2-Methylindole - ≥98% , CAS No.95-20-5

CAS: 95-20-5 Cat. No.: M100903 Molecular Weight: 131.17 Beilstein Registry Number: 109781 EC Number: 202-398-3

GRADE & PURITY ≥98%

Synonyms

I7CN58827I | 1H-Indole, 2-methyl- | 1H-Indole, 2-methyl-; Indole, 2-methyl- (8CI); 2-Methyl-1H-indole; 2-Methylindole; NSC 7514 | CG-0500 | 2-Methylindole, purum, >=97.5% (HPLC) | AKOS000119568 | FT-0613057 | EN300-18136 | UNII-I7CN58827I | 2-METHYL INDOL

Storage

Protected from light,Room temperature,Argon charged

Shipped In

Normal

Overview

Reactant for: · Regioselective synthesis of oxopyrrolidine analogs via iodine-catalyzed Markovnikov addition reaction · Friedel-Crafts alkylation reactions · Preparation of tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators · Preparation of plant-growth inhibitors · Michael addition reactions · Synthesis of cyclooxygenase-1 (COX-1)/cyclooxygenase-2 (COX-2) inhibitors

Specifications

Synonyms

I7CN58827I | 1H-Indole, 2-methyl- | 1H-Indole, 2-methyl-; Indole, 2-methyl- (8CI); 2-Methyl-1H-indole; 2-Methylindole; NSC 7514 | CG-0500 | 2-Methylindole, purum, >=97.5% (HPLC) | AKOS000119568 | FT-0613057 | EN300-18136 | UNII-I7CN58827I | 2-METHYL INDOL

Specifications & Purity

≥98%

Storage

Protected from light, Room temperature, Argon charged

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488180340
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488180340
• Canonical Smiles: CC1=CC2=CC=CC=C2N1
• IUPAC Name: 2-methyl-1H-indole
• InChIKey: BHNHHSOHWZKFOX-UHFFFAOYSA-N
• INCHI: 1S/C9H9N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6,10H,1H3
• Isomeric SMILES: CC1=CC2=CC=CC=C2N1
• WGK Germany: 3
• RTECS: NM0345000
• Molecular Weight: 131.17
• Beilstein: 109781
• Reaxy-Rn: 109781
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=109781&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Indoles and derivatives
• Subclass: Indoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Indoles
• Alternative Parents: Substituted pyrroles Benzenoids Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Indole - Benzenoid - Substituted pyrrole - 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 indoles. These are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
• 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

Associated Targets(Human)

AR Tclin Androgen Receptor (11781 Activities)

Discover Target: AR

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

ACHE Tclin Acetylcholinesterase (18204 Activities)

Discover Target: ACHE

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

PIK3R1 Tchem PI3-kinase p110-alpha/p85-alpha (2589 Activities)

Discover Target: PIK3R1

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

Associated Targets(non-human)

PIK3CA PI3-kinase p110-alpha subunit (51 Activities)

Discover Target: PIK3CA

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

Rattus norvegicus (775804 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: Soluble in Alcohol,Ether,Acetone
• Sensitivity: Light & Air sensitive.
• Flash Point(°F): 285.8 °F
• Flash Point(°C): 141℃
• Boil Point(°C): 273°C
• Melt Point(°C): 56-60°C
• Molecular Weight: 131.170 g/mol
• XLogP3: 2.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 131.073 Da
• Monoisotopic Mass: 131.073 Da
• Topological Polar Surface Area: 15.800 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. Bingbing Luo, Kai Wu, Jiajun Yu, Siyu Wang, Yihan Wang, Chenyang Chu, Huiyan Zhang.  (2022)  Enhancement of renewable N-heterocycles production via catalytic co-pyrolysis of glycerol and cellulose over HZSM-5 under ammonia atmosphere.  JOURNAL OF ANALYTICAL AND APPLIED PYROLYSIS,      [PMID:] [10.1016/j.jaap.2022.105649]

2. Zhou Liu, Tiyun Yang, Yuxing Huang, Yang Liu, Liucheng Chen, Libo Deng, Ho Cheung Shum, Tiantian Kong.  (2019)  Electrocontrolled Liquid Marbles for Rapid Miniaturized Organic Reactions.  ADVANCED FUNCTIONAL MATERIALS,  29  (19): (1901101).  [PMID:] [10.1002/adfm.201901101]

3. Qian Yao, Lujiang Xu, Zheng Han, Ying Zhang.  (2015)  Production of indoles via thermo-catalytic conversion and ammonization of bio-derived furfural.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2015.05.094]

4. Kang Feng, Chunhua Ni, Liangmin Yu, Wenjun Zhou, Xia Li.  (2019)  Synthesis and antifouling evaluation of indole derivatives.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:31325810] [10.1016/j.ecoenv.2019.109423]