Dilevalol

Base Information

• Chemical Name: Dilevalol
• CAS No.: 75659-07-3
• Molecular Formula: C19H24 N2 O3
• Molecular Weight: 328.411
• European Community (EC) Number: 276-693-0
• UNII: P6629XE33T
• DSSTox Substance ID: DTXSID2043828
• Nikkaji Number: J23.747G
• Wikidata: Q27166331
• NCI Thesaurus Code: C65390
• ChEMBL ID: CHEMBL27193
• Mol file: 75659-07-3.mol

Synonyms:AH 5158;AH-5158;AH5158;Albetol;Apo Labetalol;Apo-Labetalol;ApoLabetalol;Dilevalol;Hydrochloride, Labetalol;Labetalol;Labetalol Hydrochloride;Labetalol, (R,R)-Isomer;Labetolol;Normodyne;Presolol;R,R Labetalol;R,R-Labetalol;SCH 19927;SCH-19927;SCH19927;Trandate

Chemical Property of Dilevalol

Chemical Property:

• Vapor Pressure: 4.75E-13mmHg at 25°C
• Boiling Point: 552.7°C at 760 mmHg
• PKA: 8.21±0.31(Predicted)
• Flash Point: 288.1°C
• PSA: 95.58000
• Density: 1.2g/cm³
• LogP: 3.22660
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 328.17869263
• Heavy Atom Count: 24
• Complexity: 385

Purity/Quality:

98%Min ^*data from raw suppliers

2-Hydroxy-5-((R)-1-hydroxy-2-(((R)-4-phenylbutan-2-yl)amino)ethyl)benzamide 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCC1=CC=CC=C1)NCC(C2=CC(=C(C=C2)O)C(=O)N)O
• Isomeric SMILES: C[C@H](CCC1=CC=CC=C1)NC[C@@H](C2=CC(=C(C=C2)O)C(=O)N)O
• Description: Dilevalol is a "dual-mechanism" antihypertensive reportedly suitable for a wide range of patients. Its partial beta2-agonist action is expected to induce vasodilation, whereas its beta1-antagonist component may protect against stress-induced hemodynamic charges without altering the cardiac output. Dilevalol is the R,R-isomer of labetalol.
• Uses: Specific competitive antagonist at both α-and β-adrenergic receptor sites. Antihypertensive. (R,R)-Labetalol is a specific competitive antagonist at both α-and β-adrenergic receptor sites. (R,R)-Labetalol is used as an antihypertensive.

Technology Process of Dilevalol

There total 19 articles about Dilevalol 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: 94.9%

*,R*)>-5-<1-hydroxy-2-ethyl>-2-(phenylmethoxy)benzamide (75615-55-3) → (R,R)-labetalol (75659-07-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; under 760 Torr; Ambient temperature;

DOI:10.1021/jm00348a013

Reference yield:

→ labetaol (36894-69-6,61466-67-9,61466-91-9,72487-31-1,72487-32-2,75659-07-3,83167-24-2,83167-31-1,83167-32-2)

Guidance literature:

Gemisch A/B, 1) p-Toluolsulfonsaeure, 2) Hydrolyse;

Reference yield:

→ 5-[1-Hydroxy-2-(1-methyl-3-phenylpropyl)aminoethyl]salicyamide + labetaol (36894-69-6,61466-67-9,61466-91-9,72487-31-1,72487-32-2,75659-07-3,83167-24-2,83167-31-1,83167-32-2)

Guidance literature:

upstream raw materials:

1-phenyl-3-butanol

5-(2-bromoacetyl)-2-hydroxybenzamide

2-hydroxy-5-<acetyl>benzamide

labetaol

Downstream raw materials:

(RS)-1-methyl-3-phenylpropylamine

5-formyl-2-hydroxy-benzamide

(S,R)-labetalol

*)>-2-hydroxy-5-<1-hydroxy-2-<(1-methyl-3-phenylpropyl)amino>ethyl>benzamide

Refernces

• 1、 Shuang, Yazhou,Liao, Yuqin,Wang, Hui,Wang, Yuanxing,Li, Laisheng. "Preparation and evaluation of a triazole-bridged bis(β-cyclodextrin)–bonded chiral stationary phase for HPLC". . p. 168 - 184. Retrieved 2019/11/25.
• 2、 -. "THERAPY FOR COMPLICATIONS OF DIABETES". . . Retrieved 2009/07/02.