CAS Number131631-89-5
SynonymsN-[3-(4-{[4-(2-Oxo-3,4-dihydro-1(2H)-quinolinyl)-1-piperidinyl]carbonyl}phenoxy)propyl]acetamide; Fuscoside; N-[3-(4-{[4-(2-Oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl]carbonyl}phenoxy)propyl]acetamide; OPC-21268
Molecular FormulaC26H31N3O4
Molecular Weight449.542
Density1.2±0.1 g/cm3
Boiling Point772.5±60.0 °C at 760 mmHg
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 131631-89-5 |
| Catalog No. | 2A-1170331 |
| Chinese Name | OPC 21268 |
| Synonyms | N-[3-(4-{[4-(2-Oxo-3,4-dihydro-1(2H)-quinolinyl)-1-piperidinyl]carbonyl}phenoxy)propyl]acetamide; Fuscoside; N-[3-(4-{[4-(2-Oxo-3,4-dihydroquinolin-1(2H)-yl)piperidin-1-yl]carbonyl}phenoxy)propyl]acetamide; OPC-21268 |
| Molecular Formula | C26H31N3O4 |
| Molecular Weight | 449.542 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 772.5±60.0 °C at 760 mmHg |
| Storage Condition | -20°C, sealed, dry |
| Application | OPC-21268 is an orally active, non-peptide vasopressin receptor (vasopressin V1) antagonist with an IC50 value of 0.4 μM. |
| PubChem ID | 10236546 |
| SMILES | CC(=O)NCCCOc1ccc(C(=O)N2CCC(N3C(=O)CCc4ccccc43)CC2)cc1 |
| InChI | InChI=1S/C26H31N3O4/c1-19(30)27-15-4-18-33-23-10-7-21(8-11-23)26(32)28-16-13-22(14-17-28)29-24-6-3-2-5-20(24)9-12-25(29)31/h2-3,5-8,10-11,22H,4,9,12-18H2,1H3,(H,27,30) |
| InChI Key | KSNUCNRMDYJBKT-UHFFFAOYSA-N |
| Bioactivity | OPC-21268 is an orally effective, nonpeptide, vasopressin V1 receptor antagonist with an IC50 of 0.4 μM. Related Catalog Signaling Pathways >> GPCR/G Protein >> Vasopressin Receptor Research Areas >> Cardiovascular Disease Target IC50: 0.4 μM (vasopressin V1) Ki: 0.14 μM (vasopressin V1)[1] In Vitro The concentration of OPC-21268 that displaces 50% of specific AVP binding (IC50) is 0.4 μM for VI receptors and 100 μM for V2 receptors. The inhibition constant (Ki) of OPC-21268 for V1 receptors (0.14 μM)[1]. In Vivo OPC-21268 competitively and specifically antagonizes pressor responses to AVP in vivo. Oral administration of OPC-21268 (10 mg/kg) inhibits the vasoconstriction induced by exogenous AVP in a dose- and time-dependent manner and the effect lasts for more than 8 hours at 30 mg/kg[1]. OPC-21268 predominantly exerts a protective effect in areas where the maximum amount of blood-brain barrier breakdown occurs, and it is effective in the treatment of cold-induced vasogenic brain edema. OPC-21268 treatment at the dosages of 200 and 300 mg/kg significantly reduces brain water content in both hemispheres. Swelling of the traumatized hemispheres is also significantly reduced at 200 and 300 mg/kg dosages[2]. Kinase Assay Liver and kidney plasma membranes are prepared from Sprague-Dawley rats of 300 to 400 g. Various concentrations of AVP and OPC-21268 are incubated with 50 μg of liver membranes or 600 μg of kidney membranes in 0.25 ml of tris buffer (100 mM, pH 8.0) containing 5 mM MgCI2, 1 mM EDTA, 0.1% bovine serum albumin, and 1.9 nM [3H]AVP (53.6 Ci/mmol) in the liver or 3.8 nM [3H]AVP in the kidney. After incubation for 10 min at 37°C (liver membranes) or 4 hours at 4°C (kidney membranes), 3 mL of ice-cold Tris buffer (100 mM, pH 8.0) is added to each assay tube, and bound and free ligands are separated by filtration through a glass microfiber filter and then washed three times. Specific binding is determined by subtraction of the nonspecific binding, which is measured in the presence of 1 μM unlabeled AVP[1]. Animal Admin Rats[1] Male Sprague-Dawley rats, 300 to 400 g, are injected with OPC-21268 (0.1, 0.3, 1 mg/kg). OPC-21268 is given 2 min before the injection of AVP at 30 mU/kg i.v., angiotensin II at 0.3 μg/kg i.v., and noradrenaline at 3 μg/kg i.v.[1]. References [1]. Yamamura Y, et al. OPC-21268, an orally effective, nonpeptide vasopressin V1 receptor antagonist. Science. 1991 Apr 26;252(5005):572-4. [2]. Bemana I, et al. Treatment of brain edema with a nonpeptide arginine vasopressin V1 receptor antagonist OPC-21268 in rats. Neurosurgery. 1999 Jan;44(1):148-54. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 772.5±60.0 °C at 760 mmHg Molecular Formula C26H31N3O4 Molecular Weight 449.542 Flash Point 421.0±32.9 °C Exact Mass 449.231445 PSA 82.44000 LogP 2.22 Vapour Pressure 0.0±2.6 mmHg at 25°C Index of Refraction 1.596 InChIKey KSNUCNRMDYJBKT-UHFFFAOYSA-N SMILES CC(=O)NCCCOc1ccc(C(=O)N2CCC(N3C(=O)CCc4ccccc43)CC2)cc1 |
| Use of | OPC-21268 is an orally effective, nonpeptide, vasopressin V1 receptor antagonist with an IC50 of 0.4 μM. Properties Name N-[3-[4-[4-(2-oxo-3,4-dihydroquinolin-1-yl)piperidine-1-carbonyl]phenoxy]propyl]acetamide Synonym More Synonyms OPC 21268 Biological Activity Description OPC-21268 is an orally effective, nonpeptide, vasopressin V1 receptor antagonist with an IC50 of 0.4 μM. Related Catalog Signaling Pathways >> GPCR/G Protein >> Vasopressin Receptor Research Areas >> Cardiovascular Disease IC50: 0.4 μM (vasopressin V1) Ki: 0.14 μM (vasopressin V1)[1] In Vitro The concentration of OPC-21268 that displaces 50% of specific AVP binding (IC50) is 0.4 μM for VI receptors and 100 μM for V2 receptors. The inhibition constant (Ki) of OPC-21268 for V1 receptors (0.14 μM)[1]. References [1]. Yamamura Y, et al. OPC-21268, an orally effective, nonpeptide vasopressin V1 receptor antagonist. Science. 1991 Apr 26;252(5005):572-4. [2]. Bemana I, et al. Treatment of brain edema with a nonpeptide arginine vasopressin V1 receptor antagonist OPC-21268 in rats. Neurosurgery. 1999 Jan;44(1):148-54. Chemical & Physical Properties Molecular Formula C26H31N3O4 Exact Mass 449.231445 PSA 82.44000 Index of Refraction 1.596 InChIKey KSNUCNRMDYJBKT-UHFFFAOYSA-N |
| Transport Info | Product name: OPC 21268 |
| Related Products in Nutritional Ingredients | ||
|---|---|---|
| ASTAXANTHIN | 7542-45-2 | 2A-1169911 |
| PHENOXYCARBONYL-L-VALINE | 126147-70-4 | 2A-1169989 |
| L-GLUTAMIC ACID GAMMA-(P-NITROANILIDE) HYDROCHLORIDE | 67953-08-6 | 2A-1170027 |
| N-OMEGA-HYDROXY-NOR-L-ARGININE, DIACETATE SALT | 189302-40-7 | 2A-1170105 |
| 2,5,7-Tris-tert-butyl-L-tryptophan | 62029-63-4 | 2A-1170286 |
| ACETYLTHIOCHOLINE CHLORIDE | 6050-81-3 | 2A-1170447 |
| ZOLAZEPAM HYDROCHLORIDE | 33754-49-3 | 2A-1170485 |
| Epacadostat (INCB024360) | 1204669-58-8 | 2A-1170492 |
| GOSSYPIN | 652-78-8 | 2A-1170499 |
| N-[(Phenylmethoxy)carbonyl]-L-valine 2-[(2-amino-1,6-dihydro-6-oxo-9H-purin-9-yl)methoxy]-3-hydroxypropyl ester | 194154-40-0 | 2A-1170504 |
| Browse all Nutritional Ingredients products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS