1-苄基-1,4,7,10-四氮杂环十二烷 | 112193-83-6

• 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: 1-苄基-1,4,7,10-四氮杂环十二烷
• 中文别名: 1-苄基-1,4,7,10-四氮环十二烷；1-苄基-1,4,7,1-四氮杂环十二烷
• 英文名称: 1-benzyl-1,4,7,10-tetraazacyclododecane
• 英文别名: 1-benzyl-1,4,7,10-tetrazacyclododecane
• CAS: 112193-83-6
• 化学式: C₁₅H₂₆N₄
• mdl: MFCD09263310
• 分子量: 262.398
• InChiKey: FURLCQRFFWBENR-UHFFFAOYSA-N

物化性质

• 熔点：
  84-86°C
• 沸点：
  412.2±35.0 °C(Predicted)
• 密度：
  0.970±0.06 g/cm3(Predicted)
• 稳定性/保质期：

  在常温常压下稳定，应避免与水源及氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  39.3
• 氢给体数：
  3
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

SDS

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Section 1: Product Identification
Chemical Name: N-Benzyl-1,4,7,10-tetraazacyclododecane, min. 98%
CAS Registry Number: 112193-83-6
Formula: C15H26N4
EINECS Number: none
Chemical Family: organic amine
Synonym: none

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title compound 112193-83-6 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract
Primary Routes of Exposure: Inhalation, skin, eyes
Eye Contact: Causes slight to mild irritation of the eyes.
Skin Contact: Causes irritation to the skin
Inhalation: Causes irritation to the nose, mucous membranes and respiratory tract
Ingestion: No information on the physiological effects of ingestion. May be harmful if swallowed.
Acute Health Affects: Irritating to skin, eyes and respiratory tract
Chronic Health Affects: No information available on long-term chronic effects
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: no data
Autoignition Temperature: no data
Explosion Limits: none
Extinguishing Medium: carbon dioxide, dry chemical or foam
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self-contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire, this material may emit irritating organic fumes
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards

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SECTION 6: Accidental Release Measures
Small spills can be mixed with vermiculite, sodium carbonate or other suitable non-combustible adsorbent and
Spill and Leak Procedures:
swept up.

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SECTION 7: Handling and Storage
Handling and Storage: Store in a tightly sealed container. Keep in a cool, dry place.

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SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves.
Ventilation: Handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: Handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: white to yellow powder
Molecular Weight: 262.39
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: not determined
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: air and moisture stable
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: none
Incompatibility: oxidizing agents
Decomposition Products: carbon dioxide, carbon monoxide, nitrogen oxides and organic fumes

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files
Carcinogenic Effects: No data
Mutagenic Effects: No data
Tetratogenic Effects: No data

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory
SARA (Title 313): Title compound not listed
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-苄基-1,4,7,10-四氮杂环十二烷 在 palladium dihydroxide 盐酸 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 20.0~60.0 ℃ 、310.27 kPa 条件下， 反应 35.0h， 生成 1,4,7-tris[(S)-{(1-methoxycarbonyl-3-methyl)butyl}-carbamoylmethyl]-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  走向手性七齿镧系元素水合物，作为MRS的选择性移位和松弛剂。

  摘要：

  磁共振波谱（MRS）在诊断中非常重要，它提供了一种在活体内分析活组织化学成分的方法，作为活检的一种非侵入性替代方法。已经合成了几种七齿的镧系元素络合物，并已通过（1）H NMR分析评估了它们在MRS中（特别是对于乳酸）作为移位剂和弛豫剂的潜力。配合物的结合亲和力和对映体纯度已通过镧系元素离子和配体结构的系统变化来调节，特别是配合物的外围静电荷（阳离子对中性）以及金属中心的局部电荷和空间需求。

  DOI：

  10.1039/b706801h
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以86%的产率得到1-苄基-1,4,7,10-四氮杂环十二烷
  参考文献：
  名称：

  Thermodynamic and kinetic stabilization of divanadate in the monovanadate/divanadate equilibrium using a Zn-cyclene derivative: Towards a simple ATP synthase model

  摘要：

  对于阴离子（如磷酸盐和ADP）的缩合形成ATP和水，自然界利用复杂的超分子系统来克服库仑排斥和活化能障碍。尝试创建一个简单类似的化学系统，钒酸盐的二聚化可能是最简单的模型。我们研究了偏向二聚化热力学的Zn-苯基环戊烷，NMR滴定显示。此外，EXSY NMR实验证明，通过与Zn-环戊烷的络合，钒酸盐二聚体在动力学上也被稳定化，相对于水解。

  DOI：

  10.3762/bjoc.8.8

文献信息

• New Synthetic Routes for 1-Benzyl-1,4,7,10-tetraazacyclododecane and 1,4,7,10-Tetraazacyclododecane-1-acetic Acid Ethyl Ester, Important Starting Materials for Metal-coded DOTA-Based Affinity Tags
  作者：Stephan W. Kohl、Katharina Kuse、Markus Hummert、Herbert Schumann、Clemens Mügge、Katharina Janek、Hardy Weißhoff

  DOI：10.1515/znb-2007-0313

  日期：2007.3.1

  Two improved routes to synthesize 1-benzyl-1,4,7,10-tetraazacyclododecane (6) and 1,4,7,10- tetraazacyclododecane-1-acetic acid ethyl ester (11) are described as well as the synthesis of 1-2-[4-(maleimido-N-propylacetamidobutyl)amino]-2-oxoethyl}-1,4,7,10-tetraazacyclododecane- 4,7,10-triacetic acid (17) and its Y, Ho, Tm, and Lu complexes. The 1H and 13C NMR spectra of the new compounds as well as

  描述了合成 1-苄基-1,4,7,10-四氮杂环十二烷 (6) 和 1,4,7,10- 四氮杂环十二烷-1-乙酸乙酯 (11) 的两种改进路线以及 1 -2-[4-(马来酰亚胺-N-丙基乙酰胺丁基)氨基]-2-氧乙基}-1,4,7,10-四氮杂环十二烷-4,7,10-三乙酸(17)及其Y、Ho、Tm , 和 Lu 络合物。新化合物的 1H 和 13C NMR 谱以及中间体 4-苄基-1,7-双(对甲苯磺酰基)二亚乙基三胺 (3) 和 1,4,7-tris 的单晶 X 射线结构分析(对甲苯磺酰基)二亚乙基三胺(7)进行了报道和讨论。17 的稀土配合物已通过 1 H NMR 光谱和 MALDI-TOF 质谱进行表征。
• Method of preparing cis-8b-methyldecahydro-2a,4a,6a,8a-tetraazacyclopenta[fg] acenaphthylene, cis-decahydro-2a,4a,6a,8a-tetraazacyclopenta[fg] acenaphthylene, cyclene and functionalised cyclenes
  申请人：Boschetti Frèderic

  公开号：US20060217548A1

  公开（公告）日：2006-09-28

  A method of preparing cyclene having formula (I) from triethylenetetraamine having formula (VIII) or ethylenediamine having formula (VIII′) includes a series of steps. The first series of steps (I) includes a step A (one-pot preparation of the compound having formula (IIa) from the compound having formula (VIII)), followed by a step B (transforming the compound having formula (IIa) into cyclene having formula (I)). The second series of steps (II) includes a step C (preparing the compound having formula (IIb) from the compound having formula (VIII)), followed by a step D (transforming the compound having formula (IIb) into cylcene having formula (I)). The third series of steps (III) includes a step E involving the one-pot preparation of the compound having formula (IIa) from the compound having formula (VIII), followed by a step B involving the transformation of the compound having formula (IIa) into cyclene having formula (I).

  从具有式（VIII）的三乙烯四胺或具有式（VIII′）的乙二胺制备具有式（I）的环烯的方法包括一系列步骤。第一系列步骤（I）包括步骤A（从具有式（VIII）的化合物制备具有式（IIa）的一锅法），然后是步骤B（将具有式（IIa）的化合物转化为具有式（I）的环烯）。第二系列步骤（II）包括步骤C（从具有式（VIII）的化合物制备具有式（IIb）的化合物），然后是步骤D（将具有式（IIb）的化合物转化为具有式（I）的环烯）。第三系列步骤（III）包括涉及从具有式（VIII）的化合物制备具有式（IIa）的化合物的一锅法的步骤E，然后是涉及将具有式（IIa）的化合物转化为具有式（I）的环烯的步骤B。
• Mono N-functionalization of cyclic and linear tetraamines via their tridentate tricarbonylchromium complexes
  作者：Jean-Jacques Yaouanc、Nathalie Le Bris、Guénaëlle Le Gall、Jean-Claude Clément、Henri Handel、Hervé des Abbayes

  DOI：10.1039/c39910000206

  日期：——

  11-tetraazacyclotetradecane 2, 1,4,7,10-tetraazadecane 3 and 1,5,8,12-tetraazadodecane 4 have been selectively alkylated in high yield at the uncomplexed nitrogen atom, giving rise to mono N-functionalized tetraamines and bis-macrocyclic compounds.

  的FAC -LCR（CO）3个1,4,7,10-四的三齿配合物1，1,4,8,11-四氮杂2，1,4,7,10- tetraazadecane 3和1,5,8，已在未络合的氮原子上高产率地选择性地烷基化了十二-十四氮十二烷4，产生了单N-官能化的四胺和双大环化合物。
• A convenient method for the preparation of mono N-alkylated cyclams and cyclens in high yields
  作者：Cong Li、Wing-Tak Wong

  DOI：10.1016/s0040-4039(02)00497-5

  日期：2002.4

  Selective and high yield synthesis of mono N-substituted derivatives of cyclam and cyclen can be achieved by using a direct and general synthetic method with very mild reaction conditions.

  可以通过使用直接且通用的合成方法，在非常温和的反应条件下，选择性地高收率合成cyclam和cycln的单N-取代衍生物。
• Carboxylate Derivatives of Oligopyridines Bearing Bromomethyl Groups
  作者：Gilles Ulrich、Sébastien Bedel、Claude Picard、Pierre Tisnès

  DOI：10.1055/s-2002-33347

  日期：——

  The synthesis of various oligopyridines possessing a carboxylate and at least one bromoethyl group is reported. The bipyridine and terpyridine cores were constructed in good yields via a Stille cross-coupling, starting from bromopicolines and ethyl bromopicolinate. The bromomethyl function was obtained by free radical bromination using NBS in benzene or bromine in benzene/water biphasic mixture. The building of two model podands by nucleophilic displacement of benzylic bromine by an amine or by a phenol group is described.

  本研究报道了多种具有一个羧基和至少一个溴乙基的低聚吡啶的合成。双吡啶和terpyridine 核心是通过 Stille 交叉偶联法，从溴邻吡啶和溴邻吡啶甲酸乙酯开始，以良好的收率合成的。溴甲基官能团是通过在苯中使用 NBS 或在苯/水双相混合物中使用溴进行自由基溴化得到的。文中介绍了通过胺或苯酚基团对苄基溴的亲核置换作用建立两种模型荚膜的方法。