4-(N-NITROSOMETHYLAMINO)BUTYRICACID

4-(N-NITROSOMETHYLAMINO)BUTYRICACID - Names and Identifiers

Name	N-Nitroso-N-methyl-4-aminobutyric Acid
Synonyms	NMBA Losartan Impurity 17 4-(methylnitrosoamino)-butyricaci 4-(N-NITROSOMETHYLAMINO)BUTYRICACID 4-(Methylnitrosoamino)butanoic acid N-Nitroso-N-methyl-4-aminobutyric Acid 4-(n-nitroso-n-methylamino)butyricacid n-methyl-n-(3-carboxypropyl)nitrosamine
CAS	61445-55-4

4-(N-NITROSOMETHYLAMINO)BUTYRICACID - Physico-chemical Properties

Molecular Formula	C5H10N2O3
Molar Mass	146.15
Density	1.3394 (rough estimate)
Melting Point	>25 °C
Boling Point	265.74°C (rough estimate)
Solubility	Chloroform (Soluble), Dichloromethane (Slightly), Ethyl Acetate (Slightly), Meth
Appearance	Morphological Solid
Color	Off-White to Yellow Oil to
pKa	4.57±0.10(Predicted)
Storage Condition	Hygroscopic, -20°C Freezer, Under Inert Atmosphere
Stability	Hygroscopic
Refractive Index	1.4954 (estimate)

4-(N-NITROSOMETHYLAMINO)BUTYRICACID - Uses and synthesis methods

Introduction

Losartan genotoxic impurity (NMBA) is a known carcinogenic chemical substance in animals and potential humans. It is followed by N-nitrosodimethylamine (NDMA) and N-nitrosodiethylamine (NDEA) The third genotoxic impurity detected in ARBs drugs. In the FDA's published list of nitrosamines for ARBs, the maximum daily allowable intake of NMBA is 0.96ppm.

Preparation

5.0g(0.05mol)N-methylpyrrolidone is added into a 250mL four-mouth flask, 50g toluene is added, stirring is dissolved, 0.5g tetrabutyl ammonium bromide is added, and sodium hydroxide aqueous solution (sodium hydroxide: 4g(0.1mol) is added; Water: 40g), heating to 50 ℃, stirring for 28h, stirring for reaction, separating, organic discarding, adjusting pH = 1.0 with hydrochloric acid, filtering, filtrate collection, the filter cake is discarded.

Last Update：2024-04-10 22:29:15

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