Itraconazole, (R)-(-)-

Base Information

Chemical Name:Itraconazole, (R)-(-)-
CAS No.:154003-19-7
Molecular Formula:C35H38Cl2N8O4
Molecular Weight:705.644
Hs Code.:
UNII:6B8556A65Q
Nikkaji Number:J331.009D
Pharos Ligand ID:GH15AQW5A3K7
ChEMBL ID:CHEMBL454471
Mol file:154003-19-7.mol

Synonyms:Itraconazole, (R)-(-)-;CHEMBL454471;6B8556A65Q;154003-19-7;3H-1,2,4-Triazol-3-one, 4-(4-(4-(4-(((2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-1-piperazinyl)phenyl)-2,4-dihydro-2-((1R)-1-methylpropyl)-;3H-1,2,4-Triazol-3-one, 4-[4-[4-[4-[[(2S,4R)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[(1R)-1-methylpropyl]-;4-(4-(4-(4-(((2S,4R)-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl)methoxy)phenyl)-1-piperazinyl)phenyl)-2,4-dihydro-2-((1R)-1-methylpropyl)-3H-1,2,4-triazol-3-one;4-[4-[4-[4-[[(2S,4R)-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-[(1R)-1-methylpropyl]-3H-1,2,4-triazol-3-one;SCHEMBL14875571;UNII-6B8556A65Q;BDBM50088486;EN300-27050779;1-[(2R)-butan-2-yl]-4-{4-[4-(4-{[(2S,4R)-2-(2,4-dichlorophenyl)-2-[(1H-1,2,4-triazol-1-yl)methyl]-1,3-dioxolan-4-yl]methoxy}phenyl)piperazin-1-yl]phenyl}-4,5-dihydro-1H-1,2,4-triazol-5-one;4-[4-[4-[4-[[2-(2,4-Dichlorophenyl)-2alpha-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4alpha-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-2,4-dihydro-2-[(R)-1-methylpropyl]-3H-1,2,4-triazol-3-one

Suppliers and Price of Itraconazole, (R)-(-)-

Supply Marketing:

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

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Chemical Property of Itraconazole, (R)-(-)-

Chemical Property:

XLogP3:5.7
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:11
Exact Mass:704.2393071
Heavy Atom Count:49
Complexity:1120

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CCC(C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)OCC5COC(O5)(CN6C=NC=N6)C7=C(C=C(C=C7)Cl)Cl
Isomeric SMILES:CC[C@@H](C)N1C(=O)N(C=N1)C2=CC=C(C=C2)N3CCN(CC3)C4=CC=C(C=C4)OC[C@@H]5CO[C@@](O5)(CN6C=NC=N6)C7=C(C=C(C=C7)Cl)Cl

Technology Process of Itraconazole, (R)-(-)-

There total 6 articles about Itraconazole, (R)-(-)- 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: 62.0%

: 125235-74-7
(R)-2-(sec-butyl)-4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-2,4-dihydro-3H-1,2,4-triazol-3-one

: 154003-21-1,113770-65-3
((2S,4S)-2-((1H-1,2,4-triazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methyl 4-methyl-benzenesulfonate

: 154003-19-7,252964-65-1,873066-43-4
(2S,4R,2'S)-Itraconazole

Guidance literature:: With sodium hydride; In dimethyl sulfoxide; at 50 - 85 ℃;
DOI:10.1021/ml1000068

Reference yield:

: 58905-16-1
1-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-yl)ethanone

: 154003-19-7,252964-65-1,873066-43-4
(2S,4R,2'S)-Itraconazole

Guidance literature:: Multi-step reaction with 5 steps

1: trifluorormethanesulfonic acid / toluene / 6 h / 80 °C

2: N,N-dimethyl-formamide / 20 h / 130 °C

3: lithium hydroxide / ethanol / 6 h / 10 °C

4: triethylamine / dichloromethane / 10 h / -20 - 25 °C

5: sodium hydride / N,N-dimethyl-formamide / 10 h / 30 - 40 °C

With trifluorormethanesulfonic acid; sodium hydride; triethylamine; lithium hydroxide; In ethanol; dichloromethane; N,N-dimethyl-formamide; toluene;

Reference yield:

: 84604-65-9,84625-61-6,252964-65-1,873066-43-4
itraconazole

: 154003-17-5,252964-65-1,873066-43-4
(2R,4S,2'S)-Itraconazole

: 154003-18-6,252964-65-1,873066-43-4
(2R,4S,2'R)-Itraconazole

: 154003-19-7,252964-65-1,873066-43-4
(2S,4R,2'S)-Itraconazole

: 154003-20-0,252964-65-1,873066-43-4
(2S,4R,2'R)-Itraconazole

Guidance literature:: With Chiralcel OD chiral stationary phase; In ethanol; hexane; isopropyl alcohol; acetonitrile; at 40 ℃; stereoselective reaction; Resolution of racemate;
DOI:10.1002/chir.20932