二甲基环糊精 | 51166-71-3

• 物质功能分类: 生物化工 - 糖类化合物 - 寡糖
• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 二甲基环糊精
• 中文别名: 甲基-β-环糊精；七(2,6-二-O-甲基)-β-环糊精；2,6-二-O-甲基-β-环糊精；二甲基-bata-环糊精；2,6-二甲氧基-倍他-环糊精
• 英文名称: heptakis(2,6-di-O-methyl)cyclomaltoheptaose
• 英文别名: heptakis(2,6-di-O-methyl)-β-cyclodextrin；2,6-di-O-methyl-β-cyclodextrin；dimethyl-β-cyclodextrin；methyl-β-cyclodextrin；DM-β-CD；heptakis(2,6-di-O-methyl)-beta-cyclodextrin；2,6-Di-O-methyl-beta-cyclodextrin；(1S,3R,5R,6S,8R,10R,11S,13R,15R,16S,18R,20R,21S,23R,25R,26S,28R,30R,31S,33R,35R,36S,37R,38S,39R,40S,41R,42S,43R,44S,45R,46S,47R,48S,49R)-37,39,41,43,45,47,49-heptamethoxy-5,10,15,20,25,30,35-heptakis(methoxymethyl)-2,4,7,9,12,14,17,19,22,24,27,29,32,34-tetradecaoxaoctacyclo[31.2.2.23,6.28,11.213,16.218,21.223,26.228,31]nonatetracontane-36,38,40,42,44,46,48-heptol
• CAS: 51166-71-3
• 化学式: C₅₆H₉₈O₃₅
• 分子量: 1331.37
• InChiKey: QGKBSGBYSPTPKJ-UZMKXNTCSA-N

物化性质

• 熔点：
  298-310 °C
• 沸点：
  1203.6±65.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)
• 溶解度：
  可溶于水中
• 稳定性/保质期：

  如果按照规格正确使用和储存，则不会发生分解，且目前没有已知的危险反应。

计算性质

• 辛醇/水分配系数(LogP)：
  -7.5
• 重原子数：
  91
• 可旋转键数：
  21
• 环数：
  21.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  400
• 氢给体数：
  7
• 氢受体数：
  35

安全信息

• 安全说明：
  S24/25
• WGK Germany：
  3
• 海关编码：
  29400090
• 危险品运输编号：
  25kgs
• RTECS号：
  GU2293500
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  请将贮藏器保持密封状态，并存放在阴凉干燥处。同时，确保工作环境具备良好的通风或排气设施。

SDS

Name:	Dimethyl-beta-cyclodextrin 99+% methylated beta-cyclodextrins Material Safety Data Sheet
Synonym:	None
CAS:	51166-71-3

Section 1 - Chemical Product MSDS Name:Dimethyl-beta-cyclodextrin 99+% methylated beta-cyclodextrins Material Safety Data Sheet
Synonym:None

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
51166-71-3	Dimethyl-beta-cyclodextrin	99.0+	unlisted

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

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Light 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 immediately.
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. Remove 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. Get medical aid immediately. 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. 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 or absorb material, then place into a suitable clean, dry, closed container for disposal. Avoid generating dusty conditions. Provide ventilation.

---

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. Store protected from light.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances. Store protected from light.

---

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# 51166-71-3: Personal Protective Equipment Eyes: Wear chemical splash goggles. 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: white to pale yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 298.00 - 310.00 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: >33g/100ml (25 c)
Specific Gravity/Density:
Molecular Formula: C56H98O35
Molecular Weight: 1331.40

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, light, dust generation, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Irritating and toxic fumes and gases.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 51166-71-3: GU2293500 LD50/LC50:
Not available.
Carcinogenicity:
Dimethyl-beta-cyclodextrin - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

Section 12 - ECOLOGICAL INFORMATION
Other No information available.

---

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# 51166-71-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 51166-71-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 51166-71-3 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

二甲基环糊精是一种环糊精衍生物，又称为2,6-二甲基-β-环糊精。

其主要用途包括：

• 具有比相应的 β-环糊精复合物更高的水溶性；
• 刺激脂肪酸的合成。

反应信息

• 作为反应物：
  描述：

  二甲基环糊精 在 三乙基硅烷 、 三氟甲磺酸三甲基硅酯 作用下， 生成 1,5-anhydro-2,6-di-O-methyl-D-glucitol
  参考文献：
  名称：

  还原裂解法表征环麦芽六糖和庚糖衍生物

  摘要：

  摘要：通过还原裂解方法研究了带有烷基，酰基和氨基甲酰基取代基的环麦芽六糖和庚糖衍生物的取代方式。用三乙基硅烷和三甲基甲硅烷基三氟甲磺酸酯处理改性的环麦芽六糖或庚二酮酶，得到相应的1,5-和1,4-脱水葡萄糖醇衍生物，将其乙酰化，或在乙酰基衍生物的情况下，将三氟乙酰基化，并通过glc-ms分析可以检测到烷基化化合物，烷基化不足或烷基化形成的微量产物或异构体组分。观察到酰氧基部分还原为烷氧基和酰基取代基的裂解。氨基甲酰基取代基在还原裂解的条件下是稳定的。

  DOI：

  10.1016/0008-6215(89)80003-5
• 作为产物：
  描述：

  heptakis(3-O-benzyl-2,6-di-O-methyl)-β-cyclodextrin 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 以93%的产率得到二甲基环糊精
  参考文献：
  名称：

  A convenient preparation of per-2,6-di-O-methylcyclomalto-oligosaccharides

  摘要：

  DOI：

  10.1016/0008-6215(90)84214-f
• 作为试剂：
  描述：

  1-丙烯基苯 、 一氧化碳 在 acetylacetonatodicarbonylrhodium(l) 、 trisodium tris(3-sulfophenyl)phosphine 、 二甲基环糊精 、 氢气 作用下， 以 水 为溶剂， 80.0 ℃ 、5.07 MPa 条件下， 反应 6.0h， 生成 2-甲基-3-苯基丙醛 、 2-苯基丁醛
  参考文献：
  名称：

  A further breakthrough in biphasic, rhodium-catalyzed hydroformylation: the use of Per(2,6-di-O-methyl)-β-cyclodextrin as inverse phase transfer catalyst

  摘要：

  Solvent free biphasic hydroformylation of various water-insoluble terminal olefins can be achieved in high yields and selectivities by using a water-soluble rhodium/triphenylphosphine trisulfonate catalyst and per(2,6-di-o-methyl)-beta-cyclodextrin as inverse phase transfer catalyst. The catalytic activities were up to ten times higher than those observed without per(2,6-di-o-methyl)-beta-cyclodextrin.

  DOI：

  10.1016/0040-4039(95)02073-x

文献信息

• Interaction of α- and β-zearalenols with β-cyclodextrins
  作者：Miklós Poór、Afshin Zand、Lajos Szente、Beáta Lemli、Sándor Kunsági-Máté

  DOI：10.3390/molecules22111910

  日期：——

  extensively; they can form stable complexes with several mycotoxins, including ZEN. However, information is limited regarding the interactions of CDs with ZOLs. Therefore, we studied the interactions of α- and β-ZOLs with native and six chemically modified β-CDs by fluorescence spectroscopy. Fluorescence enhancement during complex formation, as well as binding constants, were determined. To understand

  玉米赤霉烯酮 (ZEN) 是一种由镰刀菌产生的霉菌毒素。ZEN 主要污染不同的谷物，并对动物和人类产生强烈的异种雌激素作用。ZEN 是一种荧光真菌毒素，尽管分子相​​互作用和微环境变化会显着改变其光谱特性。在生物转化过程中，ZEN 被转化为 α-玉米赤霉烯醇 (α-ZOL) 和 β-玉米赤霉烯醇 (β-ZOL)，它们是 ZEN 的有毒代谢物，可模拟雌激素的作用。环糊精 (CD) 是宿主分子，已被广泛研究。它们可以与多种霉菌毒素（包括 ZEN）形成稳定的复合物。然而，关于 CD 与 ZOL 相互作用的信息有限。因此，我们通过荧光光谱研究了 α- 和 β-ZOL 与天然和六种化学修饰的 β-CD 的相互作用。确定了复合物形成过程中的荧光增强以及结合常数。为了更好地了解 ZOL-CD 相互作用，还进行了分子建模研究。两种霉菌毒素衍生物与甲基化和磺丁基化 CD 衍生物形成最稳定的复合物；然而，α-ZOL
• 31P-N.m.r. spectroscopy in wood chemistry. Phosphite derivatives of carbohydrates
  作者：Yuri Archipov、Dimitris S. Argyropoulos、Henry Bolker、Cyril Heitner

  DOI：10.1016/0008-6215(91)80005-8

  日期：1991.11

  and model compounds for lignin-carbohydrate complexes were reacted with 1,3,2-dioxaphospholanyl chloride, and the 31P-n.m.r. spectra of the derivatives were obtained in order to correlate the signals with the structural details of the compounds. The derivatives of most of the carbohydrates exhibited spectra containing well resolved signals in the range 138-132 p.p.m., and the number of lines accorded

  摘要使选定的无环和环状多元醇，单糖，二糖，高级寡糖和木质素-碳水化合物配合物的模型化合物与1,3,2-二氧杂磷酰氯酰氯反应，得到衍生物的31P-nmr光谱以使它们相互关联。表示化合物的结构细节。大多数碳水化合物的衍生物显示出的光谱包含在138-132 ppm范围内的分辨良好的信号，并且谱线数与相应化合物中的羟基数相符。单糖衍生物中C-1处磷原子的化学位移值是所涉及的端基异构体的特征。由于完全分解的光谱分别具有糖和木质素相关部分的特征信号，获得了相关模型化合物的一部分，该方法似乎非常适合于对木质素-碳水化合物复合物衍生的分子进行结构解析。对环糊精（环麦芽六-，庚-和八糖）进行了衍生化处理，检查后得出的光谱彼此之间存在显着差异。
• PHARMACEUTICAL COMPOSITIONS FOR ORAL ADMINISTRATION, COMPRISING AN ACTIVE SUBSTANCE AND A CYCLODEXTRIN
  申请人：——

  公开号：US20020032217A1

  公开（公告）日：2002-03-14

  The invention concerns pharmaceutical compositions for oral administration, comprising an active substance belonging to the family of substituted benzhydrylpiperazines and at least a cyclodextrin.

  这项发明涉及用于口服的药物组合物，包括属于取代苯基哌嗪家族的活性物质和至少一种环糊精。
• Encapsulation of Risperidone by Methylated β-Cyclodextrins: Physicochemical and Molecular Modeling Studies
  作者：Laura Sbârcea、Ionuț-Mihai Tănase、Adriana Ledeți、Denisa Cîrcioban、Gabriela Vlase、Paul Barvinschi、Marinela Miclău、Renata-Maria Văruţ、Cristina Trandafirescu、Ionuț Ledeți

  DOI：10.3390/molecules25235694

  日期：——

  Supramolecular adducts between drug substance and two methylated β-cyclodextrins, namely heptakis(2,6-di-O-methyl)-β-cyclodextrin (DM-β-CD) and heptakis(2,3,6-tri-O-methyl)-β-cyclodextrin (TM-β-CD) were obtained in order to enhance RSP solubility and improve its biopharmaceutical profile. The inclusion complexes were evaluated by means of thermoanalytical methods (TG—thermogravimetry/DTG—derivative

  利培酮 (RSP) 是一种非典型抗精神病药物，可作为大脑中血清素 2 (5TH2) 和多巴胺 2 (D2) 受体的强效拮抗剂；它用于治疗精神分裂症、痴呆症的行为和心理症状以及与自闭症相关的烦躁。它是一种水溶性差的苯并恶唑衍生物，具有高亲脂性。原料药与两种甲基化β-环糊精之间的超分子加合物，即heptakis(2,6-di-O-methyl)-β-cyclodextrin (DM-β-CD)和heptakis(2,3,6-tri-O-methyl) )-β-环糊精 (TM-β-CD) 的获得是为了提高 RSP 的溶解度并改善其生物制药特性。通过热分析方法（TG-热重/DTG-导数热重/HF-热流）、粉末X射线衍射（PXRD）、通用衰减全反射傅里叶变换红外 (UATR-FTIR)、紫外光谱和饱和溶解度研究。Job 方法用于确定包合物的化学计量，发现两种客体系统的化学计量比均为 2:1。进行了分子建模研究，以深入表征药物与环糊精
• NMR spectroscopic investigation of inclusion complexes between cyclodextrins and the neurotoxin tetramethylenedisulfotetramine
  作者：Brian P. Mayer、Rebecca L. F. Albo、Saphon Hok、Carlos A. Valdez

  DOI：10.1002/mrc.3803

  日期：2012.3

  strength and structure of inclusion complexes formed between the neurotoxin tetramethylenedisulfotetramine (TETS) and both native and modified cyclodextrins (CyDs) were investigated using nuclear magnetic resonance (NMR) spectroscopy. Of all six examined cases, native β‐cyclodextrin (β‐CyD) and its chemically modified counterpart heptakis‐(2,3,6‐tris‐(2‐hydroxypropyl))‐β‐cyclodextrin (2HP‐β‐CyD) were found

  使用核磁共振 (NMR) 光谱研究了神经毒素四亚甲基二磺四胺 (TETS) 与天然和改性环糊精 (CyD) 之间形成的包合物的结合化学计量、强度和结构。在所有六个检查案例中，发现了天然β-环糊精（β-CyD）及其化学修饰的对应物七肽-（2,3,6-tris-（2-羟丙基））-β-环糊精（2HP-β-CyD）最强烈地与 TETS 关联，这反映在它们的结合常数的大小上（β-CyD 的 K = 537 ± 26 M-1 和 2HP-β-CyD 的 K = 514 ± 49 M-1）。二维旋转框架 Overhauser 效应光谱 NMR 实验证实 TETS 分子与 β-CyD 和 2HP-β-CyD 作为分子间的紧密接近，鉴定了位于 CyD 腔内部的 H3 和 H5 质子与 TETS 的亚甲基质子之间的空间相互作用。版权所有 © 2012 John Wiley & Sons, Ltd.