7-Methyl-1h-indole-3-carbaldehyde

Base Information

• Chemical Name: 7-Methyl-1h-indole-3-carbaldehyde
• CAS No.: 4771-50-0
• Molecular Formula: C10H9NO
• Molecular Weight: 159.188
• Hs Code.: 2933990090
• NSC Number: 91539
• DSSTox Substance ID: DTXSID20293694
• Nikkaji Number: J3.657.033D
• Wikidata: Q69757774
• Pharos Ligand ID: R47U287JW1B1
• ChEMBL ID: CHEMBL4467793
• Mol file: 4771-50-0.mol

Synonyms:4771-50-0;7-Methylindole-3-carboxaldehyde;7-methyl-1h-indole-3-carbaldehyde;7-Methylindole-3-carboxyaldehyde;3-Formyl-7-methylindole;7-methylindole 3-carboxaldehyde;1H-Indole-3-carboxaldehyde, 7-methyl-;7-METHYL-1H-INDOLE-3-CARBOXALDEHYDE;3-Carboxaldehyde, 7-methylindole-;NSC91539;MFCD00047170;7-Methylindole-3-aldehyde;SCHEMBL672635;CHEMBL4467793;DTXSID20293694;BCP27084;NSC-91539;AKOS005206800;CS-W007980;DS-0060;PB42883;AC-23429;methyl5-(difluoromethoxy)-2-methylbenzoate;AM20050466;FT-0621463;A15587;M-4044;EN300-1275516;Z1255486095

Chemical Property of 7-Methyl-1h-indole-3-carbaldehyde

Chemical Property:

• Appearance/Colour: Pale yellow crystalline powder
• Vapor Pressure: 8.31E-05mmHg at 25°C
• Melting Point: 206-208 °C
• Refractive Index: 1.698
• Boiling Point: 341 °C at 760 mmHg
• PKA: 15.80±0.30(Predicted)
• Flash Point: 168 °C
• PSA: 32.86000
• Density: 1.226 g/cm³
• LogP: 2.28880
• Storage Temp.: −20°C
• Sensitive.: Air Sensitive
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

98%,99%, ^*data from raw suppliers

7-Methylindole-3-carboxyaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C(=CN2)C=O
• Uses: 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 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

Technology Process of 7-Methyl-1h-indole-3-carbaldehyde

There total 10 articles about 7-Methyl-1h-indole-3-carbaldehyde which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

7-methyl-1H-indole (933-67-5,261352-51-6) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 7-methyl-1H-indole-3-carbaldehyde (4771-50-0)

Guidance literature:

N,N-dimethyl-formamide; With trichlorophosphate; at 0 ℃; for 0.333333h;

7-methyl-1H-indole; at 35 ℃; for 1h;

DOI:10.1111/j.1747-0285.2011.01212.x

Reference yield: 95.0%

→ 7-methyl-1H-indole-3-carbaldehyde (4771-50-0)

Guidance literature:

Reference yield: 93.0%

7-methyl-1H-indole (933-67-5,261352-51-6) + formaldehyd (50-00-0,30525-89-4,61233-19-0) → 7-methyl-1H-indole-3-carbaldehyde (4771-50-0)

Guidance literature:

With iron(III) chloride; ammonia; In water; N,N-dimethyl-formamide; at 130 ℃; for 1.5h;

DOI:10.1055/s-0036-1589079

upstream raw materials:

7-methyl-1H-indole

chloroform

N,N-dimethyl-formamide

N-methylaniline

Downstream raw materials:

1-methyl-2-(7-methyl-indol-3-yl)-ethylamine

7-methyltryptamine

7-methyl-1-(cyclopropyl)-1H-indole-3-carboxaldehyde

C₂₄H₂₃N₃O₃

Refernces

• 1、 Zhu, Yu-Rong,Lin, Jin-Hong,Xiao, Ji-Chang. "Triphenylphosphine/1,2-Diiodoethane-Promoted Formylation of Indoles with N, N -Dimethylformamide". supporting information. p. 259 - 263. Retrieved 2021/11/22.
• 2、 Ma, Jinhui,Luo, Jiajun,Jiang, Kai,Zhang, Guangwen,Liu, Shubin,Yin, Biaolin. "Access to Polycyclic Thienoindolines via Formal [2+2+1] Cyclization of Alkynyl Indoles with S8and K2S". supporting information. p. 8033 - 8038. Retrieved 2021/10/25.