109208-40-4

Basic information

• Product Name: N-benzyl-N-amine
• Synonyms: N-benzyl-N-amine
• CAS NO: 109208-40-4
• Molecular Weight: 221.299
• Mol File: 109208-40-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: N-benzyl-N-amine(CAS DataBase Reference)
• NIST Chemistry Reference: N-benzyl-N-amine(109208-40-4)
• EPA Substance Registry System: N-benzyl-N-amine(109208-40-4)

Safety Data

• Hazardous Substances Data: 109208-40-4(Hazardous Substances Data)

Upstream product

• 100-46-9 benzylamine 
• 15186-48-8 2,3-isopropylidene-glyceraldehyde 
• 23788-74-1 (R)-2,2-dimethyl-1,3-dioxolane-4-ylmethyl p-toluenesulfonate 
• 83461-40-9 methanesulfonic acid (R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl ester 
• 131319-74-9 (R)-2,3-di-O-isoproylideneglyceraldehyde N-benzylimine 
• 1707-77-3 1,2:5,6-di-O-isopropylidene-D-mannitol 
• 100-79-8 (R,S)-2,2-dimethyl-1,3-dioxolane-4-methanol 

Downstream Products

• 148638-79-3 N-benzyl-N-(tert-butoxycarbonyl)-N-amine 
• 148638-77-1 N-Benzyl-2-chloro-N-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-acetamide 
• 82954-65-2 [(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methanamine 
• 1010701-24-2 (S)-N-benzyl-1-(5-(benzyloxymethyl)-4-methoxy-5H-pyrrolo[3,2-d]pyrimidin-7-yl)-N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)methanamine 
• 1010702-27-8 (S)-2-[benzyl(2,2-dimethyl-1,3-dioxolan-4-yl)methylamino]ethanol 
• 148638-80-6 N-benzyl-N-(tert-butoxycarbonyl)-N-<2(S),3-dihydroxypropyl>amine 
• 178421-63-1 (S)-3-Benzyl-2-oxo-oxazolidine-5-carbaldehyde 
• 178421-64-2 (5S)-3-benzyl-5-hydroxymethyloxazolidin-2-one 
• 148638-74-8 N-Benzyl-2-chloro-N-((R)-2,3-dihydroxy-propyl)-acetamide 
• 135065-72-4 (S)-N-benzyl-3-chloroacetamidopropane-1,2-diol 
• 148638-78-2 (S)-4-Benzyl-6-hydroxymethyl-morpholin-3-one 
• 148638-81-7 Methanesulfonic acid (S)-2-(benzyl-tert-butoxycarbonyl-amino)-1-methanesulfonyloxymethyl-ethyl ester 
• 148638-82-8 Acetic acid (R)-3-benzyl-2-oxo-oxazolidin-5-ylmethyl ester 
• 132073-82-6 (S)-4-Benzyl-2-(hydroxymethyl)morpholine 

Relevant articles and documents

Formal synthesis of a 2- and 8-functionalized 1,4,7-trioxa-10-azaspiro[5.5]undecane

(E,E)-(2R,6S,8R )-(+)-N-Benzoyl-2,8-dihydroxymethyl-1,4,7-trioxa-10-azaspiro[5.5]undec ane was synthesised in seven steps from (S)-isopropylideneglycerol as chiral precursor. The final cyclodehydration reaction was carried out on a dihydroxyamidoketone intermediate.

Third-generation immucillins: Syntheses and bioactivities of acyclic immucillin inhibitors of human purine nucleoside phosphorylase

ImmH (1) and DADMe-ImmH (2) are potent inhibitors of human purine nucleoside phoshorylase (PNP), developed by us and currently in clinical trials for the treatment of a variety of T-cell related diseases. Compounds 1 and 2 were used as templates for the design and synthesis of a series of acyclic immucillin analogues (8-38) in order to identify simplified alternatives to 1 and 2. SerMe-ImmG (8) and DATMe- ImmG (9) displayed the lowest inhibition constants of 2.1 and 3.4 pM, respectively, vs PNP. It was postulated that the flexible natures of 8 and 9 enabled them to adopt conformations resembling those of 1 and 2 within the active site of PNP and that the positioning of two hydroxyl groups was critical for picomolar activity. SerMe-ImmH (10, K d = 5.2 pM) was shown to be orally available in mice with a long biological residence time on blood PNP.

ACYCLIC AMINE INHIBITORS OF 5'-METHYLTHIOADENOSINE PHOSPHORYLASE AND NUCLEOSIDASE

The present invention relates to compounds of the general formula (I) which are inhibitors of 5'-methylthioadenosine phosphorylase or 5'-methylthioadenosine nucleosidase. The invention also relates to the use of these compounds in the treatment of diseases or conditions in which it is desirable to inhibit 5'-methylthioadenosine phosphorylase or 5'-methylthioadenosine nucleosidase including cancer, and to pharmaceutical compositions containing the compounds.