Compound Summary
itraconazole
Compound Information
itraconazole
Compound Name: | itraconazole |
Compound CID: | 55283 |
Synonyms: | itraconazole 84625-61-6 Oriconazole Sporanox Itrizole (TN) More... |
Iupac Name: | 2-butan-2-yl-4-[4-[4-[4-[[(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]piperazin-1-yl]phenyl]-1,2,4-triazol-3-one |
InChI: | InChI=1S/C35H38Cl2N8O4/c1-3-25(2)45-34(46)44(24-40-45)29-7-5-27(6-8-29)41-14-16-42(17-15-41)28-9-11-30(12-10-28)47-19-31-20-48-35(49-31,21-43-23-38-22-39-43)32-13-4-26(36)18-33(32)37/h4-13,18,22-25,31H,3,14-17,19-21H2,1-2H3/t25?,31-,35-/m0/s1 |
InChIKey: | VHVPQPYKVGDNFY-ZPGVKDDISA-N |
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: | CCC(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 |
Molecular Weight: | 705.6 |
Molecular Formula: | C35H38Cl2N8O4 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
itraconazole
Molecular Weight: | 705.6 |
Molecular Formula: | C35H38Cl2N8O4 |
Hydrogen Bond Donor Count: | 0 |
Hydrogen Bond Acceptor Count: | 9 |
Rotatable Bond Count: | 11 |
Heavy Atom Count: | 49 |
Complexity: | 1120 |
Synonyms
itraconazole
| itraconazole | itraconazole |
|---|---|
itraconazole |
84625-61-6 |
Oriconazole |
Sporanox |
Itrizole (TN) |
Sporanox (TN) |
ITCZ |
C35H38Cl2N8O4 |
Itraconazole (Sporanox) |
Itraconazol Spanish |
Itraconazolum Latin |
CHEMBL22587 |
cis-Itraconazole |
CHEBI:6076 |
2-butan-2-yl-4-4-4-4-(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxyphenylpiperazin-1-ylphenyl-1,2,4-triazol-3-one |
873066-43-4 |
ITZ |
DSSTox_CID_3180 |
R51211 |
DSSTox_RID_76908 |
(2R,4S)-Itraconazole (Mixture of Diastereomers) |
DSSTox_GSID_23180 |
2-(butan-2-yl)-4-{4-4-(4-{(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxy}phenyl)piperazin-1-ylphenyl}-2,4-dihydro-3H-1,2,4-triazol-3-one |
4-4-4-4-(2R,4S)-2-(2,4-dichlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxyphenylpiperazin-1-ylphenyl-2-sec-butyl-1,2,4-triazol-3-one |
CAS-84625-61-6 |
R-51211 |
Intraconazole |
Sporanox(TM) |
NCGC00018268-03 |
4-(4-{4-4-({(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-ylmethyl}oxy)phenylpiperazin-1-yl}phenyl)-2-(1-methylpropyl)-2,4-dihydro-3H-1,2,4-triazol-3-one |
Itraconazole & Nyotran |
Itraconazole (JP17/USP) |
SCHEMBL23934 |
84604-65-9 |
MLS006011958 |
AMY922 |
DTXSID3023180 |
GTPL11426 |
Pharmakon1600-01505756 |
Tox21_110854 |
2485AH |
AC-542 |
BDBM50127138 |
CI0042 |
MFCD00941396 |
NSC759239 |
s2476 |
AKOS015842738 |
AKOS015961385 |
Tox21_110854_1 |
CCG-270391 |
DB01167 |
KS-1268 |
MCULE-2446846552 |
NSC-759239 |
NCGC00274068-01 |
NCGC00274068-02 |
NCGC00274068-07 |
1-(butan-2-yl)-4-{4-4-(4-{(2R,4S)-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxy}phenyl)piperazin-1-ylphenyl}-4,5-dihydro-1H-1,2,4-triazol-5-one |
4-(4-(4-(4-(((2R,4S)-2-((1H-1,2,4-triazol-1-yl)methyl)-2-(2,4-dichlorophenyl)-1,3-dioxolan-4-yl)methoxy)phenyl)piperazin-1-yl)phenyl)-2-(sec-butyl)-2,4-dihydro-3H-1,2,4-triazol-3-one |
HY-17514 |
SMR001827898 |
Itraconazole & Nyotran(Liposomal Nystatin) |
SBI-0206914.P001 |
AB0012897 |
SW219756-1 |
Itraconazole 2.0 mg/ml in Dimethyl Sulfoxide |
D00350 |
24236-EP2281816A1 |
24236-EP2314590A1 |
AB01274818-01 |
AB01274818_02 |
AB01274818_03 |
A933954 |
Q411229 |
BRD-A23067620-001-01-7 |
3H-1,2,4-Triazol-3-one, 4-4-4-4-2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-ylmethoxyphenyl-1-pipera-zinylphenyl-2,4-dihydro-2-(1-methylpropyl) |
4-4-4-4-(2R,4S)-2-(2,4-Dichlorophenyl)-2-(1H-1,2,4-triazole-1-ylmethyl)-1,3-dioxolane-4-ylmethoxyphenylpiperazinophenyl-2-(1-methylpropyl)-4H-1,2,4-triazole-3(2H)-one |
Experimental Data
itraconazole
| Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 10.000000000000000 | umol/L | 17.010000000000000 | 16.490000000000000 | -3.081000000000000 | NS | N2 | 33008901 | Inactive | ||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 15.740000000000000 | 16.020000000000000 | 1.754000000000000 | NS | N2 | 33008901 | Inactive | ||||
| Drosophila melanogaster | 20.000000000000000 | umol/L | 44.630000000000000 | 48.160000000000000 | 7.915000000000000 | S | FEMALES | 33008901 | Active | ||||
| Drosophila melanogaster | 200.000000000000000 | umol/L | 43.170000000000000 | 43.620000000000000 | 1.047000000000000 | NS | MALES | 33008901 | Inactive |
Experimental Data Visualization
itraconazole
Statistics Data
itraconazole
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 1.754000000000000 | 1 | 2 | |
| Drosophila melanogaster | 7.915000000000000 | 1 | 2 |
Statistics Data Visualization
itraconazole
