Denopamine

Base Information

• Chemical Name: Denopamine
• CAS No.: 71771-90-9
• Molecular Formula: C18H23 N O4
• Molecular Weight: 317.385
• European Community (EC) Number: 635-334-1
• UNII: V5F60UPD8P
• DSSTox Substance ID: DTXSID8045800
• Nikkaji Number: J23.679I
• Wikipedia: Denopamine
• Wikidata: Q5259281
• NCI Thesaurus Code: C77934
• Pharos Ligand ID: GNKYA5LNN912
• ChEMBL ID: CHEMBL493682
• Mol file: 71771-90-9.mol

Synonyms:(3,4-dimethoxyphenethylaminomethyl)-4-hydroxybenzyl alcohol;1-(p-hydroxyphenyl)-2-((3,4-dimethoxyphenethyl)amino)ethanol;denopamine;TA 064;TA-064

Chemical Property of Denopamine

Chemical Property:

• Vapor Pressure: 1.37E-11mmHg at 25°C
• Melting Point: 135°C
• Refractive Index: 1.5740 (estimate)
• Boiling Point: 518.8°C at 760 mmHg
• Flash Point: 267.6°C
• PSA: 70.95000
• Density: 1.177g/cm³
• LogP: 2.66600
• Storage Temp.: 2-8°C
• Solubility.: DMSO: 26 mg/mL, soluble
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 317.16270821
• Heavy Atom Count: 23
• Complexity: 320

Purity/Quality:

98%,99%, ^*data from raw suppliers

(R)-(-)-Denopamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 62-63
• Safety Statements: 22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CCNCC(C2=CC=C(C=C2)O)O)OC
• Isomeric SMILES: COC1=C(C=C(C=C1)CCNC[C@@H](C2=CC=C(C=C2)O)O)OC
• Description: Denopamine is a potent orally-active cardiotonic with selective effects on the beta, adrenergic receptors. Unlike isoproterenol or dobutamine, denopamine’s positive inotropic activity is not mediated through the release of catecholamines; its lack of effect on heart rate and myocardial oxygen consumption thus offers significant advantages in the management of congestive heart failure.
• Uses: R(-)-Denopamine has been used as an β-adrenergic agonist to study its effects on contractility in isolated lymphatic vessels (LVs).

Technology Process of Denopamine

There total 38 articles about Denopamine 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: 99.0%

2-[2-(3,4-dimethoxy-phenyl)-ethylamino]-1-(4-hydroxy-phenyl)-ethanone hydrochloride → denopamine (71771-90-9)

Guidance literature:

With hydrogen; sodium t-butanolate; In isopropyl alcohol; at 20 ℃; for 16h; Inert atmosphere; Autoclave;

Reference yield: 96.0%

(R)-1-(p-benzyloxyphenyl)-2-[2-(3,4-dimethoxyphenyl)ethylamino]ethanol (63365-60-6) → denopamine (71771-90-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; at 20 ℃; for 6h; under 760 Torr;

DOI:10.1016/j.tetasy.2004.11.013

Reference yield: 88.0%

(-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol (153225-91-3) → denopamine (71771-90-9)

Guidance literature:

With (PPh)3PdCl₂; tri-n-butyl-tin hydride;

DOI:10.1016/S0957-4166(00)80062-2

upstream raw materials:

[(R)-2-(4-Benzyloxy-phenyl)-2-hydroxy-ethyl]-[2-(3,4-dimethoxy-phenyl)-ethyl]-carbamic acid benzyl ester

(-)-(α)-<<<2-(3,4-dimethoxyphenyl)ethyl>amino>methyl>-4-(2-propenyloxy)benzenemethanol

(R)-1-(p-benzyloxyphenyl)-2-[2-(3,4-dimethoxyphenyl)ethylamino]ethanol

1-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2-[2-(3,4-dimethoxy-phenyl)-ethylamino]-ethanol

Downstream raw materials:

RP 333

4-{2-[2-Hydroxy-2-(4-hydroxy-phenyl)-ethylamino]-ethyl}-2-methoxy-phenol

5-{2-[2-Hydroxy-2-(4-hydroxy-phenyl)-ethylamino]-ethyl}-2-methoxy-phenol

2-[2-Hydroxy-2-(4-hydroxy-phenyl)-ethyl]-7-methoxy-1,2,3,4-tetrahydro-isoquinolin-6-ol