(1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride

• ChemBase ID: 166452
• Molecular Formular: C16H16Cl3N
• Molecular Mass: 328.66394
• Monoisotopic Mass: 327.03483256
• SMILES: [C@H]1(CC[C@@H](c2c1cccc2)N)c1cc(c(cc1)Cl)Cl.Cl
• Canonical SMILES: N[C@H]1CC[C@H](c2c1cccc2)c1ccc(c(c1)Cl)Cl.Cl
• InChI: InChI=1S/C16H15Cl2N.ClH/c17-14-7-5-10(9-15(14)18)11-6-8-16(19)13-4-2-1-3-12(11)13;/h1-5,7,9,11,16H,6,8,19H2;1H/t11-,16-;/m0./s1
• InChIKey: YKXHIERZIRLOLD-RISSCEEYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S)-4-(3,4-dichlorophenyl)-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride
• IUPAC Traditional name: desmethylsertraline hydrochloride
• Synonyms: (1S,4S)- 4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine Hydrochloride; (1S,4S)-N-Desmethyl Sertraline Hydrochloride; cis- 4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine Hydrochloride; cis-(+/-)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-1-naphthalenamine Hydrochloride; rac-cis-N-Desmethyl Sertraline Hydrochloride

Database IDs

• CAS Number: 675126-10-0; 91797-57-8
• PubChem SID: 162260585
• PubChem CID: 25008634

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.7105585
• LogD (pH = 7.4): 2.4662852
• Log P: 4.7167196
• Molar Refractivity: 80.9664 cm^3
• Polarizability: 31.755754 Å^3
• Polar Surface Area: 26.02 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 260-264°C; 301-303°C

Safety Information

• Storage Condition: -20°C Freezer; Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D292100

A racemate of a metabolite of Sertraline. N-Desmethyl sertraline is significantly less active analogue as compared to the methylated compound, Sertraline.

Toronto Research Chemicals - D292101

A metabolite of Sertraline. N-Desmethyl sertraline is significantly less active analogue as compared to the methylated compound, Sertraline.

REFERENCES

• Welch, W.M., et al.: J. Med. Chem., 27, 1508 (1984)
• Welch, W.M., et al.: J. Med. Chem. 27, 1508-1515 (1984)