1-Methylindole - ≥97% , CAS No.603-76-9

CAS: 603-76-9 Cat. No.: M108007 Molecular Weight: 131.17 Beilstein Registry Number: 111026 EC Number: 210-057-5

GRADE & PURITY ≥97%

Synonyms

Indole, 1-methyl- | SY246324 | DTXSID3060534 | Q4545796 | SY246327 | N-methylindol | Z104504048 | 1-METHYLINDOLE | 1-methyl-indole | SY246277 | BBL100303 | MFCD31699944 | SCHEMBL29812 | 2122799-79-3 | 1884330-89-5 | AC-19059 | AMY2876 | M-3893 | 8H698ROJ5

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Overview

1-Methylindole undergoes Au(III)/TPPMS-catalyzed benzylation reaction with benzhydryl and benzylic alcohols.

Specifications

Synonyms

Indole, 1-methyl- | SY246324 | DTXSID3060534 | Q4545796 | SY246327 | N-methylindol | Z104504048 | 1-METHYLINDOLE | 1-methyl-indole | SY246277 | BBL100303 | MFCD31699944 | SCHEMBL29812 | 2122799-79-3 | 1884330-89-5 | AC-19059 | AMY2876 | M-3893 | 8H698ROJ5

Specifications & Purity

≥97%

Storage

Store at 2-8°C, Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504752195
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504752195
• Canonical Smiles: CN1C=CC2=CC=CC=C21
• IUPAC Name: 1-methylindole
• InChIKey: BLRHMMGNCXNXJL-UHFFFAOYSA-N
• INCHI: 1S/C9H9N/c1-10-7-6-8-4-2-3-5-9(8)10/h2-7H,1H3
• Isomeric SMILES: CN1C=CC2=CC=CC=C21
• WGK Germany: 3
• Molecular Weight: 131.17
• Beilstein: 111026
• Reaxy-Rn: 111026
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=111026&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Indoles and derivatives
      • Subclass N-alkylindoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: N-alkylindoles
• Intermediate Tree Nodes: Not available
• Direct Parent: N-alkylindoles
• Alternative Parents: Indoles N-methylpyrroles Benzenoids Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: N-alkylindole - Indole - Benzenoid - Substituted pyrrole - N-methylpyrrole - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Organopnictogen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as n-alkylindoles. These are compounds containing an indole moiety that carries an alkyl chain at the 1-position.
• External Descriptors: Not available

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

Associated Targets(Human)

MCF7 (126967 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NCI-H292 (733 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Immiscible with water.
• Sensitivity: Light &air sensitive.
• Refractive Index: 1.606
• Flash Point(°F): 235.4 °F
• Flash Point(°C): 113 °C
• Boil Point(°C): 133 °C/26 mmHg (lit.)
• Molecular Weight: 131.170 g/mol
• XLogP3: 2.700
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 131.073 Da
• Monoisotopic Mass: 131.073 Da
• Topological Polar Surface Area: 4.900 Ų
• Heavy Atom Count: 10
• Formal Charge: 0
• Complexity: 122.000
• 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

References

1. Shi Bingyu, Liu Man, Chen Jiangang.  (2023)  N-doped Metallocene Catalysts for Synthesis of High Quality Lubricant Base Oils from Fishcher–Tropsch Synthesized α-Olefin.  CATALYSIS LETTERS,      [PMID:] [10.1007/s10562-023-04333-y]

2. Liu Heng, Ding Hui, Zhu Lili, Wang Yue, Chen Zili, Tian Zhiyuan.  (2015)  A Indole-Trizole-Rhodamine Triad as Ratiometric Fluorescent Probe for Nanomolar-Concentration Level Hg2+ Sensing with High Selectivity.  JOURNAL OF FLUORESCENCE,  25  (5): (1259-1266).  [PMID:26179076] [10.1007/s10895-015-1614-1]

3. Yanlin Lv, Lili Zhu, Heng Liu, Yishi Wu, Zili Chen, Hongbing Fu, Zhiyuan Tian.  (2014)  Single-fluorophore-based fluorescent probes enable dual-channel detection of Ag+ and Hg2+ with high selectivity and sensitivity.  ANALYTICA CHIMICA ACTA,      [PMID:25066721] [10.1016/j.aca.2014.06.010]