134003-84-2

Usage

Uses

Used in Pharmaceutical Industry:
tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate hydrochloride is used as a synthetic reagent for the preparation of tetrahydroisoquinolines, which are known as CXCR4 antagonists. These antagonists have potential applications in the treatment of various diseases, including cancer, as they can modulate the activity of the CXCR4 receptor, which is involved in cell signaling and migration.
Used in Chemical Research:
In addition to its pharmaceutical applications, tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate hydrochloride can also be used as a research tool in the development of new chemical compounds and methodologies. Its unique structure and reactivity make it a valuable asset in the synthesis of complex organic molecules and the exploration of novel reaction pathways.

InChI:InChI=1/C10H18N2O2.ClH/c1-10(2,3)14-9(13)12-6-7-4-8(12)5-11-7;/h7-8,11H,4-6H2,1-3H3;1H/t7-,8-;/m1./s1

Upstream product

• 120806-96-4 (2S,4S)-1-benzoyl-4-hydroxyproline methyl ester 
• 51-35-4 4R-4-hydroxyproline 
• 31560-19-7 (2S,4R)-1-benzoyl-4-hydroxy-L-proline 
• 31560-25-5 5-aza-5-benzoyl-2-oxa-3-oxo-bicyclo<2.2.1>heptane 
• 1134-94-7 2-phenylsulfanyl-aniline 
• 1885-14-9 phenyl chloroformate 
• 134003-83-1 tert-butyl (1R,4R)-5-benzyl-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate 
• 591-50-4 iodobenzene 
• 137-07-5 2-amino-benzenethiol 
• 1527-12-4 2-(phenylthio)benzoic acid 
• 108-95-2 phenol 
• 882-33-7 diphenyldisulfane 
• 14178-42-8 2-benzamidopyridine 1-oxide 
• 4171-83-9 2-nitrophenyl phenyl sulfide 

Downstream Products

• 286946-75-6 tert-butyl (1R,4R)-5-(5-benzyloxy-3-pyridinyl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate 
• 851527-70-3 5-(1-methylsulfanyl-3-oxo-3-phenyl-propenyl)-2,5-diaza-bicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester 
• 1186642-56-7 N-((1S)-1-{[(1R,4R)-5-({[(2,4-dichlorophenyl)sulfonyl]amino}acetyl)-2,5-diazabicyclo[2.2.1]hept-2-yl]carbonyl}-3-methylbutyl)-1-benzothiophene-2-carboxamide 
• 198988-90-8 (1R,4R)-2-(4-fluorophenyl)-2,5-diazabicyclo[2.2.1]heptane 

Relevant academic research and scientific papers

INFLUENZA VIRUS REPLICATION INHIBITOR AND USE THEREOF

Disclosed are a compound as shown in formula (I) as an influenza virus replication inhibitor and a preparation method therefor, a pharmaceutical composition comprising the compound and the use of the compound and pharmaceutical composition thereof in the treatment of influenza.

Cobalt-Catalyzed Direct C-H Thiolation of Aromatic Amides with Disulfides: Application to the Synthesis of Quetiapine

A direct C(sp2)-H thiolation of aromatic amides with disulfides was developed. The coupling reaction proceeds between the thioether radical and cobaltacycle intermediate. This method exhibits a relatively broad substrate scope and high functional group compatibility. A mechanistic study indicates that the cobalt(IV) intermediate is probably formed during the course of the reaction. The thiolation product can be transformed to Quetiapine, which is an atypical antipsychotic agent approved for the treatment of schizophrenia and bipolar disorder.

Design, synthesis and anticancer activity of N-(1-(4-(dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl)-1-oxo-3-phenylpropan-2-yl derivatives

Novel N-(1-(4-(dibenzo[b,f][1,4]thiazepin-11-yl)piperazin-1-yl)-1-oxo-3-phenylpropan-2-yl derivatives were designed, synthesized and their chemical structures were confirmed by 1H NMR, 13C NMR and Mass spectra. The anticancer activities of the newly synthesized compounds were evaluated in vitro against three human cancer cell lines including K562, Colo-205 and MDA-MB 231 by MTT assay. The screening results showed that five compounds (16b, 16d, 16i, 16p and 16q) exhibited potent cytotoxic activities with IC50 values between 20 and 40 μM. Further in vitro studies revealed that inhibition of sirtuins could be the possible mechanism of action of these molecules.

MOISTURE-STABLE HOLOGRAPHIC MEDIA

The invention relates to novel compounds which are especially suitable for use as writing monomers in holographic media. The invention further provides a photopolymer and a holographic medium comprising the inventive compounds, and an optical display, a security document and a holographic optical element comprising an inventive holographic medium.

Synthesis of (1R,4R)-2,5-diazabicyclo[2.2.1]heptane derivatives by an epimerization-lactamization cascade reaction

An epimerization-lactamization cascade of functionalized (2S,4R)-4-aminoproline methyl esters is developed and applied in synthesizing (1R,4R)-2,5-diazabicyclo[2.2.1]heptane (DBH) derivatives. (2S,4R)-4-Aminoproline methyl esters are likely to undergo 2-epimerization under basic conditions, followed by an intramolecular aminolysis of the (2R)-epimer to form the bridged lactam intermediates. Key factors identified for this cascade reaction include the electron-withdrawal N-protective group in the substrates and a strong base as the promoter.

Synthesis, characterization and antimicrobial activity of 2-(11-oxodibenzo [b,f][1,4]thiazepin-10(11H)-yl)-N (substituted phenyl) acetamide derivatives

Substituted dibenzo [b,f][1,4]thiazepines analogues carrying 2-chloro N-phenylacetamide moiety attached to 11-C position have been synthesized and evaluated using IR, 1H NMR and mass spectra. Antibacterial properties have been examined for the synthesized derivatives against gram positive and gram negative bacteria. 2-(11-Oxodibenzo [b,f][1,4]thiazepin-10(11H)-yl)-N phenylacetamide derivatives show good significant antimicrobial activity.

Diversified synthesis of novel quinoline and dibenzo thiazepine derivatives using known active intermediates

The novel drug development to control resisting infections in conventional drug therapy is a need of today. Few antiulcer relative derivatives developed by approaching convergent synthesis. The derivatives synthesized successfully are dibenzo thiazepine-pyridine (SLN11-SLN15) and benzimidazole-hydroquinoline based derivatives (SLN16-SLN20). It involved the coupling through microwave, sonication and conventional techniques at final step. The efficient technology identified as sonication technique basically time and yield. The reported compounds were structural characterized by elemental analysis and spectral studies such as 1H, 13C NMR and MS.

PROCESS FOR PREPARATION OF DIBENZOTHIAZEPINONE COMPOUNDS

The present invention discloses a process for the preparation of dibenzothiazepinone compounds of Formula I. The process for preparation of a dibenzothiazepinone compound of Formula I comprises reaction of compound of formula II in the presence of an acid catalyst comprising phosphorus pentoxide and methanesulfonic acid. The dibenzothiazepinone compounds of Formula I are key intermediate for the preparation of 2-(2-(4-dibenzo[b,f][1,4]thiazepine-11-yl-1-piperazinyl)ethoxy)ethanol known as quetiapine and its derivatives, which are effective antipsychotic substances.

Synthesis and antibacterial activities of new dibenzothiazepine derivatives

A number of substituted dibenzo[b,f][1,4]thiazepines analogues carrying heterocyclic and aliphatic moiety attached to C-11 position have been synthesized and evaluated their antibacterial activities against gram positive and gram negative bacteria. Derivatives of imidazole, 2-methyl imidazole and pyrrolidine exhibit significant antibacterial activities.

Aryl-substituted bridged or fused diamines as modulators of leukotriene A4 hydrolase

Aryl-substituted bridged or fused diamine compounds, pharmaceutical compositions containing them, and methods of using the compounds and the pharmaceutical compositions for leukotriene A4 hydrolase (LTA4H or LTA4H) modulation and for the treatment of disease states, disorders, and conditions mediated by LTA4H activity, such as allergy, asthma, autoimmune diseases, pruritis, inflammatory bowel disease, ulcerative colitis, and cardiovascular disease, including atherosclerosis and prevention of myocardial infarction.