119601-30-8

Upstream product

• 110-89-4 piperidine 
• 962-39-0 L-Phenylalanine benzyl ester 
• 63-91-2 L-phenylalanine 
• 35661-40-6 N-Fmoc L-Phe 
• 119601-29-5 N-piperidinocarbonyl-L-phenylalanine benzyl ester 

Relevant academic research and scientific papers

'One-pot' preparation of N-(Carbonylamino)amino acids and half- acid/half-ester urea dipeptides directly from α-amino acids

N-(Carbonylamino)amino acids and half-acid/half ester urea dipeptides can be prepared in a 'one-pot' sequence directly from α-amino acids by employing TMS as a 'transient' protecting group. The 4-step sequence: selective O-silylation of the α-amino acid,

Solid phase urea synthesis: An efficient and direct conversion of Fmoc- protected amines to ureas

An efficient 'one-pot' conversion of Fmoc-protected amino acids to the ureas in the solid phase is described. This methodology uses MeSiCl3 in the presence of Et3N to cleave Froot-protected amines directly to their isocyanates. This transformation has been demonstrated on some Fmoc-protected amino acids. Trapping of the resin-bound isocyanate by the addition of amines generates the desired amino acid ureas in high HPLC purities.

DIOXACYCLOALKANE COMPOUND HAVING RENIN-INHIBITORY ACTIVITY

Dioxacycloalkane compounds of the formula [1] STR1 wherein A is STR2 wherein W is STR3 X is--CO--or--SO 2--; Y is--CH. sub.2--,--O--or--NR 25--; and R 1 is an aralkyl which may be substituted by lower alkoxy;R 2 is a hydrogen atom or a lower alkyl;R 3 is--(CH 2)d-SR 26 or STR4 R. sup.4 and R 5 are each a hydrogen atom or a lower alkyl; and E is--C(R. sup.29)(R 30)--or--CH 2 CH 2--, pharmaceutically acceptable salts thereof, intermediates for producing said compounds, and methods for producing said intermediates. The compounds of the formula [1] have a strong inhibitory activity against renin and show continuous hypotensive action by oral administration. They are useful as hypotensive agents or therapeutic agents for heart failure.

Novel renin inhibitors containing (2S,3S,5S)-2-amino-1-cyclohexyl-6- methyl-3,5-heptanediol fragment as a transition-state mimic at the P1-P1' cleavage site

A series of renin inhibitors containing the (2S,3S,5S)-2-amino-1- cyclohexyl-6-methyl-3,5-heptanediol (2-amino-3,5-anti-diol) fragment as a novel transition-state mimic was synthesized, and their biological activities were evaluated. All of the synthesized compounds containing the 2-amino-3,5- anti-diol fragment at the P1-P1' position showed high in vitro renin- inhibitory activity with IC50 values in the 10-8-10-10 M range, and most of them caused a reduction of blood pressure when administered orally to salt-depleted, conscious marmosets. The inhibitor (29) with the 4- hydroxypiperidine residue at the P4 position showed the highest activity in terms of both potency and duration of the blood pressure-lowering effect.

Novel amino acid derivatives possessing renin-inhibitory activities

An amino acid derivative of the general formula: wherein, R1? is a lower alkyl group and R11 is (wherein R111 is a lower alkyl group and n is an integer of 1 to 5) or a lower alkyl group which may be substituted by hydroxy group or methoxyethoxymethoxy group, or R1? and R11 are combinedly together with the adjacent nitrogen atom; R12 is a hydrogen atom, CnH2n+ 1-O-CO-(n is as defined above) or R13 is a lower alkyl group which may be substituted by substituent(s) selected from HOOC-(H?C)n-O-, R12-NH-(n and R12 are as defined above) and pyridyl group; X is-CH?-,-O-or-NH-and Y is-O-or-NH-; wherein (wherein Z is-O-,-S-,-S(O)-,-S(O)?-,-CH?-,-CH(OH)-,---,-NH-or and a and b are independently an integer of 1 to 4 and the total of a and b is not more than 5) ; R2 is an aralkyl group which may be substituted by lower alkyl group(s); R3 is a hydrogen atom or a lower alkyl group; R? is a lower alkyl group; and A is hydroxy group and B is a hydrogen atom, or A and B are carbonyl group combinedly together with the adjacent carbon atom, a pharmaceutically acceptable acid addition salt or an ester thereof is described. The compounds of the invention possess inhibitory activities against renin and are useful as an antihypertensive agent.