Structure via PubChem · Public domain (PubChem)
aliskiren
Sign in to saveAlso known as SPP100, CGP-060536B, SPP 100
Aliskiren (brand names Tekturna and Rasilez) is the first in a class of drugs called direct renin inhibitors. It is used for essential (primary) hypertension. While used for high blood pressure, other better studied medications are typically recommended due to concerns of higher side effects and less evidence of benefit.
Chemical data
- Formula
- C30H53N3O6
- Molecular weight
- 551.8 g/mol
- IUPAC name
- (2S,4S,5S,7S)-5-amino-N-(3-amino-2,2-dimethyl-3-oxopropyl)-4-hydroxy-7-[[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl]-8-methyl-2-propan-2-ylnonanamide
- SMILES
- CC(C)[C@@H](CC1=CC(=C(C=C1)OC)OCCCOC)C[C@@H]([C@H](C[C@@H](C(C)C)C(=O)NCC(C)(C)C(=O)N)O)N
- InChIKey
- UXOWGYHJODZGMF-QORCZRPOSA-N
- XLogP
- 3.5
- Polar surface area
- 146 Ų
- H-bond donors
- 4
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Research
1,364 papers- Aliskiren.American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists · 2008
- [Aliskiren hemifumarate].Deutsche medizinische Wochenschrift (1946) · 2008
- Aliskiren.Drugs of today (Barcelona, Spain : 1998) · 2007
- Aliskiren - A promising antioxidant agent beyond hypertension reduction.Chemico-biological interactions · 2020
- Aliskiren.Circulation · 2008
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 551.393
- Has use
- medication
Show 11 more facts
- chemical formula
- C₃₀H₅₃N₃O₆
- canonical SMILES
- CC(C)C(CC1=CC(=C(C=C1)OC)OCCCOC)CC(C(CC(C(C)C)C(=O)NCC(C)(C)C(=O)N)O)N
- isomeric SMILES
- CC(C)[C@@H](CC1=CC(=C(C=C1)OC)OCCCOC)C[C@@H]([C@H](C[C@@H](C(C)C)C(=O)NCC(C)(C)C(=O)N)O)N
- World Health Organisation international non-proprietary name
- aliskiren
- defined daily dose
- 0.15
- subject has role
- ACE inhibitor
- medical condition treated
- arterial hypertension
- physically interacts with
- renin
- Commons category
- Aliskiren
- has characteristic
- biopharmaceutical
- legal status (medicine)
- boxed warning
Sources (8)
via Wikidata · CC0
~7 min read
Encyclopedic overview
9 sectionsContents
- Medical uses
- Adverse effects
- Contraindications
- Drug interactions
- Mechanism of action
- Chemistry
- Rationale for design
- References
- External links
{{Drugbox | Verifiedfields = changed | verifiedrevid = 477317502 | IUPAC_name = (2S,4S,5S,7S)-5-amino-N-(2-carbamoyl-2,2-dimethylethyl)-4-hydroxy-7-{[4-methoxy-3-(3-methoxypropoxy)phenyl]methyl}-8-methyl-2-(propan-2-yl)nonanamide | image = Aliskiren.svg | image_class = skin-invert-image | width = 275
| tradename = Tekturna, Rasilez | Drugs.com = | MedlinePlus = a607039 | DailyMedID = Aliskiren | licence_EU = yes | licence_US = Tekturna | pregnancy_AU = | pregnancy_US = | pregnancy_category = C in first trimesterD in second and third trimesters | legal_AU = | legal_CA = | legal_UK = POM | legal_US = Rx-only | routes_of_administration = By mouth (tablets)
Excerpted from Wikipedia’s “aliskiren” article, available under the CC BY-SA 4.0 licence.