93643-24-4

Usage

Uses

Used in Chiral Stationary Phases:
(S)-1,4-Diazabicyclo[4.3.0]nonane is used as a stationary phase in chromatographic techniques for the separation of enantiomeric mixtures of products. Its chiral nature allows for the discrimination between different enantiomers, which is crucial in the purification and analysis of chiral compounds, particularly in the pharmaceutical industry where the efficacy and safety of enantiomers can vary significantly.
Used in Catalysts for Enantioselective Synthesis:
In the field of organic chemistry and pharmaceuticals, (S)-1,4-Diazabicyclo[4.3.0]nonane serves as a catalyst for the enantioselective synthesis of various organic compounds and drugs. Its ability to form complexes with reactants and selectively stabilize transition states leads to the preferential formation of one enantiomer over the other, which is essential for producing pure and biologically active compounds.
Used in Chemical Research:
(S)-1,4-Diazabicyclo[4.3.0]nonane is also utilized in chemical research for studying reaction mechanisms, exploring the properties of chiral compounds, and developing new synthetic methodologies. Its unique structure and reactivity make it a valuable tool for understanding and manipulating molecular interactions in various chemical processes.

InChI:InChI=1/C7H14N2/c1-2-7-6-8-3-5-9(7)4-1/h7-8H,1-6H2/t7-/m0/s1

Upstream product

• 3705-27-9 (S)-hexahydropyrrolo[1,2-a]pyrazine-1,4-dione 
• 862671-86-1 benzyl (S)-hexahydropyrrolo[1,2-a]pyrazine-2(1H)-carboxylate 
• 57294-31-2 tert-butyl (S)-2-((2-ethoxy-2-oxoethyl)carbamoyl)pyrrolidine-1-carboxylate 
• 15761-39-4 1-(tert-butoxycarbonyl)-L-proline 
• 38074-72-5 (S)-1-(2-chloroacetyl)pyrrolidine-2-carboxylic acid methyl ester 
• 5817-26-5 ethyl (2S)-pyrrolidine-2-carboxylate 
• 147-85-3 L-proline 
• 96163-74-5 N-chloroacetyl-L-proline ethyl ester 
• 634922-10-4 [(pyrrolidine-2-carbonyl)-amino]acetic acid methyl ester trifluoroacetate 
• 15761-39-4 N-Boc-L-proline 
• 96145-91-4 L-5-Oxo-1,4-diazabicyclo<4.3.0>nonane 

Downstream Products

• 150208-62-1 2-(3,4-Dichloro-phenyl)-1-(R)-hexahydro-pyrrolo[1,2-a]pyrazin-2-yl-ethanone 
• 150208-63-2 2-(3,4-Dichloro-phenyl)-1-(S)-hexahydro-pyrrolo[1,2-a]pyrazin-2-yl-ethanone 
• 49864-70-2 L-10-<β-N-(1,4-Diazabicyclo<4.3.o>nonanyl)propionyl>-2-chlorophenothiazine 
• 1245465-57-9 6-bromo-4-{5-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylmethyl]-1,3,4-oxadiazol-2-yl}-1-(phenylsulfonyl)-1H-indazole 
• 639069-01-5 C₂₄H₃₃N₃O₂ 
• 1338708-20-5 C₃₀H₃₃FN₂O₅ 
• 1245465-53-5 N-[5-[4-{5-[(8aS)-hexahydropyrrolo[1,2-a]pyrazin-2(1H)-ylmethyl]-1,3,4-oxadiazol-2-yl}-1-(phenylsulfonyl)-1H-indazol-6-yl]-2-(methyloxy)-3-pyridinyl]methanesulfonamide 
• 1235560-13-0 (S)-3-(octahydropyrrolo[1,2-a]pyrazine-2-carbonyl)-N-(4-(trifluoromethyl)phenyl)benzenesulfonamide 
• 1235560-16-3 (S)-N-(2,3-difluorophenyl)-3-(octahydropyrrolo[1,2-a]pyrazine-2-carbonyl)benzenesulfonamide 
• 1235560-24-3 (S)-N-(2-fluorophenyl)-3-(octahydropyrrolo[1,2-a]pyrazine-2-carbonyl)benzenesulfonamide 
• 1259917-21-9 (S)-N-cyclohexyl-2-(hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)acetamide 
• 1338729-53-5 C₃₀H₃₅N₃O₆ 
• 1338706-11-8 (S)-(2-chloro-3,4-bis((4-methoxybenzyl)oxy)phenyl) (hexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl)methanone 

Relevant academic research and scientific papers

CERTAIN PROTEIN KINASE INHIBITORS

Provided are certain CDK4/6 inhibitors, pharmaceutical compositions thereof, and methods of use therefor.

Carbostyril carboxylic compounds and intermediates, preparation method and application thereof

The invention discloses carbostyril carboxylic compounds and hydrochlorides thereof and also discloses a preparation method of the compounds and the hydrochlorides thereof as well as an application of the compounds and the hydrochlorides thereof in preparing gram-positive bacterium-preventing or gram-negative bacterium-preventing drugs. Moreover, the invention discloses intermediates for preparing the compounds and a preparation method of the intermediates.

Design, synthesis, and structure-activity relationship study of bicyclic piperazine analogs of indole-3-carboxamides as novel cannabinoid CB1 receptor agonists

Bicyclic piperazine derivatives were synthesized as conformationally constrained analogs of N-alkyl piperazines and were found to be potent CB1 receptor agonists. The CB1 receptor agonist activity was dependent upon the absolute configuration of the chiral center of the bicyclic ring system. Although the conformational constraint did not protect the compounds from metabolism by N-dealkylation, several bicyclic analogs were found to be more potent than the unconstrained lead compound. Compound 8b demonstrated potent antinociceptive activity in vivo.

PYRIMIDINE DERIVATIVE

This invention provides pyrimidine derivatives represented by a formula, in the formula, ring A stands for carbocyclic group or heterocyclic group, X 1 stands for hydrogen, lower alkyl, amino, etc., X 2 stands for hydrogen or lower alkyl, Y stands for a direct bond or sulfur or nitrogen, n stands for an integer of 0 - 4, and Ar stands for a group of the following formula, or a salt thereof, which concurrently exhibit 5-HT 1A agonistic activity and 5-HT 3 antagonistic activity and are useful for therapy and treatments of diseases such as IBS. The invention furthermore provides a therapeutic method of IBS, characterized by having 5-HT 1A agonistic activity and 5-HT 3 antagonistic activity work simultaneously and cooperatively in vivo, which comprises either administering 5-HT 3 antagonistic agent which concurrently exhibits 5-HT 1A agonistic activity, or administering 5-HT 1A agonistic agent and 5-HT 3 antagonistic agent simultaneously, in sequence or at an interval.

BICYCLIC NONANE AND DECANE COMPOUNDS HAVING DOPAMINE RECEPTOR AFFINITY

Described herein are D4 receptor-selective compounds of the general formula: STR1 wherein: A and B are independently selected, substituted or unsubstituted, unsaturated 5-or 6-membered, homo-or heterocyclic rings;X 1 is selected from O, S, SO, SO 2, CH. sub.2, C=O, CH--OH, CH--N(C 1-4 alkyl) 2, C= CHCl, and C=CHCN;X 2---is selected from N= , CH. sub.2--, CH= and C(O)--;n is 1 or 2; R 1 is selected from H and the α-carbon side chain of an amino acid;R 2 and R 3 are selected independently from H, OH,--NH 2,--C(O)NH 2 =O, =S,halo, cyano, C 1-9 alkyl, C 1-9 alkoxy, C 1-4 alkylS--, C 1-4 alkylSO--, C 1-4 alkylSO 2--, phenoxy, benzyloxy and piperonyloxy; andH* is in either the R-or the S-configuration,and acid addition salts, solvates and hydrates thereof.Their use as ligands for dopamine receptor identification and in a drug screening program, and as pharmaceuticals to treat indications in which the D4 receptor is implicated, such as schizophrenia, is also described.

BICYCLIC NONANE AND DECANE COMPOUNDS HAVING DOPAMINE RECEPTOR AFFINITY

Described herein are D4 receptor-selective compounds of the general formula: STR1 wherein: A and B are independently selected, optionally substituted, saturated or unsaturated 5-or 6-membered, homo-or heterocyclic rings;X 1 is selected from CH 2, O, NH, S, C=O, CH--OH, CH--N(C 1-4 alkyl) 2, C=CHCl, C= CHCN, N-C 1-4 alkyl, N-acetyl, SO 2 and SO;X. sub.2---is selected from N=, CH 2--, CH=, C(O)--, O--, and S--;n is 1 or 2;R 1 is selected from H and an amino acid side chain;R 2 is selected from H, OH, C 1-9 alkyl, C 1-9 alkoxy, and benzyloxy; andR 3 is selected from H, OH, halo, cyano, C 1-4 alkyl, C 1-4 alkoxy, phenoxy, benzyloxy, =O, =S, C 1-4 alkylsulfonyl, C 1-4 alkylsulfonyl, C 1-4 alkylthio, amino, and aminocarbonyl;and acid addition salts, solvates and hydrates thereof. Their use as ligands for dopamine receptor identification and in a drug screening program, and as pharmaceuticals to treat indications in which the D4 receptor is implicated, such as schizophrenia, is also described.

Synthesis and Evaluation of Conformationally Restricted N--N-methyl-2-(1-pyrrolidinyl)ethylamines at ? Receptors. 2. Piperazines, Bicyclic Amines, Bridged Bicyclic Amines, and Miscellaneous Compounds

As a continuation of our earlier study (J.Med.Chem. 1992, 35, 4334-4343) we conformationally restricted the ?-receptor ligand 2-(1-pyrrolidinyl)-N--N-methylethylamine (1) by incorporating it into a series of homologous piperazines 3-9 and homopiperazines 10 and 11, diazabicyclononanes and decanes, bridgehead bicyclooctanes and nonanes as well as other miscellaneous compounds. ?-Receptor binding affinites were obtained using (+)-pentazocine in guinea pig brain membrane ?1 sites.The studies suggest that the nitrogen lone pair orient ation found in the piperazines affords the strongest binding interaction.Other nitrogen lone pair orientations or compounds representing unlikely staggered conformations of 1 -1,4-diazabicyclononane (16)> show very weak ? interaction.Comperison of the binding data of different N-substituted homologues of 1 with those of the 1--4-alkylpiperazines suggests that the two nitrogen atoms of 1 are working in opposition to one another in terms of their sensitivity to steric bulk.The high binding affinity of the 1,4-diazabicyclononanes 12 suggests that these may approximate the methyl and pyrrolidine ring conformations found in 1 when it is bound to the ? receptor.Compound 12 exhibited a 4-fold enantioselectivity favoring (+)-12.The synthesis of 6,7-dichloro-2-amino>tetralin (19) and its desmethyl derivative 20 permitted constraint of the 3,4-dichlorophenyl and N-methyl moieties of 1 into a gauche orientation.The binding data suggests that this conformation in 1 favors strong binding interaction at ?-receptors. ?-Receptor K1's ra nged from 0.55 nM for 1--4-n-butylpiperazine (7) to 654 nM for 16.Overall comparison of the results indicate that 1 is subject to considerable conformational freedom and suggests that the ?-receptor is not subject to rigid stereochemical restraints with 1.These results add to our earlier study where we restrained 1 using simple monocyclic heterocycles.

Synthesis and Inhibitory Activity on Carbonic Anhydrase of Some New Sulpiride Analogues Studied by Means of a New Method

The pharmacological activity of several new sulpiride analogues was studied by means of a new approach, based on a potentiometric technique with a pCO2 sensor, capable of detecting carbonic anhydrase inhibition at equilibrium conditions.This procedure gives results stated as percent of inhibition of enzymatic activity (IP, inhibitory power).To prove the reliability of the proposed approach and to study structure-activity relationships, several new molecules were synthesized and tested in comparison with the two sulpiride enantiomers.A possible inhibition mechanism is discussed in terms of experimental evidence obtained from the interactions between the molecular structures of the new synthesized compounds and carbonic anhydrase.