5061-22-3

Basic information

• Product Name: nafiverine
• Synonyms: nafiverine;Bis(α-methyl-1-naphthaleneacetic acid)2,2'-(1,4-piperazinediyl)bisethyl ester;DA-914;Naftimepezine
• CAS NO: 5061-22-3
• Molecular Formula: C₃₄H₃₈N₂O₄
• Molecular Weight: 538.684
• EINECS: 225-766-5
• Mol File: 5061-22-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 670.9°Cat760mmHg
• Flash Point: 359.5°C
• Appearance: /
• Density: 1.168g/cm³
• Vapor Pressure: 7.36E-18mmHg at 25°C
• Refractive Index: 1.612
• CAS DataBase Reference: nafiverine(CAS DataBase Reference)
• NIST Chemistry Reference: nafiverine(5061-22-3)
• EPA Substance Registry System: nafiverine(5061-22-3)

Safety Data

• Hazardous Substances Data: 5061-22-3(Hazardous Substances Data)

Usage

Originator

Naftidan,De Angeli,Italy,1969

Manufacturing Process

15 grams of α-methyl-1-naphthylacetic acid were refluxed with 50 ml of thionyl chloride during 3 hours. The excess thionyl chloride was removed under reduced pressure and the product was also isolated by distillation under reduced pressure. Yield: 15.6 grams (96%). The α-methyl-1-naphthyl acetyl chloride boils at 120° to 124°C. 1.76 grams of N,N'-di-(β-hydroxyethyl)- piperazine, 1.9 grams of sodium bicarbonate and 4.45 grams of α-methyl-1- naphthyl acetyl chloride in 30 ml of anhydrous acetonitrile were refluxed with stirring during 5 hours. After cooling the mixture was filtered and the acetonitrile evaporated off under reduced pressure. 5.2 grams of crude ester were obtained. The hydrochloride, melting at 220° to 221°C, may be prepared by dissolving the ester in absolute ethanol and treating the solution with anhydrous gaseous hydrogen chloride.

Therapeutic Function

Spasmolytic

InChI:InChI=1/C34H38N2O4/c1-25(29-15-7-11-27-9-3-5-13-31(27)29)33(37)39-23-21-35-17-19-36(20-18-35)22-24-40-34(38)26(2)30-16-8-12-28-10-4-6-14-32(28)30/h3-16,25-26H,17-24H2,1-2H3

Relevant articles and documents

Antispasmodic agents: esters of naphthylacetic acids with N,N'-di-(2-hydroxyethyl)-piperazine.

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