(R)-(+)-4-(N,N-二甲氨基磺酰)-7-(2-氯甲酰四氢吡咯-1-基)-2,1,3-苯并恶二唑[用于旋光纯度测定的高效液相色谱标记试剂] | 150993-62-7

• 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
• 中文名称: (R)-(+)-4-(N,N-二甲氨基磺酰)-7-(2-氯甲酰四氢吡咯-1-基)-2,1,3-苯并恶二唑[用于旋光纯度测定的高效液相色谱标记试剂]
• 中文别名: (R)-(+)-4-(N,N-二甲氨基磺酰基)-7-(2-氯甲酰四氢吡咯-1-基)-2,1,3-苯并恶二唑；(R)-(+)-4-(N,N-二甲氨基磺酰)-7-(2-氯甲酰四氢吡咯-1-基)-2,1,3-苯并恶二唑
• 英文名称: (R)-4-(N,N-dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole
• 英文别名: 4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-yl)-2,1,3-benzoxadiazole；(2R)-1-[4-(dimethylsulfamoyl)-2,1,3-benzoxadiazol-7-yl]pyrrolidine-2-carbonyl chloride
• CAS: 150993-62-7
• 化学式: C₁₃H₁₅ClN₄O₄S
• 分子量: 358.805
• InChiKey: ZPBKQTOHYMFDLD-SECBINFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26
• 危险类别码：
  R36/37/38

SDS

---

Section I.Chemical Product and Company Identification
Chemical Name (R)-(+)-DBD-Pro-COCl
[=(R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-4')-2,1,3-benzoxadiazole]
Portland OR
Not available.
Synonym
Chemical Formula C13H15ClN4O4S
CAS Number Not available.

---

Section II. Composition and Information on Ingredients
Chemical Name CAS Number Percent (%) TLV/PEL Toxicology Data
(R)-(+)-DBD-Pro-COCl Min. 95.0 Not available. Not available.
Not available.
[=(R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-4')-2,1,3-benzoxadiazole] (HPLC)

---

Section III. Hazards Identification
No specific information is available in our data base regarding the toxic effects of this material for humans. However,
Acute Health Effects
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
CARCINOGENIC EFFECTS : Not available.
Chronic Health Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is not
known to aggravate existing medical conditions.

---

Section IV. First Aid Measures
Eye Contact Check for and remove any contact lenses. DO NOT use an eye ointment. Flush eyes with running water for a minimum of 15
minutes, occasionally lifting the upper and lower eyelids. Seek medical attention. Treat symptomatically and supportively.
Skin Contact If the chemical gets spilled on a clothed portion of the body, remove the contaminated clothes as quickly as possible,
protecting your own hands and body. Place the victim under a deluge shower. If the chemical touches the victim's exposed
skin, such as the hands: Gently and thoroughly wash the contaminated skin with running water and non-abrasive soap. Be
particularly careful to clean folds, crevices, creases and groin. Cover the irritated skin with an emollient. Seek medical
attention. Treat symptomatically and supportively. Wash any contaminated clothing before reusing.
Inhalation If the victim is not breathing, perform artificial respiration. Loosen tight clothing such as a collar, tie, belt or waistband. If
breathing is difficult, oxygen can be administered. Seek medical attention. Treat symptomatically and supportively.
INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Ingestion
Loosen tight clothing such as a collar, tie, belt, or waistband. If the victim is not breathing, administer artificial respiration.
Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic material was
ingested; the absence of such signs, however, is not conclusive. Seek immediate medical attention and, if possible, show the
chemical label. Treat symptomatically and supportively.

---

Section V. Fire and Explosion Data
Not available.
Auto-Ignition
Flammability Combustible.
Flammable Limits Not available.
Flash Points Not available.
Combustion Products These products are toxic carbon oxides (CO, CO2), nitrogen oxides (NO, NO2), sulfur oxides (SOx), halogenated combustion
products.
WARNING: Highly toxic HCl gas is produced during combustion.
Fire Hazards
No specific information is available regarding the flammability of this compound in the presence of various materials.
Risks of explosion of the product in presence of mechanical impact: Not available.
Explosion Hazards
Risks of explosion of the product in presence of static discharge: Not available.
No additional information is available regarding the risks of explosion.
Fire Fighting Media
SMALL FIRE: Use DRY chemicals, CO2, water spray or foam.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
and Instructions
Continued on Next Page
(R)-(+)-DBD-Pro-COCl
[=(R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-4')-2,1,3-benzoxadiazole]

---

Section VI. Accidental Release Measures
Spill Cleanup In case of a spill and/or a leak, always shut off any sources of ignition, ventilate the area, and exercise caution. Use a
shovel to put the material into a convenient waste disposal container. Finish cleaning the spill by rinsing any contaminated
Instructions
surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on disposal.

---

Section VII. Handling and Storage
Keep away from heat and sources of ignition. Mechanical exhaust required. When not in use, tightly seal the container and
Handling and Storage
store in a dry, cool place. Avoid excessive heat and light. DO NOT breathe dust. In case of insufficient ventilation, wear
Information
suitable respiratory equipment. If you feel unwell, seek medical attention and show the label when possible. Treat
symptomatically and supportively. Avoid contact with skin and eyes.
Always store away from incompatible compounds such as oxidizing agents.

---

Section VIII. 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 Splash goggles. Lab coat. Dust respirator. Boots. Gloves. A MSHA/NIOSH approved respirator must be used to avoid
inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist BEFORE handling this
product.
Exposure Limits Not available.

---

Section IX. Physical and Chemical Properties
Physical state @ 20°C Yellow crystalline powder. Solubility Not available.
Not available.
Specific Gravity
Molecular Weight 358.81 Partition Coefficient Not available.
Boiling Point Not available. Vapor Pressure Not available.
Melting Point Not available. Vapor Density Not available.
Not available. Not available.
Refractive Index Volatility
Critical Temperature Not available. Odor Not available.
Not available. Not available.
Viscosity Taste

---

Section X. Stability and Reactivity Data
Stability

---

This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability Avoid excessive heat and light.
Incompatibilities Reactive with oxidizing agents.

---

Section XI. Toxicological Information
RTECS Number Not available.
Eye contact. Inhalation. Ingestion.
Routes of Exposure
Toxicity Data Not available.
CARCINOGENIC EFFECTS : Not available.
Chronic Toxic Effects
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
There is no known effect from chronic exposure to this product. Repeated or prolonged exposure to this compound is not
known to aggravate existing medical conditions.
Acute Toxic Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling this
compound.
Continued on Next Page
(R)-(+)-DBD-Pro-COCl
[=(R)-(+)-4-(N,N-Dimethylaminosulfonyl)-7-(2-chloroformylpyrrolidin-1-4')-2,1,3-benzoxadiazole]

---

Section XII. Ecological Information
Ecotoxicity Not available.
Not available.
Environmental Fate

---

Section XIII. Disposal Considerations
Recycle to process, if possible. Consult your local or regional authorities. You may be able to dissolve or mix material with a
Waste Disposal
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system. Observe all
federal, state, and local regulations when disposing of this substance.

---

Section XIV. Transport Information
Not a DOT controlled material (United States).
DOT Classification
Not applicable.
PIN Number
Proper Shipping Name Not applicable.
Packing Group (PG) Not applicable.
DOT Pictograms

---

Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not controlled under WHMIS (Canada).
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  (R)-(+)-4-(N,N-二甲氨基磺酰)-7-(2-氯甲酰四氢吡咯-1-基)-2,1,3-苯并恶二唑[用于旋光纯度测定的高效液相色谱标记试剂] 、 (S)-17-hydroxylinolenic acid methyl ester 在 吡啶 作用下， 以 苯 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Absolute Configuration of Volicitin from the Regurgitant of Lepidopteran Caterpillars and Biological Activity of Volicitin-Related Compounds

  摘要：

  已知伏立替汀[N-（17-羟基亚麻酸酰基）-L-谷氨酰胺]和 N-亚麻酸酰基-L-谷氨酰胺是昆虫产生的植物挥发性激发剂。经测定，来自三种夜蛾（Helicoverpa armigera、Mythimna separata 和 Spodoptera litura）的伏立特素羟基亚麻酰基的绝对构型均为 17S，对映体过量。用 30 pmol 的（17S）- 和（17R）-伏立奎宁处理玉米幼苗，诱导其释放挥发性物质，两种异构体释放的量没有显著差异。另一方面，N-亚麻酸酰-L-谷氨酰胺的活性只有伏立替汀的 30%。在几种合成的 N-亚麻酸酰氨基共轭物中，只有 L-谷氨酰胺共轭物能诱导挥发性有机化合物的释放。这些结果表明，伏立替汀的 L-谷氨酰胺分子比羟基分子起着更为关键的作用，尽管这两个分子都会影响诱导剂释放挥发性有机化合物的活性。

  DOI：

  10.1271/bbb.60133

文献信息

• Absolute Configuration of Volicitin from the Regurgitant of Lepidopteran Caterpillars and Biological Activity of Volicitin-Related Compounds
  作者：Yoshitsugu SAWADA、Naoko YOSHINAGA、Kenji FUJISAKI、Ritsuo NISHIDA、Yasumasa KUWAHARA、Naoki MORI

  DOI：10.1271/bbb.60133

  日期：2006.9.23

  Volicitin [N-(17-hydroxylinolenoyl)-L-glutamine] and N-linolenoyl-L-glutamine are known as insect-produced plant volatile elicitors. The absolute configuration of the hydroxylinolenoyl moiety of volicitin from three noctuid species, Helicoverpa armigera, Mythimna separata and Spodoptera litura, was determined to be all 17S in high enantiomeric excess. When treated with 30 pmol of (17S)- and (17R)-volicitin, corn seedlings were induced to release volatiles, there being no significant difference in the amount released between the two isomers. On the other hand, N-linolenoyl-L-glutamine was only about 30% as active as volicitin. Among several synthesized N-linolenoylamino acid conjugates, only the L-glutamine conjugate induced the emission of volatile organic compounds. These results show that the L-glutamine moiety of volicitin played a more critical role than the hydroxyl moiety, although both moieties affected the elicitor activity inducing the release of volatiles.

  已知伏立替汀[N-（17-羟基亚麻酸酰基）-L-谷氨酰胺]和 N-亚麻酸酰基-L-谷氨酰胺是昆虫产生的植物挥发性激发剂。经测定，来自三种夜蛾（Helicoverpa armigera、Mythimna separata 和 Spodoptera litura）的伏立特素羟基亚麻酰基的绝对构型均为 17S，对映体过量。用 30 pmol 的（17S）- 和（17R）-伏立奎宁处理玉米幼苗，诱导其释放挥发性物质，两种异构体释放的量没有显著差异。另一方面，N-亚麻酸酰-L-谷氨酰胺的活性只有伏立替汀的 30%。在几种合成的 N-亚麻酸酰氨基共轭物中，只有 L-谷氨酰胺共轭物能诱导挥发性有机化合物的释放。这些结果表明，伏立替汀的 L-谷氨酰胺分子比羟基分子起着更为关键的作用，尽管这两个分子都会影响诱导剂释放挥发性有机化合物的活性。