Tadalafil catechol
Basic information
- CAS
171489-03-5- Standard SMILES
CN1CC(=O)N2[C@H](c3ccc(O)c(O)c3)c3[nH]c4ccccc4c3C[C@@H]2C1=O- InChIKey
HZSPPSAESSMSNY-FOIQADDNSA-N- Molecular formula
- C21H19N3O4
- Average molar mass
- 377.4 g/mol
- Monoisotopic mass
- 377.1375561
Names & identifiers
- Preferred name
- Tadalafil catechol
- IUPAC
- (2R,8R)-2-(3,4-dihydroxyphenyl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione
- English name
- (6R,trans)-6-(3,4-dihydroxyphenyl)-2,3,6,7,12,12a-hexahydro-2-Methyl-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione
- Molecular formula
- C21H19N3O4
- Molecular weight
- 377.39
Names & synonyms
Desmethylene TadalafilTadalafil catechol15IBL77N0LUNII-15IBL77N0LDTXSID00432069IC711TADALAFIL METABOLITE IC711Pyrazino(1',2':1,6)pyrido(3,4-b)indole-1,4-dione, 6-(3,4-dihydroxyphenyl)-2,3,6,7,12,12a-hexahydro-2-methyl-, (6R,12aR)-RefChem:203187DTXCID60382899171489-03-5Tadalafil Desmethylene Impurity
Show more names
Tadalafil IMpurity KTadalafil Impurity 48Tadalafil Impurity 43(6R,trans)-6-(3,4-dihydroxyphenyl)-2,3,6,7,12,12a-hexahydro-2-Methyl-pyrazino[1',2'(6R,trans)-6-(3,4-dihydroxyphenyl)-2,3,6,7,12,12a-hexahydro-2-Methyl-pyrazino[1',2'(6R,12aR)-6-(3,4-dihydroxyphenyl)-2,3,6,7,12,12a-hexahydro-2-Methyl-pyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione
(2R,8R)-2-(3,4-dihydroxyphenyl)-6-methyl-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-1(10),11,13,15-tetraene-4,7-dione(6R,12aR)-6-(3,4-dihydroxyphenyl)-2-methyl-2,3,6,7,12,12a-hexahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4-dione(6R,12aR)-6-(3,4-dihydroxyphenyl)-2-methyl-2,3,12,12a-tetrahydropyrazino[1',2':1,6]pyrido[3,4-b]indole-1,4(6H,7H)-dioneTADALAFIL_met024orb1739231SCHEMBL7250404Tadalafil IMpurity: IMpurity ISCHEMBL29869009
Database identifiers
- CAS
171489-03-5- PubChem CID
- 9864503
- DTXSID
DTXSID00432069- UNII
- 15IBL77N0L
Properties
Computed structural properties
- XLogP
- 1.8
- Topological polar surface area
- 96.9 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 1
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 658
Experimental & physicochemical properties
Collision Cross Section184.86 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 215 °C · >215°C (dec.)
- Boiling point
- 735.3 · 735.3±60.0 °C(Predicted)
- Density
- 1.56 · 1.56±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Hygroscopic, -20°C Freezer, Under inert atmosphere
- solubility
- DMSO (Sparingly), Methanol (Slightly)
- pka
- 9.58 · 9.58±0.10(Predicted)
- form
- Solid
- color
- Off-White to Light Pink
- Stability
- Hygroscopic
- FDA UNII
- 15 IBL77N0L · 15IBL77N0L
Chemistry & industry
Applications
UsesTadalafil. A phosphodiesterase 5 inhibitor.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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