1221818-01-4

Basic information

• Product Name: (+/-)-endo-7-Boc-7-azabicyclo[2.2.1]heptan-2-yl aMine
• Synonyms: (+/-)-endo-7-Boc-7-azabicyclo[2.2.1]heptan-2-yl aMine;endo-7-Boc-7-azabicyclo[2.2.1]heptan-2-yl amine racemate;tert-Butyl 2-amino-7-azabicyclo[2.2.1]heptane-7-carboxylate
• CAS NO: 1221818-01-4
• Molecular Formula: C11H20N2O2
• Molecular Weight: 212.2887
• Mol File: 1221818-01-4.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: (+/-)-endo-7-Boc-7-azabicyclo[2.2.1]heptan-2-yl aMine(CAS DataBase Reference)
• NIST Chemistry Reference: (+/-)-endo-7-Boc-7-azabicyclo[2.2.1]heptan-2-yl aMine(1221818-01-4)
• EPA Substance Registry System: (+/-)-endo-7-Boc-7-azabicyclo[2.2.1]heptan-2-yl aMine(1221818-01-4)

Safety Data

• Hazardous Substances Data: 1221818-01-4(Hazardous Substances Data)

Usage

General Description

(+/-)-endo-7-Boc-7-azabicyclo[2.2.1]heptan-2-yl amine, also known as tropin-2-yl amine, is a chemical compound with potential biological and pharmaceutical applications. It belongs to the class of bicyclic amines and is commonly used as a building block in the synthesis of complex organic molecules. (+/-)-endo-7-Boc-7-azabicyclo[2.2.1]heptan-2-yl aMine is often used as a chiral auxiliary in asymmetric synthesis and can be modified to create diverse chemical structures. Its unique stereochemistry and structural characteristics make it a valuable tool in medicinal chemistry and drug discovery. Additionally, its potential as a ligand in catalysis and as a precursor to heterocyclic compounds makes it a versatile and important chemical building block in organic synthesis.

Upstream product

• 1250884-79-7 (+/-) exo-tert-butyl-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate 
• 1250884-79-7 tert-butyl endo-2-(benzyloxycarbonylamino)-7-azabicyclo[2.2.1]heptane-7-carboxylate 
• 1221818-81-0 (1S,2R,4R)-7-(tert-butoxycarbonyl)-7-azabicyclo[2.2.1]heptane-2-carboxylic acid 
• 1250884-79-7 tert-butyl exo-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate 
• 500556-94-5 tert-butyl (1S,2R,4R)-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate 
• 500556-94-5 exo-tert-butyl (1S,2R,4R)-(+)-2{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate 
• 500556-94-5 exo-tert-butyl (1S,2R,4R)-(+)-2-{[(benzyloxy)carbonyl]amino}-7-azabicyclo[2.2.1]heptane-7-carboxylate 
• 1250884-79-7 exo-tert-butyl-2(R(+)-((benzyloxy)carbonyl)amino)-7-azabicyclo[2.2.1]heptane-7-carboxylate 

Relevant articles and documents

Pyrazole Compounds As LSD1 Inhibitors And Applications Thereof

Disclosed are a class of pyrazole compounds and applications thereof in the preparation of a medicament for treating related diseases. Specifically, related are a compound represented by formula (II) and a pharmaceutically acceptable salt thereof.

SUBSTITUTED 7-AZABICYCLES AND THEIR USE AS OREXIN RECEPTOR MODULATORS

The present invention is directed to compounds of Formula I: wherein ring A is phenyl, naphihalenyl, pyridyl, quinolinyl, isoquinolinyl, imidazopyridyl, furanyi, tlisazolyl, isoxazolvl, pyrazolyl, imidazothiazolyi, benzimidazolyl, or indazolyi; R1 is H, alky], aikoxy, hydroxyalkylene, OH, halo, phenyl, triazolyl, oxazolyl, isoxazofyl, pyridyl, pyrimidinyl, pyrazinyl, pyridazmyl, piperazinyl, pyrazolyl, oxadiazolvl, pyrrolidinyl, thiophenyi, morpholinyl, or dialkyiamino; R2 is H, alkyl, aikoxy, hydroxyalkylene, or halo; Z is NH, N-alkyl, or O; R5 is pyridyl, pyrimidinyl, pyrazinyl, pyridazmyl, qumazolinyi, quinoxalinyl, pyrazolyl, benzoxazolyl, imidazopyrazinyl, triazolopyrazinyl, optionally substituted with a one or two substituents independently selected from the group consisting of alkyl, aikoxy, or halo; and n is 0 or 1, Methods of making the compounds of Formula 1 are also described. The invention also relates to pharmaceutical compositions comprising compounds of Formula I. Methods of using the compounds of the invention are also within the scope of the invention.

Structure-activity relationships of adenosines with heterocyclic N6-substituents

Two series of N6-substituted adenosines with monocyclic and bicyclic N6 substituents containing a heteroatom were synthesized in good yields. These derivatives were assessed for their affinity ([3H]CPX), potency, and intrinsic activity (cAMP accumulation) at the A1 adenosine receptor in DDT1 MF-2 cells. In the monocyclic series, the N6-tetrahydrofuran-3-yl and thiolan-3-yl adenosines (1 and 26, respectively) were found to possess similar activities, whereas the corresponding selenium analogue 27 was found to be more potent. A series of nitrogen containing analogues showed varying properties, N6-((3R)-1-benzyloxycarbonylpyrrolidin-3-yl)adenosine (30) was the most potent at the A1AR; IC50 = 3.2 nM. In the bicyclic series, the effect of a 7-azabicyclo[2.2.1]heptan-2-yl substituent in the N6-position was explored. N6-(7-Azabicyclo[2.2.1]heptan-2-yl)adenosine (38) proved to be a reasonably potent A1 agonist (Ki = 51 nM, IC50 = 35 nM) while further substitution on the 7″-nitrogen with tert-butoxycarbonyl (31, IC50 = 2.5 nM) and 2-bromobenzyloxycarbonyl (34, IC50 = 9.0 nM) gave highly potent A1AR agonists.