(S)-(+)-1-氨基茚满 | 61341-86-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: (S)-(+)-1-氨基茚满
• 中文别名: (S)-(+)-1-氨基茚(茚胺)；(S)-1-氨基茚；(S)-(+)-1-胺基茚满；(S)-(+)-1-茚胺；(S)-(+)-1-氨基茚盐酸盐；S-(+)-1-氨基茚；(S)-(+)-1-氨基茚
• 英文名称: (S)-1-Aminoindane
• 英文别名: (S)-1-aminoindan；(S)-2,3-dihydro-1H-inden-1-amine；(S)-(+)-1-Aminoindan；(1S)-2,3-dihydro-1H-inden-1-amine
• CAS: 61341-86-4
• 化学式: C₉H₁₁N
• mdl: MFCD00216670
• 分子量: 133.193
• InChiKey: XJEVHMGJSYVQBQ-VIFPVBQESA-N

物化性质

• 熔点：
  15 °C
• 比旋光度：
  20 º (c=1.5, CH3OH)
• 沸点：
  96-97 °C8 mm Hg(lit.)
• 密度：
  1.038 g/mL at 25 °C(lit.)
• 闪点：
  202 °F
• 溶解度：
  溶于DMSO、甲醇
• 稳定性/保质期：
  避免接触氧化物

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S26,S37/39
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2921499090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8℃

SDS

Name:	(S)-(+)-1-Aminoindane 97% Material Safety Data Sheet
Synonym:	(S)-(+)-Indanamine
CAS:	61341-86-4

Section 1 - Chemical Product MSDS Name:(S)-(+)-1-Aminoindane 97% Material Safety Data Sheet
Synonym:(S)-(+)-Indanamine

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
61341-86-4	(S)-(+)-1-Aminoindane	97%	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
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. Can produce delayed pulmonary edema.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. 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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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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. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Will burn if involved in a fire. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Use water spray to cool fire-exposed containers.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Keep away from sources of ignition. Store in a cool, dry place.
Store in a tightly closed container.

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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# 61341-86-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 96 deg C @ 8 mmHg
Freezing/Melting Point: 15 deg C
Autoignition Temperature: Not available.
Flash Point: 94 deg C ( 201.20 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: 1.038
Molecular Formula: C9H11N
Molecular Weight: 133.19

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions. Absorbs carbon dioxide from the air.
Conditions to Avoid:
Exposure to air, excess heat.
Incompatibilities with Other Materials:
Acids, acid chlorides, acetic anhydride, carbon dioxide, strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 61341-86-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(S)-(+)-1-Aminoindane - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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

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Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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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# 61341-86-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 61341-86-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 61341-86-4 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

(S)-1-氨基茚满是一种重要的药物中间体，主要用于合成雷沙吉兰等手性药物。其制备方法如下：在250 mL烧瓶中加入1.00 g（4.80 mmol）二-(S-(+)-1-氨基茚满)-D-酒石酸盐、40 mL水并搅拌加热，直至完全溶解。冷却至室温后，滴加20%的NaOH溶液，调节pH值至10。使用40 mL三氯甲烷萃取三次，合并有机相，并用无水硫酸镁干燥20分钟。过滤后浓缩，得到0.97 g浅黄色液体（S）-(+)-1-氨基茚满，其ee值（HPLC法测定）为79.6%，产率为97.0%。

反应信息

• 作为反应物：
  描述：

  (S)-(+)-1-氨基茚满 在 Candida antarctica lipase B 、 三乙醇胺 、 Pd/AlO(OH) 、 potassium carbonate 、 sodium hydroxide 作用下， 以 水 、 异丙醇 、 甲苯 、 乙腈 为溶剂， 反应 36.75h， 生成 甲磺酸雷沙吉兰
  参考文献：
  名称：

  化学动力学动态拆分合成雷沙吉兰的新方法

  摘要：

  以南极假丝酵母脂肪酶B（CALB）和Pd纳米催化剂为催化剂，以动态动力学拆分（DKR）为关键步骤，提出了制备雷沙吉兰甲磺酸雷沙吉兰的新方法。通过外消旋氨基茚满rac -1的DKR获得手性中间体（R）-2，3-二氢-1-茚满胺，产率高（＞ 90％），对映选择性优异（ee＞ 99％）。该过程可以在200克/升的73克规模下进行。甲磺酸雷沙吉兰在7个步骤中以25％的总收率和出色的对映选择性（99.9％ee）合成。

  DOI：

  10.1021/op500152g
• 作为产物：
  描述：

  1-茚酮 在 palladium on activated charcoal 、 镍 氢气 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 乙醇 、 醋酸异丙酯 为溶剂， 40.0 ℃ 、500.0 kPa 条件下， 反应 51.0h， 生成 (S)-(+)-1-氨基茚满
  参考文献：
  名称：

  （S）-1-氨基茚满：以（R）-苯基甘氨酸酰胺为手性助剂，通过手性转移合成

  摘要：

  已经开发了一种实用的不对称合成的近对映体纯的（S）-1-氨基茚满。关键步骤涉及使用手性助剂（R）-苯基甘氨酸酰胺的非对映选择性金属催化的1-茚满酮的酮亚胺还原。关于金属催化剂，溶剂和催化剂负载量，优化了不对称氢化步骤的选择性。通过新型的非还原性方法除去手性助剂。因此，在有效的三步法中，由（R）-苯基甘氨酸酰胺以58％的总收率制备了ee为96％的（S）-1-氨基茚满。

  DOI：

  10.1016/j.tetasy.2003.08.040

文献信息

• SULFONAMIDE, SULFAMATE, AND SULFAMOTHIOATE DERIVATIVES
  申请人：Wang Zhong

  公开号：US20120077814A1

  公开（公告）日：2012-03-29

  The disclosure provides biologically active compounds of formula (I): and pharmaceutically acceptable salts thereof, compositions containing these compounds, and methods of using these compounds in a variety applications, such as treatment of diseases or disorders associated with E1 type activating enzymes, and with Nedd8 activating enzyme (NAE) in particular.

  该披露提供了化学式(I)的生物活性化合物及其药用盐，含有这些化合物的组合物，以及在各种应用中使用这些化合物的方法，例如用于治疗与E1型激活酶相关的疾病或紊乱，特别是与Nedd8激活酶(NAE)相关的疾病或紊乱。
• Engineering the large pocket of an (<i>S</i>)-selective transaminase for asymmetric synthesis of (<i>S</i>)-1-amino-1-phenylpropane
  作者：Youyu Xie、Feng Xu、Lin Yang、He Liu、Xiangyang Xu、Hualei Wang、Dongzhi Wei

  DOI：10.1039/d0cy02426k

  日期：——

  structure of the small pocket, representing a great challenge for industrial applications. Here, we rationally engineered the large binding pocket of an (S)-selective ω-transaminase BPTA from Paraburkholderia phymatum to relieve the inherent restriction caused by the small pocket and efficiently transform the prochiral aryl alkyl ketone 1-propiophenone with a small substituent larger than the methyl group

  胺转氨酶提供了一种环境友好的手性胺不对称合成途径。然而，它们对庞大的手性胺不对称合成的催化效率受到小袋的自然几何结构的限制，这对工业应用提出了巨大的挑战。在这里，我们合理地设计了植物假单胞菌的（S）选择性ω-转氨酶BPTA的大结合口袋为了减轻由小口袋引起的固有限制，并有效地转化具有大于甲基的小取代基的前手性芳基烷基酮1-苯乙酮。基于结合的分子对接和动态模拟分析，我们确定了一个非经典的底物构象，位于具有位阻和不良相互作用的活性位点，这是造成低催化效率的原因。与WT相比，通过W82A消除了空间屏障，我们将比活性提高了14倍。然后，M78F和I28​​4F引入了π-π堆积相互作用，以增强结合亲和力，并具有较大的结合口袋，从而平衡了F44产生的不良相互作用。T440Q通过在活性位点附近提供更疏水和灵活的环境，进一步增强了底物亲和力。最后，我们构建了一个四联体变体M78F / W82A / I284F
• Cyanoamidine P2X7 antagonists for the treatment of pain
  申请人：Carroll A. William

  公开号：US20060025614A1

  公开（公告）日：2006-02-02

  Novel cyanoamidines compounds of formula (I) and (II) and their derivatives wherein R 1 -R 12 are as defined in the specification act as antagonists of the P2X 7 receptor. These compounds are particularly useful in the treatment of pain, inflammation and neurodegeneration states.

  新型氰胺基化合物的化学式(I)和(II)及其衍生物，其中R1-R12如规范中定义的作为P2X7受体的拮抗剂。这些化合物在治疗疼痛、炎症和神经退行性状态方面特别有用。
• FLAP MODULATORS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：US20150259357A1

  公开（公告）日：2015-09-17

  The present invention relates to compounds of Formula (I), or a form thereof, wherein ring A, R 1 , R 2 , R 3 , R 3 ′, L, W, and V are as defined herein, useful as FLAP modulators. The invention also relates to pharmaceutical compositions comprising compounds of Formula (I). Methods of making and using the compounds of Formula (I) are also within the scope of the invention

  本发明涉及式（I）的化合物，或其形式，其中环A，R1，R2，R3，R3'，L，W和V如本文所定义，可用作FLAP调节剂。该发明还涉及包含式（I）化合物的药物组合物。制备和使用式（I）化合物的方法也属于本发明的范围。
• Catechol[4]arene: The Missing Chiral Member of the Calix[4]arene Family
  作者：Suren J. Nemat、Hanna Jędrzejewska、Alessandro Prescimone、Agnieszka Szumna、Konrad Tiefenbacher

  DOI：10.1021/acs.orglett.0c01864

  日期：2020.7.17

  A missing, inherently chiral member of the calix[4]arene family denoted “catechol[4]arene” was synthesized. Its properties were studied and compared to the ones of its close relatives resorcin[4]arene and pyrogallol[4]arene. This novel supramolecular host exhibits binding capabilities that are superior to its sister molecules in polar media. The enantiomerically pure forms of the macrocycle display

  合成了杯[4]芳烃家族的一种缺失的，手性固有的成员，称为“儿茶酚[4]芳烃”。对它的性质进行了研究，并与它的近亲间苯二酚[4]芳烃和邻苯三酚[4]芳烃进行了比较。这种新型的超分子宿主在极性介质中的结合能力优于其姊妹分子。大环的对映体纯形式显示对手性铵盐的适度识别。