2-{3-[4-(3-chloro-4-hydroxyphenyl)piperazin-1-yl](2H6)propyl}-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one

• ChemBase ID: 171391
• Molecular Formular: C19H22ClN5O2
• Molecular Mass: 387.86328
• Monoisotopic Mass: 387.14620265
• SMILES: C1N(CCN(C1)c1ccc(c(c1)Cl)O)CCCn1nc2n(c1=O)cccc2
• Canonical SMILES: Clc1cc(ccc1O)N1CCN(CC1)CCCn1nc2n(c1=O)cccc2
• InChI: InChI=1S/C19H22ClN5O2/c20-16-14-15(5-6-17(16)26)23-12-10-22(11-13-23)7-3-9-25-19(27)24-8-2-1-4-18(24)21-25/h1-2,4-6,8,14,26H,3,7,9-13H2
• InChIKey: FNUZSRSXQFIOPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[4-(3-chloro-4-hydroxyphenyl)piperazin-1-yl](^2H₆)propyl}-2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one
• IUPAC Traditional name: 2-{3-[4-(3-chloro-4-hydroxyphenyl)piperazin-1-yl](^2H₆)propyl}-[1,2,4]triazolo[4,3-a]pyridin-3-one
• Synonyms: 2-[3-[4-(3-Chloro-4-hydroxyphenyl)-1-piperazinyl]propyl-d6]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one; 2-[3-[4-(m-Chloro-p-hydroxyphenyl)-1-piperazinyl]propyl-d6]-s-triazolo[4.3-a]pyridin-3(2H)-one; 4-Hydroxytrazodone-d6; 4'-Hydroxy Trazodone-d6

Database IDs

• PubChem SID: 164227301
• PubChem CID: 71749385

CALCULATED PROPERTIES

• Log P: 2.712162
• Molar Refractivity: 107.8605 cm^3
• Polarizability: 39.85604 Å^3
• Polar Surface Area: 62.62 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true
• Acid pKa: 8.7567215
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.2836264
• LogD (pH = 7.4): 2.652811

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-White Solid
• Melting Point: 144-146°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H970022

The main labelled metabolite of Trazodone-HCl [25332-39-2] (T718500).

REFERENCES

• Yamato, C., et al.: Xenobiotica, 4, 765 (1974)
• Hull, M., et al.: Br. Med. J., 309, 378 (1974)
• Garcia-Pando, A., et al.: J. Clin. Psychiatry, 63, 135 (1974)
• Kalgutkar, A., et al.: Curr. Drug Metab., 3, 379 (1974)
• Kalgutkar, A., et al.: Drug Metab. Disp