sodium α-D-glucoheptonate | 13007-85-7

• 物质功能分类: 原料药
• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: sodium α-D-glucoheptonate
• 英文别名: sodium α-glucoheptonate；D-glycero-D-gulo-Heptonic acid, monosodium salt；sodium;(2R,3R,4S,5R,6R)-2,3,4,5,6,7-hexahydroxyheptanoate
• CAS: 13007-85-7
• 化学式: C₇H₁₃O₈*Na
• 分子量: 248.165
• InChiKey: FMYOMWCQJXWGEN-WYRLRVFGSA-M

物化性质

• 比旋光度：
  D20 +6.06° (c = 10 in H2O)
• 密度：
  1.6[at 20℃]
• LogP：
  -3.81 at 21.7℃
• 物理描述：
  DryPowder

计算性质

• 辛醇/水分配系数(LogP)：
  -8.46
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  162
• 氢给体数：
  6
• 氢受体数：
  8

安全信息

• 海关编码：
  2918199090
• 储存条件：
  室温且干燥

SDS

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Section 1. Chemical Product and Company Identification
Sodium Glucoheptonate Catalog
Common Name/
Number(s).
Trade Name
CAS# 31138-65-5
Manufacturer
Commercial Name(s)
Sodium Glucoheptonate

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Section 4. First Aid Measures
Eye Contact Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at
least 15 minutes. Cold water may be used. Get medical attention if irritation occurs.
Skin Contact Wash with soap and water. Cover the irritated skin with an emollient. Get medical attention if irritation develops.
Cold water may be used.
Serious Skin Contact Not available.
Inhalation If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get
medical attention.
Serious Inhalation Not available.
Ingestion Do NOT induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an
unconscious person. If large quantities of this material are swallowed, call a physician immediately. Loosen tight
clothing such as a collar, tie, belt or waistband.
Serious Ingestion Not available.

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Section 5. Fire and Explosion Data
Flammability of the Product May be combustible at high temperature.
Auto-Ignition Temperature Not available.
Flash Points Not available.
Flammable Limits Not available.
These products are carbon oxides (CO, CO2).
Products of Combustion
Fire Hazards in Presence of Slightly flammable to flammable in presence of heat.
Various Substances Non-flammable in presence of shocks.
Explosion Hazards in Presence Risks of explosion of the product in presence of mechanical impact: Not available.
of Various Substances Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media SMALL FIRE: Use DRY chemical powder.
and Instructions LARGE FIRE: Use water spray, fog or foam. Do not use water jet.
Special Remarks on As with most organic solids, fire is possible at elevated temperatures
Fire Hazards
Special Remarks on Explosion Not available.
Hazards

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Section 6. Accidental Release Measures
Small Spill Use appropriate tools to put the spilled solid in a convenient waste disposal container. Finish cleaning by
spreading water on the contaminated surface and dispose of according to local and regional authority
requirements.
Large Spill
Use a shovel to put the material into a convenient waste disposal container. Finish cleaning by spreading water
on the contaminated surface and allow to evacuate through the sanitary system.
Sodium Glucoheptonate

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Section 7. Handling and Storage
Precautions Keep away from heat. Keep away from sources of ignition. Ground all equipment containing material. Do not
breathe dust. Keep away from incompatibles such as metals.
Storage Keep container tightly closed. Keep container in a cool, well-ventilated area.

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Section 8. Exposure Controls/Personal Protection
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to
airborne contaminants below the exposure limit.
Personal Protection
Safety glasses. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent. Gloves.
Personal Protection in Case of Splash goggles. Full suit. Dust respirator. Boots. Gloves. A self contained breathing apparatus should be used
a Large Spill to avoid inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist
BEFORE handling this product.
Exposure Limits Not available.

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Section 9. Physical and Chemical Properties
Physical state and appearance Solid. (Crystalline powder.) Odor Not available.
Taste Not available.
Molecular Weight 248.16 g/mole
Color Yellowish. Light tan. (Light.)
pH (1% soln/water) Not available.
Boiling Point Not available.
Melting Point Decomposition temperature: 161°C (321.8°F)
Critical Temperature Not available.
Not available.
Specific Gravity
Vapor Pressure Not applicable.
Vapor Density Not available.
Volatility Not available.
Odor Threshold Not available.
Not available.
Water/Oil Dist. Coeff.
Ionicity (in Water) Not available.
See solubility in water.
Dispersion Properties
Solubility Easily soluble in hot water.
Soluble in cold water.

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Section 10. Stability and Reactivity Data
Stability The product is stable.
Instability Temperature Not available.
Conditions of Instability Excess heat, incompatible materials
Incompatibility with various Reactive with metals.
substances
Corrosivity Not available.
Sodium Glucoheptonate
Keep away from aluminum, magnesium and other metals
Special Remarks on
Reactivity
Not available.
Special Remarks on
Corrosivity
Polymerization Will not occur.

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Section 11. Toxicological Information
Routes of Entry Inhalation. Ingestion.
Toxicity to Animals LD50: Not available.
LC50: Not available.
Chronic Effects on Humans Not available.
Other Toxic Effects on
Slightly hazardous in case of skin contact (irritant), of ingestion, of inhalation.
Humans
Special Remarks on Not available.
Toxicity to Animals
Special Remarks on Not available.
Chronic Effects on Humans
Special Remarks on other Acute Potential Health Effects:
Toxic Effects on Humans Skin: May cause skin irritation.
Eyes: May cause eye irritation.
Inhalation: May cause respiratory tract irritation.
Ingestion: Not expected to be a hazard with normal industrial usage.

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Section 12. Ecological Information
Ecotoxicity Not available.
BOD5 and COD Not available.
Possibly hazardous short term degradation products are not likely. However, long term degradation products may
Products of Biodegradation
arise.
Toxicity of the Products The product itself and its products of degradation are not toxic.
of Biodegradation
Special Remarks on the Not available.
Products of Biodegradation

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Section 13. Disposal Considerations
Waste Disposal Waste must be disposed of in accordance with federal, state and local environmental
control regulations.

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Section 14. Transport Information
DOT Classification Not a DOT controlled material (United States).
Identification Not applicable.
Special Provisions for Not applicable.
Transport
Sodium Glucoheptonate
DOT (Pictograms)

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Section 15. Other Regulatory Information and Pictograms
TSCA 8(b) inventory: listed as D-Gluco-Heptanoic acid, monosodium salt, (2.xi.)-
Federal and State
Regulations
California California prop. 65: This product contains the following ingredients for which the State of California has found
to cause cancer which would require a warning under the statute: No products were found.
Proposition 65
Warnings
California prop. 65: This product contains the following ingredients for which the State of California has found
to cause birth defects which would require a warning under the statute: No products were found.
Other Regulations EINECS: This product is on the European Inventory of Existing Commercial Chemical Substances.
WHMIS (Canada) Not controlled under WHMIS (Canada).
Other Classifications
DSCL (EEC) This product is not classified according Not applicable.
to the EU regulations.
Health Hazard
HMIS (U.S.A.) 1 National Fire Protection
1 Flammability
1 Association (U.S.A.)
Fire Hazard
1 0 Reactivity
Health
Reactivity
0
Specific hazard
Personal Protection
E
WHMIS (Canada)
(Pictograms)
DSCL (Europe)
(Pictograms)
TDG (Canada)
(Pictograms)
ADR (Europe)
(Pictograms)
Protective Equipment
Gloves.
Lab coat.
Dust respirator. Be sure to use an
approved/certified respirator or
equivalent.
Sodium Glucoheptonate

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  sodium α-D-glucoheptonate 在 盐酸 、 lithium aluminium tetrahydride 、 硫酸 、 SiO₂-supported NaIO₄ 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 30.25h， 生成 L-(-)-葡萄糖
  参考文献：
  名称：

  简短而甜蜜：D-葡萄糖到L-葡萄糖和L-葡萄糖醛酸

  摘要：

  获得L型糖和其他稀有糖的稀缺性和昂贵性阻碍了其生物潜能的开发。例如，仅最近才获得的D-聚乙二醇已被认为是一种重要的新食品。在这里，我们从D-葡萄糖中最终合成了99.4％的纯L-葡萄糖，这种方法廉价而又廉价，除了萃取和去除溶剂外，不需要纯化中间体或最终产物。简单的结晶将使纯度提高到> 99.8％。

  DOI：

  10.1002/anie.201309073
• 作为试剂：
  描述：

  sodium rhenate 、 2-[(2-Diethylamino-ethyl)-(2-mercapto-ethyl)-amino]-N-(2-mercapto-ethyl)-acetamide 在 sodium α-D-glucoheptonate 、 tin(ll) chloride 作用下， 以 甲醇 、 水 为溶剂， 反应 1.0h， 以74.4%的产率得到[ReOADDT]-C2-NEt2
  参考文献：
  名称：

  Small technetium-99m and rhenium labeled agents and methods for imaging tumors

  摘要：

  本发明涉及化合物及其相关的锝和铼配合物，适用于肿瘤的成像或治疗，例如癌瘤、黑色素瘤和其他肿瘤。在另一实施方式中，本发明涉及使用放射标记金属配合物成像肿瘤的方法。用于肿瘤成像的首选放射标记配合物包括锝和铼配合物。本发明的锝配合物具有高肿瘤摄取率和显著的肿瘤/非肿瘤比，表明这种基于锝-99m的小分子探针可以作为黑色素瘤及其转移的体内诊断试剂。在另一实施方式中，本发明涉及使用放射标记金属配合物作为放射药剂来治疗肿瘤的方法。

  公开号：

  US20040097735A1

文献信息

• 一种L-葡萄糖的合成方法
  申请人：济南山目生物医药科技有限公司

  公开号：CN106397500B

  公开（公告）日：2018-04-03

  本发明公开了一种L‑葡萄糖的合成方法，以葡萄糖庚酸钠为起始原料，用2，2‑二甲氧基丙烷将羟基全部保护；然后在酸性条件下，选择性脱保护基；甲酯还原成醇；醇氧化为醛；脱掉全部保护基得到目标产物L‑葡萄糖；本发明提供了一种适合工业生产的L‑葡萄糖的制备方法，该方法经过保护、选择性保护、还原，氧化和去保护五步制备L‑葡萄糖，每步的后处理操作简单，只涉及减压浓缩，萃取，析晶等工艺，不涉及任何色谱柱分离操作，对设备的要求低，适合规模化生产；本发明的制备方法对设备的要求低，采用现有设备即可实现工业生产，并且每一步的产率高，每一步的产率均在70%以上，甚至达到100%，成本低；本发明的制备方法对产物的后处理工艺简单，产物易于分离，易于实现大规模工业化生产。
• Triacetonide of Glucoheptonic Acid in the Scalable Syntheses of <scp>d</scp>-Gulose, 6-Deoxy-<scp>d</scp>-gulose, <scp>l</scp>-Glucose, 6-Deoxy-<scp>l</scp>-glucose, and Related Sugars
  作者：Zilei Liu、Akihide Yoshihara、Sarah F. Jenkinson、Mark R. Wormald、Ramón J. Estévez、George W. J. Fleet、Ken Izumori

  DOI：10.1021/acs.orglett.6b02041

  日期：2016.8.19

  Ease of separation of petrol-soluble acetonides derived from the triacetonide of methyl glucoheptonate allows scalable syntheses of rare sugars containing the l-gluco or d-gulo structural motif with any oxidation level at the C6 or C1 position of the hexose, usually without chromatography: meso-d-glycero-d-guloheptitol available in two steps is an ideal entry point for the study of the biotechnological

  易于分离衍生自葡庚糖酸甲酯的三丙酮化物的汽油可溶性丙酮化物，可扩展合成包含1-葡萄糖或d-果糖结构基序且在己糖C6或C1位置具有任何氧化水平的稀有糖，通常无需色谱法：中观- d -glycero- d -guloheptitol分两步提供是一个理想的切入点生物技术生产庚糖的研究。
• Silicon Forms a Rich Diversity of Aliphatic Polyol Complexes in Aqueous Solution
  作者：Bradley M. Vis、Jiali Wen、Soren K. Mellerup、Roger D. Merchant、Robert C. Mawhinney、Stephen D. Kinrade

  DOI：10.1021/jacs.9b10701

  日期：2020.5.20

  high-sensitivity 29Si NMR spectroscopy of isotopically-enriched solutions combined with theoretical modelling. Contrary to previous thinking, we have established that aliphatic polyols do not require a threo pair of hydroxy groups to form hypercoordinated Si complexes, although formation constants may be orders of magnitude higher if they are present. Thirteen distinctly different molecular assemblages

  使用同位素富集溶液的高灵敏度 29Si NMR 光谱结合理论建模，对糖醇和醛糖酸的水性 Si 络合进行了详细检查。与之前的想法相反，我们已经确定脂肪族多元醇不需要三对羟基来形成超配位的 Si 配合物，尽管如果它们存在，形成常数可能会高几个数量级。已经确定了 13 种明显不同的包含 4、5 或 6 配位 Si 中心的分子组合，即使在生物学相关的溶液条件下，也会出现显着浓度的 5 配位 Si 双配体复合物。
• Electroless nickel polyalloys
  申请人：Richardson Chemical Company

  公开号：US04397812A1

  公开（公告）日：1983-08-09

  Electroless, polymetallic nickel alloys containing an element of boron or phosphorus and one or more metals selected from tin, tungsten, molybdenum or copper which have unique properties and are produced as a plated deposit in an electroless nickel plating bath containing an ester complex of a polyhydric acid or alcohol such as the diboron ester of glucoheptonic acid.

  这句话的中文翻译如下： 无电镀、多金属镍合金，其中包含硼或磷元素和从锡、钨、钼或铜中选择的一种或多种金属，具有独特的性质，并在含有多元酸或醇的酯复合物的无电镀镍镀液中作为电镀沉积物生产，如葡糖庚烷酸二硼酯。
• Re-188 Enhances the Inhibitory Effect of Bevacizumab in Non-Small-Cell Lung Cancer
  作者：Jie Xiao、Xiaobo Xu、Xiao Li、Yanli Li、Guobing Liu、Hui Tan、Hua Shen、Hongcheng Shi、Dengfeng Cheng

  DOI：10.3390/molecules21101308

  日期：——

  The malignant behaviors of solid tumors such as growth, infiltration and metastasis are mainly nourished by tumor neovascularization. Thus, anti-angiogenic therapy is key to controlling tumor progression. Bevacizumab, a humanized anti-vascular endothelial growth factor (VEGF) antibody, plus chemotherapy or biological therapy can prolong survival for cancer patients, but treatment-related mortality is a concern. To improve inhibitory effect and decrease side-effects on non-small-cell lung cancer (NSCLC), we used Re-188, which is a β emitting radionuclide, directly labeled with bevacizumab for radioimmunotherapy in a human A549 tumor model. Cytotoxic assay data showed that, after 188ReO4− or 188Re-bevacizumab at different concentration for 4 and 24 h, a time- and radioactivity does-dependent reduction in cell viability occurred. Also, an apoptosis assay conformed great apoptosis in the 188Re-bevacizumab group compared with controls and other treatment groups. In vivo, tumor volumes in the 188Re-bevacizumab (11.1 MBq/mice) group were not reduced but growth was delayed compared with other groups. Thus, 188Re-bevacizumab enhanced the therapeutic effect of bevacizumab, suggesting a potential therapeutic strategy for NSCLC treatment.

  实体瘤的恶性行为，如生长、浸润和转移，主要由肿瘤新生血管形成提供营养。因此，抗血管生成疗法是控制肿瘤进展的关键。贝伐单抗是一种人源化抗血管内皮生长因子（VEGF）抗体，与化疗或生物疗法联合使用可延长癌症患者的生存期，但治疗相关死亡率令人担忧。为了改善抑制效果并减少对非小细胞肺癌（NSCLC）的副作用，我们使用Re-188，这是一种β发射放射性核素，直接标记贝伐单抗，用于人类A549肿瘤模型的放射免疫治疗。细胞毒性测定数据显示，在188ReO4-或188Re-贝伐单抗不同浓度下作用4和24小时后，细胞活力出现时间和放射性依赖性降低。此外，与对照组和其他治疗组相比，188Re-贝伐单抗组中的细胞凋亡测定结果也符合细胞凋亡。在体内，与其他组相比，188Re-贝伐单抗（11.1 MBq/小鼠）组的肿瘤体积没有减少，但生长延迟。因此，188Re-贝伐单抗增强了贝伐单抗的治疗效果，为NSCLC治疗提供了潜在的治疗策略。