3251-08-9

Usage

Uses

Used in Pharmaceutical Industry:
4-aminobutyramide is used as a building block for the synthesis of various drugs and pharmaceutical compounds. Its unique chemical structure allows it to be incorporated into a wide range of molecules, making it a versatile component in drug development.
Used in Neurological Disorders Research:
4-aminobutyramide has been studied for its potential therapeutic effects on neurological disorders. Its ability to interact with specific receptors and pathways in the nervous system makes it a promising candidate for the development of treatments for various neurological conditions.
Used as a Precursor in Organic Synthesis:
In addition to its applications in the pharmaceutical industry, 4-aminobutyramide also serves as a precursor for the synthesis of other organic compounds. Its reactivity and functional groups make it a useful starting material for the production of a variety of chemical products.

InChI:InChI=1/C4H10N2O/c5-3-1-2-4(6)7/h1-3,5H2,(H2,6,7)

Upstream product

• 872-34-4 2-amino-4,5-dihydro-3H-pyrrole 
• 91419-46-4 4-<(tert-butoxycarbonyl)amino>butanamide 
• 35821-20-6 γ-(carbobenzoxyamino)butyramide 

Downstream Products

• 616-45-5 2-pyrrolidinon 
• 56672-76-5 1-hippuroyl-L-proline 
• 154-92-7 Nα-benzoyl-L-arginine 
• 1606974-70-2 4-((2-(3-chlorophenyl)-6,7-dihydro-5H-cyclopenta[d]pyrimidin-4-yl)amino)butanamide 
• 173336-38-4 5(S)-tert-butoxycarbonylamino-4(S)-tert-butyldimethylsilyloxy-7(S)-isopropyl-2(R)-methyl-8-[4-methoxy-3-(3-methoxypropyloxy)-phenyl]-octanoic acid [N-(3-carbamoyl)-propyl] amide 

Relevant academic research and scientific papers

Synthesis of functionalized glutamine- and asparagine-type peptoids-scope and limitations

N-Alkylated glycine oligomers ('peptoids') can serve as potent peptidomimetic systems. Installing different functional groups can often be a challenge, and minimizes yields and purities. Here, we describe the synthesis of different amide-containing submonomers which were obtained as free bases, as well as their incorporation into peptoids. By using the free amines, the coupling results on solid support could be improved, and various functionalized peptoids were prepared. Additionally, an interesting dimerization side reaction leading to cross-linked peptoids was observed during synthesis.

Mapping of the active site of rat kidney γ-glutamyl transpeptidase using activated esters and their amide derivatives

The enzyme γ-glutamyl transpeptidase (GGT), implicated in many physiological processes, catalyses the transfer of a γ-glutamyl from a donor substrate to an acyl acceptor substrate, usually an amino acid or a peptide. In order to investigate which moieties of the donor substrate are necessary for recognition by GGT, the structure of the well-recognized substrate L-γ-glutamyl-p-nitroanilide was modified. Several activated esters and their amide derivatives were synthesized and used as substrates. Kinetic (Km and Vmax) and inhibition constants (Ki) were measured and reveal that almost the entire γ-glutamyl moiety is necessary for recognition in the binding site of the donor substrate. The implied presence of certain complementary amino acids in this substrate binding site will allow the more rational design of various substrate analogues and inhibitors.

Compounds having growth hormone releasing activity

Compounds that promote growth hormone releasing activity are disclosed. These compounds have the formula: A1-A2-X; A1-X′; or A1.-Y These compounds can be present in a pharmaceutical composition. The compounds can be used with a second compound that acts as an agonist at the growth hormone releasing hormone receptor or which inhibits the effects of somatostatin. These compounds can be used for a variety of uses such as treating hypothalamic pituitary dwarfism, osteoporosis, burns, or promoting wound healing.

Pyrrolizidine Alkaloid Biosynthesis. Synthesis of 14C-Labelled Homospermidines and their Incorporation into Retronecine

14C>Homospermidine (12) was synthesized and fed to Senecio isatideus plants.The 14C radioactivity was located predominantly in the base portion of the alkaloid.Degradation of the retronecine showed that 43-44percent of the radioactivity was at C-9 and 2-4percent was at C-(5+6+7).In a complementary experiment, 14C>homospermidine (15) was prepared and fed to S. isatideus plants.The 14C radioactivity was again located mainly in retronecine (2).Degradation of retronecine demonstrated that 1-4percent of the radioactivity was at C-9 and 45-47percent was at C-(5+6+7).Homospermidine is therefore incorporated without significant breakdown into retronecine.Homospermidine was also shown to be present in S. isatideus plants by an intermediate trapping experiment.

A Critical Test of the Theory of Stereoelectronic Control

According to Deslongchamps' theory of stereoelectronic control, preferential cleavage of a tetrahedral intermediate occurs when there are two lone pairs antiperiplanar to the leaving group.However, it is concluded that the experimental evidence is ambiguous, because it requires an unreasonable assumption regarding rates of ring inversion and because there is a simpler explanation for the observations.Nevertheless, the theory is a plausible one, deserving unambiguous evidence to support it.The hydrolysis of cyclic amidines (4), via the hemiorthoamide (5), can provide a suitable test.It is observed that 2-amino-1-pyrroline (4, n = 5) and "2-iminopiperidine" (4, n = 6) hydrolyze in base solely to the amino amide (6), which is converted under the reaction conditions to the thermodynamically more stable lactam (7).This result is the first unambiguous evidence for stereoelectronic control, and it also shows that cleavage of the intermediate (5) is fast compared to nitrogen inversion.

Relationship of nonspecific antiarrhythmic and negative inotropic activity with physicochemical parameters of propranolol analogues

in an attempt to separate the nonspecific antiarrhythmic activity of propranolol from its negative inotropic effects, analogues containing hydrophilic and lipophylic substituents on the nitrogen and on the naphthyl ring were prepared and tested in an isolated tissue preparation. Though it had been predicted that analogues containing a very hydrophilic group on the nitrogen would have the highest antiarrhythmic/negative inotropic effect ratio, it was found that both effects increased identically when the lipophilicity of either the nitrogen or ring substituent was increased.