Opc 28326
Basic information
- CAS
167621-24-1- Standard SMILES
CCC(=O)Nc1c(C)cc(C(=O)N2CCC(N(C)CCc3ccccc3)CC2)cc1C.Cl- InChIKey
ADNUSXMBYGPKTH-UHFFFAOYSA-N- Molecular formula
- C26H36ClN3O2
- Average molar mass
- 458 g/mol
- Monoisotopic mass
- 457.2496051
Overview
At low doses, OPC 28326 selectively vasodilates the femoral arterial bed due to its inhibitory action at alpha-2-adrenoceptors while having minimal action on systemic blood pressure, heart rate and coronary, carotid, vertebral, renal, and mesenteric blood flows. It is the only clinical compound with this profile. It is currently being investigated in the treatment of peripheral vascular diseases and Raynaud's syndrome.
Names & identifiers
- Preferred name
- Opc 28326
- IUPAC
- N-[2,6-dimethyl-4-[4-[methyl(2-phenylethyl)amino]piperidine-1-carbonyl]phenyl]propanamide;hydrochloride
Names & synonyms
Opc 28326167621-24-1DTXSID20168338RefChem:856798DTXCID6090829OPC-28326LE5Y6NVZ3SPropanamide, N-(2,6-dimethyl-4-((4-(methyl(2-phenylethyl)amino)-1-piperidinyl)carbonyl)phenyl)-, monohydrochlorideN-[2,6-dimethyl-4-[4-[methyl(2-phenylethyl)amino]piperidine-1-carbonyl]phenyl]propanamide;hydrochlorideUNII-LE5Y6NVZ3SSCHEMBL7469382OPC-28326 ANHYDROUS
Show more names
N-(2,6-Dimethyl-4-((4-(methyl(2-phenylethyl)amino)-1-piperidinyl)carbonyl)phenyl)propanamide hydrochloride4-(N-METHYL-2-PHENYLETHYLAMINO)-1-(3, 5-DIMETHYL-4-PROPIONYLAMINOBENZOYL)PIPERIDINE HYDROCHLORIDEN-(2,6-Dimethyl-4-{4-[methyl(2-phenylethyl)amino]piperidine-1-carbonyl}phenyl)propanamide--hydrogen chloride (1/1)PROPANAMIDE, N-(2,6-DIMETHYL-4-((4-(METHYL(2-PHENYLETHYL)AMINO)-1-PIPERIDINYL)CARBONYL)PHENYL)-, HYDROCHLORIDE (1:1)
Database identifiers
- CAS
167621-24-1- PubChem CID
- 219019
- DTXSID
DTXSID20168338- UNII
- LE5Y6NVZ3S
Properties
Computed structural properties
- Topological polar surface area
- 52.7 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 7
- Heavy atoms
- 32
- Formal charge
- 0
- Complexity
- 569
Chemistry & industry
Pharmacology
Pharmacodynamics
At low doses, OPC 28326 selectively vasodilates the femoral arterial bed due to its inhibitory action at alpha-2-adrenoceptors while having minimal action on systemic blood pressure, heart rate and coronary, carotid, vertebral, renal, and mesenteric blood flows.
Mechanism of ActionAt low doses, OPC 28326 selectively vasodilates the femoral arterial bed due to its inhibitory action at alpha-2C-adrenoceptors. Other studies have also reported selectivity for a-2B-adrenoceptors.
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