6-[4-(2-phenylphenyl)piperazin-1-yl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)hexanamide hydrate hydrochloride

• ChemBase ID: 154103
• Molecular Formular: C32H42ClN3O2
• Molecular Mass: 536.14778
• Monoisotopic Mass: 535.29655528
• SMILES: c1ccc(cc1)c1ccccc1N1CCN(CC1)CCCCCC(=O)NC1CCCc2c1cccc2.O.Cl
• Canonical SMILES: O=C(NC1CCCc2c1cccc2)CCCCCN1CCN(CC1)c1ccccc1c1ccccc1.O.Cl
• InChI: InChI=1S/C32H39N3O.ClH.H2O/c36-32(33-30-18-11-15-26-14-6-7-16-28(26)30)20-5-2-10-21-34-22-24-35(25-23-34)31-19-9-8-17-29(31)27-12-3-1-4-13-27;;/h1,3-4,6-9,12-14,16-17,19,30H,2,5,10-11,15,18,20-25H2,(H,33,36);1H;1H2
• InChIKey: VOKWUIAIZYWMDR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-[4-(2-phenylphenyl)piperazin-1-yl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)hexanamide hydrate hydrochloride
• IUPAC Traditional name: 6-[4-(2-phenylphenyl)piperazin-1-yl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)hexanamide hydrate hydrochloride
• Synonyms: 4-(2-Diphenyl)-N-(1,2,3,4-tetrahydronaphthalen-1-yl)-1- piperazinehexanamide hydrochloride; LP 12 hydrochloride hydrate

Database IDs

• MDL Number: MFCD11114387
• PubChem SID: 162248242
• PubChem CID: 71311793

CALCULATED PROPERTIES

• Acid pKa: 15.887763
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.5679586
• LogD (pH = 7.4): 5.271121
• Log P: 6.5984287
• Molar Refractivity: 149.9272 cm^3
• Polarizability: 59.108597 Å^3
• Polar Surface Area: 35.58 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >5 mg/mL; H2O: soluble6 mg/mL
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C32H39N3O·HCl · xH2O

DETAILS

Sigma Aldrich - L3169

Biochem/physiol Actions
LP 12 dihydrochloride is a 5-HT7 receptor agonist displaying selectivity over D2, 5-HT1A and 5-HT2A receptors (Ki values are 0.13, 224, 60.9 and 1464 nM, respectively. It also displays selectivity over D2, 1723; over 5-HT1A, 468; over 5-HT2A, 11261; and high potency. Sigma has added LP 44 (L9793) which shows significantly lower D2 selectivity (7.3 nM/0.22 nM for 33-fold), lower selectivity over 5-HT1A, 240; and over 5-HT2A, 1482. LP 12 and LP 44 seem to share a common intermediate.