4-[(R)-[(2S,5R)-2,5-dimethyl-4-(prop-2-en-1-yl)piperazin-1-yl](3-hydroxyphenyl)methyl]-N,N-diethylbenzamide dihydrobromide

• ChemBase ID: 155399
• Molecular Formular: C27H39Br2N3O2
• Molecular Mass: 597.42546
• Monoisotopic Mass: 595.1409015
• SMILES: CCN(CC)C(=O)c1ccc(cc1)[C@H](c1cccc(c1)O)N1C[C@H](N(C[C@@H]1C)CC=C)C.Br.Br
• Canonical SMILES: C=CCN1C[C@H](C)N(C[C@H]1C)[C@@H](c1cccc(c1)O)c1ccc(cc1)C(=O)N(CC)CC.Br.Br
• InChI: InChI=1S/C27H37N3O2.2BrH/c1-6-16-29-18-21(5)30(19-20(29)4)26(24-10-9-11-25(31)17-24)22-12-14-23(15-13-22)27(32)28(7-2)8-3;;/h6,9-15,17,20-21,26,31H,1,7-8,16,18-19H2,2-5H3;2*1H/t20-,21+,26-;;/m1../s1
• InChIKey: ABMNQBWHHIYHEV-PKENUSFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(R)-[(2S,5R)-2,5-dimethyl-4-(prop-2-en-1-yl)piperazin-1-yl](3-hydroxyphenyl)methyl]-N,N-diethylbenzamide dihydrobromide
• IUPAC Traditional name: 4-[(R)-[(2S,5R)-2,5-dimethyl-4-(prop-2-en-1-yl)piperazin-1-yl](3-hydroxyphenyl)methyl]-N,N-diethylbenzamide dihydrobromide
• Synonyms: (±)-[1(S*),2α,5β]-4-[[2,5-Dimethyl-4-(2-propenyl)-1-piperazinyl](3-hydroxyphenyl)methyl]-N,N-diethylbenzamide dihydrobromide; BW373U86 dihydrobromide

Database IDs

• MDL Number: MFCD03453599
• PubChem SID: 24892108; 162249537
• PubChem CID: 16219058

CALCULATED PROPERTIES

• Acid pKa: 9.427264
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.1152246
• LogD (pH = 7.4): 3.8837516
• Log P: 4.5938044
• Molar Refractivity: 133.2838 cm^3
• Polarizability: 51.243275 Å^3
• Polar Surface Area: 47.02 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble30 mg/mL
• Apperance: powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Shipped in: dry ice
• Empirical Formula (Hill Notation): C27H37N3O2 · 2HBr

DETAILS

Sigma Aldrich - B8930

Biochem/physiol Actions
Potent, non-peptide δ-opioid receptor agonist.