Levisoprenaline

Base Information

• Chemical Name: Levisoprenaline
• CAS No.: 51-31-0
• Deprecated CAS: 137-95-1,110537-43-4
• Molecular Formula: C11H17 N O3
• Molecular Weight: 211.261
• Hs Code.: 2922509090
• European Community (EC) Number: 627-389-5,633-441-8
• UNII: 588N0603CT
• DSSTox Substance ID: DTXSID2043878
• Nikkaji Number: J4.115G
• Wikidata: Q26841340
• NCI Thesaurus Code: C74197
• Pharos Ligand ID: 9F28VH6F2ZCM
• Metabolomics Workbench ID: 53248
• ChEMBL ID: CHEMBL1160723
• Mol file: 51-31-0.mol

Synonyms:LEVISOPRENALINE;l-Isoprenaline;51-31-0;(-)-Isoproterenol;(R)-Isoprenaline;Levisoprenalina;(-)-Isoprenaline;(R)-Isoproterenol;Isoproterenol, L-;Levisoprenalinum;L-(-)-Isoproterenol;Isopropyl norepinephrine;Proternol L;l-Isoproterenol;(-)-N-Isopropylnoradrenaline;l-Isopropylnoradrenaline;Isoprenaline, (r)-;L-Isopropylnorepinephrine;(-)-Isoproterenol hydrochloride;Levisoprenaline [INN:DCF];BRN 3203136;Levisoprenalinum [INN-Latin];r-isoprenaline;Levisoprenalina [INN-Spanish];CHEBI:6257;CHEMBL1160723;UNII-588N0603CT;588N0603CT;(R)-4-(1-Hydroxy-2-(isopropylamino)ethyl)benzene-1,2-diol;4-[(1R)-1-hydroxy-2-(isopropylamino)ethyl]benzene-1,2-diol;Benzyl alcohol, 3,4-dihydroxy-alpha-((isopropylamin)methyl)-, (-)-;1,2-Benzenediol, 4-(1-hydroxy-2-((1-methylethyl)amino)ethyl)-, (R)-;(R)-(-)-Isoproterenol;Levisoprenalin;Levoisoproterenol;4-[(1R)-1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,2-diol;5FW;Isoproterenol l-form;L-Isoproterenol;Levisoprenaline;Tocris-1747;Prestwick3_001097;Lopac-I-5627;Lopac-I-6504;(-)-alpha-(Isopropylaminomethyl)protocatechuyl alcohol;Levisoprenaline [DCF:INN];Lopac0_000672;BSPBio_001174;LEVISOPRENALINE [INN];SCHEMBL250806;BPBio1_001292;1,2-Benzenediol, 4-((1R)-1-hydroxy-2-((1-methylethyl)amino)ethyl)-;Benzyl alcohol, 3,4-dihydroxy-alpha-((isopropylamino)methyl)-, (-)-;DTXSID2043878;ISOPROTERENOL L-FORM [MI];(R)-(-)-Isoproterenol, crystalline;BDBM50407517;PDSP1_001116;PDSP2_001100;AKOS040752529;CCG-204758;SDCCGSBI-0050651.P003;BRN-3203136;NCGC00015558-01;NCGC00015558-02;NCGC00015558-03;NCGC00016665-01;NCGC00016665-03;NCGC00016665-04;NCGC00016665-10;NCGC00016665-11;NCGC00025274-01;CAS-5984-95-2;AB00514693;EN300-9432167;Q26841340;(-)-(R)-.ALPHA.-(ISOPROPYLAMINOMETHYL)PROTOCATECHUYL ALCOHOL;4-[(1R)-1-hydroxy-2-[(propan-2-yl)amino]ethyl]benzene-1,2-diol

Chemical Property of Levisoprenaline

Chemical Property:

• Vapor Pressure: 1.02E-07mmHg at 25°C
• Melting Point: 157-158 °C
• Boiling Point: 417.5°Cat760mmHg
• PKA: 9.60±0.10(Predicted)
• Flash Point: 179.7°C
• PSA: 72.72000
• Density: 1.199g/cm³
• LogP: 1.52010
• XLogP3: -0.6
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 211.12084340
• Heavy Atom Count: 15
• Complexity: 187

Purity/Quality:

98%min ^*data from raw suppliers

LEVISOPRENALINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)NCC(C1=CC(=C(C=C1)O)O)O
• Isomeric SMILES: CC(C)NC[C@@H](C1=CC(=C(C=C1)O)O)O

Technology Process of Levisoprenaline

There total 17 articles about Levisoprenaline 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: 96.0%

(R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol (217813-70-2) → isoprenaline (51-31-0)

Guidance literature:

With aluminum (III) chloride; ethanethiol; In dichloromethane; at 20 ℃; for 20h;

DOI:10.1039/c8nj01745j

Reference yield: 81.0%

[(R)-2-(2,2-Diisopropyl-benzo[1,3,2]dioxasilol-5-yl)-2-triethylsilanyloxy-ethyl]-isopropyl-amine (128253-45-2) → isoprenaline (51-31-0)

Guidance literature:

With hydrogenchloride; potassium fluoride; In methanol; at 23 ℃; for 2.5h;

DOI:10.1016/S0040-4039(00)94578-7

Reference yield:

isoproterenol (7683-59-2) → (S)-isoproterenol (2964-04-7) + isoprenaline (51-31-0)

Guidance literature:

With MCCD-HPS packed column; In hydrogenchloride; methanol; pH=8.6;

DOI:10.1021/ac0204909

upstream raw materials:

isoproterenol

[(R)-2-(2,2-Diisopropyl-benzo[1,3,2]dioxasilol-5-yl)-2-triethylsilanyloxy-ethyl]-isopropyl-amine

(R)-(-)-1-(3,4-dimethoxyphenyl)-2-(isopropylamino)ethanol

3,4-dimethoxystyrene

Refernces

• 1、 Li, Ling,Xue, Xuqi,Zhang, Huige,Lv, Wenjuan,Qi, Shengda,Du, Hongying,Manyande, Anne,Chen, Hongli. "In-situ and one-step preparation of protein film in capillary column for open tubular capillary electrochromatography enantioseparation". supporting information. p. 2139 - 2142. Retrieved 2021/04/07.
• 2、 Halder, Mita,Bhanja, Piyali,Islam, Md. Mominul,Bhaumik, Asim,Islam, Sk. Manirul. "Chiral copper-salen complex grafted over functionalized mesoporous silica as an efficient catalyst for asymmetric Henry reactions and synthesis of the potent drug (R)-isoproterenol". supporting information. p. 11896 - 11904. Retrieved 2018/07/22.