2-Methylindole-3-carboxaldehyde
- CAS No.
- 5416-80-8
- Chemical Name:
- 2-Methylindole-3-carboxaldehyde
- Synonyms
- 2-METHYL-3-FORMYLINDOLE;2-METHYL-1H-INDOLE-3-CARBALDEHYDE;NSC 11895;AKOS 233-93;AURORA KA-4266;AKOS JY2083591;AKOS BBS-00000868;OTAVA-BB BB0127441736;3-FORMYL-2-METHYLINDOLE;2-Methyl-3-formyl-1H-indole
- CBNumber:
- CB6202615
- Molecular Formula:
- C10H9NO
- Molecular Weight:
- 159.18
- MDL Number:
- MFCD00012077
- MOL File:
- 5416-80-8.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 200-201 °C (lit.) |
|---|---|
| Boiling point | 344.3±22.0 °C(Predicted) |
| Density | 1.226±0.06 g/cm3(Predicted) |
| storage temp. | Keep in dark place,Sealed in dry,Room Temperature |
| solubility | soluble in Methanol |
| pka | 16.08±0.30(Predicted) |
| form | Powder |
| color | Brown |
| InChI | 1S/C10H9NO/c1-7-9(6-12)8-4-2-3-5-10(8)11-7/h2-6,11H,1H3 |
| InChIKey | CYZIVXOEJNAIBS-UHFFFAOYSA-N |
| SMILES | Cc1[nH]c2ccccc2c1C=O |
| CAS DataBase Reference | 5416-80-8(CAS DataBase Reference) |
| FDA UNII | R0Y4EK4FX7 |
| EPA Substance Registry System | 1H-Indole-3-carboxaldehyde, 2-methyl- (5416-80-8) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H302-H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | |||||||||
| target organs | Respiratory system | |||||||||
| Hazard Codes | Xi,Xn | |||||||||
| Risk Statements | 36/37/38-22 | |||||||||
| Safety Statements | 37/39-26 | |||||||||
| WGK Germany | 3 | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29339900 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral Eye Irrit. 2 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
2-Methylindole-3-carboxaldehyde price More Price(53)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 262439 | 2-Methylindole-3-carboxaldehyde 97% | 5416-80-8 | 25g | $74.2 | 2026-04-30 | Buy |
| TCI Chemical | M1485 | 2-Methylindole-3-carboxaldehyde >98.0%(GC) | 5416-80-8 | 5g | $154 | 2026-04-30 | Buy |
| TCI Chemical | M1485 | 2-Methylindole-3-carboxaldehyde >98.0%(GC) | 5416-80-8 | 25g | $476 | 2026-04-30 | Buy |
| Usbiological | 284121 | 2-Methylindole-3-carboxaldehyde Asreported | 5416-80-8 | 10g | $333 | 2026-06-03 | Buy |
| Usbiological | 284121 | 2-Methylindole-3-carboxaldehyde Asreported | 5416-80-8 | 25g | $496 | 2026-06-03 | Buy |
2-Methylindole-3-carboxaldehyde Chemical Properties, Uses, Production
Chemical Properties
Brown powder
Uses
Reactant for preparation of:• ;Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators1• ;Fluorescent sensors (BODIPY)2• ;Antimicrobial agents against methicillin-resistant Staphylococcus aureus3• ;G protein-coupled receptor CRTh2 antagonists4• ;Inhibitors of PI3 kinase-α5• ;Antitubercular agents6• ;Anti-inflammatory agents7• ;Mycobacterium tuberculosis protein tyrosine phosphatase B8• ;Glucocorticoid receptor ligands9• ;Agents stimulating neurite outgrowth10
Uses
Reactant for preparation of:
- Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators
- Fluorescent sensors (BODIPY)
- Antimicrobial agents against methicillin-resistant Staphylococcus aureus
- G protein-coupled receptor CRTh2 antagonists
- Inhibitors of PI3 kinase-α
- Antitubercular agents
- Anti-inflammatory agents
- Mycobacterium tuberculosis protein tyrosine phosphatase B
- Glucocorticoid receptor ligands
- Agents stimulating neurite outgrowth
Synthesis Reference(s)
Chemical and Pharmaceutical Bulletin, 31, p. 2892, 1983 DOI: 10.1248/cpb.31.2892
General Description
Oxidative activation of 2-methylindole-3-carboxaldehyde via N-heterocyclic carbene organocatalysis generates heterocyclic ortho-quinodimethane as a key intermediate.
Synthesis
95-20-5
68-12-2
5416-80-8
GENERAL PROCEDURE: Phosphorus oxychloride (POCl3, 1.73 mL, 18.6 mmol) was slowly added dropwise to stirred and ice-bath cooled N,N-dimethylformamide (DMF, 5.0 mL). The reaction mixture was stirred at 1-5 °C for 20 min before a solution of 2-methylindole (15.5 mmol) in DMF (5.0 mL) was slowly added. The resulting reaction mixture was gradually warmed to 35 °C and maintained at this temperature for 40 min. The mixture was then cooled to room temperature. Ice (about 10 g) was added to the mixture, followed by the addition of 5 M sodium hydroxide (NaOH) solution (31 mL, 155 mmol). The reaction mixture was heated at 95 °C for 30 min and then cooled to room temperature. Ice (~10 g) was again added to the mixture and the resulting reaction mixture was stirred for 30 minutes. 2-Methylindole-3-carbaldehyde was collected by filtration and washed several times with distilled water.
References
[1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984, # 12, p. 2895 - 2901
[2] Tetrahedron Letters, 2018, vol. 59, # 11, p. 1014 - 1018
[3] Chemical Biology and Drug Design, 2011, vol. 78, # 5, p. 864 - 868
[4] European Journal of Medicinal Chemistry, 2003, vol. 38, # 1, p. 75 - 87
[5] European Journal of Medicinal Chemistry, 2013, vol. 65, p. 158 - 167
2-Methylindole-3-carboxaldehyde Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
| Accela ChemBio Co.,Ltd. | 021-50795510 4000665055 | marketing@accelachem.com | China | 10972 | 64 |
| Nanjing Chemlin Chemical Co., Ltd | 025-83697070 13770331960 | info@chemlin.com.cn | China | 16305 | 64 |
View Latest Price from 2-Methylindole-3-carboxaldehyde manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-08-25 | 2-Methyl-1H-indole-3-carbaldehyde
5416-80-8
|
$2.00-5.00 | 99% | ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD | |||
 |
2025-04-04 | 2-Methylindole-3-carboxaldehyde
5416-80-8
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2020-01-03 | 2-Methylindole-3-carboxaldehyde
5416-80-8
|
$1.00 | 1KG | 95-99% | 1ton | Career Henan Chemical Co |
-
- 2-Methyl-1H-indole-3-carbaldehyde
5416-80-8
- $2.00-5.00
- 99%
- ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
-
- 2-Methylindole-3-carboxaldehyde
5416-80-8
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- 2-Methylindole-3-carboxaldehyde
5416-80-8
- $1.00
- 95-99%
- Career Henan Chemical Co
