625120-81-2

Basic information

• Product Name: 3-(N-Methylpentylamino)propionic acid hydrochloride
• Synonyms: 3-(N-methylpentylamino)propionic acid hcl (intermediate of diphosphonate);INTERMEDIATE OF IBANDRONATE SODIUM;3-(N-methylpentylamino)propionic acid;3-(N-Methylpentylamino)propionic acid hydrochloride;Ibandronate Intermediate;3-(N-Methyl-N-pentylaMino)propionic Acid Hydrochloride;Ibandronate Related Compound A (25 mg) (3-[Methyl(pentyl)amino]propanoic acid hydrochloride);3-(Methyl(pentyl)aMino)propanoic acid hydrochloride
• CAS NO: 625120-81-2
• Molecular Formula: C9H20ClNO2
• Molecular Weight: 209.71
• EINECS: 1312995-182-4
• Product Categories: Organic acids;(intermediate of diphosphonate);Intermediate of ibandronate sodium;Aliphatics;Amines;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 625120-81-2.mol
• Article Data: 6

Chemical Properties

• Melting Point: 101-103°C
• Boiling Point: 299.2 °C at 760 mmHg
• Flash Point: 134.7 °C
• Appearance: /
• Vapor Pressure: 0.000102mmHg at 25°C
• Storage Temp.: Refrigerator
• Solubility: Methanol (Slightly), Water (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: 3-(N-Methylpentylamino)propionic acid hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(N-Methylpentylamino)propionic acid hydrochloride(625120-81-2)
• EPA Substance Registry System: 3-(N-Methylpentylamino)propionic acid hydrochloride(625120-81-2)

Safety Data

• Hazardous Substances Data: 625120-81-2(Hazardous Substances Data)

Usage

Chemical Properties

White Solid

Uses

Different sources of media describe the Uses of 625120-81-2 differently. You can refer to the following data:
1. Ibandronate intermediate
2. 3-(N-Methylpentylamino)propionic acid hydrochloride is an intermediate in the preparation of biphosphonate drugs used in the prevention and treatment of osteoporosis.

InChI:InChI=1/C9H19NO2.ClH/c1-3-4-5-8(2)10-7-6-9(11)12;/h8,10H,3-7H2,1-2H3,(H,11,12);1H

Upstream product

• 1095623-43-0 N-methyl-N-pentyl-β-alanine ethyl ester 
• 744266-99-7 methyl 3-(N-methyl-N-pentylamino)propanoate 

Relevant articles and documents

A facile preparation of N-methylpentan-l-amine: A key intermediate for ibandronate sodium

A facile preparation of N-methylpentan-l-amine, which is a key intermediate for the synthesis ibandronate sodium, an anti-osteoclast agent is described. This route is cost effective over the previous methods. Part of this work could be an easy access for the preparation of various N,N-alkyl or aryl amine derivatives.

REAGENT AND USE THEREOF FOR THE PRODUCTION OF BISPHOSPHONATES

A new liquid reagent is disclosed in form of an ionic liquid containing phosphorous acid and a tertiary amine. The reagent can be used as a replacement of phosphorous acid, where the new reagent as a liquid reagent can be handled using usual equipment for handling liquids and the dosing of the reagent can therefore be controlled more precisely in industrial plants compared to phosphorous acid, which is a solid at ambient temperature. The new liquid reagent is particular suitable for the synthesis of bisphosphonates.

IMPROVED PROCESS FOR THE PREPARATION OF IBANDRONATE SODIUM

Present invention discloses an improved and commercial process for the preparation of ibandronic acid or its monosodium salt. According to the process 3-N-methylaminopropionitrile is reacted with n-pentylbromide to get the tertiary amine of formula-II. Hydrolysis of the nitrile compound of formula-II with hydrochloric acid gave the b-alanine derivative of formula-X. Bis-phosphonylation of the acid compound of formula-X with phorphorous trichloride and phosphorous acid, followed by water hydrolysis gave aqueous ibandronic acid. Treatment of this with sodium hydroxide, followed by dilution of the aqueous solution with methanol gave ibandronate monosodium of formula-Ia as white crystalline solid. Present process utilizes simple raw materials and avoids the column chromatography technique used in the prior art process for isolation of ibandronic acid. Overall yield of ibandronate is more than 60% from the nitrile intermediate of formula-II. Ibandronate is widely used as bone resorption inhibitor.