ChemicalBook--->CAS DataBase List--->131631-89-5

131631-89-5

131631-89-5 Structure

131631-89-5 Structure
IdentificationBack Directory
[Name]

OPC 21268
[CAS]

131631-89-5
[Synonyms]

CS-2724
Fuscoside
OPC 21268
OPC-21268 hydrate
OPC 21268;OPC-21268;OPC21268
1-[1-[4-(3-Acetylaminopropoxy)benzoyl]-4-piperidyl]-3,4-dihydroquinolin-2(1H)-one
1-{1-[4(3-acetylaminopropoxy)benzoyl]-4-piperidyl}-3,4-dihydro-2(1H)-quinolinone hydrate
N-[3-[4-[4-(2-oxo-3,4-dihydroquinolin-1-yl)piperidine-1-carbonyl]phenoxy]propyl]acetamide
N-[3-[4-[[4-(3,4-Dihydro-2-oxo-1(2H)-quinolinyl)-1-piperidinyl]carbonyl]phenoxy]propyl]acetamide
Acetamide, N-[3-[4-[[4-(3,4-dihydro-2-oxo-1(2H)-quinolinyl)-1-piperidinyl]carbonyl]phenoxy]propyl]-
N-[3-[4-[[4-(3,4-dihydro-2-oxo-1(2H)-quinolinyl)-1-piperidinyl]carbonyl]phenoxy]propyl]-acetamide hydrate
[Molecular Formula]

C26H31N3O4
[MDL Number]

MFCD18632552
[MOL File]

131631-89-5.mol
[Molecular Weight]

449.54
Chemical PropertiesBack Directory
[Boiling point ]

772.5±60.0 °C(Predicted)
[density ]

1?+-.0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥20mg/mL
[form ]

powder
[pka]

16.17±0.46(Predicted)
[color ]

white to off-white
[InChIKey]

QTCWOUIERWBMQV-UHFFFAOYSA-N
[SMILES]

O.CC(=O)NCCCOc1ccc(cc1)C(=O)N2CCC(CC2)N3C(=O)CCc4ccccc34
Safety DataBack Directory
[Hazard Codes ]

Xn,N
[Risk Statements ]

22-50
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Aquatic Acute 1
Hazard InformationBack Directory
[Description]

OPC 21268 is a nonpeptide antagonist of vasopressin V1 receptors (IC50 = 0.4 μM in rat liver membranes). It is selective for V1 over V2 receptors (IC50 = >100 μM in kidney membranes). It is also selective for rat over human V1 receptors (Kis = 25 and 8,800 nM, respectively), which can be partially attributed to the alanine residue at position 337 of the rat sequence, instead of a glycine residue in the human sequence, with differences at positions 224, 310, and 324 also contributing. OPC 21268 (0.03-1 mg/kg, i.v.) inhibits pressor responses induced by arginine vasopressin (argipressin; ) in pithed rats and arginine vasopressin-induced vasoconstriction in conscious rats (ID50 = 2 mg/kg). It induces hypotension in aged spontaneously hypertensive rats (SHRs) and stroke-prone SHRs when administered at a dose of 3 mg/kg.
[Uses]

OPC 21268 is a nonpeptide AVP (Vasopressin) Receptor V antagonist.
[storage]

Store at +4°C
[References]

[1] M THIBONNIER. A molecular model of agonist and nonpeptide antagonist binding to the human V(1) vascular vasopressin receptor.[J]. Journal of Pharmacology and Experimental Therapeutics, 2000, 294 1: 195-203.
[2] YOSHITAKA YAMAMURA. OPC-21268, an Orally Effective, Nonpeptide Vasopressin V1 Receptor Antagonist[J]. Science, 1991, 252 5005. DOI: 10.1126/science.1850553
[3] Y YAMADA. OPC-21268, a vasopressin V1 antagonist, produces hypotension in spontaneously hypertensive rats.[J]. Hypertension, 1994, 23 2: 200-204. DOI: 10.1161/01.hyp.23.2.200
Spectrum DetailBack Directory
[Spectrum Detail]

OPC 21268(131631-89-5)1HNMR
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