(1R,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine

• ChemBase ID: 177750
• Molecular Formular: C17H17Cl2N
• Molecular Mass: 306.22958
• Monoisotopic Mass: 305.07380491
• SMILES: c1(ccc(cc1Cl)[C@@H]1CC[C@H](c2c1cccc2)NC)Cl
• Canonical SMILES: CN[C@@H]1CC[C@H](c2c1cccc2)c1ccc(c(c1)Cl)Cl
• InChI: InChI=1S/C17H17Cl2N/c1-20-17-9-7-12(13-4-2-3-5-14(13)17)11-6-8-15(18)16(19)10-11/h2-6,8,10,12,17,20H,7,9H2,1H3/t12-,17+/m0/s1
• InChIKey: VGKDLMBJGBXTGI-YVEFUNNKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine
• IUPAC Traditional name: (1R,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine
• Synonyms: (1R,4S)-rel-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine; trans-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine; rac-trans-Sertraline

Database IDs

• CAS Number: 79836-45-6
• PubChem SID: 164233660
• PubChem CID: 9882979

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 1.9396342
• LogD (pH = 7.4): 2.759919
• Log P: 5.1493
• Molar Refractivity: 85.741 cm^3
• Polarizability: 33.5986 Å^3
• Polar Surface Area: 12.03 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Oil

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - S279980

Used for the treatment of menopause and mood, anxiety, and cognitive disorders. They block uptake of dopamine and norepinephrine.

REFERENCES

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