2,3,3-三甲基吲哚

概述规格名称和识别符技术文档高级数据系统学分类三维结构关联靶点（其它种属）作用机制质检证书（CoA,COO,BSE/TSE 和分析图谱) 化学和物理性质安全和危险性（GHS）此产品的引用文献引用文献溶液计算器常见问题

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为什么选择此级别

提供 ≥98% 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。

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储存与运输

避光,室温,充氩,干燥。常规运输。请查阅批次 COA 获取详细规格。

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质量文档

SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。

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文献证明

在色谱分析、有机合成和交叉偶联反应领域已被 59 篇同行评审文献引用。

概述

2,3,3-三甲基吲哚是一种吲哚化合物，可用作有机合成反应中的反应物。

2,3,3-Trimethylindole is an indole compound that can be used as a reactant in organic synthesis reactions.

规格

别名

2,3,3-三甲基-3H-吲哚 | 2,3,3-三甲基假吲哚

英文别名

MFCD00005724 | AM84561 | A3642 | AKOS000270800 | 3H-Indole, 2,3,3-trimethyl- | T-6650 | 2,3,3-trimethylindole | 2,3,3-trimethyl-indole | BBL027538 | NSC65633 | NSC-65633 | DTXSID9049403 | 2,3-Trimethyl-3H-indole | FT-0609320 | D77785 | 2,3,3-trimethyl ind

规格或纯度

≥98%

英文名称

2,3,3-Trimethylindolenine

应用

储存条件

避光,室温,充氩,干燥

运输条件

常规运输

纯度

≥98%

名称和识别符

PubChem SID

488182120

EC号

216-685-6

分子类型

小分子

IUPAC Name

2,3,3-trimethylindole

INCHI

1S/C11H13N/c1-8-11(2,3)9-6-4-5-7-10(9)12-8/h4-7H,1-3H3

InChi Key

FLHJIAFUWHPJRT-UHFFFAOYSA-N

Smiles

CC1=NC2=CC=CC=C2C1(C)C

Isomeric SMILES

CC1=NC2=CC=CC=C2C1(C)C

PubChem CID

15427

分子量

159.23

Beilstein号

119740

Reaxy-Rn

119740

技术文档

📋 安全数据表 (SDS)

全面的危险、操作、储存及法规合规文件。

下载 SDS →

✅ 分析证书 (COA)

批次质量数据。输入批号以获取对应 COA。

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📊 产品数据表

产品规格和应用的快速参考摘要。

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🔬 规格说明书

该级别的完整质量属性和验收标准。

查看规格说明 →

高级数据

系统学分类

分类树（Taxonomy Tree）

界（kingdom) 有机化合物
- 超类（Superclass) 有机杂环化合物
  - 类（Class) 吲哚及其衍生物
    - 亚类（Subclass）吲哚

界（kingdom)	有机化合物
超类（Superclass)	有机杂环化合物
类（Class)	吲哚及其衍生物
亚类（Subclass）	吲哚
中间层级节点（Intermediate Tree Nodes）	暂无
直接上位类(Direct Parent)	3-烷基吲哚
其他上位类（Alternative Parents）	苯类化合物酮亚胺炔丙基型1,3-偶极有机化合物氮杂环化合物有机光子化合物碳氢化合物衍生物
分子骨架（Molecular Framework)	芳香族杂多环化合物
取代基（Substituents）	3-烷基吲哚 - 芳香族杂多环化合物 - 氮杂环 - 苯基化合物 - 烃衍生物 - 亚胺 - 酮亚胺 - 有机1,3-双极性化合物 - 有机硝基化合物 - 有机氮化合物 - 有机氮化合物 - 丙炔型1,3-双极性有机化合物
描述（Description）	该化合物属于有机化合物中的3-烷基吲哚类。这类化合物含有吲哚结构单元，其3位带有烷基链。
外部描述符（External Descriptors）	暂无

三维结构

交互式化学结构模型

球棍
棍棒
线框模型
空间填充
显示氢气
动画

关联靶点（其它种属）

Schizosaccharomyces pombe (495 活性数据)

点击查看此靶标相关信息

活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Saccharomyces cerevisiae (19171 活性数据)

点击查看此靶标相关信息

活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

Candida albicans (78123 活性数据)

点击查看此靶标相关信息

活性类型	Relation	Activity value	Units	Action Type	期刊	PubMed Id	doi	Assay Aladdin ID

作用机制

作用机制	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	参考文献

化学和物理性质

溶解性

Soluble in chloroform, toluene or dichlorobenzene.

密度

0.99

敏感性

对空气敏感

折光率

1.549

闪点(℉)

199.4 °F

闪点(℃)

93 °C

沸点

228-229°C

分子量

159.230 g/mol

XLogP3

2.300

氢键供体数Hydrogen Bond Donor Count

氢键受体数Hydrogen Bond Acceptor Count

可旋转键计数Rotatable Bond Count

精确质量Exact Mass

159.105 Da

单同位素质量Monoisotopic Mass

159.105 Da

拓扑极表面积Topological Polar Surface Area

12.400 Å²

重原子数Heavy Atom Count

形式电荷Formal Charge

复杂度Complexity

215.000

同位素原子数Isotope Atom Count

定义的原子立体中心计数Defined Atom Stereocenter Count

未定义的原子立体中心计数Undefined Atom Stereocenter Count

定义的键立体中心计数Defined Bond Stereocenter Count

未定义的键立体中心计数Undefined Bond Stereocenter Count

所有立体化学键的总数The total count of all stereochemical bonds

共价键合单元计数Covalently-Bonded Unit Count

安全和危险性（GHS）

象形图

GHS07

信号词

警告

危险声明

H315: 引起皮肤刺激

H319: 引起严重眼睛刺激

H335: 可能引起呼吸道刺激

预防措施声明

P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾

P264: 处理后要彻底洗手。

P271: 仅在室外或通风良好的地方使用。

P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。

P321: 特殊处理（请参阅此标签上的...）。

P302+P352: 如皮肤沾染：用水充分清洗。

P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。

P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。

P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。

P405: 密闭存放

P403+P233: 存放在通风良好的地方。保持容器密闭。

P501: 将内容物/容器处理到。。。

P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。

P337+P317: 如果眼睛刺激持续：寻求医疗帮助。

P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。

P319: 如果你感到不适，请寻求医疗帮助。

WGK Germany

个人防护装备

Eyeshields,full-face respirator (US),Gloves,multi-purpose combination respirator cartridge (US),type ABEK (EN14387) respirator filter

质检证书（CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):

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批号(Lot Number)	证书类型	货号
D2628376	分析证书	T101070
D2628377	分析证书	T101070
D2628378	分析证书	T101070
I2104480	分析证书	T101070
G2515602	分析证书	T101070
G2515601	分析证书	T101070
G2515391	分析证书	T101070
G2515605	分析证书	T101070
A2507038	分析证书	T101070
G2425678	分析证书	T101070
G2425677	分析证书	T101070
G2425676	分析证书	T101070
G2425675	分析证书	T101070
I2418609	分析证书	T101070
H2402377	分析证书	T101070
H2419532	分析证书	T101070
G2429172	分析证书	T101070
I2418610	分析证书	T101070
I2418611	分析证书	T101070
A2509113	分析证书	T101070
D2515714	分析证书	T101070
G2030021	分析证书	T101070
G2030019	分析证书	T101070
I1904027	分析证书	T101070
H2206371	分析证书	T101070
E2530119	分析证书	T101070
E2308140	分析证书	T101070
I2212356	分析证书	T101070
I2212357	分析证书	T101070
I2212358	分析证书	T101070
E2306025	分析证书	T101070

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引用文献

1. Ruizhen Zhang, Yuting Min, Peipei Ji, Guiyang Zhou, Hong Yin, Dongming Qi, Hangjun Deng, Zan Hua, Tao Chen. (2023) Light and temperature dual stimuli-responsive micelles from carbamate-containing spiropyran-based amphiphilic block copolymers: Fabrication, responsiveness and controlled release behaviors. EUROPEAN POLYMER JOURNAL, [10.1016/j.eurpolymj.2023.112493]
2. Ying Wu, Jie Gao, Jian-Hui Li, Bo-Kun Chen. (2023) Construction of photo-responsive lignin as a broad-spectrum sunscreen agent. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:37806425] [10.1016/j.ijbiomac.2023.127289]
3. Xianrong Yu, Yu Wu, Wei Tang, Xinrui Duan. (2023) A lysosome-targeted triazole near-infrared cyanine fluorescent probe for in vivo long-term cell tracking. ANALYST, [PMID:37675662] [10.1039/D3AN01238G]
4. Xuan Zhao, Xiaolong Zeng, Xinyu Wu, Lihong Shi, Sumin Zhu, Wen Sun. (2023) A GSH-Activatable Theranostic Prodrug Based on Photoinduced Electron Transfer for Cancer Fluorescence Imaging and Therapy. Chemosensors, 11 (7): (397). [10.3390/chemosensors11070397]
5. Ying Wu, Xuwen Wu, Aicheng Zhang, Xinping Ouyang, Hongming Lou, Dongjie Yang, Yong Qian, Xueqing Qiu. (2023) Rational Design and Synthesis of Lignin-Derived Smart Sunscreens. ADVANCED FUNCTIONAL MATERIALS, 33 (43): (2303889). [10.1002/adfm.202303889]
6. Huan-Xing Zhou, Qing-Qing Sun, Zhong-Qiu Liu, Jie-Wen Duan, Tingjun Fu, Yujing Liu, Anguo Ying. (2023) Polyacrylonitrile fiber with light-driven intelligent reversible and switchable wettability as an environmental benign solid base for biodiesel production. Journal of Cleaner Production, [10.1016/j.jclepro.2023.137101]
7. Chunhao Li, Caifeng Wang, Yiting Liu, Yang Zhang, Shuai Wang, Ruisheng Zhao, Aiju Xu. (2023) Electrospinning and multilayer modification to construct NH2/EPSP-modified polyacrylonitrile nanofiber films for humidity regulation. PROGRESS IN ORGANIC COATINGS, [10.1016/j.porgcoat.2023.107485]
8. Xiao-Fang Hou, Xu-Man Chen, Hari Krishna Bisoyi, Qi Qi, Tianchi Xu, Dongzhong Chen, Quan Li. (2023) Light-Driven Aqueous Dissipative Pseudorotaxanes with Tunable Fluorescence Enabling Deformable Nano-Assemblies. ACS Applied Materials & Interfaces, [PMID:36802465] [10.1021/acsami.2c20276]
9. Baoxuan Huang, Chen Zhang, Jia Tian, Qiwei Tian, Gang Huang, Weian Zhang. (2023) A Cascade BIME-Triggered Near-IR Cyanine Nanoplatform for Enhanced Antibacterial Photodynamic Therapy. ACS Applied Materials & Interfaces, [PMID:36794860] [10.1021/acsami.2c22937]
10. Yuting Min, Ruizhen Zhang, Xuli Dong, Lifang Zhang, Dongming Qi, Zan Hua, Tao Chen. (2023) Spiropyran-based polymeric micelles in aqueous solution: light-regulated reversible size alterations and catalytic characteristics. Polymer Chemistry, 14 (7): (888-897). [10.1039/D2PY01405J]
11. Chunhao Li, Ce Zhang, Ruisheng Zhao, Ning Zhao, Ruian Liu, Yang Zhang, Meilin Jia, Shuai Wang. (2023) Porous Electrospun Films with Reversible Photoresponsive Microenvironmental Humidity Regulation: A Controllable Hydrogen-Bonding Synergistic Effect Exhibited by Acrylic Acid Segments. ACS Applied Materials & Interfaces, [PMID:36655841] [10.1021/acsami.2c20035]
12. Jingjing Xu, Xiaojing Yang, Xianjiao Tang, Mei-Xia Zhao. (2022) pH-Responsive nanomicelles for breast cancer near-infrared fluorescence imaging and chemo/photothermal therapy. Journal of Materials Chemistry C, 10 (43): (16283-16293). [10.1039/D2TC03749A]
13. Shi Qing, Wu Shou-Ting, Shen Lingyi, Zhou Tao, Xu Hong, Wang Zhi-Yong, Yang Xian-Jiong, Huang Ya-Li, Zhang Qi-Long. (2022) A Turn-On Fluorescent Chemosensor for Cyanide Ion Detection in Real Water Samples. Frontiers in Chemistry, [PMID:35923259] [10.3389/fchem.2022.923149]
14. Minan Ye, Jie Zhang, Detao Jiang, Qi Tan, Jingyun Li, Cheng Yao, Chenjie Zhu, Yi Zhou. (2022) A Hemicyanine-Assembled Upconversion Nanosystem for NIR-Excited Visualization of Carbon Monoxide Bio-Signaling In Vivo. Small, 18 (28): (2202263). [PMID:35713262] [10.1002/smll.202202263]
15. Jianxiong Xu, Yuecong Luo, Yin Chen, Ziyu Guo, Yutong Zhang, Shaowen Xie, Na Li, Lijian Xu. (2022) Tough, Self-Recoverable, Spiropyran (SP3) Bearing Polymer Beads Incorporated PAM Hydrogels with Sole Mechanochromic Behavior. Gels, 8 (4): (208). [PMID:35448109] [10.3390/gels8040208]
16. Shuying Li, Yanjuan Wu, Siyuan Liu, Ting Wu, Guozheng Liu, Tianduo Li, Zhaowei Chen. (2022) A multifunctional platinum(IV) and cyanine dye-based polyprodrug for trimodal imaging-guided chemo–phototherapy. Journal of Materials Chemistry B, 10 (7): (1031-1041). [PMID:35080231] [10.1039/D1TB02682H]
17. Tao Liang, Zhi Guo, Yifan He, Yanying Wang, Chunya Li, Zhen Li, Zhihong Liu. (2022) Cyanine-Doped Lanthanide Metal–Organic Frameworks for Near-Infrared II Bioimaging. Advanced Science, 9 (7): (2104561). [PMID:35018733] [10.1002/advs.202104561]
18. Di Ma, Qingyu Zong, Yuchen Du, Fangzhou Yu, Xuan Xiao, Rong Sun, Yuan Guo, Xinhua Wei, Youyong Yuan. (2021) Sequential enzyme-activated macrotheranostic probe for selective tumor mitochondria targeting. Acta Biomaterialia, [PMID:34371167] [10.1016/j.actbio.2021.08.002]
19. Ying Qi, Shaojian Lin, Jianwu Lan, Yifei Zhan, Junling Guo, Jiaojiao Shang. (2021) Fabrication of super-high transparent cellulose films with multifunctional performances via postmodification strategy. CARBOHYDRATE POLYMERS, [PMID:33712122] [10.1016/j.carbpol.2021.117760]
20. Bao Li-hong, Liu Zhan-hui. (2021) Near-infrared absorption photothermal conversion polyurethane film for energy storage. JOURNAL OF POLYMER RESEARCH, 28 (1): (1-10). [10.1007/s10965-020-02393-x]
21. Chuan-Jian Li, Min-An Ye, Pei-Pei Su, Cheng Yao, Yi Zhou. (2020) Cyanine-modified near-infrared upconversion nanoprobe for ratiometric sensing of N2H4 in living cells. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:33188975] [10.1016/j.saa.2020.119153]
22. Mengya Lv, Yanhao Zhang, Jiayi Fan, Yanyun Yang, Sheng Chen, Gaolin Liang, Shusheng Zhang. (2020) A near-infrared fluorescent probe for ratiometric sensing of SO2 in cells and zebrafish. ANALYST, 145 (24): (7985-7992). [PMID:33048074] [10.1039/D0AN01468K]
23. Yan Liu, Jian shi Du, Shao long Qi, Lu bao Zhu, Qing biao Yang, Hai Xu, Yao xian Li. (2020) A new highly selective fluorescent sensor based on a novel fluorophore for cyanide and its applications in bioimaging. LUMINESCENCE, 36 (2): (336-344). [PMID:32914537] [10.1002/bio.3946]
24. Jingjin Zhao, Yao Peng, Keqin Yang, Yunyun Chen, Shulin Zhao, Yi-Ming Liu. (2019) A new ratiometric fluorescence assay based on resonance energy transfer between biomass quantum dots and organic dye for the detection of sulfur dioxide derivatives. RSC Advances, 9 (71): (41955-41961). [PMID:35541597] [10.1039/C9RA09437G]
25. Jia Tian, Chao Xiao, Baoxuan Huang, Chao Wang, Weian Zhang. (2019) Janus macromolecular brushes for synergistic cascade-amplified photodynamic therapy and enhanced chemotherapy. Acta Biomaterialia, [PMID:31726248] [10.1016/j.actbio.2019.11.018]
26. Jia Tian, Baoxuan Huang, Haiquan Li, Hongliang Cao, Weian Zhang. (2019) NIR-Activated Polymeric Nanoplatform with Upper Critical Solution Temperature for Image-Guided Synergistic Photothermal Therapy and Chemotherapy. BIOMACROMOLECULES, [PMID:31017765] [10.1021/acs.biomac.9b00321]
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28. Qing He, Ruixi Li, Zhenwei Yuan, Habtamu Kassaye, Jinrong Zheng, Chen Wei, Fei Wang, Yuxin Yao, Lijuan Gui, Haiyan Chen. (2019) A turn-on near-infrared fluorescent probe for detection of cysteine over glutathione and homocysteine in vivo. Analytical Methods, 11 (14): (1857-1867). [10.1039/C8AY02792G]
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30. Ce Zhang, Zhenfu Liu, Hongxia Liu, Shuai Wang, Yang Zhang, Chunhao Li, Yun Wu. (2019) Preparation of Reversible Photoresponsive Poly(SPA-co-MMA) Films by Electrospinning: A Possible Route to Smart Materials for Regulating Wettability and Humidity. Advanced Materials Technologies, 4 (5): (1900039). [10.1002/admt.201900039]
31. Caifeng Wang, Zhenfu Liu, Chunhao Li, Yun Wu, Shuai Wang. (2018) Preparation of reversible photoresponsive N-hydroxyethyl spiropyran/polyacrylonitrile fiber materials with mechanical stability by electrospinning for regulating wettability and humidity automatically. HIGH PERFORMANCE POLYMERS, [10.1177/0954008318817802]
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33. Bingying Xu, Haibo Zhou, Qingsong Mei, Wei Tang, Yilun Sun, Mengping Gao, Cuilan Zhang, Shengsong Deng, Yong Zhang. (2018) Real-Time Visualization of Cysteine Metabolism in Living Cells with Ratiometric Fluorescence Probes. ANALYTICAL CHEMISTRY, [PMID:29363304] [10.1021/acs.analchem.7b04493]
34. Juewei Ning, Baozhan Huang, Zeliang Wei, Wen'en Li, Huajie Zheng, Limei Ma, Zhihua Xing, Hai Niu, Wen Huang. (2017) Mitochondria targeting and near-infrared fluorescence imaging of a novel heptamethine cyanine anticancer agent. Molecular Medicine Reports, 15 (6): (3761-3766). [PMID:28440435] [10.3892/mmr.2017.6451]
35. Yingyun Li, Mingtai Sun, Kui Zhang, Yajun Zhang, Yehan Yan, Kepeng Lei, Lijun Wu, Huan Yu, Suhua Wang. (2016) A near-infrared fluorescent probe for Cu2+ in living cells based on coordination effect. SENSORS AND ACTUATORS B-CHEMICAL, [10.1016/j.snb.2016.11.118]
36. Zhiqiang Sun, Shunli Liu, Kewen Li, Linhua Tan, Lian Cen, Guodong Fu. (2015) Well-defined and biocompatible hydrogels with toughening and reversible photoresponsive properties. Soft Matter, 12 (7): (2192-2199). [PMID:26744299] [10.1039/C5SM02129D]
37. Zaizhi Du, Xie Huang, Zifei Wu, Mingquan Gao, Rong Li, Shenglin Luo. (2024) A Mitochondria-Targeted Heptamethine Indocyanine Small Molecular Chelator for Attenuating Uranium Nephrotoxicity. Pharmaceuticals, 17 (8): (995). [PMID:39204100] [10.3390/ph17080995]
38. Chao Zhao, Wanlu Sun, Xiaoyan Huang, Yi Liu, Hai-Yan Wang. (2024) Alkaline Phosphatase Activated Near-Infrared Frequency Upconversion Photosensitizers for Tumor Photodynamic Therapy. JOURNAL OF MEDICINAL CHEMISTRY, [PMID:39057921] [10.1021/acs.jmedchem.4c01296]
39. Chao Zhao, Wanlu Sun, Yanyan Zhu, Xiaoyan Huang, Ye Sun, Hai-Yan Wang, Yi Pan, Yi Liu. (2024) An Activatable Heavy-Atom-Free Upconversion Photosensitizer for Targeted Imaging and Treatment of Tumors. JOURNAL OF MEDICINAL CHEMISTRY, [PMID:39635996] [10.1021/acs.jmedchem.4c02679]
40. Jia-Liang Guo, Qing-Qing Sun, Zhong-Qiu Liu, Feng-Xiang Wang, Tingjun Fu, Yujing Liu, Anguo Ying. (2024) An intelligent dual stimuli-responsive Pickering emulsion for highly efficiently producing waste frying oil-based biodiesel. Journal of Cleaner Production, [10.1016/j.jclepro.2024.140638]
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