91374-23-1

Basic information

• Product Name: N,N-Dipropyl-2-methyl-3-nitrophenylethanamine
• Synonyms: N,N-DIPROPYL-2-METHYL-3-NITRO-PHENYL ETHANAMINE HCL;N,N,-Dipropyl-2-Methyl-3-Nitro-phenylEthanaminehydrochloride;Benzeneethanamine,2-methyl-3-nitro-N,N-dipropyl;N,N-Dipropyl-2-methyl-3-nitrophenylethanamine;N,N,-Dipropyl-2-Methyl-3-Nitro- phenyl Ethanamine Hydrochloride (free base);[2-(2-Methyl-3-nitro-phenyl)-ethyl]-dipropyl-amine;N,N-Dipropyl-2-(2-methyl-3-nitrophenyl)ethylamine;N,N-Dipropyl-2-Methy1-3-nitrophenylethanaMine
• CAS NO: 91374-23-1
• Molecular Formula: C₁₅H₂₄N₂O₂
• Molecular Weight: 264.36
• Product Categories: Pharmaceutical material and intermeidates;Medicine intermediate
• Mol File: 91374-23-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 373.812 °C at 760 mmHg
• Flash Point: 179.875 °C
• Appearance: /
• Density: 1.029 g/cm³
• Vapor Pressure: 8.73E-06mmHg at 25°C
• Refractive Index: 1.525
• Storage Temp.: Refrigerator
• Solubility: Chloroform, Methanol (Slightly)
• PKA: 9.30±0.50(Predicted)
• CAS DataBase Reference: N,N-Dipropyl-2-methyl-3-nitrophenylethanamine(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dipropyl-2-methyl-3-nitrophenylethanamine(91374-23-1)
• EPA Substance Registry System: N,N-Dipropyl-2-methyl-3-nitrophenylethanamine(91374-23-1)

Safety Data

• Hazardous Substances Data: 91374-23-1(Hazardous Substances Data)

Usage

Chemical Properties

Yellow or brown clear liquid

Uses

N,N-Dipropyl-2-(2-methyl-3-nitrophenyl)ethylamine is an intermediate used to prepare 4-[2-(Di-n-propylamino)ethyl]-2(3H)-indolone and related compounds as?a prejunctional dopamine receptor agonist.

InChI:InChI=1/C15H24N2O2/c1-4-10-16(11-5-2)12-9-14-7-6-8-15(13(14)3)17(18)19/h6-8H,4-5,9-12H2,1-3H3

Upstream product

• 915376-75-9 2-methyl-3-nitro-N,N-di-n-propyl phenylethylammonium oxalate 
• 142-84-7 di-n-propylamine 
• 101566-00-1 2-methyl-3-nitrophenylethanoyl chloride 
• 60468-54-4 1-chloromethyl-2-methyl-3-nitro-benzene 
• 23876-14-4 3-nitro-2-methylphenylacetonitrile 
• 23876-15-5 2-(3-nitro-2-methylphenyl)acetic acid 
• 23876-13-3 (2-methyl-3-nitrophenyl)methanol 
• 1975-50-4 2-methyl-3-nitrobenzic acid 
• 91374-22-0 2-(2-methyl-3-nitro-phenyl)-N,N-di-n-propylacetamide 

Downstream Products

• 915376-75-9 2-methyl-3-nitro-N,N-di-n-propyl phenylethylammonium oxalate 
• 91374-24-2 ethyl 6-[2-(di-n-propylamino)ethyl]-2-nitrophenyl pyruvate 
• 91374-25-3 <2-nitro-6-<2-(N,N-di-n-propylamino)ethyl>phenyl>acetic acid hydrochloride 
• 720656-64-4 2-nitro-6-<2-(di-n-propylamino)ethyl>phenylacetic acid 
• 91374-21-9 Ropinirole 

Relevant articles and documents

A convenient synthesis of 4-(2-hydroxyethyl)indolin-2-one, a useful intermediate for the preparation of both dopamine receptor agonists and protein kinase inhibitors

This paper describes a practical approach to the preparation of 4-(2-hydroxyethyl)indolin-2-one, a key intermediate in the synthesis of dopaminergic agonists such as ropinirole - a drug used in the treatment of Parkinson's disease and restless legs syndrome - and of two sets of protein kinase inhibitors. The sequence starts from commercially available 2-(2-methyl-3-nitrophenyl)acetic acid, which is converted in five steps into the desired target compound. This procedure offers a convenient alternative route to existing methodologies, given its milder reaction conditions, ease of implementation, and its overall yield (59 %).

Syntheses and in Vitro Evaluation of 4-(2-Aminoethyl)-2(3H)-indolones and Related Compounds as Peripheral Prejunctional Dopamine Receptor Agonists

A series of (β-aminoethyl)indolones and related compounds was synthesized and evaluated in vitro as peripheral prejunctional dopaminergic agonists in the field-stimulated isolated perfused rabbit ear artery. 4--7-hydroxy-2(3H)-indolone (26) was the most potent compound (ED50 = 2 +/- 0.3 nM) tested, while the related secondary amine 24 and the des-OH derivatives 28 and 34 were only slightly less potent. 4-Methoxy-benzeneethanamine and 2-methyl-3-nitrophenylacetic acid were employed as starting materials for the synthesis of the 4-(β-aminoethyl)indolones.The ring-opened 3-acylamino analogues 46 and 47 were prepared via nitration of the phenethylamine 43 derived from 4-methoxyphenylacetic acid.The inactive isomeric indolones 38, 39, and 41 were derived from 4-nitrobenzeneethanamine and from indolone-6-acetic acid (13).