N,N'-二异丙基-O-(4-硝基苄基)异脲 | 2978-11-2

• 物质功能分类: 分析化学 - 液相色谱 - HPLC标记试剂
• 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: N,N'-二异丙基-O-(4-硝基苄基)异脲
• 中文别名: N,N'-二异丙基-O-(4-硝基苯甲基)异脲；对硝基苯酰基,N,N-二异丙基脲；对硝基苯酰基；N,N'-二异丙基-O(4-硝基苄基)异脲；N,N-二异丙基-O-(4-硝基苄基)异脲；N,N-二异丙基脲；对硝基苯酰基, N,N-二异丙基脲
• 英文名称: p-nitrobenzyl-N,N′-diisopropylisourea
• 英文别名: N,N'-diisopropyl O-(4-nitrobenzyl)-isourea；N,N'-diisopropyl-O-(4-nitrobenzyl)isourea；O-(p-nitrobenzyl)-N,N'-diisopropylisourea；O-4-nitrobenzyl-N,N'-diisopropylisourea；O-p-nitrobenzyl-N,N'-diisopropylisourea；p-nitrobenzyl-N,N'-diisopropylisourea；Carbamimidic acid, N,N'-bis(1-methylethyl)-, (4-nitrophenyl)methyl ester；(4-nitrophenyl)methyl N,N'-di(propan-2-yl)carbamimidate
• CAS: 2978-11-2
• 化学式: C₁₄H₂₁N₃O₃
• mdl: MFCD00042046
• 分子量: 279.339
• InChiKey: FYDMCLCYYCIDMZ-UHFFFAOYSA-N

物化性质

• 熔点：
  37-40 °C
• 沸点：
  465.1±28.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)
• 溶解度：
  在甲醇中几乎透明
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  79.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  6.1(b)
• 危险品标志：
  T
• 安全说明：
  S36/37/39,S45
• 危险类别码：
  R23/24/25
• WGK Germany：
  3
• 包装等级：
  III
• 危险类别：
  6.1(b)
• 危险品运输编号：
  UN 2811 6.1/PG 2
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312+P330,P302+P352+P312+P362+P364,P304+P340+P312,P501
• 危险性描述：
  H302+H312+H332

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
: N,N′-Diisopropyl-O-(4-nitrobenzyl)isourea
Product name
CAS-No. : 2978-11-2
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]
Acute toxicity, Inhalation (Category 3)
Acute toxicity, Dermal (Category 3)
Acute toxicity, Oral (Category 3)
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Toxic by inhalation, in contact with skin and if swallowed.
Label elements
Labelling according Regulation (EC) No 1272/2008 [CLP]
Pictogram
Signal word Danger
Hazard statement(s)
H301 Toxic if swallowed.
H311 Toxic in contact with skin.
H331 Toxic if inhaled.
Precautionary statement(s)
P261 Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P280 Wear protective gloves/ protective clothing.
P301 + P310 IF SWALLOWED: Immediately call a POISON CENTER or doctor/
physician.
P311 Call a POISON CENTER or doctor/ physician.
Supplemental Hazard none
Statements
According to European Directive 67/548/EEC as amended.
Hazard symbol(s)
R-phrase(s)
R23/24/25 Toxic by inhalation, in contact with skin and if swallowed.
S-phrase(s)
S36/37/39 Wear suitable protective clothing, gloves and eye/face protection.
S45 In case of accident or if you feel unwell, seek medical advice immediately
(show the label where possible).
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Synonyms : NBDI
1,3-Diisopropyl-2-(4-nitrobenzyl)isourea
O-(4-Nitrobenzyl)-N,N′-diisopropylisourea
Formula : C14H21N3O3
Molecular Weight : 279,33 g/mol
Component Concentration
1,3-Diisopropyl-2-(p-nitrobenzyl)isourea
CAS-No. 2978-11-2 -
EC-No. 221-027-6

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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. Take victim immediately to hospital. Consult a physician.
In case of eye contact
Flush eyes with water as a precaution.
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
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
Wear respiratory protection. Avoid dust formation. Avoid breathing vapors, mist or gas. Ensure adequate
ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
Environmental precautions
Prevent further leakage or spillage if safe to do so. 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.
Recommended storage temperature: 2 - 8 °C
Light sensitive. Store under inert gas. Moisture sensitive.
Specific end uses
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
Avoid contact with skin, eyes and clothing. Wash hands before breaks and immediately after handling
the product.
Personal protective equipment
Eye/face protection
Face shield and safety glasses 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
Complete suit protecting against chemicals, The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Where risk assessment shows air-purifying respirators are appropriate use a full-face particle
respirator type N99 (US) or type P2 (EN 143) respirator cartridges as a backup to engineering
controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. 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: crystalline
Colour: yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 37 - 40 °C
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) Autoignition 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
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
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Potential health effects
Inhalation Toxic if inhaled. May cause respiratory tract irritation.
Ingestion Toxic if swallowed.
Skin Toxic if absorbed through skin. May cause skin irritation.
Eyes May cause eye irritation.
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: 2811 IMDG: 2811 IATA: 2811
UN proper shipping name
ADR/RID: TOXIC SOLID, ORGANIC, N.O.S. (1,3-Diisopropyl-2-(p-nitrobenzyl)isourea)
IMDG: TOXIC SOLID, ORGANIC, N.O.S. (1,3-Diisopropyl-2-(p-nitrobenzyl)isourea)
IATA: Toxic solid, organic, n.o.s. (1,3-Diisopropyl-2-(p-nitrobenzyl)isourea)
Transport hazard class(es)
ADR/RID: 6.1 IMDG: 6.1 IATA: 6.1
Packaging group
ADR/RID: II IMDG: II IATA: II
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

• 作为反应物：
  描述：

  惕格酸 、 N,N'-二异丙基-O-(4-硝基苄基)异脲 在 desacylchakasaponin IV 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 生成 (4-nitrobenzyl) E-2-methylbutenoate
  参考文献：
  名称：

  药用花。XXXIII。茶树皂苷I-III的降脂和降糖作用以及茶树（Camellia sinensis）花蕾中茶碱皂苷IV的结构。

  摘要：

  研究了来自中国福建省茶树的花蕾中的主要皂苷，chakasaponins I-III对载有橄榄油或蔗糖的小鼠血浆甘油三酸酯（TG）和葡萄糖水平的影响。Chakasaponins I-III的浓度为50和100 mg / kg，可显着抑制血浆TG和葡萄糖水平的升高。此外，它们阻止了胃排空，表明前者的抑制作用部分取决于对胃排空的抑制。此外，基于化学和物理化学证据，阐明了一种新的酰化的齐墩果烷型三萜寡糖甙，chakasaponin IV的化学结构。

  DOI：

  10.1248/cpb.60.674
• 作为产物：
  描述：

  对硝基苯甲醇 、 N,N'-二异丙基碳二亚胺 在 copper(l) chloride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 26.0h， 以78%的产率得到N,N'-二异丙基-O-(4-硝基苄基)异脲
  参考文献：
  名称：

  一种N,N`-二异丙基-O-(4-硝基苯甲基)异脲的合成方法

  摘要：

  本发明公开了一种N,N'‑二异丙基‑O‑(4‑硝基苯甲基)异脲的合成方法，其特征在于，以DMF为溶剂，分别加入N,N’‑二异丙基碳二亚胺、4‑硝基苄醇，搅拌溶解，然后加热，固体溶解澄清后，撤掉热水浴，分批加入催化剂，剧烈反应；将反应液浓缩，去除溶剂DMF；然后加入正己烷，继续搅拌，有固体析出；抽滤，滤液再依次经碱性氧化铝层析柱、活性炭处理后，浓缩得到黄色晶体，此为粗品；将粗品，采用甲醇重结晶，得到N,N'‑二异丙基‑O‑(4‑硝基苯甲基)异脲。本发明制得的高纯度N,N'‑二异丙基‑O‑(4‑硝基苯甲基)异脲，HPLC纯度能达到99.2％，总收率75％以上。

  公开号：

  CN111253288A
• 作为试剂：
  描述：

  sasanquasaponins II 在 水 、 potassium hydroxide 、 N,N'-二异丙基-O-(4-硝基苄基)异脲 作用下， 以 1,4-二氧六环 、 1,1-二氯乙烷 为溶剂， 反应 3.0h， 生成 (4-nitrobenzyl) E-2-methylbutenoate
  参考文献：
  名称：

  Medicinal Flowers. XXXI. Acylated Oleanane-Type Triterpene Saponins, Sasanquasaponins I-V, with Antiallergic Activity from the Flower Buds of Camellia sasanqua

  摘要：

  从山茶花（Camellia sasanqua THUNB.）花蕾中提取的甲醇提取物及其1-丁醇可溶性馏分对大鼠嗜碱性白血病（RBL-2H3）细胞释放β-己糖胺酸酶具有抑制作用。从 1-丁醇可溶性馏分中分离出了五种新的酰化齐墩果烷型三萜皂苷，即 sasanquasaponins I-V，以及一种已知的皂苷，并根据化学和理化证据阐明了它们的化学结构。主要的皂苷成分--沙参皂苷 I-III，在苷元部分的 22 位上带有酰基，对 β-己糖胺酶的释放有抑制作用，并报告了一些结构-活性关系。

  DOI：

  10.1248/cpb.58.1617

文献信息

• Medicinal Flowers. XXVI. Structures of Acylated Oleanane-Type Triterpene Oligoglycosides, Yuchasaponins A, B, C, and D, from the Flower Buds of <i>Camellia oleifera</i>—Gastroprotective, Aldose Reductase Inhibitory, and Radical Scavenging Effects—
  作者：Sachiko Sugimoto、Guihua Chi、Yasuyo Kato、Seikou Nakamura、Hisashi Matsuda、Masayuki Yoshikawa

  DOI：10.1248/cpb.57.269

  日期：——

  The methanolic extract and its 1-butanol-soluble fraction from the flower buds of Camellia oleifera ABEL were found to exhibit inhibitory effects on ethanol- and indomethacin-induced gastric mucosal lesions in rats. The ethyl acetate- and 1-butanol-soluble fractions also showed inhibitory effects on rat lens aldose reductase and scavenging effects on 1,1-diphenylpicryl-2-hydrazyl radical and superoxide. From the 1-butanol-soluble fraction, four new acylated oleanane-type triterpene oligoglycosides, yuchasaponins A, B, C, and D, were isolated and their structures were elucidated on the basis of chemical and physicochemical evidence. On the other hand, quercetin 3-O-α-L-rhamnopyranoside and kaempferol 3-O-α-L-rhamnopyranoside were isolated from the ethyl acetate- and 1-butanol-soluble fractions as the principal constituents, and their gastroprotective effects were examined.

  山茶花（Camellia oleifera ABEL）花蕾的甲醇提取物及其丁醇可溶部分对大鼠乙醇和吲哚美辛诱导的胃黏膜损伤显示出抑制作用。乙酸乙酯和丁醇可溶部分还表现出对大鼠晶状体醛糖还原酶的抑制作用以及对1,1-二苯基-2-苦基肼自由基和超氧自由基的清除效果。从丁醇可溶部分中分离出四种新的酰化齐墩果烷型三萜寡糖苷，命名为玉茶皂苷A、B、C和D，其结构根据化学和物理化学证据得以阐明。另一方面，从乙酸乙酯和丁醇可溶部分中分离出槲皮素3-O-α-L-鼠李糖苷和山柰酚3-O-α-L-鼠李糖苷作为主要成分，并对其胃保护作用进行了研究。
• Medicinal Flowers. XXXVI.<sup>1</sup><sup>)</sup> Acylated Oleanane-Type Triterpene Saponins with Inhibitory Effects on Melanogenesis from the Flower Buds of Chinese <i>Camellia japonica</i>
  作者：Seikou Nakamura、Katsuyoshi Fujimoto、Souichi Nakashima、Takahiro Matsumoto、Tomoko Miura、Kaoru Uno、Hisashi Matsuda、Masayuki Yoshikawa

  DOI：10.1248/cpb.60.752

  日期：——

  Four acylated oleanane-type triterpene oligoglycosides, sanchakasaponins E–H, were isolated from the flower buds of Camellia japonica cultivated in Yunnan province, China, together with four known triterpene oligoglycosides. The chemical structures of the new triterpene oligoglycosides were elucidated on the basis of chemical and physicochemical evidence. The inhibitory effects of the triterpene oligoglycoside constituents on melanogenesis in theophylline-stimulated B16 melanoma 4A5 cells were investigated.

  从中国云南省栽培的茶花花蕾中分离得到4个酰化的齐墩果烷型三萜低聚糖苷——山茶皂苷E~H，以及4个已知的三萜低聚糖苷。通过化学和物理化学证据阐明了新三萜低聚糖苷的化学结构。研究了这些三萜低聚糖苷组分对茶碱刺激的B16黑色素瘤4A5细胞黑素生成的抑制作用。
• Acylated Oleanane-Type Triterpene Saponins with Acceleration of Gastrointestinal Transit and Inhibitory Effect on Pancreatic Lipase from Flower Buds of Chinese Tea Plant (<i>Camellia sinensis</i>)
  作者：Masayuki Yoshikawa、Sachiko Sugimoto、Yasuyo Kato、Seikou Nakamura、Tao Wang、Chihiro Yamashita、Hisashi Matsuda

  DOI：10.1002/cbdv.200800153

  日期：2009.6

  extract and its BuOH-soluble fraction (crude saponin fraction) from the flower buds of Chinese tea plant (Camellia sinensis (L.) O. KUNTZE; Fujian Province) were found to exhibit accelerating effects on gastrointestinal transit in mice and inhibitory effects against pancreatic lipase. From the BuOH-soluble fraction, three new acylated oleanane-type triterpene oligoglycosides, chakasaponins I, II, and

  发现来自中国茶树（Camellia sinensis (L.) O. KUNTZE；福建省）花蕾的 MeOH 提取物及其 BuOH 可溶部分（粗皂苷部分）对小鼠胃肠道传输具有加速作用和抑制作用对抗胰脂肪酶。从 BuOH 可溶部分中，分离出三种新的酰化齐墩果型三萜低聚糖苷、chakasaponins I、II 和 III (1-3，分别) 和 13 种已知化合物。在化学和物理化学证据的基础上阐明了化学结构1-3。化合物 1-3 显示出对小鼠胃肠道转运的加速作用和对猪胰脂肪酶的抑制作用 (IC(50)=150-530 microM)。
• Acylated oleanane-type triterpene saponins from the flowers of Bellis perennis show anti-proliferative activities against human digestive tract carcinoma cell lines
  作者：Kiyofumi Ninomiya、Chiaki Motai、Eriko Nishida、Niichiro Kitagawa、Kazuya Yoshihara、Takao Hayakawa、Osamu Muraoka、Xuezheng Li、Seikou Nakamura、Masayuki Yoshikawa、Hisashi Matsuda、Toshio Morikawa

  DOI：10.1007/s11418-016-0998-9

  日期：2016.7

  Seven oleanane-type triterpene saponin bisdesmosides, perennisaponins N–T (1–7), were newly isolated from a methanol extract of daisy, the flowers of Bellis perennis L. (Asteraceae). The structures were determined based on chemical and physicochemical data and confirmed using previously isolated related compounds as references. The isolates, including 13 previously reported perennisaponins A–M (8–20)

  七齐墩果烷型三萜皂苷bisdesmosides，perennisaponins的N- T（1 - 7），被重新从菊花的甲醇提取物中分离，花的雏菊L.（菊科）。根据化学和物理化学数据确定结构，并使用先前分离的相关化合物作为参考进行确认。分离株包括13个先前报道的perennisaponins A–M（8 – 20），对人类消化道癌HSC-2，HSC-4和MKN-45细胞表现出抗增殖活性。其中，perennisaponin O（2，IC 50分别 为11.2、14.3和6.9μM）表现出较强的活性。作用机理2对HSC-2被发现涉及细胞凋亡。
• Bioactive Constituents from Chinese Natural Medicines. XXXII. Aminopeptidase N and Aldose Reductase Inhibitors from Sinocrassula indica: Structures of Sinocrassosides B4, B5, C1, and D1-D3
  作者：Toshio Morikawa、Haihui Xie、Tao Wang、Hisashi Matsuda、Masayuki Yoshikawa

  DOI：10.1248/cpb.56.1438

  日期：——

  From the methanolic extract of the whole plant of Sinocrassula indica (Crassulaceae), six new flavonol glycosides, sinocrassosides B4 (1), B5 (2), C1 (3), D1 (4), D2 (5), and D3 (6), were isolated together with 30 compounds. The structures of 1—6 were elucidated on the basis of chemical and physicochemical evidence. In addition, several constituents were found to show inhibitory effects on aminopeptidase N and aldose reductase.

  从中国阔叶植物（Crassulaceae）的整体植物的甲醇提取物中，分离出了六种新的黄酮糖苷，分别是sinocrassosides B4（1）、B5（2）、C1（3）、D1（4）、D2（5）和D3（6），以及其他30种化合物。根据化学和物理化学证据阐明了1-6的结构。此外，发现几种成分对氨肽酶N和醛糖还原酶具有抑制作用。

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