CAS 87269-97-4

Ramiprilat

Description:

Ramiprilat is the active metabolite of the angiotensin-converting enzyme (ACE) inhibitor ramipril, primarily used in the treatment of hypertension and heart failure. It is characterized by its ability to inhibit the conversion of angiotensin I to angiotensin II, leading to vasodilation and reduced blood pressure. Ramiprilat is a white to off-white crystalline powder, soluble in water and organic solvents, which facilitates its pharmacological activity. Its molecular structure includes a carboxyl group, contributing to its acidic properties, and it exhibits a relatively long half-life, allowing for once-daily dosing in clinical settings. The substance is typically administered orally and is known for its efficacy in reducing cardiovascular events in high-risk patients. Additionally, ramiprilat may have renal protective effects, particularly in diabetic patients. As with other ACE inhibitors, potential side effects include cough, hyperkalemia, and hypotension, necessitating careful monitoring during treatment. Overall, ramiprilat plays a significant role in managing cardiovascular health.

Formula: C₂₁H₂₈N₂O₅

InChI: InChI=1S/C21H28N2O5/c1-13(22-16(20(25)26)11-10-14-6-3-2-4-7-14)19(24)23-17-9-5-8-15(17)12-18(23)21(27)28/h2-4,6-7,13,15-18,22H,5,8-12H2,1H3,(H,25,26)(H,27,28)/t13-,15-,16-,17-,18-/m0/s1

InChI key: InChIKey=KEDYTOTWMPBSLG-HILJTLORSA-N

SMILES: C([C@@H](N[C@@H](CCC1=CC=CC=C1)C(O)=O)C)(=O)N2[C@@]3([C@](C[C@H]2C(O)=O)(CCC3)[H])[H]

Synonyms:

• (2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-Carboxy-3-phenylpropyl]amino]-1-oxopropyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid
• (2S,3aS,6aS)-1-[(2S)-2-{[(1S)-1-Carboxy-3-phenylpropyl]amino}propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic acid (non-preferred name)
• Cyclopenta[b]pyrrole-2-carboxylic acid, 1-[(2S)-2-[[(1S)-1-carboxy-3-phenylpropyl]amino]-1-oxopropyl]octahydro-, (2S,3aS,6aS)-
• Cyclopenta[b]pyrrole-2-carboxylic acid, 1-[2-[(1-carboxy-3-phenylpropyl)amino]-1-oxopropyl]octahydro-, [2S-[1[R*(R*)],2α,3aβ,6aβ]]-
• HOE 498 diacid
• Ramipril diacid
• Ramiprilate

Ramiprilat (Ramipril Diacid)

CAS: 87269-97-4

Color and Shape: Neat

Ref: 61-FOR0448.01

Ramiprilate

CAS: 87269-97-4

Formula: C₂₁H₂₈N₂O₅

Purity: 95%

Color and Shape: Solid

Molecular weight: 388.4574

Ref: IN-DA004PGO

Ramipril EP Impurity E (Ramiprilat)

CAS: 87269-97-4

Formula: C₂₁H₂₈N₂O₅

Color and Shape: White To Off-White Solid

Molecular weight: 388.46

Ref: 4Z-R-023

Ramiprilat

CAS: 87269-97-4

Formula: C₂₁H₂₈N₂O₅

Molecular weight: 388.46

Ref: 7W-GP3311

Ramiprilate

CAS: 87269-97-4

Purity: 95.0%

Molecular weight: 388.4639892578125

Ref: 10-F324008

(2S,3aS,6aS)-1-[(2S)-2-[[(1S)-1-Carboxy-3-phenylpropyl]amino]propanoyl]octahydrocyclopenta[b]pyrrole-2-carboxylic Acid (Ramipril Diacid; Ramiprilat)

Controlled Product

CAS: 87269-97-4

Formula: C₂₁H₂₈N₂O₅

Color and Shape: Neat

Molecular weight: 388.46

Ref: 86-MM0448.01

Ramiprilat

Controlled Product

CAS: 87269-97-4

Impurity Ramipril EP Impurity E
Stability Hygroscopic
Applications Ramiprilat (Ramipril EP Impurity E) is a metabolite of Ramipril (R111000), and acts as an ACE inhibitor (1). Reduces the need for dialysis among patients previously on angiotensin-converting-enzyme inhibitors (2). Ramipril is used in stroke prevention. (3)
References 1. Teetz, V. et al.: Arzneimittelforschung. 1984;34(10B):1399-401.2. Ruggenenti, P. et al.: Lancet. 1998 Oct 17;352(9136):1252-6.3. Badrinath, P. et al.; BMJ. 2002 Aug 24; 325(7361): 439.

Formula: C₂₁H₂₈N₂O₅

Color and Shape: Light Yellow

Molecular weight: 388.46

Ref: TR-R111010

Ramiprilat

CAS: 87269-97-4

Ramiprilat is an angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity.

Formula: C₂₁H₂₈N₂O₅

Purity: 97.32%

Color and Shape: White To Off-White Solid

Molecular weight: 388.46

Ref: TM-T7686

Ramipril EP Impurity E

CAS: 87269-97-4

Formula: C₂₁H₂₈N₂O₅

Molecular weight: 388.46

Ref: ST-EA-CP-R7005

Ramiprilat(Mixture of Diastereoisomers)

Controlled Product

CAS: 87269-97-4

Formula: C₂₁H₂₈N₂O₅

Color and Shape: Neat

Molecular weight: 388.46

Ref: TR-R111055

Ramiprilat

CAS: 87269-97-4

Ramiprilat is an angiotensin-converting enzyme inhibitor that is used to treat high blood pressure and congestive heart failure. It binds to the active site of the enzyme and blocks its activity, inhibiting the formation of angiotensin II. Ramiprilat reduces matrix metalloproteinase (MMP)-9 activity in human polymorphonuclear leukocytes, which may be due to its inhibitory properties on MMP-9 synthesis. This drug has been shown to decrease the rate of myocardial infarction in patients with left ventricular dysfunction.

Formula: C₂₁H₂₈N₂O₅

Purity: Min. 97 Area-%

Color and Shape: Powder

Molecular weight: 388.46 g/mol

Ref: 3D-FR27678