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tiamenidine
Sign in to saveTiamenidine (BAN, USAN, INN, also known as thiamenidine, Hoe 440) is an imidazoline compound that shares many of the pharmacological properties of clonidine. It is a centrally-acting α2 adrenergic receptor agonist (IC50 = 9.1 nM). It also acts as an α1-adrenergic receptor agonist to a far lesser extent (IC50 = 4.85 μM). In hypertensive volunteers, like clonidine, it significantly increased sinus node recovery time and lowered cardiac output. It was marketed (as tiamenidine hydrochloride) by Sanofi-Aventis under the brand name Sundralen for the management of essential hypertension.
Chemical data
- Formula
- C8H10ClN3S
- Molecular weight
- 215.7 g/mol
- IUPAC name
- N-(2-chloro-4-methylthiophen-3-yl)-4,5-dihydro-1H-imidazol-2-amine
- SMILES
- CC1=CSC(=C1NC2=NCCN2)Cl
- InChIKey
- CVWILQHZFWRYPB-UHFFFAOYSA-N
- XLogP
- 1.6
- Polar surface area
- 64.7 Ų
- H-bond donors
- 2
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 215.028
Show 3 more facts
- chemical formula
- C₈H₁₀ClN₃S
- canonical SMILES
- CC1=CSC(=C1NC2=NCCN2)Cl
- Commons category
- Tiamenidine
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- See also
- References
Tiamenidine (BAN, USAN, INN, also known as thiamenidine, Hoe 440) is an imidazoline compound that shares many of the pharmacological properties of clonidine. It is a centrally-acting α2 adrenergic receptor agonist (IC50 = 9.1 nM). It also acts as an α1-adrenergic receptor agonist to a far lesser extent (IC50 = 4.85 μM). In hypertensive volunteers, like clonidine, it significantly increased sinus node recovery time and lowered cardiac output. It was marketed (as tiamenidine hydrochloride) by Sanofi-Aventis under the brand name Sundralen for the management of essential hypertension.
==Synthesis== [[File:Tiamenidine-synthesis.svg|500px|center|thumb|ChemDrug Synthesis: Patent:]]
Excerpted from Wikipedia’s “tiamenidine” article, available under the CC BY-SA 4.0 licence.