82291-89-2

Upstream product

• 83450-67-3 2-(2-methyl-3-butenyl)-2-<1(S)-benzamido-2-phenylethyl>-1,3-dioxolane 
• 83450-69-5 6(S)-benzamido-3-methyl-5-oxo-7-phenyl-1-heptene 
• 83084-78-0 (R)-4-(4-Benzyl-5-oxo-2-phenyl-4,5-dihydro-oxazol-4-yl)-2-methyl-4-oxo-butyric acid methyl ester 
• 3641-51-8 2-(R)-methylsuccinic acid 
• 498-21-5 2-methylbutanedioic acid 
• 22644-27-5 (R)-methylsuccinic acid dimethyl ester 
• 83084-79-1 (R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoic acid methyl ester 
• 33861-65-3 N-phthaloyl-L-phenylalanine-2-mercaptopyridyl thioester 
• 83450-66-2 2-(2-methyl-3-butenyl)-2-<1(S)-phthalimido-2-phenylethyl>-1,3-dioxolane 
• 83450-65-1 3-methyl-5-oxo-7-phenyl-6(S)-phthalimido-1-heptane 
• 83450-68-4 (S)-1-[2-(2-Methyl-but-3-enyl)-[1,3]dioxolan-2-yl]-2-phenyl-ethylamine 

Downstream Products

• 83084-81-5 5-benzamido-2-methyl-4-oxo-6-phenylhexanoyl-L-proline 
• 83084-81-5 5-benzamido-2-methyl-4-oxo-6-phenylhexanoyl-L-proline 
• 83148-63-4 (S)-1-((2R,5R)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid 
• 83148-64-5 (S)-1-((2S,5S)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid 
• 83084-81-5 5-benzamido-2(R)-methyl-4-oxo-6-phenylhexanoyl-L-proline 
• 83148-65-6 (S)-1-((2R,5S)-5-Benzoylamino-2-methyl-4-oxo-6-phenyl-hexanoyl)-pyrrolidine-2-carboxylic acid 

Relevant academic research and scientific papers

Derivatives of the potent angiotensin converting enzyme inhibotor 5(S)-benzamido-4-oxo-6-phenylhexanoyl-L-proline: Effect of changes at positions 2 and 5 of the hexanoic acid portion

Several derivatives of the potent angiotensin converting enzyme inhibitor 5(S)-benzamido-4-oxo-6-phenylhexanoyl-L-proline (1) were synthesized and tested for converting enzyme inhibition activity and blood pressure lowering effects in rats. One compound, 5(S)-benzamido-2(R)-methyl-4-oxo-6-phenylhexanoyl-L-proline (2a), had an I50 against angiotensin converting enzyme of 1.0 x 10-9 M and is the most potent inhibitor prepared thus far in this class of compounds. Testing of 2a orally at 30 mg/kg for inhibition of the angiotensin I induced blood pressure increase in conscious normotensive rats gave 100% inhibition that required 143 min before the angiotensin I blood pressure response returned to 70% of the pretreatment control response. In the conscious renal hypertensive rat, 2a given orally at a dose of 3 mg/kg caused a lowering of blood pressure that reached its maximum of 40 mmHg 8 h following drug administration.

SYNTHESIS OF KETOMETHYLENE ANALOGS OF DIPEPTIDES

A convenient method of synthesizing ketomethylene dipeptides by using homoallylic Grignard reagents as amino acid analog synthons is described.