3183-21-9

Basic information

• Product Name: (ISOPROPYLAMINO)ACETIC ACID
• Synonyms: (ISOPROPYLAMINO)ACETIC ACID;RARECHEM AL BO 2125;N-ISOPROPYLGLYCINE;N-isopropylglycine(SALTDATA: FREE);2-(IsopropylaMino)acetic acid
• CAS NO: 3183-21-9
• Molecular Formula: C₅H₁₁NO₂
• Molecular Weight: 117.15
• Mol File: 3183-21-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 193-195 °C (decomp)
• Boiling Point: 201.3°C at 760 mmHg
• Flash Point: 75.5°C
• Appearance: /
• Density: 1.019g/cm³
• Vapor Pressure: 0.129mmHg at 25°C
• Refractive Index: 1.44
• Storage Temp.: 2-8°C
• PKA: 2.37±0.10(Predicted)
• CAS DataBase Reference: (ISOPROPYLAMINO)ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: (ISOPROPYLAMINO)ACETIC ACID(3183-21-9)
• EPA Substance Registry System: (ISOPROPYLAMINO)ACETIC ACID(3183-21-9)

Safety Data

• Hazardous Substances Data: 3183-21-9(Hazardous Substances Data)

Usage

General Description

(ISOPROPYLAMINO)ACETIC ACID, also known as 2-(isopropylamino)acetic acid, is a chemical compound with the molecular formula C6H13NO2. It is mainly used as an intermediate in the synthesis of pharmaceutical drugs and agrochemicals. The compound is a derivative of glycine and is commonly used as a building block in organic synthesis. It is a white to off-white crystalline powder and is soluble in water and organic solvents. (ISOPROPYLAMINO)ACETIC ACID has the potential to act as a chelating agent and is used in the preparation of metal chelates for analytical and clinical chemistry applications. However, further research is needed to evaluate its potential applications in various fields.

InChI:InChI=1/C5H11NO2/c1-4(2)6-3-5(7)8/h4,6H,3H2,1-2H3,(H,7,8)

Upstream product

• 109-56-8 i-propyl(2-(hydroxy)ethyl)amine 
• 75-31-0 isopropylamine 
• 298-12-4 Glyoxilic acid 
• 107-16-4 glycolonitrile 
• 131543-46-9 Glyoxal 
• 1018513-19-3 N-(1-cyano-1-methyl-ethyl)-glycine ethyl ester 
• 3183-22-0 ethyl 2-(isopropylamino)acetate 
• 64-17-5 ethanol 
• 691001-13-5 N-isopropylidene-glycine 
• 3338-22-5 N-isopropylglycine hydrochloride 
• 105-36-2 ethyl bromoacetate 
• 103218-05-9 (Isopropylimino)malonsaeure-diethylester 

Downstream Products

• 1310682-48-4 N-(tert-butoxycarbonyl)-N'-(3,4-dichlorophenyl)-N''-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine 
• 1310682-50-8 N-(ethoxycarbonyl)-N'-(3,4-dichlorophenyl)-N''-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine 
• 1310682-51-9 N-(3,4-dichlorophenyl)-N'-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)-N''-(trimethylacetyl)guanidine 
• 1310682-52-0 N-(2-ethylbutyryl)-N'-(3,4-dichlorophenyl)-N''-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine 
• 1310682-53-1 N-(3,4-dichlorophenyl)-N'-isopropyl-N''-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine 
• 1310682-54-2 N-(tert-butyl)-N'-(3,4-dichlorophenyl)-N''-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine 
• 1310682-55-3 N-(ethyl)-N'-(3,4-dichlorophenyl)-N''-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine 
• 1310682-56-4 N-(adamantyl)-N'-(3,4-dichlorophenyl)-N-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine 
• 1310682-68-8 2,2-dimethylpropionic acid 2-[N'-(3,4-dichlorophenyl)-N''-(2,2-dimethylpropionyl)guanidino]-1-isopropyl-1H-imidazol-4-yl ester 
• 1310682-63-3 N-(3,4-dichlorophenyl)-N'-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)pyrrolidine-1-carboxamidine 
• 1310682-64-4 N-(3,4-dichlorophenyl)-N'-(1-isopropyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)piperidine-1-carboxamidine 
• 6939-17-9 N-isopropylsydnone 
• 154509-63-4 2-(tert-butoxycarbonyl(isopropyl)amino)acetic acid 
• 6939-16-8 N-Nitroso-N-isopropyl-glycin 

Relevant articles and documents

Highly active bidentate N-heterocyclic carbene/ruthenium complexes performing dehydrogenative coupling of alcohols and hydroxides in open air

Eight bidentate NHC/Ru complexes, namely [Ru]-1-[Ru]-8, were designed and prepared. In particular, [Ru]-2 displayed extraordinary performance even in open air for the dehydrogenative coupling of alcohols and hydroxides. Notably, an unprecedentedly low catalyst loading of 250 ppm and the highest TON of 32 800 and TOF of 3200 until now were obtained.

Thermoresponsive poly(N -C3 glycine)s

Ring-opening polymerization of N-substituted glycine N-carboxyanhydrides (NCAs) was applied to prepare a series of well-defined poly(N-C3 glycine)s (C3 = n-propyl, allyl, propargyl, and isopropyl), polypeptoids, with molecular weights in the range of 1.8-6.6 kg mol-1. Poly(N-isopropyl glycine), a previously unreported polypeptoid, could be obtained by bulk polymerization of the corresponding NCA in the melt. The samples were characterized by spectroscopy (NMR and FT-IR), size exclusion chromatography (SEC), and matrix-assisted laser desorption/ionization time-of-flight mass spectroscopy (MALDI-ToF MS). The polymers could be dispersed in water up to 20-40 g L -1; the poly(N-propargyl glycine) was not soluble in water. Turbidity measurements of the three water-soluble polypeptoids illustrated cloud point temperatures dependent on structural and electronic properties of the side chain. The cloud point temperatures were found to increase in the order C3 = n-propyl (15-25 C) allyl (27-54 C) isopropyl (47-58 C). Long-term annealing of the aqueous solution of poly(N-{n-propyl} glycine) and poly(N-allyl glycine) above the cloud point temperature resulted in the formation of crystalline microparticles with melting points of 188-198 and 157-165 C (differential scanning calorimetry, DSC), respectively, and rose bud type morphology (scanning electron microscopy, SEM).

Synthesis and antimalarial activity of 2-guanidino-4-oxoimidazoline derivatives

A series of 2-guanidino-4-oxoimidazoline (deoxo-IZ) derivatives was prepared and showed potent antimalarial activities in rodent and Rhesus models. Compound 8e, the most potent analogues of this series, is the first non-8-aminoqinoline antimalarial that demonstrated radical curative activity in non-human primate by oral route and showed causal prophylactic activity comparable to that of the commonly used clinical drugs in Rhesus monkeys infected with sporozoites of Plasmodium cynomolgi. The metabolic stability and metabolites profile indicated that the new deoxo-IZ derivatives (8) may act as prodrugs of the corresponding IZ (1 and 2) derivatives.