了寻找新的FAAH抑制剂，我们确定了2g 2-（4-环己基苯氧基）-N-（3-（恶唑并[4,5-b]吡啶-2-基）苯基）乙酰胺，IC50为2.6 µM，开发有效的FAAH抑制剂的化学起点。初步的逐线优化得到2-i-（4-phenylphenoxy）-N-（3-（oxazolo [4,5-b] pyridin-2-yl）phenyl）乙酰胺4i，IC50为0.35 µM。
• Characterization of brimonidine metabolism with rat, rabbit, dog, monkey and human liver fractions and rabbit liver aldehyde oxidase
  作者：A. A. Acheampong、D-S. Chien、S. Lam、S. Vekich、A. Breau、J. Usansky、D. Harcourt、S. A. Munk、H. Nguyen、M. Garst、D. Tang-Liu

  DOI：10.3109/00498259609167421

  日期：1996.1

  1. In vitro metabolism of 14C-brimonidine by the rat, rabbit, dog, monkey and human liver fractions was studied to assess any species differences. In vitro metabolism with rabbit liver aldehyde oxidase and human liver slices, and in vivo metabolism in rats were also investigated. The hepatic and urinary metabolites were characterized by liquid chromatography and mass spectrometry. 2. Up to seven, six

  1.研究了大鼠，兔，狗，猴和人肝脏中14C-溴莫尼定的体外代谢作用，以评估任何物种差异。还研究了兔肝醛氧化酶和人肝切片的体外代谢以及大鼠体内的代谢。通过液相色谱和质谱法表征肝和尿代谢产物。2.在大鼠肝S9级分，人肝S9级分，人肝切片和大鼠尿液中分别检测到多达7、6、11和14种代谢物。兔肝醛氧化酶催化溴莫尼定代谢为2-氧代布罗尼定和3-氧代布罗尼定，并进一步氧化为2,3-二氧代布罗尼定。甲萘醌抑制肝脏醛氧化酶介导的氧化。3.溴莫尼定的肝氧化为2-氧代布罗尼定，3-氧代布罗尼定和2 3-dioxobrimonidine是所有研究物种的主要途径，除了狗的主要代谢产物是4'，5'-脱氢溴莫尼定和5-bromo-6-胍基喹喔啉。4.这些结果表明溴莫尼定具有广泛的肝代谢作用，并为醛氧化酶参与溴莫尼定代谢提供了证据。肝溴莫尼定代谢中的物种差异可能与狗肝醛氧化酶的低活性有关。溴莫尼定的主要代谢途径是α（N）-氧化为2
• Total Synthesis of (+)-Asteriscanolide: Further Exploration of the Rhodium(I)-Catalyzed [(5+2)+1] Reaction of Ene-Vinylcyclopropanes and CO
  作者：Yong Liang、Xing Jiang、Xu-Fei Fu、Siyu Ye、Tao Wang、Jie Yuan、Yuanyuan Wang、Zhi-Xiang Yu

  DOI：10.1002/asia.201100805

  日期：2012.3.5

  The total synthesis of (+)‐asteriscanolide is reported. The synthetic route features two key reactions: 1) the rhodium(I)‐catalyzed [(5+2)+1] cycloaddition of a chiral ene‐vinylcyclopropane (ene‐VCP) substrate to construct the [6.3.0] carbocyclic core with excellent asymmetric induction, and 2) an alkoxycarbonyl‐radical cyclization that builds the bridging butyrolactone ring with high efficiency. Other

  报告了（+）-紫杉醇的总合成。合成路线具有两个关键反应：1）手性烯-乙烯基环丙烷（ene-VCP）底物的铑（I）催化的[（5 + 2）+1]环加成反应，以构建具有[6.3.0]碳环核的化合物出色的不对称诱导，以及2）烷氧基羰基自由基环化，可高效构建桥接的丁内酯环。该合成路线的其他特征包括醛的催化不对称炔基化反应以合成手性烯-VCP底物，[（5 + 2）+1]环加合物向其烯醇三氟甲磺酸酯的高度区域选择性转化以及内部转化通过酯还原/消除为烯醇醚/加氢程序，将三轮车外-外结构转变为外-外结构。此外，提出了[（5 + 2）+1]反应手性诱导的密度泛函理论（DFT）合理化和自由基环空的非对映选择性。同样重要的是，我们还开发了使用铑（I）催化的[（5 + 2）+1]环加成反应作为关键步骤合成阿司尼考尼酯的其他方法。即使这些途径未能实现全部合成，但这些实验仍提供了有关[（5 + 2）+1]反应范围的更多
• NOVEL AZA-PYRIDOPYRIMIDINONE DERIVATIVES
  申请人：Conte Aurelia

  公开号：US20080234277A1

  公开（公告）日：2008-09-25

  The invention is concerned with novel aza-pyridopyrimidinone derivatives of formula (I): wherein R 1 , R 2 , R 3 , R 4 , R 5 , X 1 , X 2 , X 3 , Y, Z, m and n are as defined in the description and in the claims, as well as physiologically acceptable salts and esters thereof. These compounds are HM74A agonists and can be used in treating or preventing diseases which are modulated by HM74A agonists.

  这项发明涉及式(I)的新颖的氮杂吡啶嘧啶酮衍生物： 其中R1、R2、R3、R4、R5、X1、X2、X3、Y、Z、m和n如描述和权利要求中所定义，以及其生理上可接受的盐和酯。这些化合物是HM74A激动剂，可用于治疗或预防受HM74A激动剂调节的疾病。
• A Biocompatible Condensation Reaction for the Labeling of Terminal Cysteine Residues on Proteins
  作者：Hongjun Ren、Fei Xiao、Ke Zhan、Young-Pil Kim、Hexin Xie、Zuyong Xia、Jianghong Rao

  DOI：10.1002/anie.200903627

  日期：2009.12.14

  Going live: A protein‐labeling method based on the use of a single amino acid tag—an N‐terminal cysteine residue—and small‐molecule probes containing a cyanobenzothiazole (CBT) unit has been used for the specific fluorescence labeling of proteins in vitro and at the surface of live cells (see scheme). This simple ligation reaction proceeds with a high degree of specificity under physiological conditions

  上线：基于使用单个氨基酸标签（N 末端半胱氨酸残基）和含有氰基苯并噻唑 (CBT) 单元的小分子探针的蛋白质标记方法已用于体外蛋白质的特异性荧光标记以及活细胞表面（见示意图）。这种简单的连接反应在生理条件下以高度特异性进行。Rd：罗丹明染料；TEV：烟草蚀刻病毒。

表征谱图