67863-05-2

Basic information

• Product Name: N-Isopropylglycinamide
• Synonyms: propan-2-ylcarbamoylmethylazanium;N-Isopropylglycinamide;2-Amino-N-isopropylacetamide;N~1~-isopropylglycinamide(SALTDATA: HCl)
• CAS NO: 67863-05-2
• Molecular Formula: C₅H₁₂N₂O
• Molecular Weight: 116.16
• EINECS: 1312995-182-4
• Mol File: 67863-05-2.mol
• Article Data: 9

Chemical Properties

• Melting Point: 68 °C
• Boiling Point: 260.2 °C at 760 mmHg
• Flash Point: 111.2 °C
• Appearance: /
• Density: 0.959 g/cm³
• Vapor Pressure: 0.0124mmHg at 25°C
• PKA: 15.07±0.46(Predicted)
• CAS DataBase Reference: N-Isopropylglycinamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-Isopropylglycinamide(67863-05-2)
• EPA Substance Registry System: N-Isopropylglycinamide(67863-05-2)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 67863-05-2(Hazardous Substances Data)

Usage

Description

N-Isopropylglycinamide, also known as NIPA, is an organic compound with the molecular formula C6H14N2O. It is a derivative of glycinamide and is characterized by its isopropyl group attached to the nitrogen atom. N-Isopropylglycinamide is known for its potential applications in the pharmaceutical and chemical industries due to its unique structural properties.

Uses

Used in Pharmaceutical Industry:
N-Isopropylglycinamide is used as a building block for the synthesis of vasopressin-V1b receptor antagonists. These antagonists are important in the development of drugs targeting various medical conditions, such as stress-related disorders and certain types of hypertension. N-Isopropylglycinamide's structure allows for the creation of molecules that can specifically bind to and block the V1b receptor, thus modulating the effects of vasopressin in the body.
Additionally, N-Isopropylglycinamide is used as a peptidomimetic inhibitor of serine proteases with trypsin properties. Serine proteases are a class of enzymes that play crucial roles in various biological processes, including blood clotting, immune response, and digestion. Inhibitors of these enzymes can be used to regulate their activity, which may be beneficial in treating conditions related to uncontrolled proteolysis, such as certain inflammatory diseases and cancer.

InChI:InChI=1/C5H12N2O/c1-4(2)7-5(8)3-6/h4H,3,6H2,1-2H3,(H,7,8)/p+1

Upstream product

• 158976-14-8 Boc-Gly-NHC₃H₇ 
• 78639-46-0 (isopropylcarbamoylmethyl)carbamic acid benzyl ester 

Downstream Products

• 1403957-52-7 3-(N-(2-isopropylamino-2-oxoethyl)-N-sulfamoyl)benzamidine 
• 1403957-53-8 3-(N-(2-isopropylamino-2-oxoethyl)-N-sulfamoyl)benzamidinium trifluoroacetate 
• 1154326-09-6 2-(3-cyanophenylsulfonamido)-N-isopropylacetamide 

Relevant articles and documents

Acryloyl-N-isopropylglycinamide monomer and preparation method thereof

The invention discloses an acryloyl-N-isopropylglycinamide monomer and a preparation method thereof. Specifically, N-(tert-butoxycarbonyl) glycine methyl ester, isopropylamine and acryloyl chloride are used as raw materials and react under a certain condition to generate acryloyl-N-isopropylglycinamide. The acryloyl-N-isopropylglycinamide has double bonds and can be subjected to free radical polymerization. Meanwhile, acryloyl-N-isopropylglycinamide has hydrophobic isopropyl and two hydrophilic amide groups, and the hydrophilic amide groups can provide a double hydrogen bond structure. Isopropyl can endow polymer molecules with temperature characteristic similar to that of poly (N-isopropylacrylamide), and the double hydrogen bond structure enables multiple hydrogen bond effects to be achieved between polymer molecules and in molecules. Therefore, the monomer can be polymerized to form a polymer, so that a polymer material with special temperature sensitivity is obtained, and the polymer material has potential application value in the field of bioengineering.

Palladium-catalyzed β-C-H arylation of aliphatic aldehydes and ketones using amino amide as a transient directing group

This paper describes a new amino-amide-based transient directing group (TDG). The TDG can exhibit better performance in the Pd-catalyzed arylation of aliphatic aldehydes and ketones. This reaction showed good substrate compatibility and regioselectivity. The results indicated that 3-amino-N-isopropylpropionamide was more beneficial to the β-arylation of aliphatic aldehydes than other TDGs under relatively mild conditions.

Oligomeric epoxide-amine adducts based on 2-amino-N-isopropylacetamide and a-amino-ε-caprolactam: Solubility in presence of cyclodextrin and curing properties

2-Amino-N-isopropylacetamide and α-amino-ε-caprolactam were reacted with glycerol diglycidyl ether to give novel oligomeric thermoresponsive epoxide-amine adducts. These oligomers exhibit a lower critical solution temperature (LCST) behavior in water. The solubility properties were influenced with randomly methylated β-cyclodextrin (RAMEB-CD) and the curing properties of the amine-epoxide mixtures were analyzed by oscillatory rheology and differential scanning calorimetry, whereby significant differences in setting time, viscosity, and stiffness were observed.