Structure via PubChem · Public domain (PubChem)
ramipril
Sign in to saveAlso known as HOE-498, Tritace, (2S-(1(R*(R*)),2alpha,3abeta,6abeta))-1-(2-((1-(Ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid, Altace (TN), Ramiprilum, Ramicor, (2S-(1(R*(r*)),2alpha,3abeta,6abeta))-1-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)octahydrocyclopenta(b)pyrrole-2-carboxylic acid
Ramipril, sold under the brand name Altace among others, is an ACE inhibitor type medication used to treat high blood pressure, heart failure, and diabetic kidney disease. It can also be used as a preventative medication in patients over 55 years old to reduce the risk of having a heart attack, stroke or cardiovascular death in patients shown to be at high risk, such as some diabetics and patients with vascular disease. It is a reasonable initial treatment for high blood pressure. It is taken by mouth.
Chemical data
- Formula
- C23H32N2O5
- Molecular weight
- 416.5 g/mol
- IUPAC name
- (2S,3aS,6aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-3,3a,4,5,6,6a-hexahydro-2H-cyclopenta[b]pyrrole-2-carboxylic acid
- SMILES
- CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(=O)O
- InChIKey
- HDACQVRGBOVJII-JBDAPHQKSA-N
- XLogP
- 1.4
- Polar surface area
- 95.9 Ų
- H-bond donors
- 2
- H-bond acceptors
- 6
- Formal charge
- 0
via PubChem
Research
3,199 papers- Ramipril.International journal of clinical practice · 2000
- Ramipril: a review of its use in the prevention of cardiovascular outcomes.Drugs · 2002
- Ramipril for the prevention and treatment of cardiovascular disease.The Annals of pharmacotherapy · 2003
- Ramipril in the treatment of vascular diseases.Expert opinion on pharmacotherapy · 2005
- Ramipril/felodipine extended-release fixed-dose combination: a review of its use in the management of essential hypertension.Drugs · 2005
via PubMed
Wikidata facts
- Subclass of
- carboxylic acid
- Has part
- carbon
- Mass
- 416.231122
- Has use
- medication
Show 10 more facts
- chemical formula
- C₂₃H₃₂N₂O₅
- medical condition treated
- arterial hypertension
- canonical SMILES
- CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2C3CCCC3CC2C(=O)O
- isomeric SMILES
- CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(=O)O
- World Health Organisation international non-proprietary name
- ramipril
- significant drug interaction
- furosemide
- legal status (medicine)
- prescription drug
- Commons category
- Ramipril
- defined daily dose
- 2.5
- subject has role
- antihypertensive drug
via Wikidata · CC0
~7 min read
Encyclopedic overview
11 sectionsContents
- Activation and binding
- Medical uses
- Contraindications
- Adverse effects
- Mechanism of action
- Synthesis
- Society and culture
- US patent
- Brand names
- Research
- References
Ramipril, sold under the brand name Altace among others, is an ACE inhibitor type medication used to treat high blood pressure, heart failure, and diabetic kidney disease. It can also be used as a preventative medication in patients over 55 years old to reduce the risk of having a heart attack, stroke or cardiovascular death in patients shown to be at high risk, such as some diabetics and patients with vascular disease. It is a reasonable initial treatment for high blood pressure. It is taken by mouth.
Common side effects include headaches, dizziness, fatigue, and cough. Serious side effects may include liver problems, angioedema, kidney problems, and high blood potassium. Use in pregnancy and breastfeeding is not recommended. It is an ACE inhibitor and works by decreasing renin-angiotensin-aldosterone system activity.
Excerpted from Wikipedia’s “ramipril” article, available under the CC BY-SA 4.0 licence.