4-甲氧基苄氧基酰肼 | 18912-37-3

• 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: 4-甲氧基苄氧基酰肼
• 中文别名: 4-甲氧基苯基碳酸酯
• 英文名称: 4-methoxybenzyl carbazate
• 英文别名: 4-methoxybenzyl hydrazinecarboxylate；<4-Methoxy-benzyl>-carbazat；(4-methoxyphenyl)methyl N-aminocarbamate
• CAS: 18912-37-3
• 化学式: C₉H₁₂N₂O₃
• mdl: MFCD00042817
• 分子量: 196.206
• InChiKey: JKBMMHKEAGEILO-UHFFFAOYSA-N

物化性质

• 熔点：
  75-78 °C
• 稳定性/保质期：

  常温常压下稳定，避免与氧化物接触。

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  73.6
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• 海关编码：
  2928000090
• 包装等级：
  III
• 危险类别：
  8
• 危险性防范说明：
  P264,P280,P302+P352,P332+P313,P362,P305+P351+P338+P310
• 危险品运输编号：
  1759
• 危险性描述：
  H315,H318

SDS

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Section 1. IDENTIFICATION OF THE SUBSTANCE/MIXTURE
Product identifiers
Product name : 4-Methoxybenzyl carbazate
CAS-No. : 18912-37-3
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
Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008.
This substance is not classified as dangerous according to Directive 67/548/EEC.
Label elements
The product does not need to be labelled in accordance with EC directives or respective national laws.
Other hazards - none

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substances
Formula : C9H12N2O3
Molecular Weight : 196,2 g/mol

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Section 4. FIRST AID MEASURES
Description of first aid measures
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration.
In case of skin contact
Wash off with soap and plenty of water.
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.
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
Avoid dust formation. Avoid breathing vapors, mist or gas.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
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
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 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
General industrial hygiene practice.
Personal protective equipment
Eye/face protection
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
Choose body protection in relation to its type, to the concentration and amount of dangerous
substances, and to the specific work-place., The type of protective equipment must be selected
according to the concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
Respiratory protection is not required. Where protection from nuisance levels of dusts are desired,
use type N95 (US) or type P1 (EN 143) dust masks. 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: white
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/range: 75 - 78 °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
no data available
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
May be harmful if inhaled. May cause respiratory tract irritation.
Ingestion May be harmful if swallowed.
Skin May be harmful 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.
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
N/A

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  4-甲氧基苄氧基酰肼 在 magnesium oxide 、 溶剂黄146 、 sodium nitrite 作用下， 以 1,4-二氧六环 、 水 为溶剂， 生成 p-methoxybenzyloxycarbonyl-Asp-OH
  参考文献：
  名称：

  Weygand,F.; Hunger,K., Chemische Berichte, 1962, vol. 95, p. 1 - 6

  摘要：

  DOI：
• 作为产物：
  描述：

  4-methoxybenzyl 1H-imidazole-1-carboxylate 在 一水合肼 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 以7.41 g的产率得到4-甲氧基苄氧基酰肼
  参考文献：
  名称：

  新型不对称偶氮试剂的合成与应用：1-（叔丁基）-2-（4-氯苄基）偶氮二羧酸酯（tBCAD）

  摘要：

  制备了一系列新型的不对称偶氮试剂1-（叔丁基）-2-（4-取代的苄基）偶氮二羧酸酯。该合成方法具有简单，易操作，反应条件温和，收率高的优点。选择1-（叔丁基）-2-（4-氯苄基）偶氮二羧酸酯（tBCAD）是因为其稳定性和易于操作，并且其前体可以通过用甲苯重结晶而再循环。所述吨BCAD和DIAD被应用到各种各样的光延反应。实验结果表明，tBCAD在Mitsunobu反应中的表现可与DIAD媲美，而tBCAD的稳定性却大大优于DIAD。因此，tBCAD可能是用于Mitsunobu反应的新型，稳定，有效的偶氮试剂。

  DOI：

  10.1016/j.tet.2017.07.033

文献信息

• Bioavailable diacylhydrazine ligands for modulating the expression of exogenous genes via an ecdysone receptor complex
  申请人：Hormann Eugene Robert

  公开号：US20060020146A1

  公开（公告）日：2006-01-26

  The present invention relates to non-steroidal ligands for use in nuclear receptor-based inducible gene expression system, and a method to modulate exogenous gene expression in which an ecdysone receptor complex comprising: a DNA binding domain; a ligand binding domain; a transactivation domain; and a ligand is contacted with a DNA construct comprising: the exogenous gene and a response element; wherein the exogenous gene is under the control of the response element and binding of the DNA binding domain to the response element in the presence of the ligand results in activation or suppression of the gene.

  本发明涉及用于核受体基于诱导基因表达系统的非甾体配体，以及一种调节外源基因表达的方法，其中包括一个包含：DNA结合结构域；配体结合结构域；转活化结构域；和配体的ecdysone受体复合物与包含外源基因和响应元件的DNA构建物接触；其中外源基因受响应元件控制，并且在配体存在的情况下DNA结合结构域与响应元件结合导致基因的激活或抑制。
• Dregamine and tabernaemontanine derivatives as ABCB1 modulators on resistant cancer cells
  作者：Angela Paterna、Annamária Kincses、Gabriella Spengler、Silva Mulhovo、Joseph Molnár、Maria-José U. Ferreira

  DOI：10.1016/j.ejmech.2017.01.044

  日期：2017.3

  NMR experiments. Compounds 1-25 were evaluated for their effects on the reversion of multidrug resistance (MDR) in cancer cells mediated by P-glycoprotein (P-gp/ABCB1), through combination of functional and chemosensitivity assays, using a human ABCB1-transfected mouse T-lymphoma cell model. SAR analysis showed that different substituents at C-3 and at the indole nitrogen led to different ABCB1 modulatory

  如前所述（3-12），将衍生自非洲植物大叶黄花菜根的大量分离的两种差向异构单萜吲哚生物碱多巴胺（1）和塔伯那莫太碱（2）衍生化，产生十个亚胺衍生物。在本研究中，为了增加类似物的库以建立结构-活性关系（SAR），化合物1和2进一步进行了几次化学转化，产生了13种新的衍生物（13-25）。通过光谱方法（包括1D和2D NMR实验）指定了它们的结构。化合物1-25通过功能和化学敏感性试验相结合的方法，使用人类ABCB1转染的小鼠T淋巴瘤细胞模型，评估了它们对P-糖蛋白（P-gp / ABCB1）介导的癌细胞中多药耐药性（MDR）逆转的影响。SAR分析表明，C-3和吲哚氮的不同取代基导致不同的ABCB1调节作用。当与母体化合物相比时，发现共享新的芳族部分的衍生物的MDR逆转活性显着增强。因此，发现化合物8，差向异构化合物9和10以及化合物15与维拉帕米相比，具有最强的MDR逆转剂能力和多种活性。分
• Phenolic Hydrazones Are Potent Inhibitors of Macrophage Migration Inhibitory Factor Proinflammatory Activity and Survival Improving Agents in Sepsis
  作者：Darrin R. Dabideen、Kai Fan Cheng、Bayan Aljabari、Edmund J. Miller、Valentin A. Pavlov、Yousef Al-Abed

  DOI：10.1021/jm061477+

  日期：2007.4.1

  A series of phenolic hydrazones were synthesized and evaluated for their inhibition of macrophage migration inhibitory factor (MIF) tautomerase activity. Compound 7 emerged as a potent inhibitor of MIF with an IC50 of 130 nM. Compound 7 dose-dependently suppressed TNFalpha secretion from lipopolysaccharide stimulated macrophages. The therapeutic importance of the MIF inhibition by 7 is demonstrated

  合成了一系列酚，并评估了它们对巨噬细胞迁移抑制因子（MIF）互变异构酶活性的抑制作用。化合物7作为MIF的有效抑制剂出现，IC50为130 nM。化合物7剂量依赖性地抑制了脂多糖刺激的巨噬细胞的TNFα分泌。当在临床相关的时间范围内开始施用该化合物时，通过显着保护免受败血症致死性的作用证明了MIF抑制7的治疗重要性。
• A Preparatively Simple Access to Homochiral Heterocyclic α-Hydroxy Acids and their Derivatives
  作者：Klaus Burger、Elisabeth Windeisen、Elisabeth Heistracher、Torsten Lange、Abdel-Aleem H. Abdel-Aleem

  DOI：10.1007/s007060270005

  日期：2002.1

   The synthesis of homochiral heterocyclic α-hydroxy acids starting from ( S )- and ( R )-malic acid using hexafluoroacetone as protecting and activating agent is described. The new compounds are useful building blocks for peptide and depsipeptide modification.

  描述了使用六氟丙酮作为保护和活化剂 从（ S ）-和（ R ）-苹果酸开始合成手性杂环α-羟基酸 。新化合物是肽和二肽修饰的有用组成部分。
• Synthesis of 5-substituted 2-(2,4-dihydroxyphenyl)-1,3,4-thiadiazoles
  作者：J. Matysiak

  DOI：10.1002/jhet.5570430108

  日期：2006.1

  One-stage synthesis of 5-substituted (alkyl, aryl, heteroaryl, arylalkyl, heteroalkyl, alkoxy-, aryloxy)-2-(2,4-dihydroxyphenyl)-1,3,4-thiadiazoles is described. The compounds were prepared by the reaction of sulfinyl-bis(2,4-dihydroxythiobenzoyl) (STB) with hydrazides or carbazates. The structure of new compounds was assigned by ir, nmr and ms data.

  描述了5-取代的（烷基，芳基，杂芳基，芳基烷基，杂烷基，烷氧基-，芳氧基）-2-（2,4-二羟基苯基）-1,3,4-噻二唑的一步合成。这些化合物是通过亚磺酰基双（2,4-二羟基硫代苯甲酰基）（STB）与酰肼或氨基甲酸酯反应制得的。新化合物的结构由ir，nmr和ms数据指定。

表征谱图