52742-40-2

Basic information

• Product Name: Alimadol
• Synonyms: Alimadol;3-Methoxy-3,3-diphenyl-N-(2-propenyl)-1-propanamine
• CAS NO: 52742-40-2
• Molecular Formula: C₁₉H₂₃NO
• Molecular Weight: 281.39
• Mol File: 52742-40-2.mol

Chemical Properties

• Boiling Point: 404.8°Cat760mmHg
• Flash Point: 174.3°C
• Appearance: /
• Density: 1.008g/cm³
• Vapor Pressure: 9.23E-07mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: Alimadol(CAS DataBase Reference)
• NIST Chemistry Reference: Alimadol(52742-40-2)
• EPA Substance Registry System: Alimadol(52742-40-2)

Safety Data

• Hazardous Substances Data: 52742-40-2(Hazardous Substances Data)

Usage

Originator

Alimadol ,ZYF Pharm Chemical

Manufacturing Process

12 g 3,3-diphenyl-3-methoxypropylamine, 13.5 g trifluoroacetic acid anhydride, 6.0 g pyridine and 100 ml benzene was heated by stirring for 1 hour at 40°C. Then in was cooled to 0°C and poured in water. The organic layer was separated, washed with diluted HCl and water, and evaporated to dryness. The residue N-(3,3-diphenyl-3-methoxypropyl)trifluoroacetamide melted at 108°-110°C. Yield: 98%. 8 g above amide was in 80 ml hexamethyl phosphoric acid amide dissolved mixed with 1.7 g sodium hydride and stirred for 3 hours. Then 5.7 g allyl bromide was added dropwise and the mixture was stirred for 30 minutes. It was diluted with water and extracted with benzene. Benzene layer was separated, evaporated to dryness. The residue was mixed with 100 ml of 75% ethanol and 1 g sodium hydroxide and heated for 1 hour. Ethanol was distilled off and reaction product was extracted with ether. Yield of N-(3-methoxy-3,3- diphenylpropyl)allylamin (or 1,1-diphenyl-1-methoxy-3-allylaminopropane) was 6.5 g (97%). MP: 40°-50°C. Hydrochloride melted at 137°-138°C.

Therapeutic Function

Analgesic

InChI:InChI=1/C19H23NO/c1-3-15-20-16-14-19(21-2,17-10-6-4-7-11-17)18-12-8-5-9-13-18/h3-13,20H,1,14-16H2,2H3

Upstream product

• 20996-28-5 N-(3,3-diphenyl-3-methoxy-propyl) benzaldimine 
• 106-95-6 allyl bromide 
• 52742-36-6 3,3-diphenyl-3-methoxy-propylamine 
• 52742-39-9 N-(3,3-diphenyl-3-methoxypropyl)-trifluoroacetamide 

Downstream Products

• 52742-44-6 Allyl-(3-methoxy-3,3-diphenyl-propyl)-propyl-amine 
• 52742-45-7 Allyl-(3-methoxy-3,3-diphenyl-propyl)-methyl-amine 

Relevant articles and documents

1,1-Diphenyl-1-lower alkoxy-amino-alkanes and the salts thereof

Basic ethers having the general formula: EQU1 in which R is lower alkyl, R1 is hydrogen, lower alkyl, allyl or benzyl, R2 is alkenyl, aralkenyl, optionally substituted by alkoxy, haloalkenyl, alkinyl, cycloalkyl or cycloalkylidenemet