(S)-(+)-N-(3,5-二硝基苯甲酰基)-1-苯乙胺 | 69632-31-1

• 物质功能分类: 分析化学 - 分析试剂 - 常用分析试剂
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (S)-(+)-N-(3,5-二硝基苯甲酰基)-1-苯乙胺
• 中文别名: S-(+)-3,5-二硝基-N-(1-苯基乙基)苄胺；(S)-(+)-N-(3,5-二硝基苯甲酰基)-Α-甲基苄胺；(S)-(+)-n-(3,5-二硝基苯甲酰基)-alpha-苯乙胺；(S)-(+)-3,5-二硝基-N-(1-苯基乙基)苄胺
• 英文名称: (S)-N-(3,5-dinitrobenzoyl)-1-phenylethylamine
• 英文别名: (S)-3,5-dinitro-N-(1-phenylethyl)benzamide；3,5-dinitro-N-(1-phenylethyl)benzamide；N-3,5-dinitrobenzoyl-(S)-α-phenylethylamine；3,5-dinitro-N-[(1S)-1-phenylethyl]benzamide
• CAS: 69632-31-1
• 化学式: C₁₅H₁₃N₃O₅
• mdl: MFCD00394193
• 分子量: 315.285
• InChiKey: ABEVDCGKLRIYRW-JTQLQIEISA-N

物化性质

• 熔点：
  158-161 °C(lit.)
• 稳定性/保质期：

  远离氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  121
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 储存条件：
  存放在密封容器内，并置于阴凉、干燥处。请确保储藏地点远离氧化剂。

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : (S)-(+)-3,5-Dinitro-N-(1-phenylethyl)benzamide
CAS-No. : 69632-31-1
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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Section 2. HAZARDS IDENTIFICATION
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008 [EU-GHS/CLP]
Skin irritation (Category 2)
Eye irritation (Category 2)
Specific target organ toxicity - single exposure (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Irritating to eyes, respiratory system and skin.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R36/37/38 Irritating to eyes, respiratory system and skin.
S-phrase(s)
S26 In case of contact with eyes, rinse immediately with plenty of water and
seek medical advice.
S36 Wear suitable protective clothing.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : (S)-(+)-N-(3,5-Dinitrobenzoyl)-1-phenylethylamine
(S)-(+)-N-(3,5-Dinitrobenzoyl)-α-methylbenzylamine
Formula : C15H13N3O5
Molecular Weight : 315,28 g/mol
Component Concentration
(S)-(+)-3,5-Dinitro-N-(1-phenylethyl)benzamide
CAS-No. 69632-31-1 -

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Section 4. FIRST AID MEASURES
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Indication of any immediate medical attention and special treatment needed
no data available

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Section 5. FIREFIGHTING MEASURES
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.Normal measures for preventive fire
protection.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
no data available

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Section 8. EXPOSURE CONTROLS/PERSONAL PROTECTION
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
impervious clothing, The type of protective equipment must be selected according to the
concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Information on basic physical and chemical properties
a) Appearance Form: powder
Colour: light yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 158 - 161 °C - lit.
point
f) Initial boiling point and no data available
boiling range
g) Flash point no data available
h) Evaporation rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

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Section 10. STABILITY AND REACTIVITY
Reactivity
no data available
Chemical stability
no data available
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents, Strong bases
Hazardous decomposition products
Other decomposition products - no data available

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Section 11. TOXICOLOGICAL INFORMATION
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitization
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation May be harmful if inhaled. Causes respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful if absorbed through skin. Causes skin irritation.
Eyes Causes serious eye irritation.
Signs and Symptoms of Exposure
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.
Additional Information
RTECS: Not available

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Section 12. ECOLOGICAL INFORMATION
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
no data available
Other adverse effects
no data available

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Section 13. DISPOSAL CONSIDERATIONS
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material. Dissolve or mix the material with a
combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

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Section 14. TRANSPORT INFORMATION
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine Pollutant: no IATA: no
Special precautions for user
no data available

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Section 15. REGULATORY INFORMATION
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
no data available

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Section 16. OTHER INFORMATION
Further information
Copyright 2012 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

反应信息

• 作为产物：
  描述：

  3,5-二硝基苯甲酸 在 4-二甲氨基吡啶 、 氯化亚砜 、 三乙胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 17.0h， 生成 (S)-(+)-N-(3,5-二硝基苯甲酰基)-1-苯乙胺
  参考文献：
  名称：

  Synthesis and biological evaluation of substituted N-alkylphenyl-3,5-dinitrobenzamide analogs as anti-TB agents

  摘要：

  在此，展示了一项关于N-烷基苯基-3,5-二硝基苯胺（DNB）骨架作为强效抗结核药物的药物化学研究。进行了系列化学修饰，合成了四十三种新分子，以研究其结构-活性关系（SAR），并对敏感菌株（H37Rv）进行评估。强效DNB类似物4b、7a、7c、7d、7j、7r和9a还进一步与结核分枝杆菌（MTB）的耐药株进行了测试。同时评估了它们的细胞内及杀菌潜力。细胞毒性和体内药代动力学研究表明，DNB类似物具有可接受的安全指数、体内稳定性和生物利用度。在本研究中，化合物7a和7d在细胞外和细胞内测定中表现出了纳摩尔到亚微摩尔的最小抑菌浓度（MIC）。

  DOI：

  10.1039/c3md00366c

文献信息

• Development of New HPLC Chiral Stationary Phases Based on Native and Derivatized Cyclofructans
  作者：Ping Sun、Chunlei Wang、Zachary S. Breitbach、Ying Zhang、Daniel W. Armstrong

  DOI：10.1021/ac902257a

  日期：2009.12.15

  An unusual class of chiral selectors, cyclofructans, is introduced for the first time as bonded chiral stationary phases. Compared to native cyclofructans (CFs), which have rather limited capabilities as chiral selectors, aliphatic- and aromatic-functionalized CF6s possess unique and very different enantiomeric selectivities. Indeed, they are shown to separate a very broad range of racemic compounds. In particular, aliphatic-derivatized CF6s with a low substitution degree baseline separate all tested chiral primary amines. It appears that partial derivatization on the CF6 molecule disrupts the molecular internal hydrogen bonding, thereby making the core of the molecule more accessible. In contrast, highly aromatic-functionalized CF6 stationary phases lose most of the enantioselective capabilities toward primary amines, however they gain broad selectivity for most other types of analytes. This class of stationary phases also demonstrates high “loadability” and therefore has great potential for preparative separations. The variations in enantiomeric selectivity often can be correlated with distinct structural features of the selector. The separations occur predominantly in the presence of organic solvents.

  首次引入一类不寻常的手性选择剂——环糊精作为键合型手性固定相。与天然环糊精（CFs）相比，其作为手性选择剂的能力相当有限，而脂族和芳族功能化的CF6具有独特且截然不同的对映体选择性。事实上，它们能够分离非常广泛的消旋化合物。特别是，低取代度的脂族衍生化CF6能够基线分离所有测试的手性伯胺。似乎部分衍生化作用于CF6分子会破坏分子内部的氢键，从而使分子核心更易接近。相比之下，高度芳族功能化的CF6固定相在伯胺的对映选择能力方面丧失了大部分能力，但它们对大多数其他类型的分析物获得了广泛的选择性。这类固定相还表现出高“负荷能力”，因此具有在制备分离方面的巨大潜力。对映体选择性的变化通常可以与选择剂的独特结构特征相关联。分离主要在有机溶剂存在下发生。
• Preparation of Two New Diasteromeric Chiral Stationary Phases Based on (+)-(18-Crown-6)-2,3,11,12-tetracarboxylic Acid and (R)- or (S)-1-(1-Naphthyl)ethylamine and Chiral Tethering Group Effect on the Chiral Recognition
  作者：Rajalingam Agneeswari、Ji Sung、Eun Jo、Hee Jeon、Vellaiappillai Tamilavan、Myung Hyun

  DOI：10.3390/molecules21081051

  日期：——

  effect on the chiral recognition while (S)-1-(1-naphthyl)ethylamine and (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid constituting CSP 2 were concluded to show an uncooperative (“mismatched”) effect on the chiral recognition. From these results, it was concluded that (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid can be successfully used as a chiral tethering group for the preparation of new CSPs

  基于 (+)-(18-crown-6)-2,3,11,12-四羧酸作为手性束缚基团和 Π-碱性手性单元（如 (R)）的两种新型非对映体手性固定相 (CSP)制备-1-(1-萘基)乙胺(CSP 1)或(S)-1-(1-萘基)乙胺(CSP 2)。使用 20% 异丙醇/己烷作为常规流动相，将这两种 CSP 应用于 N-(3,5-二硝基苯甲酰基)-1-苯基烷基胺和 N-(3,5-二硝基苯甲酰基)-α-氨基酸衍生物的对映体分离阶段。为了阐明两个手性单元对手性识别的影响，将两种CSP的手性识别能力相互比较，并与基于（R）-1-（1-萘基）的CSP（CSP 3）的手性识别能力进行比较乙胺。从色谱手性识别结果来看，(R)-1-(1-萘基)乙胺和(+)-(18-crown-6)-2,3,11，构成 CSP 1 的 12-四羧酸显示出对手性识别的协同（“匹配”）效应，而 (S)-1-(1-萘基) 乙胺和 (+)-(18-crown-6)-2构成
• SUBSTITUTED BENZHYDRYLETHERS
  申请人：Gant Thomas G.

  公开号：US20090203763A1

  公开（公告）日：2009-08-13

  Disclosed herein are substituted benzhydrylethers of Formula I, processes of preparation thereof, pharmaceutical compositions thereof, and methods of their use thereof.

  本文揭示了式I的取代苯基乙醚，其制备方法，药物组合物以及它们的使用方法。
• New chiral stationary phases for liquid chromatography based on small molecules: Development, enantioresolution evaluation and chiral recognition mechanisms
  作者：Ye' Zaw Phyo、Joana Teixeira、Maria Elizabeth Tiritan、Sara Cravo、Andreia Palmeira、Luís Gales、Artur M.S. Silva、Madalena M.M. Pinto、Anake Kijjoa、Carla Fernandes

  DOI：10.1002/chir.23142

  日期：2020.1

  the development of new chiral stationary phases (CSPs) for liquid chromatography (LC) based on chiral derivatives of xanthones (CDXs). Based on the most promising CDX selectors, 12 new CSPs were successfully prepared starting from suitable functionalized small molecules including xanthone and benzophenone derivatives. The chiral selectors comprising one, two, three, or four chiral moieties were covalently

  最近，我们报道了基于氧杂蒽酮（CDXs）的手性衍生物的液相色谱（LC）的新手性固定相（CSP）的开发。基于最有前途的CDX选择器，成功地从合适的功能化小分子（包括one吨酮和二苯甲酮衍生物）制备了12种新的CSP。将包含一个，两个，三个或四个手性部分的手性选择剂共价键合到色谱载体上，并进一步填充到LC不锈钢柱（150×2.1 mm ID）中。使用不同种类的手性化合物通过LC评估了新CSP的对映选择性。在评估新的CSP时观察到了对映体分离某些CDX的特异性。除了，通过使用分子对接方法的计算研究对手性识别机理进行了评估，这与色谱参数相符。X射线分析用于建立手性选择器3D结构。
• [EN] NEW CHIRAL STATIONARY PHASES FOR CHROMATOGRAPHY BASED ON AROMATIC ALLYL AMINES<br/>[FR] NOUVELLES PHASES STATIONNAIRES CHIRALES POUR CHROMATOGRAPHIE À BASE D'AMINES D'ALLYLE AROMATIQUES
  申请人：RUDJER BOSKOVIC INST

  公开号：WO2009109792A1

  公开（公告）日：2009-09-11

  New chiral stationary phases (CSPs) based on chiral selectors covalently bound on a solid support were prepared. Chiral selectors were obtained from enantiomerically pure aromatic amines and 3,5-dinitrobenzoic acid and then linked to the support surface through the allylic double bond. Such obtained materials allow enantioseparation of racemates or enantiomerically enriched compounds. These chiral stationary phases can be used as fillings in chromatographic columns for enantiomer separation of naproxen type drugs and other similar non-steroidal anti-inflammatory drugs (NSAID) by means of high performance liquid chromatography on both the analytical and preparative scale.

  基于手性选择剂共价结合在固体支持上的新手性固定相（CSPs）已经制备。手性选择剂是从对映异构纯芳香胺和3,5-二硝基苯甲酸中获得的，然后通过烯丙基双键连接到支持表面。这样获得的材料可以用于拆分混合物或对映富集化合物的手性分离。这些手性固定相可以作为色谱柱中的填料，通过高效液相色谱在分析和制备尺度上对萘普生类药物和其他类似的非甾体类抗炎药物（NSAID）进行对映异构体分离。