5-Methoxy-2-methylindole

HCID 70642CAS 1076-74-0

Basic information

Standard SMILES
COc1ccc2[nH]c(C)cc2c1
InChIKey
VSWGLJOQFUMFOQ-UHFFFAOYSA-N
Molecular formula
C10H11NO
Average molar mass
161.2 g/mol
Monoisotopic mass
161.08406397

Overview

5-Methoxy-2-methyl-1H-indole is a member of indoles.

Names & identifiers

Preferred name
5-Methoxy-2-methylindole
IUPAC
5-methoxy-2-methyl-1H-indole
English name
5-METHOXY-2-METHYLINDOLE
Molecular formula
C10H11NO
Molecular weight
161.2

Names & synonyms

5-Methoxy-2-methylindole1076-74-0EINECS 214-066-5nsc 63817DTXSID20148115RefChem:536657DTXCID5070606214-066-55-Methoxy-2-methyl-1H-indole2-Methyl-5-methoxyindole1H-Indole, 5-methoxy-2-methyl-MFCD00005620
Show more names
AKOS JY20826265-Methoxy-2-methyindole5-Methoxy-2-methylindole>5-Methoxy-2-methylindole 99%5-Methoxy-2-methylindole, 99+%
Indole, 5-methoxy-2-methyl-NSC638175-methoxy-2-methyl-indoleCHEMBL4850447NSC-63817AKOS004116677NCGC00188230-02AC-23427

Database identifiers

CAS
1076-74-0
PubChem CID
70642
DTXSID
DTXSID20148115
ChEMBL
CHEMBL4850447
ChEBI
CHEBI:194945
EC Number
214-066-5
Nikkaji
J113.030G

Properties

Computed structural properties

XLogP
2
Topological polar surface area
25 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
1
Rotatable bonds
1
Heavy atoms
12

Physicochemical properties

Melting point
86 · 86-88 °C (lit.)
Boiling point
145 °C · 145 °C / 1.5mmHg
Density
1.084 · 1.0840 (rough estimate)
refractive index
1.52 · 1.5200 (estimate)
storage temp.
Keep in dark place,Sealed in dry,Room Temperature
solubility
Soluble in methanol (very faint turbidity.)

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

wgk
3
hs_code
29339900
risk_code
36/37/38
Signal word
Warning
Symbol(GHS)
GHS07
hazard_code
Xi

Chemistry & industry

Applications · 4 items

Description5-methoxy-2-methylindole is a useful organic raw material. It can be used as the reactant in the preparation of indolylquinoxalines by condensation reactions, in preparation of alkylindoles via Ir-catalyzed reductive alkylation, in arylation reactions in the presence of a palladium acetate catalyst, in enantioselective Friedel-Crafts alkylation, as well as in stereo selective synthesis of cyclopentaindolones via stereoselective [3+2] cyclopentannulation. It is also employed in inhibiting the chlorinating activity of myeloperoxidase (MPO) and in the metabolic synthesis of acrylacetic acid anti-inflammatory synthesis.

UsesAn indole derivative shown to be an effective inhibitor of the chlorinating activity of myeloperoxidase (MPO). Used in the metabolic synthesis of arylacetic acid antiinflammatory synthesis.

Usesreactant in preparation of indolylquinoxalines by condensation reactions1reactant in preparation of alkylindoles via Ir-catalyzed reductive alkylation2reactant in arylation reactions using a palladium acetate catalyst3reactant in enantioselective Friedel-Crafts alkylation4reactant in stereoselective synthesis of cyclopentaindolones via stereoselective [3+2] cyclopentannulation5

UsesIt is employed as a reactant in preparation of indolylquinoxalines by condensation reactions, reactant in preparation of alkylindoles via Ir-catalyzed reductive alkylation, reactant in arylation reactions using a palladium acetate catalyst, reactant in enantioselective Friedel-Crafts alkylation and reactant in stereoselective synthesis of cyclopentaindolones via stereoselective [3+2] cyclopentannulation. As an indole derivative shown to be an effective inhibitor of the chlorinating activity of myeloperoxidase (MPO). Used in the metabolic synthesis of arylacetic acid anti-inflammatory synthesis.

Suppliers50 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
郑州阿尔法化工有限公司+86-18530059196 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
上海策嵘生物科技有限公司[email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]

Additional notes

DefinitionChEBI: 5-Methoxy-2-methyl-1H-indole is a member of indoles.

Related reactions

57 records

Linked notes

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