Indole-3-acetamide - 10mM in DMSO , CAS No.879-37-8

CAS: 879-37-8 Cat. No.: I426645 Summenformel: C₁₀H₁₀N₂O Molekulargewicht: 174.2 Beilstein Registry Number: 22(5)370 EG-Nummer: 212-904-4

GRADE & PURITY 10mM in DMSO

Synonyms

AKOS001129741 | bmse000696 | I0668 | InChI=1/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13) | 2-(3-Indolyl)acetamide | 3-Indoleacetamide | SB15031 | SY014237 | (1H-indol-3-yl)acetamide | AM1212 | C10H10N2O | Indole-3-acetamide (8CI

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Übersicht

Product Description:

Indole-3-acetamide is an auxin precursor.

Product Application:

Indole-3-acetamide was used in the synthesis of [5.5.6.6]diazafenestrane skeleton and indole-3-acetic acid.

Reactant for the synthesis of:

PET agent for imaging of protein kinase C

A potential agent against Prion Disease

Protein kinase C (PKC) inhibitor bisindolylmaleimide IV

Glycogen synthase kinase-3ß (GSK-3ß) inhibitors

Inhibitors of CaMKIId

A VEGF inhibitor

JAK3 inhibitors

Inhibitors of NAD+-Dependent Histone Deacetylases

Inhibitors of human adipocyte fatty acid-binding protein

Cyclin-dependent kinase inhibitors

Specifications

Synonyme

AKOS001129741 | bmse000696 | I0668 | InChI=1/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13) | 2-(3-Indolyl)acetamide | 3-Indoleacetamide | SB15031 | SY014237 | (1H-indol-3-yl)acetamide | AM1212 | C10H10N2O | Indole-3-acetamide (8CI

Spezifikationen & Reinheit

10mM in DMSO

Storage

Store at -80°C

Verschickt in

Dry ice packs + Cold packs

Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.

Namen und Kennungen

• Pubchem Sid: 528758404
• Kanonisches Lächeln: C1=CC=C2C(=C1)C(=CN2)CC(=O)N
• IUPAC Name: 2-(1H-indol-3-yl)acetamide
• InChIKey: ZOAMBXDOGPRZLP-UHFFFAOYSA-N
• INCHI: 1S/C10H10N2O/c11-10(13)5-7-6-12-9-4-2-1-3-8(7)9/h1-4,6,12H,5H2,(H2,11,13)
• Isomere SMILES: C1=CC=C2C(=C1)C(=CN2)CC(=O)N
• WGK Deutschland: 3
• Molekulargewicht: 174.2
• Beilstein: 22(5)370
• Reaxy-Rn: 143368
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=143368&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Klasse Indoles and derivatives
      • Subclass Indoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Klasse: Indoles and derivatives
• Subclass: Indoles
• Intermediate Tree Nodes: Not available
• Direct Parent: 3-alkylindoles
• Alternative Parents: Substituted pyrroles Benzenoids Heteroaromatic compounds Carboximidic acids Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 3-alkylindole - Benzenoid - Substituted pyrrole - Heteroaromatic compound - Pyrrole - Azacycle - Carboximidic acid derivative - Carboximidic acid - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as 3-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
• External Descriptors: a small molecule

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Empfindlichkeit: light & air sensitive
• Schmelzpunkt (°C): 153°C
• Molekulargewicht: 174.200 g/mol
• XLogP3: 0.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 174.079 Da
• Monoisotopic Mass: 174.079 Da
• Topological Polar Surface Area: 58.900 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 205.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Referenzen

1. Qixing Nie, Yonggan Sun, Mingzhi Li, Sheng Zuo, Chunhua Chen, Qiongni Lin, Shaoping Nie.  (2023)  Targeted modification of gut microbiota and related metabolites via dietary fiber.  CARBOHYDRATE POLYMERS,      [PMID:37321707] [10.1016/j.carbpol.2023.120986]

2. Jia Yin, Yujie Song, Yaozhong Hu, Yuanyifei Wang, Bowei Zhang, Jin Wang, Xuemeng Ji, Shuo Wang.  (2021)  Dose-Dependent Beneficial Effects of Tryptophan and Its Derived Metabolites on Akkermansia In Vitro: A Preliminary Prospective Study.  Microorganisms,  9  (7): (1511).  [PMID:34361945] [10.3390/microorganisms9071511]

3. Wei Zhu, Wenquan Huang, Liping Ye, Yuehua Deng, Qiuling Xie, Yanbin Jiang.  (2020)  Facile preparation of succinylated-zein-ZIF-8 hybrid for enhanced stability and pH-responsive drug delivery.  CHEMICAL ENGINEERING SCIENCE,      [PMID:] [10.1016/j.ces.2020.115981]

4. Han Ziyi, Fu Jian, Gong Aiyan, Ren Wenkai.  (2025)  Bacterial indole-3-propionic acid inhibits macrophage IL-1β production through targeting methionine metabolism.  Science China-Life Sciences,      [PMID:39825207] [10.1007/s11427-024-2789-1]

5. Qixing Nie, Yonggan Sun, Wenbing Hu, Chunhua Chen, Qiongni Lin, Shaoping Nie.  (2024)  Glucomannan promotes Bacteroides ovatus to improve intestinal barrier function and ameliorate insulin resistance.  iMeta,      [PMID:38868507] [10.1002/imt2.163]

6. Yvhao Xie, Xinxin Li, Qingshi Meng, Jinjun Li, Xin Wang, Liying Zhu, Weiwei Wang, Xiaoqiong Li.  (2024)  Interplay between gut microbiota and tryptophan metabolism in type 2 diabetic mice treated with metformin.  Microbiology Spectrum,      [PMID:39162538] [10.1128/spectrum.00291-24]

7. Xianqiang Zeng, Chen Liu, Xue Wang, Yan Cao, Peng He, Huiquan Li, Liguo Wang.  (2024)  Versatile Underwater Pressure Sensitive Adhesive: UV Curing Synthesis and Substrate-Independent Adhesion.  ACS Applied Materials & Interfaces,      [PMID:39049199] [10.1021/acsami.4c06163]

8. Su Xiaoran, Wang Xinliu, Zhang Xin, Sun Yajie, Jia Yugai.  (2024)  β-Indole-3-acetic acid attenuated collagen-induced arthritis through reducing the ubiquitination of Foxp3 via the AhR-TAZ-Tip60 pathway.  IMMUNOLOGIC RESEARCH,      [PMID:38630408] [10.1007/s12026-024-09480-x]

9. Lei Wang, Ruihang Zheng, Haiyou Wei, Bin Guo, Panxin Li.  (2025)  Grafting hyperbranched polyamide onto polyvinyl alcohol fibers to reinforce thermoplastic starch and other biodegradable plastics.  POLYMER COMPOSITES,      [PMID:] [10.1002/pc.30029]