1-胺基-1-甲基乙基膦酸 | 18108-24-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 中文名称: 1-胺基-1-甲基乙基膦酸
• 中文别名: (1-氨基-2-甲基丙基)磷酸
• 英文名称: (1-amino-2-methylpropyl)phosphonic acid
• 英文别名: 1-Amino-2-methylpropylphosphonsaeure；2-Methyl-1-aminopropanphosphonsaeure-(1)；1-Ammonium-2-methyl-propane-1-phosphonic acid anion；(1-azaniumyl-2-methylpropyl)-hydroxyphosphinate
• CAS: 18108-24-2
• 化学式: C₄H₁₂NO₃P
• mdl: MFCD00204327
• 分子量: 153.118
• InChiKey: DGSLPJDIFKVSIB-UHFFFAOYSA-N

物化性质

• 熔点：
  267-272 °C
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  -3.3
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  83.6
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2931900090
• 安全说明：
  S26,S37/39

SDS

Name:	(1-Amino-2-methylpropyl)phosponic acid 97% Material Safety Data Sheet
Synonym:
CAS:	18108-24-2

Section 1 - Chemical Product MSDS Name:(1-Amino-2-methylpropyl)phosponic acid 97% Material Safety Data Sheet
Synonym:

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
18108-24-2	(1-Amino-2-methylpropyl)phosponic acid	97%	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled.
Chronic:
Not available.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes.
Ingestion:
Get medical aid. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container.

---

Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 18108-24-2: Personal Protective Equipment Eyes: Not available.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 273 - 278 deg C (de
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Soluble.
Specific Gravity/Density:
Molecular Formula: C4H12NO3P
Molecular Weight: 153.12

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable.
Conditions to Avoid:
Incompatible materials.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, oxides of phosphorus, carbon dioxide.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 18108-24-2 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(1-Amino-2-methylpropyl)phosponic acid - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
No information available.
IMO
No information available.
RID/ADR
No information available.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 18108-24-2: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 18108-24-2 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 18108-24-2 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-胺基-1-甲基乙基膦酸 在 Fusarium oxysporum DSM 12646 作用下， 以 水 为溶剂， 反应 72.0h， 生成 1-氨基-2-甲丙基磷酸
  参考文献：
  名称：

  Biocatalyzed kinetic resolution of racemic mixtures of chiral α-aminophosphonic acids

  摘要：

  DOI：

  10.1016/j.molcatb.2013.02.004
• 作为产物：
  描述：

  2-(二乙氧基次膦酰基)-3-甲基丁酸乙酯 生成 1-胺基-1-甲基乙基膦酸
  参考文献：
  名称：

  氨基膦酸。二。氨基烷基膦酸。

  摘要：

  DOI：

  10.1021/jo00799a607

文献信息

• Tritylamine (Triphenylmethylamine) in Organic Synthesis; I. The Synthesis of<i>N</i>-(Triphenylmethyl)alkanimines, 1-(Triphenylmethylamino)alkylphosphonic Esters, and 1-Aminoalkylphosphonic Acids and Esters
  作者：Mirosław Soroka、Jan Zygmunt

  DOI：10.1055/s-1988-27576

  日期：——

  The application of tritylamine, a synthetic equivalent of ammonia, to the preparation of unknown N-(triphenylmethyl)alkanimines is described. These imines are convenient synthons for preparation of 1-(triphenylmethylamino)alkylphosphonic esters, which can be used as starting materials for synthesis of 1-aminoalkylphosphonic acids and their derivatives.

  三甲胺（氨的合成类似物）在制备未知的N-(三苯甲基)烷基亚胺中的应用已被描述。这些亚胺是制备1-(三苯甲基氨基)烷基膦酸酯的便利合成子，后者可作为合成1-氨基烷基膦酸及其衍生物的起始材料。
• Phosphonic acid derivatives having carboxypeptidase b inhibitory activity
  申请人：Meiji Seika Kaisha Ltd.

  公开号：US06576627B1

  公开（公告）日：2003-06-10

  A compound represented by the following general formula (I) and a pharmacologically acceptable salt thereof: wherein R1 represents hydrogen atom, an alkyl group, a substituted alkyl group and the like; R2 and R3 represent hydrogen atom, an alkyl group, a substituted alkyl group, an alkoxyl group and the like; X represents —CH2—, —O—, or —NH—; A represents the following group (II): [in which R7 and R8 represent hydrogen atom, an alkyl group, an acyl group, an alkoxycarbonyl group and the like; R9 and R10 represents hydrogen atom, a halogen atom, hydroxyl group, phenyl group, an alkyl group and the like] and the like; and E represents hydrogen atom and the like, which has inhibitory activity against carboxypeptidase B and is useful for therapeutic and/or preventive treatment of a thrombotic disease.

  以下是通用公式（I）及其药理学上可接受的盐所代表的化合物： 其中R1代表氢原子、烷基、取代烷基等；R2和R3代表氢原子、烷基、取代烷基、烷氧基等；X代表—CH2—、—O—或—NH—；A代表以下的基团（II）： 【其中R7和R8代表氢原子、烷基、酰基、烷氧羰基等；R9和R10代表氢原子、卤素原子、羟基、苯基、烷基等】等；E代表氢原子等，具有对羧肽酶B的抑制活性，并且对治疗和/或预防血栓性疾病有用。
• Single-Step Ugi Multicomponent Reaction for the Synthesis of Phosphopeptidomimetics
  作者：Andrea F. G. Gargano、Stefanie Buchinger、Michal Kohout、Wolfgang Lindner、Michael Lämmerhofer

  DOI：10.1021/jo401372x

  日期：2013.10.18

  optimization of an effective microwave-assisted multicomponent reaction to produce a novel class of phosphopeptidomimetic compounds. When using aminophosphonic acids (α, β, γ), aldehydes, and isocyanides as reactants and alcohols as solvents, these building blocks are merged to functionalized amido-aminophosphonate structures in a novel Ugi-type one-pot transformation reaction. A high level of structural diversity

  本文介绍了设计和优化有效的微波辅助多组分反应，以生产一类新型的磷酸肽模拟化合物。当使用氨基膦酸（α，β，γ），醛和异氰酸酯作为反应物，并用醇作为溶剂时，这些结构单元在新型的Ugi型单锅转化反应中合并为官能化的氨基-氨基膦酸酯结构。通过这种合成方法可以实现高水平的结构多样性，从而为生产新型生物活性分子的功能化构建基块提供了平台。通过反应参数的变化以及对各种反应底物的评估，探索了这种多组分合成方案的一般范围。
• N-(Phosphonoacetyl)amino phosphonates. Phosphonate analogs of N-(phosphonoacetyl)-L-aspartic acid (PALA)
  作者：Pawel Kafarski、Barbara Lejczak、Przemyslaw Mastalerz、Danuta Dus、Czeslaw Radzikowski

  DOI：10.1021/jm00149a002

  日期：1985.11

  Michaelis-Arbuzov reaction of N-(chloroacetyl)amino phosphonic acids or their esters, followed by acidolysis, gives moderate yields of N-(phosphonoacetyl) derivatives of a variety of (aminoalkyl)phosphonic acids, including analogues of the cytostatic agent PALA, in which the alpha- or beta-carboxylic groups in the aspartate moiety are replaced by a PO3H2 function. Assay of cytostatic activity with

  N-（氯乙酰基）氨基膦酸或其酯的Michaelis-Arbuzov反应，然后酸解，可得到中等收率的各种（氨基烷基）膦酸的N-（膦酰基乙酰基）衍生物，包括细胞抑制剂PALA的类似物。天冬氨酸部分中的α-或β-羧基被PO3H2取代。用人KB细胞系的细胞抑制活性的测定表明，用PO 3 H 2取代PALA中的任何COOH基团会导致细胞抑制活性的完全丧失。在该报告中描述的其他[N-（膦酰基乙酰基）氨基]烷基膦酸的情况下也未观察到活性。
• Nucleophilic Additions toN-Glycosylnitrones. Asymmetric Synthesis of ?-Aminophosphonic Acids
  作者：Rolf Huber、Andreas Knierzinger、Jean-Pierre Obrecht、Andrea Vasella

  DOI：10.1002/hlca.19850680629

  日期：1985.9.25

  The hypothesis which explains the diastereoselectivity of the 1,3-dipolar cycloaddition of the N-glycosylnitrones 1–3 leading to the 5,5-disubstituted isoxazolidines 4–6 on the basis of a kinetic anomeric effect predicts that nucleophiles should add to N-glycosylnitrones with a high degree of diastereoselectivity. To test this prediction, the nucleophilic addition of lithium and potassium dialkylphosphites

  这解释了的1,3-偶极环加成的非对映选择性的假说Ñ -glycosylnitrones 1 - 3通向5,5-二取代的异恶唑烷4 - 6的动能端基异构效应的基础上预测，亲核试剂应该添加到ñ -具有高度非对映选择性的糖基硝酮。为了检验该预测，已经研究了锂和二烷基亚磷酸锂向由肟9和（苄氧基）乙醛制备的结晶（Z）-硝基1的亲核加成反应。亚磷酸锂的添加使N-glycosyl- Ñ -hydroxyaminophosphonates 12 - 16（78-92 DE％）以高收率（方案4） 。亚磷酸钾的添加显示出低得多的非对映选择性。糖苷切割，氢解，和脱烷基化的12 - 16得到（+） - （小号）-phosphoserine（+） - 19（34-45％来自9）。通过N-（3,3,3-三氟-2-甲氧基-2-甲氧基-2-苯基丙酰）衍生物24的X射线分析证实了其绝对构型。类似地，结晶的硝酮25得到N-糖