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

• ChemBase ID: 44460
• Molecular Formular: C17H18Cl3N
• Molecular Mass: 342.69052
• Monoisotopic Mass: 341.05048262
• SMILES: c12[C@H](c3cc(c(cc3)Cl)Cl)CC[C@@H](c1cccc2)NC.Cl
• Canonical SMILES: CN[C@H]1CC[C@H](c2c1cccc2)c1ccc(c(c1)Cl)Cl.Cl
• InChI: InChI=1S/C17H17Cl2N.ClH/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;1H/t12-,17-;/m0./s1
• InChIKey: BLFQGGGGFNSJKA-XHXSRVRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride
• IUPAC Traditional name: sertraline hydrochloride
• Synonyms: (1S,4S)-4-(3,4-dichlorophenyl)-N-methyl-1,2,3,4-tetrahydronaphthalen-1-amine hydrochloride; Sertraline HCl; (1S,4S)-4-(3,4-Dichlorophenyl)-1,2,3,4-tetrahydro-N-methyl-1-naphthalenamine hydrochloride; Sertraline hydrochloride; Sertraline hydrochloride

Database IDs

• CAS Number: 79559-97-0
• MDL Number: MFCD00895772
• PubChem SID: 24278601; 162049223
• PubChem CID: 63009

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: DMSO: >20 mg/mL
• Apperance: white powder
• Hydrophobicity(logP): 5.347

Safety Information

• Storage Warning: IRRITANT
• RTECS: QJ0352070
• German water hazard class: 3
• TSCA Listed: false
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: 5-HT Receptor
• Gene Information: human ... HTR1A(3350), HTR1B(3351), HTR1D(3352), HTR1E(3354), HTR1F(3355), HTR2A(3356), HTR2B(3357), HTR2C(3358), HTR3A(3359), HTR3B(9177), HTR3C(170572), HTR3D(200909), HTR3E(285242), HTR4(3360), HTR5A(3361), HTR5B(645694), HTR6(3362), HTR7(3363)

Product Information

• Purity: ≥98% (HPLC); 95%; 98%
• Salt Data: HCl
• Empirical Formula (Hill Notation): C17H17NCl2 · HCl

DETAILS

Sigma Aldrich - S6319

Biochem/physiol Actions
Selective serotonin reuptake inhibitor, antidepressant.