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1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile

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1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile manufacturers

  • Silodosin
  • Silodosin pictures
  • $10.50
  • 2026-05-28
  • CAS:350797-56-7
  • Min. Order: 1KG
  • Purity: 99%
  • Supply Ability: 10 ton
1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile Basic information
Product Name:1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile
Synonyms:3-(7-Cyano-5-(2-nitropropyl)indolin-1-yl)propyl benzoate;1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile;3-[7-cyano-5-(2-nitropropyl)-2,3-dihydroindol-1-yl]propyl benzoate;Silodosin Nitro Impurity;1H-Indole-7-carbonitrile, 1-[3-(benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-;1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-in...;3-(7-Cyano-5-(2-nitropropyl)indolin-1-yl)propyl benzoate (Silodosin Impurity);1-(3-Benzoyloxypropyl)-7-cyano-5-(2-nitropropyl) indoline.
CAS:350797-56-7
MF:C22H23N3O4
MW:393.44
EINECS:1592732-453-0
Product Categories:
Mol File:350797-56-7.mol
1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile Structure
1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile Chemical Properties
Melting point 73-75°C
Boiling point 608.6±55.0 °C(Predicted)
density 1.27
storage temp. Sealed in dry,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly)
pka7.80±0.13(Predicted)
form Solid
color Light Yellow to Yellow
Safety Information
MSDS Information
1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile Usage And Synthesis
Uses3-(7-Cyano-5-(2-nitropropyl)indolin-1-yl)propyl Benzoate is used in the preparation of Silodosin (S465000), an α1a-adrenoceptor antagonist. It is used in treatment of benign prostatic hypertophy.
Synthesis
1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carboxaldehyde

350797-55-6

1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile

350797-56-7

1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carboxaldehyde (20.0 g) was used as a starting material and dissolved in tetrahydrofuran (29.0 ml). To this solution, hydroxylamine hydrochloride (4.21 g) and pyridine (16.0 ml) were added sequentially. The reaction mixture was stirred at a constant temperature at 50 °C for 2 h. Acetic anhydride (9.0 ml) was subsequently added. Stirring of the reaction mixture was continued at 80°C for 2 hours. After completion of the reaction, extraction was carried out with toluene. The toluene layer obtained by extraction was washed with dilute hydrochloric acid, after which the solvent was removed by distillation under reduced pressure to give 16.0 g of propyl 3-(7-cyano-5-(2-nitropropyl)dihydroindol-1-yl)benzoate (Compound XX).

References[1] Patent: WO2011/124704, 2011, A1. Location in patent: Page/Page column 19-20
[2] Patent: WO2013/56842, 2013, A1. Location in patent: Page/Page column 19
[3] Journal of Medicinal Chemistry, 2016, vol. 59, # 8, p. 3826 - 3839
1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile Preparation Products And Raw materials
Raw materials1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carboxaldehyde-->Hydroxylamine hydrochloride-->Tetrahydrofuran-->Pyridine-->Acetic anhydride
Preparation Products5-(2-Aminopropyl)-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indole-7-carbonitrile-->Silodosin
Tag:1-[3-(Benzoyloxy)propyl]-2,3-dihydro-5-(2-nitropropyl)-1H-indole-7-carbonitrile(350797-56-7) Related Product Information
Silodosin Impurity 18 Silodosin β-D-Glucuronide N-Carboxybenzyl O-Methyl Tri-acetate Silodosin Impurity 26 NCFJJNFEEPMRAQ-XMMPIXPASA-N Silodosin 5-[(2R)-2-Aminopropyl]-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indole-7-carbonitrile (2R,3R)-2,3-dihydroxybutanedioate Silodosin 1H-Indole-7-carbonitrile, 2,3-dihydro-1-(3-hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]aMino]propyl]- O-Acetyl Silodosin 1-(3-Hydroxypropyl)-5-[(2R)-2-[[2-[2-(2,2,2-trifluoroethoxy)phenoxy]ethyl]aMino]propyl]-1H-indole-7-carboxaMide Silodosin Carboxylic Acid Impurity (R)-5-(2-((2-(2-ethoxyphenoxy)ethyl)amino)propyl)-1-(3-hydroxypropyl)indoline-7-carboxamide(WXG00186) Silodosin β-D-Glucuronide Sodium Salt Silodosin Glucuronide Silodosin-d4 (Chiral) 5-(2-Aminopropyl)-1-[3-(benzoyloxy)propyl]-2,3-dihydro-1H-indole-7-carbonitrile Silodosin Impurity 33 Silodosin-d6