39124-20-4

Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-TETRAHYDRO-PYRAN-4-CARBOXYLIC ACID is used as a potential inhibitor for the enzyme S-adenosylmethionine (AdoMet) synthetase. This application is significant because AdoMet synthetase plays a crucial role in the biosynthesis of S-adenosylmethionine, a molecule involved in various cellular processes, including methylation and transsulfuration. Inhibiting this enzyme could have therapeutic implications for certain diseases and conditions.

InChI:InChI=1/C6H11NO3/c7-6(5(8)9)1-3-10-4-2-6/h1-4,7H2,(H,8,9)

Upstream product

• 50289-12-8 4-amino-tetrahydro-2H-pyran-4-carbonitrile 
• 29943-42-8 Tetrahydro-4H-pyran-4-one 
• 461-72-3 2,4-imidazolidinedione 
• 39124-19-1 8-oxa-1,3-diazaspiro[4.5]decane-2,4-dione 

Downstream Products

• 172843-97-9 4-(Boc-amino)tetrahydropyran-4-carboxylic acid 
• 184698-41-7 4-aminotetrahydropyran-4-carboxylicacid methyl ester 
• 720706-20-7 (4-aminotetrahydro-2H-pyran-4-yl)methanol 
• 1367370-17-9 C₃₂H₄₉N₇O₉ 
• 1367370-34-0 C₅₇H₈₆N₁₂O₁₄ 
• 138402-13-8 4-{[(benzyloxy)carbonyl]amino}oxane-4-carboxylic acid 

Relevant academic research and scientific papers

A 4 - amino-tetrahydro -2 - pyran -4 - carboxylic acid

The invention discloses a 4 - amino-tetrahydro - 2 - pyran - 4 - carboxylic acid, belongs to a chemical intermediate, its technical point includes the step one, will be four dihydropyrone adding water and in ethanol, then adding ammonium carbonate and sodium cyanide, heated to 60 - 70 °C reaction 3 - 4 h, subsequently cooling down to 5 - 10 °C, filtering and drying after a to the intermediate; step two, the intermediate in a added to the DMF, then adding DMAP, [...] carbon acid di-tert-butyl, heating up to 80 - 100 °C, reaction 16 - 20 h poured into the water after stirring 2 - 3 h, obtained after filtering the intermediate b; step three, the intermediate II by adding in tetrahydrofuran, then adding 40 - 60 wt % of sodium hydroxide solution, heating to reflux 5 - 6 h, steams tetrahydrofuran, then hydrochloric acid for pH adjustment to 2 - 4 after solid precipitation, filtration and drying to obtain the 4 - amino-tetrahydro - 2 - pyran - 4 - carboxylic acid.

Design and Synthesis of Fsp3-Rich, Bis-Spirocyclic-Based Compound Libraries for Biological Screening

The exploration of innovative chemical space is a critical step in the early phases of drug discovery. Bis-spirocyclic frameworks occur in natural products and other biologically relevant metabolites and show attractive features, such as molecular compactness, structural complexity, and three-dimensional character. A concise approach to the synthesis of bis-spirocyclic-based compound libraries starting from readily available commercial reagents and robust chemical transformations has been developed. A number of novel bis-spirocyclic scaffold examples, as implemented in the European Lead Factory project, is presented.

PEPTIDYL NITRIL COMPOUNDS AS DIPEPTIDYL PEPTIDASE I INHIBITORS

The invention relates to compounds of Formula (I) and their use as selective dipeptidyl peptidase I inhibitors, as well as pharmaceutical compositions comprising said compounds, and methods of treatment involving said compounds.

Chemical communication: Conductors and insulators of screw-sense preference between helical oligo(aminoisobutyric acid) domains

1H NMR studies quantify the abilities of achiral amino acids to communicate a left-handed screw-sense preference from one helical Aib 4 domain to another: certain quaternary amino acids (e.g. Ac 6c) act as effective conductors of conformational preference while others (e.g. diphenylglycine) acts as insulators.

PEPTIDES AND PEPTIDOMIMETIC COMPOUNDS, THE MANUFACTURING THEREOF AS WELL AS THEIR USE FOR PREPARING A THERAPEUTICALLY AND/OR PREVENTIVELY ACTIVE PHARMACEUTICAL COMPOSITION

Peptides, peptidomimetics and derivatives thereof of the general formula I: H2N-GHRPX1-β-X4X5X6X7X8X9X10-X11 (I), in which X1-X10 denote one of the 20 genetically coded amino acids, wherein X8, X9 and X10 may also denote a single chemical bond;X11 denotes OR1 in which R1 equals hydrogen or (C1-C10) alkyl NR2R3 with R2 and R3 are equal or different and denote hydrogen, (C1-C10) alkyl, or a residue —W-PEG5-60K, in which the PEG residue is attached via a suitable spacer W to the N-atom, ora residue NH—Y-Z-PEG5-60K, in whichY denotes a chemical bond or a genetically coded amino acids from the group S, C, K or R andZ denotes a spacer, via which a polyethylene glycol (PEG)-residue can be attached, and their physiologically acceptable salts, andβ denotes an amino acid, or a peptidomimetic element, which induces a bend or turn in the peptide backbone.

Isoquinolines

Isoquinolinylguanidine compounds of formula (I): STR1 wherein the substituents are as defined herein, and salts thereof, are disclosed as urokinase inhibitors.

N-AROYLAMINO ACID AMIDES AS ENDOTHELIN INHIBITORS

The present invention relates to the compounds of formula (I) STR1 wherein R is carboxy, esterified carboxy, carbamoyl, N-(alkyl or aryl)-carbamoyl, cyano, 5-tetrazolyl or CONH--SO 2--R 4 ; R. sub.1 is hydrogen, lower alkyl, aryl-lower alkyl or cycloalkyl-lower alkyl; R 2 is hydrogen or lower alkyl, or R 1 and R 2 represent lower alkylene to form together with the carbon and nitrogen atoms to which they are attached an azacycloalkane ring; R 3 is heterocyclic or carbocyclic (aryl or biaryl)-lower alkyl; Y is lower alkylidenyl, 3-to 10-membered cycloalkylidenyl which may be substituted by oxo, alkylenedioxy, hydroxy, acyloxy, lower alkoxy; or Y is 5-to 10-membered cycloalkylidenyl fused to a saturated or unsaturated carbocyclic 5-or 6-membered ring; or Y is 5-to 8-membered oxacycloalkylidenyl, 5-to 8-membered (thia-, oxothia-or dioxothia-) cycloalkylidenyl, or 5-to 8-membered azacycloalkylidenyl optionally N-substituted by lower alkyl or aryl-lower alkyl; R 4 represents hydrogen, lower alkyl, carbocyclic aryl, heterocyclic aryl, cycloalkyl, (carbocyclic aryl, heterocyclic aryl, cycloalkyl, hydroxy, acyloxy, or lower alkoxy)-lower alkyl, lower alkyl substituted by carboxyl, by esterified carboxyl or by amidated carboxyl; Ar represents carbocyclic or heterocyclic aryl; and pharmaceutically acceptable salts thereof; which are useful as endothelin inhibitors in mammals.

A new series of cyclic amino acids as inhibitors of S-adenosyl L- methionine synthetase

Optically active 3-amino-3-(tetrahydrofuranyl) carboxylic acid, 3- amino-3-(tetrahydrothienyl) carboxylic acid and their corresponding six membered ring analogues have been synthesised and examined as potential inhibitors of the enzyme S-adenosylmethionine (AdoMet) synthetase. The kinetic behaviour of these compounds was studied using recombinant rat liver AdoMet synthetase (α-isoform) fractionated from E. coli transformed with the plasmid pSSRL-T7N. All the compounds tested were competitive inhibitors of the enzyme with respect to L-methionine.

Hydrogen-bonded tapes based on symmetrically substituted diketopiperazines: A robust structural motif for the engineering of molecular solids

A series of eight symmetrically substituted diketopiperazines (DKPs) derived from 1-amino-1-carboxycycloalkanes (n = 3-7; 3,3,5,5-tetramethylcyclohexane; 4,4-dimethylcyclohexane; 2-indan) were synthesized and their crystal structures determined. In the solid state, all eight compounds form two pairs of hydrogen bonds with two adjacent molecules to form a one-dimensional structure that we refer to as 'tapes'. These molecules represent a range of volumes and shapes that contain a common molecular fragment (DKP ring). We examined this series of compounds with three objectives in mind: (i) to establish the ability of the hydrogen-bonded 'tape' motif to persist through these differences in volume and shape; (ii) to provide a series of structurally related compounds to use to test computational methods of predicting crystal structure from molecular structure; (iii) to search for qualitative correlations between molecular structure and crystal packing. All compounds form tapes and with one exception, all tapes pack with their long axes parallel. When viewed down their long axis, two types of tapes emerge: planar and nonplanar. The type of tape that forms reflects the conformation adapted by the DKP ring-planar or boat. Planar tapes form when the angle (α) between the two planes defined by the cis-amides in the DKP ring is 180°; nonplanar tapes form when α 180°. Five of the eight compounds studied form planar tapes, the remaining three compounds form nonplanar tapes. Despite the variability in volume and shape represented by this series of molecules, the persistence of the tape motif in their crystalline solids suggests that the hydrogen-bonding interactions between parallel alignment of tapes that pack in a manner that permits the interdigitation of substituents on adjacent tapes.

N-SUBSTITUTED HETEROCYCLIC DERIVATIVES, THEIR PREPARATION AND THE PHARMACEUTICAL COMPOSITIONS IN WHICH THEY ARE PRESENT

The invention relates to N-substituted heterocyclic derivatives and its salts. These derivatives have the formula (I) in which the substituents are as defined in the specification. Application: Angiotensin II antagonists