927-60-6

Basic information

• Product Name: 4-hydroxybutyramide
• Synonyms: 4-hydroxybutyramide;4-Hydroxybutanamide;.gamma.-Hydroxybutyramide;4-Hydroxybutryamide;4-Hydroxybutyric acid amide;Butanamide, 4-hydroxy-;Butyramide, 4-hydroxy-;Hydroxybutyramide
• CAS NO: 927-60-6
• Molecular Formula: C₄H₉NO₂
• Molecular Weight: 103.11976
• EINECS: 213-155-6
• Mol File: 927-60-6.mol

Chemical Properties

• Boiling Point: 354.1°C at 760 mmHg
• Flash Point: 167.9°C
• Appearance: /
• Density: 1.11g/cm³
• Vapor Pressure: 1.98E-06mmHg at 25°C
• Refractive Index: 1.465
• CAS DataBase Reference: 4-hydroxybutyramide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-hydroxybutyramide(927-60-6)
• EPA Substance Registry System: 4-hydroxybutyramide(927-60-6)

Safety Data

• Hazardous Substances Data: 927-60-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 33, p. 206, 1968 DOI: 10.1021/jo01265a039

InChI:InChI=1/C4H9NO2/c5-4(7)2-1-3-6/h6H,1-3H2,(H2,5,7)

Upstream product

• 628-22-8 4-hydroxy-1-butanitrile 
• 100446-67-1 4-trimethylsiloxybutyramide 
• 925-57-5 methyl 4-hydroxybutanoate 
• 96-48-0 4-butanolide 
• 123-56-8 Succinimide 

Downstream Products

• 123-56-8 Succinimide 
• 628-20-6 4-Chlorobutyronitrile 

Relevant articles and documents

Synthetic method for leonurine

The invention relates to the technical field of organic chemistry, in particular to a synthetic method for leonurine. Gamma-butyrolactone is used as a starting material to be subjected to ammonolysis to obtain gamma-hydroxybutyric acid amide; the gamma-hydroxybutyric acid amide and acetyl syringic acid are subjected to a condensation reaction; a dehydration reaction and a reduction reaction are carried out to obtain leonurus amine; and the leonurus amine and S-methyl isothiourea sulfate are subjected to a reaction to obtain the leonurine. The target product leonurine is synthetized from the cheap industrial raw materials of the gamma-butyrolactone and the syringic acid used as the starting materials through reactions of ammonolysis, esterification, dehydration, reduction and the like. The reaction conditions are mild and easy to control; the yield is up to 65%; the product purity is 98% or above; and the synthetic method for leonutine provides the production with an excellent synthetic route and is suitable for large-scale production.

A mild and facile synthesis of cyclic imides using pyridinium chlorochromate

A mild and facile synthetic method of cyclic imides is presented. These compounds are widely used in the synthesis of novel medical, polymeric, photonic and electronic materials. Compared with traditional syntheses, the method reported has several advantages including mild conditions, simplified work-up and low cost.

PHOSPHADIAZINE HCV POLYMERASE INHIBITORS I AND II

Provided herein are phosphadiazine polymerase inhibitor, for example, of any of Formula I, II, III, I′, II′, I″, II″, Ia, IIa, or IIIa, pharmaceutical compositions comprising the compounds, and processes of preparation thereof. Also provided are methods of their use for the treatment of an HCV infection in a host in need thereof.

A mild hydration of nitriles into amides

Stirring mixtures of β-hydroxynitriles with manganese dioxide, deposited onto silica gel for a few days at room temperature resulted in the formation of the corresponding amides in fair to good yields. The unprecedented conversion of 3-hydroxyglutarodinitrile into the corresponding monoamide has been performed by this methodology.

Further Studies on a Site-specific Hydrogen Transfer Observed in Electron Capture Negative Ion Chemical Ionization Mass Spectrometry of Hydroxyamine Pentafluoropropionate Derivatives

Further studies have demonstrated that the site-specific hydrogen transfer process involved in the formation of the m/z 145 anion of β-hydroxyamine pentafluoropropionate (PFP) derivatives observed under electron capture negative ion chemical ionization conditions occurs when the two functional groups are separated by up to five carbon atoms.Deuterium labelling has established that the site specificity, transfer of a hydrogen atom from the carbon adjacent to nitrogen to the OPFP group, is maintained in 4-amino-butan-1-ol-N,O-(PFP)2.The corresponding PFP derivatives of the N-methylaminoalkanol- (PFP)2 derivatives lack the m/z 145 species with m/z 163, -, being the base anion.Substitution of alkyl groups on the carbon adjacent to oxygen results in a diminution of the ion intensity at m/z 145 with a marked increase in the intensity of m/z 144.The formation of the m/z 145 and 144 anions is proposed to proceed through the intervention of a fluoride ion-molecule complex as outlined in Scheme 1 with the product ion distribution dependent on which of the two pathways is preferred.

Inhibition by carboxamides and sulfoxides of liver alcohol dehydrogenase and ethanol metabolism

Sulfoxides and amides were tested as inhibitors of liver alcohol dehydrogenase and ethanol metabolism in rats. With both series of compounds, increasing the hydrophobicity resulted in better inhibition, and introduction of polar groups reduced inhibition. Of the cyclic sulfoxides, tetramethylene sulfoxide was the best inhibitor as compared to the tri- and pentamethylene analogue and other compounds, and it may be a transition-state analogue. The most promising compounds, tetramethylene sulfoxide and isovaleramide, were essentially uncompetitive inhibitors of purified horse and rat liver alcohol dehydrogenases with respect to ethanol as substrate. These compounds also were uncompetitive inhibitors in vivo, which is advantageous since the inhibition is not overcome at higher concentrations of ethanol, as it is with competitive inhibitors, such as pyrazole. The uncompetitive inhibition constants for tetramethylene sulfoxide and isovaleramide for rat liver alcohol dehydrogenase were 200 and 20 μM, respectively, in vitro, whereas in vivo the values were 340 and 180 μmol/kg. The differences in the values may be due to metabolism or distribution of the compounds. Further studies will be required to determine if isovaleramide or tetramethylene sulfoxide is suitable for therapeutic purposes.