80629-36-3

Basic information

• Product Name: (R)-1-(3-BroMo-2-Methyl-1-oxopropyl)-L-proline
• Synonyms: (R)-1-(3-BroMo-2-Methyl-1-oxopropyl)-L-proline
• CAS NO: 80629-36-3
• Molecular Formula: C9H14BrNO3
• Molecular Weight: 264.11636
• Product Categories: Inhibitors, Intermediates, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 80629-36-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-1-(3-BroMo-2-Methyl-1-oxopropyl)-L-proline(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-1-(3-BroMo-2-Methyl-1-oxopropyl)-L-proline(80629-36-3)
• EPA Substance Registry System: (R)-1-(3-BroMo-2-Methyl-1-oxopropyl)-L-proline(80629-36-3)

Safety Data

• Hazardous Substances Data: 80629-36-3(Hazardous Substances Data)

Usage

Uses

(R)-1-(3-bromo-2-methyl-1-oxopropyl)-L-proline is an intermediate in the synthetic preparation of Captopril (C175750), a orally active angiotensin-converting enzyme (ACE) inhibitor.

Upstream product

• 71271-28-8 3-bromo-2-methylpropanoyl chloride 
• 147-85-3 L-proline 

Downstream Products

• 1275614-34-0 C₁₇H₂₃NO₄Se 
• 1275614-31-7 C₁₇H₂₃NO₄Se 

Relevant articles and documents

Synthesis, characterization and antioxidant activity of angiotensin converting enzyme inhibitors

Angiotensin converting enzyme (ACE) catalyzes the conversion of angiotensin I (Ang I) to angiotensin II (Ang II). ACE also cleaves the terminal dipeptide of vasodilating hormone bradykinin (a nonapeptide) to inactivate this hormone. Therefore, inhibition of ACE is generally used as one of the methods for the treatment of hypertension. 'Oxidative stress' is another disease state caused by an imbalance in the production of oxidants and antioxidants. A number of studies suggest that hypertension and oxidative stress are interdependent. Therefore, ACE inhibitors having antioxidant property are considered beneficial for the treatment of hypertension. As selenium compounds are known to exhibit better antioxidant behavior than their sulfur analogues, we have synthesized a number of selenium analogues of captopril, an ACE inhibitor used as an antihypertensive drug. The selenium analogues of captopril not only inhibit ACE activity but also effectively scavenge peroxynitrite, a strong oxidant found in vivo. The Royal Society of Chemistry 2011.

Process for preparing 1-(3-bromo-2-alkylpropanoyl-L-proline derivatives

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