Indole-3-acetone
- Product Name
- Indole-3-acetone
- CAS No.
- 1201-26-9
- Chemical Name
- Indole-3-acetone
- Synonyms
- 3-INDOLYLACETONE;3-Acetonylindole;INDOLE-3-ACETONE;Indole-3-propanone;Indole-3-yl acetone;3-(2-Oxopropyl)indole;Indol-3-yl-2-propanone;INDOLE-3-ACETONE (IAc);1-(1H-indol-3-yl)acetone;3-(2-Oxopropyl)-1H-indole
- CBNumber
- CB2327400
- Molecular Formula
- C11H11NO
- Formula Weight
- 173.21
- MOL File
- 1201-26-9.mol
Indole-3-acetone Property
- Melting point:
- 116°C
- Boiling point:
- 303.86°C (rough estimate)
- Density
- 1.0898 (rough estimate)
- refractive index
- 1.4950 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,2-8°C
- solubility
- Chloroform (Slightly), Methanol (Slightly)
- form
- Solid
- pka
- 16.67±0.30(Predicted)
- color
- tan
- InChI
- InChI=1S/C11H11NO/c1-8(13)6-9-7-12-11-5-3-2-4-10(9)11/h2-5,7,12H,6H2,1H3
- InChIKey
- LDVHYJKRIKBISQ-UHFFFAOYSA-N
- SMILES
- C(C1C2=C(NC=1)C=CC=C2)C(=O)C
- CAS DataBase Reference
- 1201-26-9(CAS DataBase Reference)
Safety
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H317May cause an allergic skin reaction
H319Causes serious eye irritation
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- I577350
- Product name
- 3-Indolylacetone
- Packaging
- 250mg
- Price
- $80
- Updated
- 2021/12/16
- Product number
- D139
- Product name
- 3-Indolylacetone
- Packaging
- 1g
- Price
- $83
- Updated
- 2021/12/16
- Product number
- D139
- Product name
- 3-Indolylacetone
- Packaging
- 25g
- Price
- $711
- Updated
- 2021/12/16
- Product number
- CHM0094050
- Product name
- 3-INDOLYLACETONE
- Purity
- 95.00%
- Packaging
- 10G
- Price
- $1250.52
- Updated
- 2021/12/16
- Product number
- CD11333421
- Product name
- 3-Indolylacetone
- Purity
- 97%
- Packaging
- 5g
- Price
- $104
- Updated
- 2021/12/16
Indole-3-acetone Chemical Properties,Usage,Production
Chemical Properties
mp 115-117°C
Uses
3-Indolylacetone is an indole derivative that may act as a benzodiazepine receptor inhibitor.
Synthesis
75-16-1
132922-37-3
1201-26-9
a) Under argon protection, 2-(1H-indol-3-yl)-N-methoxy-N-methylacetamide (3.00 g, 13.75 mmol) was dissolved in anhydrous THF (60 mL) and the solution was cooled to 0 °C. A THF solution of methylmagnesium bromide (27.49 mL, 27.49 mmol) was added slowly and dropwise with continuous stirring. After 2 hours of reaction, the same amount of methylmagnesium bromide solution (27.49 mL, 27.49 mmol) was added again, and a third addition of methylmagnesium bromide solution (27.49 mL, 27.49 mmol) was made after 3 hours. Upon completion of the reaction, the reaction was quenched by the addition of saturated aqueous ammonium chloride solution, followed by the addition of ethyl acetate (EA) for extraction. The organic phase was separated, washed sequentially with water and saturated brine, dried over anhydrous sodium sulfate and filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with petroleum ether/ethyl acetate (gradient elution) as eluent to afford the target product indole-3-acetone (2.35 g). The product was analyzed by LC/MS (method LC5): retention time (RT) = 1.56 min; mass-to-charge ratio (m/z) = 174.1 [M + H]+.
References
[1] Chemical Communications, 2018, vol. 54, # 16, p. 2048 - 2051
[2] Patent: EP3318563, 2018, A1. Location in patent: Paragraph 0155
Indole-3-acetone Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Indole-3-acetone manufacturers
- Product
- Indole-3-acetone 1201-26-9
- Price
- US $0.00-0.00/KG
- Min. Order
- 100g
- Purity
- 99.0%+
- Supply Ability
- 100 tons
- Release date
- 2020-01-19
- Product
- Indole-3-acetone 1201-26-9
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 95%-99%
- Supply Ability
- as request
- Release date
- 2018-12-24