1-(1-(4-(3-Acetylaminopropoxy)benzoyl)-4-piperidyl)-3,4-dihydro-2(1H)-quinolinone

Base Information

Chemical Name:1-(1-(4-(3-Acetylaminopropoxy)benzoyl)-4-piperidyl)-3,4-dihydro-2(1H)-quinolinone
CAS No.:131631-89-5
Molecular Formula:C26H31N3O4
Molecular Weight:449.55
Hs Code.:
European Community (EC) Number:683-581-9
DSSTox Substance ID:DTXSID70927295
Nikkaji Number:J408.668F
Wikidata:Q27088205
Pharos Ligand ID:7UHNNBRGGL9U
ChEMBL ID:CHEMBL296908
Mol file:131631-89-5.mol

Synonyms:1-(1-(4-(3-acetylaminopropoxy)benzoyl)-4-piperidyl)-3,4-dihydro-2(1H)-quinolinone;OPC 21268;OPC-21268

Suppliers and Price of 1-(1-(4-(3-Acetylaminopropoxy)benzoyl)-4-piperidyl)-3,4-dihydro-2(1H)-quinolinone

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Usbiological
OPC 21268
10mg
$ 516.00

TRC
OPC21268
10mg
$ 255.00

Tocris
OPC21268 ≥98%(HPLC)
50
$ 1061.00

Tocris
OPC21268 ≥98%(HPLC)
10
$ 252.00

Sigma-Aldrich
OPC-21268 hydrate ≥98% (HPLC)
25mg
$ 853.00

Sigma-Aldrich
OPC-21268 hydrate ≥98% (HPLC)
5mg
$ 229.00

DC Chemicals
OPC21268 >98%
250 mg
$ 1000.00

DC Chemicals
OPC21268 >98%
1 g
$ 1900.00

ChemScene
Fuscoside >98.0%
10mg
$ 120.00

ChemScene
Fuscoside >98.0%
5mg
$ 90.00

Total 14 raw suppliers

Chemical Property of 1-(1-(4-(3-Acetylaminopropoxy)benzoyl)-4-piperidyl)-3,4-dihydro-2(1H)-quinolinone

Chemical Property:

Vapor Pressure:8.63E-24mmHg at 25°C
Boiling Point:772.5°Cat760mmHg
PKA:16.17±0.46(Predicted)
Flash Point:421°C
PSA：82.44000
Density:1.221g/cm³
LogP:4.01880
Storage Temp.:2-8°C
Solubility.:DMSO: ≥20mg/mL
XLogP3:2.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:449.23145648
Heavy Atom Count:33
Complexity:683

Purity/Quality:

99%, ^*data from raw suppliers

OPC 21268 ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:Xn,N
Statements: 22-50
Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Canonical SMILES:CC(=O)NCCCOC1=CC=C(C=C1)C(=O)N2CCC(CC2)N3C(=O)CCC4=CC=CC=C43
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.

Technology Process of 1-(1-(4-(3-Acetylaminopropoxy)benzoyl)-4-piperidyl)-3,4-dihydro-2(1H)-quinolinone

There total 11 articles about 1-(1-(4-(3-Acetylaminopropoxy)benzoyl)-4-piperidyl)-3,4-dihydro-2(1H)-quinolinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.0%

: 108-24-7
acetic anhydride

: 131583-69-2
1-{1-[4-(3-Amino-propoxy)-benzoyl]-piperidin-4-yl}-3,4-dihydro-1H-quinolin-2-one

: 131631-89-5
OPC-21268

Guidance literature:: With sulfuric acid; for 3h; Ambient temperature;
DOI:10.1021/jm00066a010

Reference yield:

: 1664-61-5
dihydrocinnamamide

: 131631-89-5
OPC-21268

Guidance literature:: Multi-step reaction with 8 steps

1: H₂, acetic acid / PtO₂ / ethanol

2: 5percent aq. HCl

3: H₂ / Pd/C

4: triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

5: 97 percent / K₂CO₃ / methanol / Ambient temperature

6: 74 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / propan-2-ol / 8 h / Heating

7: 72 percent / hydrazine hydrate / ethanol / 2.5 h / Heating

8: 72 percent / H₂SO₄ / 3 h / Ambient temperature

With hydrogenchloride; sulfuric acid; hydrogen; potassium carbonate; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; platinum(IV) oxide; palladium on activated charcoal; In methanol; ethanol; dichloromethane; isopropyl alcohol;
DOI:10.1021/jm00066a010

Reference yield:

: 131587-34-3
3-[2-(1-Benzyl-piperidin-4-ylamino)-phenyl]-propionamide

: 131631-89-5
OPC-21268

Guidance literature:: Multi-step reaction with 7 steps

1: 5percent aq. HCl

2: H₂ / Pd/C

3: triethylamine / CH₂Cl₂ / 2 h / Ambient temperature

4: 97 percent / K₂CO₃ / methanol / Ambient temperature

5: 74 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / propan-2-ol / 8 h / Heating

6: 72 percent / hydrazine hydrate / ethanol / 2.5 h / Heating

7: 72 percent / H₂SO₄ / 3 h / Ambient temperature

With hydrogenchloride; sulfuric acid; hydrogen; potassium carbonate; hydrazine hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In methanol; ethanol; dichloromethane; isopropyl alcohol;
DOI:10.1021/jm00066a010