4771-50-0

Basic information

• Product Name: 7-METHYLINDOLE-3-CARBOXALDEHYDE
• Synonyms: 7-METHYL-1H-INDOLE-3-CARBALDEHYDE;7-METHYLINDOLE-3-ALDEHYDE;7-METHYLINDOLE-3-CARBOXALDEHYDE;7-METHYLINDOLE-3-CARBOXYALDEHYDE;3-FORMYL-7-METHYLINDOLE;1H-Indole-3-carboxaldehyde, 7-methyl- (9CI);7-Methylindole-3-carboxaldehyde 98%;7-Methyl-3-indolecarboxaldehyde
• CAS NO: 4771-50-0
• Molecular Formula: C₁₀H₉NO
• Molecular Weight: 159.18
• EINECS: -0
• Product Categories: ALDEHYDE;Indoles and derivatives;Indole;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Indoles;C10-C12;Aldehydes;Building Blocks;C10;Carbonyl Compounds;Chemical Synthesis;Heterocyclic Building Blocks;Organic Building Blocks
• Mol File: 4771-50-0.mol
• Article Data: 21

Chemical Properties

• Melting Point: 206-208°C
• Boiling Point: 341 °C at 760 mmHg
• Flash Point: 168 °C
• Appearance: /
• Density: 1.226 g/cm³
• Vapor Pressure: 8.31E-05mmHg at 25°C
• Refractive Index: 1.698
• Storage Temp.: −20°C
• PKA: 15.80±0.30(Predicted)
• Sensitive: Air Sensitive
• BRN: 122340
• CAS DataBase Reference: 7-METHYLINDOLE-3-CARBOXALDEHYDE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHYLINDOLE-3-CARBOXALDEHYDE(4771-50-0)
• EPA Substance Registry System: 7-METHYLINDOLE-3-CARBOXALDEHYDE(4771-50-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37
• WGK Germany: 3
• Hazardous Substances Data: 4771-50-0(Hazardous Substances Data)

Usage

Uses

Different sources of media describe the Uses of 4771-50-0 differently. You can refer to the following data:
1. Reactant for preparation of:? ;Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1? ;Antibacterial and antituberculosis agents2? ;Antiandrogens effective against androgen receptor mutants3? ;Anti-bovine viral diarrhea virus (BVDV) agents4? ;Receptor subtype 5 antagonists5? ;Glucocorticoid receptor ligands6? ;Necroptosis inhibitors7? ;Orally efficacious small-molecule sctivator of the insulin receptor8
2. Reactant for preparation of:Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulatorsAntibacterial and antituberculosis agentsAntiandrogens effective against androgen receptor mutantsAnti-bovine viral diarrhea virus (BVDV) agentsReceptor subtype 5 antagonistsGlucocorticoid receptor ligandsNecroptosis inhibitorsOrally efficacious small-molecule sctivator of the insulin receptor

InChI:InChI=1/C10H9NO/c1-7-3-2-4-9-8(6-12)5-11-10(7)9/h2-6,11H,1H3

Upstream product

• 933-67-5 7-methyl-1H-indole 
• 50-00-0 formaldehyd 
• 100-97-0 hexamethylenetetramine 
• 67-68-5 dimethyl sulfoxide 
• 88-72-2 1-methyl-2-nitrobenzene 
• 100-61-8 N-methylaniline 
• 68-12-2 N,N-dimethyl-formamide 
• 67-66-3 chloroform 

Downstream Products

• 78787-77-6 1,6-dimethyl-9H-carbazole 
• 33468-36-9 7-methyl-L-tryptophan 
• 3456-73-3 7-methyl-DL-tryptophan 
• 164353-61-1 1,7-dimethyl-1H-indole-3-carbaldehyde 

Relevant articles and documents

Access to Polycyclic Indol(en)ines via Base-Catalyzed Intramolecular Dearomatizing 3-Alkenylation of Alkynyl Indoles

Polycyclic indolines and indolenines were synthesized via base-catalyzed intramolecular dearomatizing 3-alkenylation reactions of alkynyl indoles 1 at room temperature. The base enhanced the nucleophilicity of the carbon at the 3-position of the indole moiety, facilitating an exclusive 5-exo-dig cyclization reaction with the alkyne to form spiroindolenines 2. The imine functionality of 2 could undergo in situ nucleophilic addition to form spiroindolines 3 when R was a carbamoyl group or reduction to form spiroindolines 4 when R was H.

Preparation method of non-natural L - tryptophan derivative

The invention discloses a preparation method of a non-natural L - tryptophan derivative, which is sequentially subjected to formylation by adopting a cheap and easily available substituted indole compound as a raw material. Cyclization, ring opening, asym

Access to Polycyclic Sulfonyl Indolines via Fe(II)-Catalyzed or UV-Driven Formal [2 + 2 + 1] Cyclization Reactions of N-((1H-indol-3-yl)methyl)propiolamides with NaHSO3

A variety of structurally novel polycyclic sulfonyl indolines have been synthesized via FeCl2-catalyzed or UV-driven intramolecular formal [2 + 2 + 1] dearomatizing cyclization reactions of N-(1H-indol-3-yl)methyl)propiolamides with NaHSO3 in an aqueous medium. The reactions involve the formation of one C-C bond and two C-S bonds in a single step.