1-双环[2.2.1]-2-庚基乙胺 | 24520-60-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 1-双环[2.2.1]-2-庚基乙胺
• 中文别名: 1-二环[2.2.1]庚-2-基乙胺
• 英文名称: deitiforin
• 英文别名: 1-Bicyclo[2.2.1]hept-2-ylethanamine；1-(2-bicyclo[2.2.1]heptanyl)ethanamine
• CAS: 24520-60-3
• 化学式: C₉H₁₇N
• mdl: MFCD04116067
• 分子量: 139.241
• InChiKey: LPUCHTNHUHOTRY-UHFFFAOYSA-N

物化性质

• 沸点：
  196.8±8.0 °C(Predicted)
• 密度：
  0.963±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921300090
• 危险性防范说明：
  P264,P280,P302+P352,P305+P351+P338,P332+P313,P337+P313,P362
• 危险性描述：
  H315,H319

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 1-Bicyclo[2.2.1]hept-2-ylethanamine
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 1-Bicyclo[2.2.1]hept-2-ylethanamine
CAS number: 24520-60-3

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H17N
Molecular weight: 139.2

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-双环[2.2.1]-2-庚基乙胺 、 3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride 以 苯 为溶剂， 以80%的产率得到
  参考文献：
  名称：

  Kas'yan; Krishchik; Krasnovskaya, Russian Journal of Organic Chemistry, 1998, vol. 34, # 12, p. 1731 - 1735

  摘要：

  DOI：
• 作为产物：
  描述：

  2-乙酰基-5-降冰片烯 、 乙腈 生成 1-双环[2.2.1]-2-庚基乙胺
  参考文献：
  名称：

  KOZLOV, N. G.;PEXK, T. I.;VYALIMYAEH, T. K.;ORDUBADI, M. D.;BELIKOVA, N. +, ZH. ORGAN. XIMII, 1985, 21, N 12, 2511-2517

  摘要：

  DOI：

文献信息

• 2-Heteroaryl-[1,2,4]triazolo[1,5-<i>c</i>]quinazoline-5(6 H)-thiones and Their S-Substituted Derivatives: Synthesis, Spectroscopic Data, and Biological Activity
  作者：Andrii K. Bilyi、Lyudmyla M. Antypenko、Vitalii V. Ivchuk、Oleksandr M. Kamyshnyi、Natalya M. Polishchuk、Sergiy I. Kovalenko

  DOI：10.1002/cplu.201500051

  日期：2015.6

  the synthesis of 2-heteroaryl-[1,2,4]triazolo[1,5-c]quinazoline-5(6 H)-thiones have been developed: thiolation of oxo derivatives, [5+1] cyclocondensation of [2-(3-heteroaryl-[1,2,4]triazol-5-yl)phenyl]amines with carbon disulfide, potassium ethyl xanthogenate, or aryl isothiocyanates, and in situ reaction of 2-isothiocyanatobenzonitrile with hydrazides. A series of N-R-2-[(2-heteroaryl-[1,2,4]triazole-[1

  在继续寻找新颖的，生物学上有效的杂环剂时，已开发出几种合成2-杂芳基-[1,2,4]三唑并[1,5-c]喹唑啉-5（6 H）-硫酮的方法：羰基硫醇化，[2-（3-杂芳基-[1,2,4]三唑-5-基）苯基]胺的[5 + 1]与二硫化碳，乙基黄原酸钾或芳基异硫氰酸酯的环缩合，以及2-异硫氰酸根合苄腈与酰肼的原位反应。通过对相应的乙酸进行氨解并将其烷基化，可得到一系列的NR-2-[（2-杂芳基-[1,2,4]三唑-[1,5-c]喹唑啉-5-基）硫代]乙酰胺。硫醇钾盐与NR-2-氯乙酰胺。已经确定，一些硫醇钾4 a-4 d，4 h和4 i对金黄色葡萄球菌具有很高的抗菌活性，最低抑菌浓度为12。5μgmL-1，最低杀菌浓度为25μgmL-1，超过了甲氧苄啶的值。此外，研究了2- [3-（1 H-吲哚-2-基）-1 H-1,2,4-三唑-5-基]苯基}胺2 i在100-0.01μM的浓度范围内在9种
• Antimicrobial action of arylsulfonamides bearing (aza)norbornane and related motifs: evaluation of new promising anti-MRSA agents
  作者：Vitalii Palchykov、Nazar Manko、Nataliya Finiuk、Rostyslav Stoika、Mykola Obushak、Nazariy Pokhodylo

  DOI：10.1007/s00044-021-02827-1

  日期：2022.2

  possessed high antibacterial activity towards gram-negative bacteria P. aeruginosa (ATCC9027) with the MIC value of 460–555 µM. According to the results of toxicity studies of the compounds to HEK-293, HaCaT, Balb/c 3T3, red blood cells and normal mitogen-activated lymphocytes, three compounds - VP-4556, VP-4604 and VP-4509 - bearing azanorbornene, octahydro-3,5-methanocyclopenta[b]pyrrole and bio-isosteric

  评估了带有（氮杂）降冰片烷和相关基序的芳基磺酰胺：（1）对五种关键 ESKAPE 致病菌、一种革兰氏阳性菌耐甲氧西林金黄色葡萄球菌（MRSA，ATCC 43300）、四种革兰氏阴性菌、大肠杆菌的抗菌活性(ATCC 25922)、肺炎克雷伯菌(ATCC 700603)、鲍曼不动杆菌(ATCC 19606) 和铜绿假单胞菌(ATCC 27853)，以及 (2) 对两种致病真菌菌株的抗真菌活性 -新型假丝酵母念珠菌( Candida ATCC28853) 。格鲁比(H99; ATCC 208821)。四种具有 4-硝基苯磺酰胺基序的化合物 (VP-4556、VP-4604、VP-4605和VP-4509 ) 对耐甲氧西林金黄色葡萄球菌(ATCC 43300 ) 表现出高毒性，MIC 值为 14.7–49.3 µM。这些化合物还对革兰氏阴性菌铜绿假单胞菌(ATCC9027)具有高抗菌活性，MIC 值为
• Cage-Like Amines in the Green Protocol of Transannular Thieno[2,3-d]Pyrimidinone Formation as Promising Anticancer Agents
  作者：Olga Ya. Shyyka、Nazariy T. Pokhodylo、Vitalii A. Palchykov、Nataliya S. Finiuk、Rostyslav S. Stoika、Mykola D. Obushak

  DOI：10.1007/s10593-020-02732-2

  日期：2020.6

  bioisostere of the 2-arylamino moiety. Preliminary screening of the biological activity was performed and 2-[1-(bicyclo[2.2.1]heptan-2-yl)ethyl]amino}-5,6,7,8-tetrahydro[1]benzothieno[2,3-d]pyrimidin-4(3H)-one demonstrated high toxicity toward human leukemia HL-60, cervix carcinoma KB3-1, and colon carcinoma HCT116 cells that correlates well with the results obtained previously for the activity of

  在一个通用的，方便的一锅绿色合成实验中研究了具有降冰片烷和金刚烷骨架的笼状胺，用于通过1 H-四唑环的裂解来嘧啶核的环化。在优化条件下进行转环反应时，无需过量的试剂和溶剂。结果，以高收率获得了11个具有大取代基的新的噻吩并[2,3- d ]嘧啶酮，而无需进一步纯化，并且该方法具有优异的选择性。引入的类似age的框架被认为是2-芳基氨基部分的生物等排体。进行生物活性的初步筛选和2 - [1-（二环[2.2.1]庚-2-基）乙基]氨基} -5,6,7,8-四氢[1]苯并噻吩并[2,3 --d ]嘧啶-4（3 H）-1对人白血病HL-60，子宫颈癌KB3-1和结肠癌HCT116细胞显示出高毒性，这与先前获得的具有苄基氨基取代基的化合物的活性相关。
• Cage-like amines in the synthesis and oxidation of camphor-10-sulfonic acid amides
  作者：L. I. Kas’yan、V. A. Pal’chikov、A. V. Turov、S. A. Prid’ma、A. V. Tokar’

  DOI：10.1134/s1070428009070057

  日期：2009.7

  Reactions of bicyclo[2.2.1]hept-5-en-exo- and -endo-2-ylmethanamines, exo-5,6-epoxybicyclo-[2.2.1]hept-exo-2-ylmethanamine, 1-(bicyclo[2.2.1]hept-2-yl)ethanamine, and 1-(1-adamantyl)ethanamine with camphor-10-sulfonyl chloride in chloroform in the presence of triethylamine gave the corresponding sulfonamides having two cage-like fragments. Stereoisomeric N-(bicyclo[2.2.1]hept-5-en-2-ylmethyl)camphor-10-sulfonamides

  双环反应[2.2.1]庚-5-烯外切-和-内-2- ylmethanamines，外切-5,6-epoxybicyclo- [2.2.1]庚外型-2-基甲胺，1-（二环[在三乙胺存在下，在氯仿中，将2.2.1]庚-2-基）乙胺和1-（1-金刚烷基）乙胺与樟脑-10-磺酰氯一起得到具有两个笼状片段的相应磺酰胺。用由邻苯二甲酸酐和50％过氧化氢原位生成的过氧邻苯二甲酸氧化立体异构的N-（双环[2.2.1]庚-5-烯-2-基甲基）樟脑-10-磺酰胺。因此，外立体异构体被转化为相应的5,6-环氧衍生物，而内异构体产生4-（7,7-二甲基-2-氧代双环[2.2.1]庚-1-基甲基）-4-氮杂三环[4.2.1.0 3,7 ]-壬基-外-2--2-醇（取代的氮杂布伦丹）。合成的樟脑-10-磺酰胺的结构通过IR，1 H和13 C NMR光谱确认，采用了同位（COSY）和异核1 H- 13 C相关技术（HM
• Reactions of Bi-, Tri-, and tetracyclic amines with succinic anhydride
  作者：L. I. Kas’yan、A. V. Serbin、A. O. Kas’yan、D. V. Karpenko、E. A. Golodaeva

  DOI：10.1134/s1070428008030056

  日期：2008.3

  Succinic anhydride reacted with cage-like amines bicyclo[2.2.1]hept-5-en-exo-and-endo-2-yl-methanamines, 2-(bicyclo[2.2.1]hept-5-en-endo-2-yl)ethanamine, exo-5,6-epoxybicyclo[2.2.1]heptan-exo-2-yl-methanamine, tetracyclo[6.2.1.13,6.02,7]dodec-9-en-endo-4-ylmethanamine, 1-(bicyclo[2.2.1]heptan-2-yl)ethanamine, and 4-azatricyclo[5.2.1.02,6]dec-8-ene} to give the corresponding amido acids having a cage-like fragment. The latter were converted into carboximides by the action of hexamethyldisilazane in boiling benzene in the presence of zinc(II) chloride and then into epoxy derivatives. The structure of the newly synthesized compounds was confirmed by IR and NMR spectroscopy.

  琥珀酸酐与笼状胺反应，生成具有笼状结构的相应酰胺酸。后者在氯化锌存在下，在沸腾的苯中经六甲基二硅氮烷的作用转化为羧亚胺，然后转化为环氧衍生物。新合成的化合物的结构通过红外光谱和核磁共振光谱得到证实。