1-硝基-2-丙基胍 | 35091-64-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 1-硝基-2-丙基胍
• 英文名称: propylnitroguanidine
• 英文别名: 1-Propyl-3'-nitro-guanidin；1-(n-Propyl)-3-nitroguanidin；3-Nitro-1-propyl-guanidin；N-nitro-N'-propyl-guanidine；N-Nitro-N'-propyl-guanidin；1-nitro-3-propylguanidine；2-Nitro-1-propylguanidine；2-nitro-1-propylguanidine
• CAS: 35091-64-6
• 化学式: C₄H₁₀N₄O₂
• 分子量: 146.149
• InChiKey: AOLJDEHIPWXXAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  96.2
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2925290090

SDS

Version 1.2
Regulation (EC) No 1907/2006

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1 - Product and Company Information

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Product Name 1-NITRO-3-PROPYLGUANIDINE - 250 MG

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2 - Hazards Identification

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SPECIAL INDICATION OF HAZARDS TO HUMANS AND THE ENVIRONMENT
Highly flammable. Irritating to eyes, respiratory system and skin.

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3 - Composition/Information on Ingredients

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Product Name CAS # EC no Annex I
Index Number
1-NITRO-3-PROPYLGUANIDINE 35091-64-6 None None
Formula C4H10N4O2
Synonyms N-Propyl-N'-nitroguanidine

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4 - First Aid Measures

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AFTER INHALATION
If inhaled, remove to fresh air. If not breathing give
artificial respiration. If breathing is difficult, give oxygen.
AFTER SKIN CONTACT
In case of contact, immediately wash skin with soap and copious
amounts of water.
AFTER EYE CONTACT
In case of contact, immediately flush eyes with copious amounts
of water for at least 15 minutes.
AFTER INGESTION
If swallowed, wash out mouth with water provided person is
conscious. Call a physician.

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5 - Fire Fighting Measures

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EXPLOSION DATA
Dust Potential: This material, like most materials in powder
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form, is capable of creating a dust explosion.
EXTINGUISHING MEDIA
Suitable: Use approved class D extinguishers or smother with dry
sand, dry ground limestone, or dry clay.
SPECIAL RISKS
Specific Hazard(s): Flammable solid. Emits toxic fumes under
fire conditions.
SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS
Wear self-contained breathing apparatus and protective clothing
to prevent contact with skin and eyes.

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6 - Accidental Release Measures

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PERSONAL PRECAUTION PROCEDURES TO BE FOLLOWED IN CASE OF LEAK OR SPILL
Evacuate area. Shut off all sources of ignition.
PROCEDURE(S) OF PERSONAL PRECAUTION(S)
Wear self-contained breathing apparatus, rubber boots, and heavy
rubber gloves.
METHODS FOR CLEANING UP
Cover with dry-lime, sand, or soda ash. Place in covered
containers using non-sparking tools and transport outdoors.
Ventilate area and wash spill site after material pickup is
complete.

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7 - Handling and Storage

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HANDLING
Directions for Safe Handling: Avoid breathing dust. Avoid
contact with eyes, skin, and clothing. Avoid prolonged or
repeated exposure. Handle under nitrogen.
STORAGE
Conditions of Storage: Keep tightly closed. Store in a cool dry
place.
SPECIAL REQUIREMENTS: Heat- and air-sensitive.

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8 - Exposure Controls / Personal Protection

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ENGINEERING CONTROLS
Safety shower and eye bath. Mechanical exhaust required. Use
nonsparking tools.
GENERAL HYGIENE MEASURES
Wash contaminated clothing before reuse. Wash thoroughly after
handling.
PERSONAL PROTECTIVE EQUIPMENT
Respiratory Protection: Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US)
or CEN (EU). Where risk assessment shows air-purifying respirators
are appropriate use a full-face respirator with multi-purpose
combination (US) or type ABEK (EN 14387) respirator cartridges as
a backup to engineering controls. If the respirator is the sole
means of protection, use a full-face supplied air respirator.
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Hand Protection: Compatible chemical-resistant gloves.
Eye Protection: Chemical safety goggles.

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9 - Physical and Chemical Properties

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pH N/A
BP/BP Range N/A
MP/MP Range N/A
Flash Point N/A
Flammability N/A
Autoignition Temp N/A
Oxidizing Properties N/A
Explosive Properties N/A
Explosion Limits N/A
Vapor Pressure N/A
Partition Coefficient N/A
Viscosity N/A
Vapor Density N/A
Saturated Vapor Conc. N/A
Evaporation Rate N/A
Bulk Density N/A
Decomposition Temp. N/A
Solvent Content N/A
Water Content N/A
Surface Tension N/A
Conductivity N/A
Miscellaneous Data N/A
Solubility N/A

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10 - Stability and Reactivity

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STABILITY
Conditions of Instability: Heat. Air.
Materials to Avoid: Strong oxidizing agents.

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11 - Toxicological Information

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RTECS NUMBER: MF4650000
SIGNS AND SYMPTOMS OF EXPOSURE
To the best of our knowledge, the chemical, physical, and
toxicological properties have not been thoroughly investigated.
ROUTE OF EXPOSURE
Inhalation: Material is irritating to mucous membranes and upper
respiratory tract.
Multiple Routes: Causes eye and skin irritation. May be harmful
by inhalation, ingestion, or skin absorption.
CHRONIC EXPOSURE - MUTAGEN
Hamster
2 GM/L
48H
Cell Type: fibroblast
Cytogenetic analysis

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12 - Ecological Information

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No data available.
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13 - Disposal Considerations

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SUBSTANCE DISPOSAL
Dissolve or mix the material with a combustible solvent and burn
in a chemical incinerator equipped with an afterburner and
scrubber. Observe all federal, state, and local environmental
regulations.

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14 - Transport Information

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RID/ADR
Non-hazardous for road transport.
IMDG
Non-hazardous for sea transport.
IATA
Non-hazardous for air transport.

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15 - Regulatory Information

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CLASSIFICATION AND LABELING ACCORDING TO EU DIRECTIVES
INDICATION OF DANGER: F-Xi
Highly Flammable. Irritant.
R-PHRASES: 11-36/37/38
Highly flammable. Irritating to eyes, respiratory system and
skin.
S-PHRASES: 16-26-36
Keep away from sources of ignition - no smoking. In case of
contact with eyes, rinse immediately with plenty of water and
seek medical advice. Wear suitable protective clothing.
Caution: Substance not yet fully tested (EU).
COUNTRY SPECIFIC INFORMATION
Germany
WGK: 3
Self-Classification

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16 - Other Information

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WARRANTY
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. Inc.,
shall not be held liable for any damage resulting from handling or
from contact with the above product. See reverse side of invoice
or packing slip for additional terms and conditions of sale.
Copyright 2010 Co. License granted to make
unlimitedpaper copies for internal use only.
DISCLAIMER
For R&D use only. Not for drug, household or other uses.
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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-硝基-2-丙基胍 在 硝酸 、 sodium nitrite 作用下， 生成 N'-硝基-N-亚硝基-N-丙基胍
  参考文献：
  名称：

  Reaction of Aromatic Heterocyclic Nitro Compounds with Potassium Cyanide. III. Some Nitroquinoline 1-Oxides

  摘要：

  3-硝基喹啉-1-氧化物与氰化钾在甲醇中反应，生成了3-甲氧基奎尼啶腈-1-氧化物（I）和3-甲氧基-1H-吡唑[4, 3-b]喹啉-9-羧酰胺（II）。5-硝基喹啉-1-氧化物生成了5-甲氧基喹啉-6-腈-1-氧化物（XIII）和7-氨基异噁唑[3, 4-f]喹啉-1-氧化物（XIV），而6-硝基喹啉-1-氧化物通过类似反应生成甲基5-氰基-6-甲氧基喹啉-1-氧化物（VI）、5-氰基-6-甲氧基喹啉酰胺-1-氧化物（VII）和1-羟基-6-硝基氨基苯乙烯（VIII）。4-硝基喹啉-1-氧化物产生了4-甲氧基喹啉-1-氧化物。

  DOI：

  10.1248/cpb.19.1809
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 硫酸 作用下， 生成 1-硝基-2-丙基胍
  参考文献：
  名称：

  SYNTHESES OF SUBSTITUTED GUANIDINES

  摘要：

  乙基、丙基和苄基胍硝酸盐是由胺硝酸盐和氰胺钙或二氰胺制备而成的。羧基胍胺是通过在水介质中将相应的氨基酸与碳酸胍胺缩合而成的。除苄基衍生物外，所有的胍硝酸盐都经过浓硫酸处理转化为相应的硝基胍。还制备了1-(α-羧基烷基)-2-硝基胍的酯和金属盐。

  DOI：

  10.1139/v58-211

文献信息

• Facile preparation of nitroguanidines containing a sulfoximine motif
  作者：Qun Shao、Hong-sen Li、Yu-long Xiao、Ya Li、Lin-jing Zhao、Xin-feng Ren、Yuan Liu、Jia-qing Liu

  DOI：10.1016/j.tetlet.2019.151450

  日期：2020.1

  synthesis of nitroguanidines containing a sulfoximine motif has been developed. A two-step process starts with the oxidation coupling of sulfides and N-alkyl nitroguanidines to form sulfanylidenes, followed by oxidation with m-chloroperbenzoic (m-CPBA) to give the target sulfoximine-nitroguanidines. The reaction had a broad substrate scope with respect to both sulfides and N-alkyl nitroguanidines under mild

  已经开发了有效合成具有硫代亚胺基序的硝基胍的方法。一个两步骤的过程开始于硫化物和N-烷基胍到形式sulfanylidenes的氧化偶联，接着用氧化米氯过（米-CPBA），得到目标亚磺酰亚胺，胍。在温和的反应条件下，对于硫化物和N-烷基硝基胍而言，反应具有较宽的底物范围。
• Design, Synthesis, and Antifungal Activity of Sulfoximine Derivatives Containing Nitroguanidine Moieties
  作者：Yulong Xiao、Hongsen Li、Qun Shao、Yuan Liu、Yonghai Xie、Linjing Zhao、Ya Li

  DOI：10.1002/cbdv.202100839

  日期：2022.3

  discover novel pesticide candidates, a series of sulfoximine derivatives were designed and synthesized via the oxidation coupling reaction of sulfides and N-alkyl nitroguanidines. The compounds were evaluated for their antifungal activity against six phytopathogenic fungi. Most of them exhibited a broad spectrum of fungicidal activity in vitro. Compound 8IV-b displayed good fungicidal activity against

  为了发现新的候选农药，通过硫化物和N-烷基硝基胍的氧化偶联反应设计和合成了一系列亚砜亚胺衍生物。评估了这些化合物对六种植物病原真菌的抗真菌活性。它们中的大多数在体外表现出广谱的杀菌活性。化合物8IV-b对核盘菌、立枯丝核菌、灰霉病菌、禾谷镰刀菌和辣椒疫霉表现出良好的杀菌活性，EC 50值分别为 12.82、12.50、17.25、31.08 和 30.11 mg/L。此外，化合物8III-c和8IV-e对辣椒红的EC 50值分别为22.23和20.67 mg/L ，明显优于市售腐霉利(118.15 mg/L) 。引人注目的是，8IV-d对B. cinerea表现出令人满意的杀菌活性，其 EC 50值（7.42对10.83 mg/L）与对照腐霉利相当，体内生物测定进一步证实8IV-d具有有效的保护作用对B. cinerea的影响200 毫克/升 (72.2 %)。目前的这些发现将促进新型强效杀菌剂的设计和开发。
• 一种硝基胍类化合物及其制备与应用
  申请人：上海工程技术大学

  公开号：CN110903227B

  公开（公告）日：2021-09-10

  本发明涉及一种硝基胍类化合物及其制备与应用，该硝基胍类化合物为具有通式(I)所示结构的化合物，或其药学上可接受的盐、对映异构体、非对映异构体、互变异构体、溶剂化物、多晶型物或前药：其中，R1为C1～C8饱和或不饱和脂肪烃基、苄基、取代苄基或取代吡啶甲基中的一种；R2为C1～C8饱和或不饱和脂肪烃基、苯基、取代苯基或取代吡啶基中的一种。与现有技术相比，本发明的硝基胍类化合物对镰刀菌、赤霉菌、茄匐柄霉菌、疫霉菌、瓜果腐霉、灰霉菌、核盘菌、立枯丝核菌等农业上的真菌病害具有较好的防效，可用作潜在的植物杀菌剂使用。
• 一种丙基硝基胍的制备方法
  申请人：西安近代化学研究所

  公开号：CN107879952A

  公开（公告）日：2018-04-06

  本发明公开一种丙基硝基胍的制备方法，该法以硝基胍和正丙胺为原料，包括如下步骤：将蒸馏水加入反应瓶中，再依次加入硝基胍和正丙胺进行反应，反应温度30℃～60℃，反应时间1h～4h，用无机酸调节反应体系pH值1～6，过滤、重结晶得丙基硝基胍。其中硝基胍、正丙胺、水的质量比为1：0.3～0.6：5～20，重结晶溶剂为有机溶剂。本发明是为了解决丙基硝基胍制备过程反应步骤多、原材料种类多、成本高、收率低等问题。主要用于丙基硝基胍的制备。
• Novel Sulfoximine Derivatives Containing Cyanoguanidine and Nitroguanidine Moieties: Design, Synthesis, and Bioactivities
  作者：Yonghai Xie、Hongsen Li、Dandan Liu、Linjing Zhao、Xiaohui Liu、Xijian Liu、Ya Li

  DOI：10.1021/acs.jafc.3c09391

  日期：2024.5.22

  A total of 32 novel sulfoximines bearing cyanoguanidine and nitroguanidine moieties were designed and synthesized by a rational molecule design strategy. The bioactivities of the title compounds were evaluated and the results revealed that some of the target compounds possessed excellent antifungal activities against six agricultural fungi, including Sclerotinia sclerotiorum, Fusarium graminearum,

  通过合理的分子设计策略，设计并合成了总共32种带有氰基胍和硝基胍部分的新型亚砜亚胺。对目标化合物的生物活性进行了评价，结果表明，部分目标化合物对核盘菌、禾谷镰刀菌、辣椒疫霉、灰葡萄孢、立枯丝核菌、灰稻瘟病菌等六种农业真菌具有优异的抗真菌活性。其中，化合物8e 1和8e 4对稻瘟病菌表现出显着的抑菌效果，EC 50值分别为2.72和2.98 μg/mL，远高于市售杀菌剂啶酰菌胺（47.95 μg/mL）。有趣的是，体内试验表明化合物8e 1对核盘菌具有出色的活性，在50 μg/mL浓度下的保护和治疗效果分别为98%和95.6%，与啶酰菌胺（93.2%、91.9%）相当。进一步的初步机制研究表明，化合物8e 1可破坏核盘菌细胞膜结构，增加其通透性，抑制其生长。总体而言，研究结果表明这些新型亚砜亚胺衍生物可能成为开发新型杀菌剂的潜在先导化合物。